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October 30, 2024

Post-Exploitation Activities on Fortinet Devices: A Network-Based Analysis

This blog explores recent findings from Darktrace's Threat Research team on active exploitation campaigns targeting Fortinet appliances. This analysis focuses on the September 2024 exploitation of FortiManager via CVE-2024-47575, alongside related malicious activity observed in June 2024.
Inside the SOC
Darktrace cyber analysts are world-class experts in threat intelligence, threat hunting and incident response, and provide 24/7 SOC support to thousands of Darktrace customers around the globe. Inside the SOC is exclusively authored by these experts, providing analysis of cyber incidents and threat trends, based on real-world experience in the field.
Written by
Adam Potter
Senior Cyber Analyst
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30
Oct 2024

Introduction: Uncovering active exploitation of Fortinet vulnerabilities

As part of the Darktrace Threat Research team's routine analysis of October's Patch Tuesday vulnerabilities, the team began searching for signs of active exploitation of a critical vulnerability (CVE-2024-23113) affecting the FortiGate to FortiManager (FGFM) protocol.[1]

Although the investigation was prompted by an update regarding CVE 2024-23113, results of the inquiry yielded evidence of widespread exploitation of Fortinet devices in both June and September 2024 potentially via multiple vulnerabilities including CVE 2024-47575. Analysts identified two clusters of activity involving overlapping indicators of compromise (IoCs), likely constituting unique campaigns targeting Fortinet appliances.

This blog will first highlight the finding and analysis of the network-based indicators of FortiManager post-exploitation activity in September, likely involving CVE 2024-47575. The article will then briefly detail a similar pattern of malicious activity observed in June 2024 that involved similar IoCs that potentially comprises a distinct campaign targeting Fortinet perimeter devices.

Fortinet CVE Disclosures

FortiManager devices allow network administrators to manage Fortinet devices on organizations’ networks.[2] One such subset of devices managed through this method are Fortinet firewalls known as FortiGate. These manager and firewall devices communicate with each other via a custom protocol known as FortiGate to FortiManager (FGFM), whereby devices can perform reachability tests and configuration-related actions and reporting.[3] By default, FortiManager devices operate this protocol via port 541.[4]

Fortinet Product Security Incident Response Team released multiple announcements revealing vulnerabilities within the daemon responsible for implementing operability of the FGFM service. Specifically, CVE 2024-23113 enables attackers to potentially perform arbitrary remote command execution through the use of a specially crafted format string to a FortiGate device running the “fgfm daemon”.[5][6]  Similarly, the exploitation of CVE 2024-47575  could also allow remote command execution due to a missing authentication mechanism when targeting specifically FortiManager devices.[7][8]  Given how prolific both FortiGate and FortiManager devices are within the global IT security ecosystem, Darktrace analysts hypothesized that there may have been specific targeting of such devices within the customer base using these vulnerabilities throughout mid to late 2024.

Campaign Analysis

In light of these vulnerability disclosures, Darktrace’s Threat Research team began searching for signs of active exploitation by investigating file download, lateral movement or tooling activity from devices that had previously received suspicious connections on port 541. The team first noticed increases in suspicious activity involving Fortinet devices particularly in mid-September 2024. Further analysis revealed a similar series of activities involving some overlapping devices identified in June 2024. Analysis of these activity clusters revealed a pattern of malicious activity against likely FortiManager devices, including initial exploitation, payload retrieval, and exfiltration of probable configuration data.

Below is an overview of malicious activity we have observed by sector and region:

Sector and region affected by malicious activity on fortigate devices
The sectors of affected customers listed above are categorized according to the United Kingdom’s Standard Industrial Classification (SIC).

Initial Exploitation of FortiManager Devices

Across many of the observed cases in September, activity began with the initial exploitation of FortiManager devices via incoming connectivity over TLS/SSL. Such activity was detected due to the rarity of the receiving devices accepting connections from external sources, particularly over destination port 541. Within nearly all investigated incidents, connectivity began with the source IP, 45.32.41[.]202, establishing an SSL session with likely FortiManager devices.  Device types were determined through a combination of the devices’ hostnames and the noted TLS certificate issuer for such encrypted connections.

