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February 10, 2022

The Impact of Conti Ransomware on OT Systems

Learn how ransomware can spread throughout converged IT/OT environments, and how Self-Learning AI empowers organizations to contain these threats.
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
Dr. Oakley Cox-Robinson
Senior Director of Product
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10
Feb 2022

Ransomware has taken the world by storm, and IT is not the only technology affected. Operational Technology (OT), which is increasingly blending with IT, is also susceptible to ransomware tactics, techniques, and procedures (TTPs). And when ransomware strikes OT, the effects have the potential to be devastating.

Here, we will look at a ransomware attack that spread from IT to OT systems. The attack was detected by Darktrace AI.

This threat find demonstrates a use case of Darktrace’s technology that delivers immense value to organizations with OT: spotting and stopping ransomware at its earliest stages, before the damage is done. This is particularly helpful for organizations with interconnected enterprise and industrial environments, as it means:

  1. Emerging attacks can be contained in IT before they spread laterally into OT, and even before they spread from device to device in IT;
  2. Organizations gain granular visibility into their industrial environments, detecting deviations from normal activity, and quick identification of remediating actions.

Threat find: Ransomware and crypto-mining hijack affecting IT and OT systems

Darktrace recently identified an aggressive attack targeting an OT R&D investment firm in EMEA. The attack originally started as a crypto-mining campaign and later evolved into ransomware. This organization deployed Darktrace in a digital estate containing both IT and OT assets that spanned over 3,000 devices.

If the organization had deployed Darktrace’s Autonomous Response technology in active mode, this threat would have been stopped in its earliest stages. Even in the absence of Autonomous Response, however, mere human attention would have stopped this attack’s progression. Darktrace’s Self-Learning AI gave clear indications of an ongoing compromise in the month prior to the detonation of ransomware. In this case, however, the security team was not monitoring Darktrace’s interface, and so the attack was allowed to proceed.

Compromised OT devices

This threat find will focus on the attack techniques used to take over two OT devices, specifically, a HMI (human machine interface), and an ICS Historian used to collect and log industrial data. These OT devices were both VMware virtual machines running Windows OS, and were compromised as part of a wider Conti ransomware infection. Both devices were being used primarily within an industrial control system (ICS), running a popular ICS software package and making regular connections to an industrial cloud platform.

These devices were thus part of an ICSaaS (ICS-as-a-Service) environment, using virtualised and Cloud platforms to run analytics, update threat intelligence, and control the industrial process. As previously highlighted by Darktrace, the convergence of cloud and ICS increases a network’s attack surface and amplifies cyber risk.

Attack lifecycle

Opening stages

The initial infection of the OT devices occurred when a compromised Domain Controller (DC) made unusual Active Directory requests. The devices made subsequent DCE-RPC binds for epmapper, often used by attackers for command execution, and lsarpc, used by attackers to abuse authentication policies and escalate privileges.

The payload was delivered when the OT devices used SMB to connect to the sysvol folder on the DC and read a malicious executable file, called SetupPrep.exe.

Figure 1: Darktrace model breaches across the whole network from initial infection on October 21 to the detonation on November 15.

Figure 2: ICS reads on the HMI in the lead up, during, and following detonation of the ransomware.

Device encryption and lateral spread

The malicious payload remained dormant on the OT devices for three weeks. It seems the attacker used the time to install crypto-mining malware elsewhere on the network and consolidate their foothold.

On the day the ransomware detonated, the attacker used remote management tools to initiate encryption. The PSEXEC tool was used on an infected server (separate from the original DC) to remotely execute malicious .dll files on the compromised OT devices.

The devices then attempted to make command and control (C2) connections to rare external endpoints using suspicious ports. Like in many ICS networks, sufficient network segregation had been implemented to prevent the HMI device from making successful connections to the Internet and the C2 communications failed. But worryingly, the failed C2 did not prevent the attack from proceeding or the ransomware from detonating.

The Historian device made successful C2 connections to around 40 unique external endpoints. Darktrace detected beaconing-type behavior over suspicious TCP/SSL ports including 465, 995, 2078, and 2222. The connections were made to rare destination IP addresses that did not specify the Server Name Indication (SNI) extension hostname and used self-signed and/or expired SSL certificates.

Both devices enumerated network SMB shares and wrote suspicious shell scripts to network servers. Finally, the devices used SMB to encrypt files stored in network shares, adding a file extension which is likely to be unique to this victim and which will be called ABCXX for the purpose of this blog. Most encrypted files were uploaded to the folder in which the file was originally located, but in some instances were moved to the images folder.

During the encryption, the device was using the machine account to authenticate SMB sessions. This is in contrast to other ransomware incidents that Darktrace has observed, in which admin or service accounts are compromised and abused by the attacker. It is possible that in this instance the attacker was able to use ‘Living off the Land’ techniques (for example the use of lsarpc pipe) to give the machine account admin privileges.

Examples of files being encrypted and moved:

  • SMB move success
  • File: new\spbr0007\0000006A.bak
  • Renamed: new\spbr0007\0000006A.bak.ABCXX
  • SMB move success
  • File: ActiveMQ\readme.txt
  • Renamed: Images\10j0076kS1UA8U975GC2e6IY.488431411265952821382.png.ABCXX

Detonation of ransomware

Upon detonation, the ransomware note readme.txt was written by the ICS to targeted devices as part of the encryption activity.