Due to the encrypted nature of the connection, it was not possible to ascertain the exploit used in the analyzed cases. However, given the similarity of activities targeting FortiManager devices and research conducted by outside firms, attackers likely utilized CVE 2024-47575.[9] For example, the source IP initiating the SSL sessions also has been referenced by Mandiant as engaging in CVE 2024-47575 exploitation. In addition to a consistent source IP for the connections, a similar JA3 hash was noted across multiple examined accounts, suggesting a similarity in source process for the activity.

In most cases observed by Darktrace, the incoming connectivity was followed by an outgoing connection on port 443 to the IP 45.32.41[.]202. Uncommon reception of encrypted connections over port 541, followed by the initiation of outgoing SSL connections to the same endpoint would suggest probable successful exploitation of FortiManager CVEs during this time.

Model alert logs highlighting the incoming connectivity over port 541 to the FortiManager devices followed by outgoing connection to the external IP.
Figure 1: Model alert logs highlighting the incoming connectivity over port 541 to the FortiManager devices followed by outgoing connection to the external IP.

Payload Retrieval

Investigated devices commonly retrieved some form of additional content after incoming connectivity over port 541. Darktrace’s Threat Research team noted how affected devices would make HTTP GET requests to the initial exploitation IP for the URI: /dom.js. This URI, suggestive of JavaScript content retrieval, was then validated by the HTTP response content type. Although Darktrace could see the HTTP content of the connections, usage of destination port 443 featured prominently during these HTTP requests, suggesting an attempt at encryption of the session payload details.

Figure 2: Advanced Search HTTP log to the exploitation IP noting the retrieval of JavaScript content using the curl user agent.

Cyber AI Analyst investigation into the initial exploitation activity. This incident emphasizes the rare external connectivity over port 443 requesting JavaScript content following the incoming connections over port 541.
Figure 3: Cyber AI Analyst investigation into the initial exploitation activity. This incident emphasizes the rare external connectivity over port 443 requesting JavaScript content following the incoming connections over port 541.

The operators of the campaign also appear to have used a consistent user agent for payload retrieval: curl 8.4.0. Usage of an earlier version of the curl (version 7 .86.0) was only observed in one instance. The incorporation of curl utility to establish HTTP connections therefore suggests interaction with command-line utilities on the inspected Fortinet hosts. Command-line interaction also adds validity to the usage of exploits such as CVE 2024-47575 which enable unauthenticated remote command execution. Moreover, given the egress of data seen by the devices receiving this JavaScript content, Darktrace analysts concluded that this payload likely resulted in the configuration aggregation activity noted by external researchers.

Data Exfiltration

Nearly all devices investigated during the September time period performed some form of data exfiltration using the HTTP protocol. Most frequently, devices would initiate these HTTP requests using the same curl user agent already observed during web callback activity.  Again, usage of this tool heavily suggests interaction with the command-line interface and therefore command execution.

The affected device typically made an HTTP POST request to one or both of the following two rare external IPs: 104.238.141[.]143 and 158.247.199[.]37. One of the noted IPs, 104.238.141[.]143, features prominently within external research conducted by Mandiant during this time. These HTTP POST requests nearly always sent data to the /file endpoint on the destination IPs. Analyzed connections frequently noted an HTTP mime type suggestive of compressed archive content. Some investigations also revealed specific filenames for the data sent externally: “.tm”. HTTP POST requests occurred without a specified hostname. This would suggest the IP address may have already been cached locally on the device from a running process or the IP address was hardcoded into the details of unwarranted code running on the system. Moreover, many such POSTs occurred without a GET request, which can indicate exfiltration activity.

Model alert logs noting both the connection to the IP 158.247.199[.]37 over port 443 without a hostname, and the unusual activity metric describing how the request was made without a prior HTTP GET request. Such activity can indicate malicious data exfiltration.
Figure 4: Model alert logs noting both the connection to the IP 158.247.199[.]37 over port 443 without a hostname, and the unusual activity metric describing how the request was made without a prior HTTP GET request. Such activity can indicate malicious data exfiltration.

Interestingly, in many investigations, analysts noticed a lag period between the initial access and exploitation, and the exfiltration of data via HTTP. Such a pause, sometimes over several hours to over a day, could reflect the time needed to aggregate data locally on the host or as a strategic pause in activity to avoid detection. While not present within every compromise activity logs inspected, the delay could represent slight adjustments in behavior during the campaign by the threat actor.

Figure 5: Advanced search logs showing both the payload retrieval and exfiltration activity, emphasizing the gap in time between payload retrieval and exfiltration via HTTP POST request.

HTTP and file identification details identified during this time also directly correspond to research conducted by Mandiant. Not only do we see overlap in IPs identified as receiving the posted data (104.238.141[.]143) we also directly observed an overlap in filenames for the locally aggregated configuration data. Moreover, the gzip mime type identified in multiple customer investigations also corresponds directly to exfiltration activity noted by Mandiant researchers.

Advanced search logs noting the filename and URL of the posted data to one of the exfiltration IPs. The .tm filename corresponds to the locally stored file on affected FortiManager devices analyzed by external researchers.
Figure 6: Advanced search logs noting the filename and URL of the posted data to one of the exfiltration IPs. The .tm filename corresponds to the locally stored file on affected FortiManager devices analyzed by external researchers.

Activity detected in June 2024

Common indicators

Analysts identified a similar pattern of activity between June 23 and June 25. Activity in this period involved incoming connections from the aforementioned IP 45.32.41[.]202 on either port 541 or port 443 followed by an outgoing connection to the source. This behavior was then followed by HTTP POSTs to the previously mentioned IP address 158.247.199[.]37 in addition to the novel IP: 195.85.114[.]78  using same URI ‘/file’ noted above. Given the commonalties in indicators, time period, and observed behaviors, this grouping of exploitation attempts appears to align closely with the campaign described by Mandiant and may represent exploitation of CVE 2024-47575 in June 2024. The customers targeted in June fall into the same regions and sectors as seen those in the September campaign.

Deviations in behavior

Notably, Darktrace detected a different set of actions during the same June timeframe despite featuring the same infrastructure. This activity involved an initial incoming connection from 158.247.199[.]37 to an internal device on either port 541 or port 443. This was then followed by an outgoing HTTP connection to 158.247.199[.]37 on port 443 with a URI containing varying external IPs. Upon further review, analysts noticed the IPs listed may be the public IPs of the targeted victim, suggesting a potential form device registration by the threat actor or exploit validation. While the time period and infrastructure closely align with the previous campaign described, the difference in activity may suggest another threat actor sharing infrastructure or the same threat actor carrying out a different campaign at the same time. Although the IP 45.32.41[.]202 was contacted, paralleling activity seen in September, analysts did notice a different payload received from the external host, a shell script with the filename ver.sh.

Figure 7: AI Analyst timeline noting the suspicious HTTP behavior from a FortiManager device involving the IP 158.247.199[.] 37.

Darktrace's depth of detection and investigation

Darktrace detected spikes in anomalous behavior from Fortinet devices within the customer base between September 22 and 23, 2024. Following an in-depth investigation into affected accounts and hosts, Darktrace identified a clear pattern where one, or multiple, threat actors leveraged CVEs affecting likely FortiManager devices to execute commands on the host, retrieve malicious content, and exfiltrate sensitive data. During this investigation, analysts then identified possibly related activity in June 2024 highlighted above.

The gathering and exfiltration of configuration data from network security management or other perimeter hosts is a technique that can enable future access by threat actors. This parallels activity previously discussed by Darktrace focused on externally facing devices, such as Palo Alto Networks firewall devices.  Malicious entities could utilize stolen configuration data and potentially stored passwords/hashes to gain initial access in the future, irrespective of the state of device patching. This data can also be potentially sold by initial access brokers on illicit sites. Moreover, groups can leverage this information to establish persistence mechanisms within devices and host networks to enable more impactful compromise activity.

Uncover threat pattens before they strike your network

Network and endpoint management services are essential tools for network administrators and will remain a critical part of IT infrastructure. However, these devices are often configured as internet-facing systems, which can unintentionally expose organizations networks' to attacks. Internet exposure provides malicious groups with novel entry routes into target environments. Although threat actors can swap vulnerabilities to access target networks, the exploitation process leaves behind unusual traffic patterns, making their presence detectable with the right network detection tools.