The final model breached by the device was “Unresponsive ICS Device” as the device either stopped working due to the effects of the ransomware, or was removed from the network.

Figure 3: abc-histdev — external connections filtered on destination port 995 shows C2 connections starting around one hour before encryption began.

How the attack bypassed the rest of the security stack

In this threat find, there were a number of factors which resulted in the OT devices becoming compromised.

The first is IT/OT convergence. The ICS network was insufficiently segregated from the corporate network. This means that devices could be accessed by the compromised DC during the lateral movement stage of the attack. As OT becomes more reliant on IT, ensuring sufficient segregation is in place, or that an attacker can not circumvent such segregation, is becoming an ever increasing challenge for security teams.

Another reason is that the attacker used attack methods which leverage Living off the Land techniques to compromise devices with no discrimination as to whether they were part of an IT or OT network. Many of the machines used to operate ICS networks, including the devices highlighted here, rely on operating systems vulnerable to the kinds of TTPs observed here and that are regularly employed by ransomware groups.

Darktrace insights

Darktrace’s Cyber AI Analyst was able to stitch together many disparate forms of unusual activity across the compromised devices to give a clear security narrative containing details of the attack. The incident report for the Historian server is shown below. This provides a clear illustration of how Cyber AI Analyst can close any skills or communication gap between IT and OT specialists.

Figure 4: Cyber AI Analyst of the Historian server (abc-histdev). It investigated and reported the C2 communication (step 2) that started just before network reconnaissance using TCP scanning (step 3) and the subsequent file encryption over SMB (step 4).

In total, the attacker’s dwell time within the digital estate was 25 days. Unfortunately, it lead to disruption to operational technology, file encryption and financial loss. Altogether, 36 devices were crypto-mining for over 20 days – followed by nearly 100 devices (IT and OT) becoming encrypted following the detonation of the ransomware.

If it were active, Autonomous Response would have neutralized this activity, containing the damage before it could escalate into crisis. Darktrace’s Self-Learning AI gave clear indications of an ongoing compromise in the month prior to the detonation of ransomware, and so any degree of human attention toward Darktrace’s revelations would have stopped the attack.

Autonomous Response is highly configurable, and so, in industrial environments — whether air-gapped OT or converged IT/OT ecosystems — Antigena can be deployed in a variety of manners. In human confirmation mode, human operators need to give the green light before the AI takes action. Antigena can also be deployed only in the higher levels of the Purdue model, or the “IT in OT,” protecting the core assets from fast-moving attacks like ransomware.

Ransomware and interconnected IT/OT systems

ICS networks are often operated by machines that rely on operating systems which can be affected by TTPs regularly employed by ransomware groups — that is, TTPs such as Living off the Land, which do not discriminate between IT and OT.

The threat that ransomware poses to organizations with OT, including critical infrastructure, is so severe that the Cyber Infrastructure and Security Agency (CISA) released a fact sheet concerning these threats in the summer of 2021, noting the risk that IT attacks pose to OT networks:

“OT components are often connected to information technology (IT) networks, providing a path for cyber actors to pivot from IT to OT networks… As demonstrated by recent cyber incidents, intrusions affecting IT networks can also affect critical operational processes even if the intrusion does not directly impact an OT network.”

Major ransomware attacks against the Colonial Pipeline and JBS Foods demonstrate the potential for ransomware affecting OT to cause severe economic disruption on a national and international scale. And ransomware can wreak havoc on OT systems regardless of whether they directly target OT systems.

As industrial environments continue to converge and evolve — be they IT/OT, ICSaaS, or simply poorly segregated legacy systems — Darktrace stands ready to contain attacks before the damage is done. It is time for organizations with industrial environments to take the quantum leap forward that Darktrace’s Self-Learning AI is uniquely positioned to provide.

Thanks to Darktrace analysts Ash Brice and Andras Balogh for their insights on the above threat find.

Discover more on how Darktrace protects OT environments from ransomware

Darktrace model detections

HMI in chronological order at time of detonation:

  • Anomalous Connection / SMB Enumeration
  • Anomalous File / Internal / Unusual SMB Script Write
  • Anomalous File / Internal / Additional Extension Appended to SMB File
  • Compromise / Ransomware / Suspicious SMB Activity [Enhanced Monitoring]
  • ICS / Unusual Data Transfer By OT Device
  • ICS / Unusual Unresponsive ICS Device

Historian

  • ICS / Rare External from OT Device
  • Anomalous Connection / Anomalous SSL without SNI to New External
  • Anomalous Connection / Multiple Connections to New External TCP Port
  • ICS / Unusual Activity From OT Device
  • Anomalous Connection / SMB Enumeration
  • Anomalous Connection / Suspicious Activity On High Risk Device
  • Unusual Activity / SMB Access Failures
  • Device / Large Number of Model Breaches
  • ICS / Unusual Data Transfer By OT Device
  • Anomalous File / Internal / Additional Extension Appended to SMB File
  • Device / SMB Lateral Movement
  • Compromise / Ransomware / Suspicious SMB Activity [Enhanced Monitoring]
  • Device / Multiple Lateral Movement Model Breaches [Enhanced Monitoring]

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
Dr. Oakley Cox-Robinson
Senior Director of Product

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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
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