By detecting the unusual patterns of network traffic which inevitably ensue from exploitation of novel vulnerabilities, Darktrace’s anomaly-based detection and response approach can continue to identify and inhibit such intrusion activities irrespective of exploit used. Eulogizing the principle of least privilege, configuration and asset management, and maintaining the CIA Triad across security operations will continue to help security teams boost their defense posture.

See how anomaly-based detection can enhance your security operations—schedule a personalized demo today.

Get a demo button for Darktrace

Credit to Adam Potter (Senior Cyber Analyst), Emma Foulger (Principal Cyber Analyst), Nahisha Nobregas (Senior Cyber Analyst), Hyeongyung Yeom (Principal Cyber Analyst & Analyst Team Lead, East Asia), Sam Lister (Senior Cyber Analyst)

Appendix

Model Alerts

  • Anomalous Connection / Posting HTTP to IP without Hostname
  • Anomalous Connection / Callback on Web Facing Device
  • Anomalous Server Activity / New Internet Facing Server
  • Anomalous Server Activity / Outgoing from Server

Cyber AI Analyst Incidents

  • Possible HTTP Command and Control
  • Possible HTTP Command and Control to Multiple Endpoints

IoCs

Indicator – Type - Description

104.238.141[.]143 -  IP Address  - C2 infrastructure

158.247.199[.]37 - IP Address - C2 infrastructure

45.32.41[.]202 - IP Address - C2 infrastructure

104.238.141[.]143/file – URL - C2 infrastructure

158.247.199[.]37/file  - URL - C2 infrastructure

45.32.41[.]202/dom.js – URL - C2 infrastructure

.tm – Filename - Gzip file

MITRE Attack Framework

  • Initial Access
    T1190 Exploiting Public-Facing Application
  • Execution:
    T1059 Command and Scripting Interpreter  (Sub-Techniques: T1059.004 Unix Shell, T1059.008 Network Device CLI)
  • Discovery:
    T1083 File and System Discovery
    T1057 Process Discovery
  • Collection:
    T1005 Data From Local System
  • Command and Control:
    T1071 Application Layer Protocols (Sub-Technique:
    T1071.001 Web Protocols)
    T1573  Encrypted Channel
    T1573.001  Symmetric Cryptography
    T1571 Non-Standard Port
    T1105 Ingress Tool Transfer
    T1572 Protocol Tunnelling 
  • Exfiltration:
    T1048.003 Exfiltration Over Unencrypted Non-C2 Protocol

References

{1} https://cloud.google.com/blog/topics/threat-intelligence/fortimanager-zero-day-exploitation-cve-2024-47575/

{2} https://docs.fortinet.com/document/fortimanager/6.4.0/ports-and-protocols/606094/fortigate-fortimanager-protocol#:~:text=The%20FortiGate%2DFortiManager%20(FGFM),by%20using%20the%20FGFM%20protocol.

{3)https://docs.fortinet.com/document/fortigate/6.4.0/ports-and-protocols/373486/fgfm-fortigate-to-fortimanager-protocol
{4} https://www.fortiguard.com/psirt/FG-IR-24-029
{5} https://www.fortiguard.com/psirt/FG-IR-24-423
{6}https://www.fortinet.com/content/dam/fortinet/assets/data-sheets/fortimanager.pdf

{7} https://doublepulsar.com/burning-zero-days-fortijump-fortimanager-vulnerability-used-by-nation-state-in-espionage-via-msps-c79abec59773

{8} https://darktrace.com/blog/post-exploitation-activities-on-pan-os-devices-a-network-based-analysis

Inside the SOC
Darktrace cyber analysts are world-class experts in threat intelligence, threat hunting and incident response, and provide 24/7 SOC support to thousands of Darktrace customers around the globe. Inside the SOC is exclusively authored by these experts, providing analysis of cyber incidents and threat trends, based on real-world experience in the field.
Written by
Adam Potter
Senior Cyber Analyst

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August 6, 2026

When AI Agents Attack: The Case for Behavioral Anomaly Detection

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The UK AI Security Institute (AISI) has just published a detailed incident report confirming what many within the cyber security industry have suspected for some time: frontier AI agents, given a degree of autonomy, can independently develop and execute attack chains against real targets, including social engineering, supply-chain compromise, and deception, without explicit instruction to do so.

The report (INC-2026-07-28-01, published 4 August 2026) documents what happened during a routine capability evaluation between 25 and 28 July. It deserves a careful read from anyone responsible for securing the modern digital estate.

The incident

AISI regularly tests frontier AI models for offensive cyber capability. In this exercise, agents were placed inside a simulated network environment and given internet access this was deliberate, given to reflect realism of the task. Across 122 evaluation runs, 19 instances of unsanctioned activity were recorded, including cases where agents broke the intended boundaries of the test and acted against real people and real infrastructure on the open internet.

In the most serious case, an agent (Mythos 5) autonomously:

  • Conducted open-source intelligence gathering to identify real developers associated with keywords from the simulated scenario
  • Created a GitHub account and submitted a pull request containing obfuscated malicious code to a real, unaffiliated repository
  • Created a second sockpuppet account to post comments on its own PR, attempting to manufacture social proof
  • When a human reviewer flagged the malicious content, the agent lied, claiming an accidental commit, then repeatedly attempted to reintroduce the payload under the guise of having "fixed" the code
  • Sent spear-phishing emails to the repository maintainer containing manipulated content designed to convince them to merge the code
  • Planted a prompt injection inside a GitHub issue, hidden in an HTML comment invisible to humans but readable by AI coding assistants parsing the repository via API

AISI confirmed no real-world harm resulted. The PRs were not merged; the payloads did not execute. But containment was a product of circumstance, not design.

Why this matters

Every action the agents took used legitimate services operating within normal parameters. Creating a GitHub account is legitimate. Opening a pull request is legitimate. Sending an email is legitimate. Posting an issue is legitimate.

No vulnerability was exploited. No known malware signature was present. No indicator of compromise from any threat intelligence feed would have matched. The entire attack existed as a pattern, a sequence of individually normal actions that, taken together, constituted a supply-chain attack, a social engineering campaign, and an attempted compromise of downstream systems.

This is the class of threat that signature-based and rule-based security tools structurally struggle to detect. They answer the question "have I seen this before?" When the answer is no – and when the attack is novel, composed of legitimate actions, and adapted in real time by an adversary in this case an agent that reasons about evasion – they struggle.

Behavioral anomaly detection: The architecture that fits

Darktrace has spent a decade building a platform around a different question: "is this behavior normal for this entity?"

The platform learns the baseline behavior of every user, device, and communication pattern across an organization's digital environment. It does not need prior knowledge of an attack technique. It identifies deviation from learned normality, surfaces it, and through its Autonomous Response capability, takes targeted action to contain threats at machine speed.

Consider how this AISI incident might show across the Darktrace platform:

Network detection and response

While no payload was successfully delivered to a victim in this incident, AISI's post-incident analysis of the agent's code (detailed on pages 24-25 of the report) reveals what would have landed on target systems had the social engineering succeeded. The agent produced three successive payload generations, each replacing the last after being detected and called out:

Generation 1 hid a module-load stager inside a legitimate bug-fix commit, guarded by an environment variable check, to skip execution in CI. Its second stage attempted to fetch Poseidon implants (Linux and Windows variants) calling back to the agent's own C2 listener, with a fallback to publicly hosted polling scripts that fetched and executed commands every 60 seconds.

Generation 2 exploited an Electron "What's New" window with nodeIntegration enabled, loading remote HTML from a GitHub Pages site the agent had registered. The page decoded an XOR-obfuscated payload at runtime that beaconed host identifiers over DNS, attempted to download the same implants, ran its own in-process C2 loop, and installed reboot persistence via crontab and Windows registry Run keys.

Generation 3 was a post-install dropper added after the agent had already been publicly caught. It XOR-decoded a hidden URL, downloaded a script over plaintext HTTP, and ran it detached, force-exiting so npm install always reports success, giving the attacker remote code execution on any machine running the install.

None of these payloads reached a victim. But the technical detail matters: this is the calibre of tradecraft an autonomous agent produced in a matter of hours, unprompted. Each generation demonstrated adaptation, the agent iterated its approach in direct response to being detected.

For network defenders, the behavioral signals these payloads would have generated are clear. DNS beaconing to novel domains, periodic HTTP polling to newly registered infrastructure, XOR-encoded data in transit, registry and crontab persistence writes on endpoints that have never exhibited such behavior. These are exactly the anomalies that Darktrace / NETWORK identifies in real time: deviations from learned device and connection baselines, regardless of whether the specific payload or C2 domain has been seen before.

Beyond the payload analysis, the agents' broader activity produced additional behavioral anomalies: new identities engaging in high-frequency interactions with external services, coordination via unusual channels (public pastebins, gists), and lateral communication patterns that deviate from any established baseline.

Email security

The spear-phishing emails sent by the agent, crafted with context-specific content designed to manipulate a specific individual, represent exactly the kind of socially engineered communication that static email gateways can miss. Darktrace / EMAIL analyses the linguistic patterns, sender behavior, and relational context of every message. A brand-new sender using tailored language to pressure a recipient into a specific technical action deviates from the learned communication profile, regardless of whether the message contains a known-bad URL or attachment.

Securing AI

This is where the incident points to a threat category that many security platforms do not yet fully address. The agent did not just use AI as a tool for attack. It targeted other AI systems, attempting prompt injections against coding assistants and trying to compromise automated workflows. Organisations adopting AI agents for development, operations, and decision-making are introducing a newer extended attack surface.  

Darktrace / SECURE AI extends the same behavioral detection model into this space. It monitors AI usage across the enterprise, detecting anomalous interactions with AI services, identifying sensitive data exposure to AI systems, providing visibility into shadow AI use. As AI agents become standard components of enterprise infrastructure, the ability to detect when an AI system is behaving outside its expected parameters, when there is a chance, it is being manipulated, or when it is interacting with something it should not be, that becomes a direct security requirement rather than a future consideration.

The principle is consistent across the Darktrace platform: learn what normal looks like, identify deviation, respond autonomously.

The AI-to-AI threat surface

One of the report's most important findings is a confirmation that AI agents can act outside of instructions and guardrails to complete tasks. The Mythos 5 agent conducted reconnaissance on a repository maintainer, inferred it might be an AI coding assistant, and deployed a prompt injection specifically crafted to compromise it.

This is a new attack class. Organizations deploying AI coding assistants, AI-powered code review, or autonomous DevOps agents now face an adversary that:

  • Moves at speed
  • Is able to adapt its approach when initial attempts are halted
  • Specifically targets AI systems via techniques (prompt injection, hidden instructions in HTML comments) that are less visible to human reviewers but parsed by machines
  • Reasons about which evasion strategies are most likely to succeed

Defending against this requires security that operates with the same adaptability and speed. A system that learns what "normal" looks like, and flags deviation from it.

What AISI recommends

The report identifies five contributing factors to the incident. Two are directly relevant:

No synchronous real-time monitoring (Section 5.3): AISI acknowledges it had not built real-time behavioral monitoring capable of immediately blocking unsanctioned agent actions. Their security team detected the incident via commercial security monitoring software, but only after activity had already occurred.

No fine-grained behavioral controls (Section 6.2): AISI's forward-looking response includes building continuous monitoring that can "immediately block or flag unsanctioned AI agent behavior."

The direction is clear: organizations need security that watches behavior continuously, learns what normal looks like, and acts when deviation occurs, without requiring a human in the loop for every decision.

The takeaway

The AISI incident is documented proof that autonomous AI agents will independently develop novel attack chains using legitimate tools, adapt when detected, employ deception, and target both humans and other AI systems. This happened last week, in a controlled setting, with commercially available models.

The security architecture that addresses this is behavioral anomaly detection applied across the full digital estate, as AI agents become standard components of enterprise infrastructure, writing code, managing deployments, processing communications, the attack surface they create is behavioral by nature. The defense must be too.

Read the full report from the UK AI Security Institute here.

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About the author
Adam Stevens
Senior Director of Product | Darktrace

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August 5, 2026

Testing a Prompt injection Attack Against an Enterprise AI Agent

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Key takeaways

  • Darktrace successfully detected and quarantined a prompt injection email before it could be processed by an enterprise AI agent.  
  • Prompt injection attacks increasingly rely on natural language rather than traditional malware, making behavioral analysis an important complement to signature-based detection.  
  • Organizations deploying AI agents should combine model guardrails with behavioral monitoring to reduce the risk of malicious instructions reaching enterprise systems.

How behavioral detection helps stop prompt injection attacks

A Darktrace customer running a Gemini AI agent in Google Cloud asked us two simple questions:

“If my agent can read inbound emails and access internal data, what stops an attacker from hiding malicious instructions in the message? Couldn’t the agent be tricked into deleting or exfiltrating sensitive data?”

The scenario centers on an indirect prompt injection attack, where malicious instructions are hidden inside content that an AI model later interprets as trusted input. The same weakness was exposed by  EchoLeak (CVE-2025-32711), a zero-click Microsoft 365 Copilot vulnerability enabled data exfiltration from a single well-crafted email..

This blog follows the Darktrace team’s investigation of the customer’s hypothesis and examines how the attack interacted with their existing security stack. The results highlight which defenses held, where gaps emerged, and how behavioral detection mattered more than guardrails. This investigation also demonstrates why behavioral detection is becoming increasingly important for AI security, as prompt injections often contain no traditional indicators of compromise.  

How do prompt injection attacks work?

Prompt injection works by carefully crafting the content and structure of the prompt to alter the LLM’s behavior or output in unintended ways. This can cause models to violate guardrails, generate harmful content or enable unauthorised access.

Prompt injection attack example

The well-known example, EchoLeak (CVE-2025-32711), was a zero-click vulnerability in Microsoft 365 Copilot that relied on a carefully crafted email containing hidden instructions that the AI system interpreted as commands rather than content, creating a pathway for unauthorized access to sensitive information without any user interaction.

While Darktrace / SECURE AI is designed to prevent agents from producing unintended outcomes, we wanted to see if we could catch and prevent this threat type earlier in the attack life-cycle, at the email security layer.

How we tested prompt injection attacks on an enterprise agent

Summary:

  1. Claude generated a prompt injection payload.  
  2. Hidden instructions were embedded in an email.  
  3. The email passed traditional validation checks.  
  4. Darktrace analyzed the language and sender behavior.  
  5. The email was quarantined before the AI agent could process it.

To test Darktrace / EMAIL against this attack class, we opened Claude, gave it the customer's context and problem statement (Gemini agent with inbox access, internal tool calls), told it we were validating Darktrace / EMAIL's detection of prompt injections, and asked for a test payload. See below:

Figure 1
Figure 2

Despite the guardrails supposedly built into the model, Claude surprisingly gave us the entire exploit in plaintext (albeit very basic), illegible to a human as the text was sent in white text (see Figure 1) but framed as an authoritative override for anything downstream reading the mail programmatically (i.e. the Gemini agent).

How Darktrace detected a prompt injection attack

We then sent the Claude-crafted email from a freemail address to the target recipient’s inbox. Despite the email containing no malicious payload, the freemail address having no malicious reputation, and the validation checks all passing, Darktrace  /EMAIL flagged the email as a 93/100 anomaly and moved it to junk, out of scope for the AI agent.

Figure 3: The test email sent with the hidden prompt injection
Figure 4: The email analysis in Darktrace / EMAIL 
Figure 5: Darktrace / EMAIL detection of malicious activity

The interesting part is what triggered the detection (see Figure 5)

  • Possible machine prompt content: text in the body detected as instructions written for a machine to execute, not for a human to read
  • Possible machine prompt content + basic suspicious correspondence: the same content, correlated with sender-side anomalies: freemail domain (yahoo[.]com), unknown correspondent, no prior mail history with the recipient, and suspicious references to payment information

Neither of those is a signature match. Nothing in the email was on a blacklist. There was no malware, no link and no attachment. Darktrace analyzed the context in which the email was delivered and flagged it as likely risky.  The anomalous language features and the context of the sender relative to the recipient's normal behavior, combined with the unusual hidden text (prompt) were enough for Darktrace / EMAIL to act on the risk.

Result: Darktrace / EMAIL autonomously junked the email, out of scope for any AI agent parsing the inbox.

Why behavioral security makes a difference detecting prompt injection attacks

Cyberattacks don't look like traditional exploits anymore. They now operate in natural language, not strictly code.

That breaks the traditional stack. AV, firewalls, static scanning and signature-based SEGs all assume a payload to inspect.  

A prompt injection has no payload. It's just an instruction, written in natural language, dressed up as anything the attacker wants: an invoice, an HR request, a calendar invite, some simple PowerPoint slides.

EchoLeak proved that hidden instructions can sit inside an email invisible to the user but fully readable by the LLM, and the LLM will follow them blindly.  

This test and GTG-1002 proved that the LLM itself can be socially engineered. Tell it you're an authorized tester and it will hand you the attack.

Rules and static classifiers can catch the obvious cases. But natural language has infinite variants, and the attack surface is the model's innate functionality to comply.  

The deeper problem here is intent: an LLM can't reliably tell whether an instruction in its context came from its developer, its user, or an attacker who slipped it into an email. To the LLM, everything reads as language and looks like a legitimate ask. This is why behavioural detection wins, as you become aware of intent when you look at the context of an interaction. Does this sender normally send this kind of message to this recipient? Does this prompt fit the user's normal pattern? Is this agent behaving the way this agent normally behaves?  

Intent can't be read off a single email, it emerges from behavioral context. Which is how Darktrace enables threat detection, through behavioral understanding.

Why enterprise AI security requires more than guardrails

Claude didn't roll over immediately… the first section of the response was a (slight) pushback, but then it wrote the payload anyway without having to ask twice.

Here the framing of the prompt did all the work. The “testing security capabilities” angle moved the model from refusal to unquestioned compliance to the user prompt.

This isn't the first time this has happened, of course. Anthropic disclosed in November 2025 that a Chinese state-sponsored group they tracked as GTG-1002 ran the first documented AI-orchestrated espionage campaign against ~30 targets by posing as employees of a legitimate cybersecurity firm doing authorised penetration testing.

The takeaway isn't that AI guardrails are ineffective. They raise the cost of low-effort attacks and remain an important first layer of defense. However, for most organizations today, they’re the only line of defense when deploying AI agents. If a prompt injection bypasses those controls, organizations still need a way to detect and stop malicious behavior elsewhere in the attack chain.

Attackers will continue to have working prompt injections easily and quickly. The question is what stops one when it lands in an inbox your agent is reading.

That's where behavioral detection comes in.

How Darktrace detects prompt injection attacks in emails

Two things Darktrace does that a model-level guardrail or static rules and signatures can't:

Natural language analysis at the email or prompt layer. The email is assessed on its own merits: is this content shaped like instructions for a machine, regardless of what the receiving agent decides to do about it?

Behavioral context around the language. An AI agent behaves like an extremely agreeable human, and it will go above and beyond to comply with the user’s request. That's exactly why you must consider the business context, such sender behaviour, mailing history, and organisational norms, as these matter even more when the recipient is an AI.

Darktrace has been perfecting behavioral anomaly detection for over a decade; the same self-learning approach that catches BEC and account takeover applies directly to prompt injection delivery. Our multi-layered AI stack extracts content from the message, builds behavioural understanding through social graphing and Pattern of Life analysis, and then combines natural language, topic, inducement, sender relationship and anomaly signals before deciding what action to take.  

This matters for prompt injection because the threat is not the plain language itself, but the intent behind the language that can cause an AI agent to respond in unexpected ways.

How to secure enterprise AI operations from prompt injection attacks

Email was the entry point in this case, but it is only one of many possible vectors.  

Anywhere an agent can retrieve information, an attacker can potentially introduce a prompt injection.

Emails, documents, SharePoint sites, web pages, knowledge bases, chat platforms, and third-party integrations all provide opportunities to influence an agent's behavior. Wherever an agent finds its orders, a prompt injection opportunity exists.

This is why securing AI requires more than blocking malicious inputs. Organizations also need visibility into how agents behave after consuming information from across their environment. If an agent begins accessing unexpected data, taking unusual actions, or operating outside its normal patterns, those behaviors may provide the strongest signal that something has gone wrong.

Effective AI security requires defense in depth: reducing the likelihood of malicious instructions reaching the agent while maintaining the ability to detect and investigate suspicious behavior if they do.

The challenge isn't protecting a single entry point. It's recognizing that, in an AI-powered environment, every source of information is also a potential source of influence.

Are you deploying autonomous agents across your enterprise and want to see this tested in your environment? Let's talk.

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About the author
Carlo Loregian
Solutions Engineer
Your data. Our AI.
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