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June 12, 2024

Meeten Malware: A Cross-Platform Threat to Crypto Wallets on macOS and Windows

Cado Security Labs (now part of Darktrace) identified a "Meeten" campaign deploying a cross-platform (macOS/Windows) infostealer called Realst. Threat actors create fake Web3 companies with AI-generated content and social media to trick targets into downloading malicious meeting applications.
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
Tara Gould
Malware Research Lead
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12
Jun 2024

Introduction: Meeten malware

Researchers from Cado Security Labs (now part of Darktrace) have identified a new sophisticated scam targeting people who work in Web3. The campaign includes cryptostealer Realst that has both macOS and Windows variants, and has been active for around four months. Research shows that the threat actors behind the malware have set up fake companies using AI to make them increase legitimacy. The company, which is currently going by the name “Meetio”, has cycled through various names over the past few months. In order to appear as a legitimate company, the threat actors created a website with AI-generated content, along with social media accounts. The company reaches out to targets to set up a video call, prompting the user to download the meeting application from the website, which is Realst info stealer. 

Meeten

Screenshot of fake company homepage
Figure 1: Fake company homepage

“Meeten” is the application that is attempting to scam users into downloading an information stealer. The company regularly changes names, and has also gone by Clusee[.]com, Cuesee, Meeten[.]gg, Meeten[.]us, Meetone[.]gg and is currently going by the name Meetio. In order to gain credibility, the threat actors set up full company websites, with AI-generated blog and product content and social media accounts including Twitter and Medium.

Based on public reports from targets (withheld from this post for privacy), the scam is conducted in multiple ways. In one reported instance, a user was contacted on Telegram by someone they knew who wanted to discuss a business opportunity and to schedule a call. However, the Telegram account was created to impersonate a contact of the target. Even more interestingly, the scammer sent an investment presentation from the target’s company to him, indicating a sophisticated and targeted scam. Other reports of targeted users report being on calls related to Web3 work, downloading the software and having their cryptocurrency stolen.

After initial contact, the target would be directed to the Meeten website to download the product. In addition to hosting information stealers, the Meeten websites contain Javascript to steal cryptocurrency that is stored in web browsers, even before installing any malware. 

Script
Figure 2: Script

Technical analysis

macOS version

Name: CallCSSetup.pkg

Meeten downloads page
Figure 3: Downloads page on Meeten

Once the victim is directed to the “Meeten” website, the downloads page offers macOS or Windows/Linux. In this iteration of the website, all download links lead to the macOS version. The package file contains a 64-bit binary named “fastquery”, however other versions of the malware are distributed as a DMG with a multi-arch binary. The binary is written in Rust, with the main functionality being information stealing. 

When opened, two error messages appear. The first one states “Cannot connect to the server. Please reinstall or use a VPN.” with a continue button. Osascript, the macOS command-line tool for running AppleScript and JavaScript is used to prompt the user for their password, as commonly seen in macOS malware. [1]

Pop up
Figure 4: Popup that requests users password
Code
Figure 5

The malware iterates through various data stores, grabs sensitive information, creates a folder where the data is stored, and then exfiltrates the data as a zip. 

Folders
Figure 6: Folders and files created by Meeten

Realst Stealer looks for and exfiltrates if available:

  • Telegram credentials
  • Banking card details
  • Keychain credentials
  • Browser cookies and autofill credentials from Google Chrome, Opera, Brave, Microsoft Edge, Arc, CocCoc and Vivaldi
  • Ledger Wallets
  • Trezor Wallets

The data is sent to 139[.]162[.]179.170:8080/new_analytics with “log_id”, “anal_data” and “archive”. This contains the zip data to be exfiltrated along with analytics that include build name, build version, with system information. 

System information
Figure 7: System information that is sent as a log

Build information is also sent to 139[.]162[.]179.170:8080/opened along with metrics sent to /metrics. Following the data exfiltration, the created temporary directories are removed from the system. 

Windows version

Name: MeetenApp.exe

Meeten Setup Install
Figure 8: Meeten Setup install

While analyzing the macOS version of Meeten, Cado Security Labs identified a Windows version of the malware. The binary, “MeetenApp.exe” is a Nullsoft Scriptable Installer System (NSIS) file, with a legitimate signature from “Brys Software” that has likely been stolen.

Digital signature details
Figure 9: Digital Signature of Meeten

After extracting the files from the installer, there are two folders $PLUGINDIR and $R0. Inside $PLUGINDIR is a 7zip archive named “app-64” that contains resources, assets, binaries and an app.asar file, indicating this is an Electron application. Electron applications are built on the Electron framework that is used to develop cross-platform desktop applications with web languages such as Javascript. App.asar files are used by Electron runtime, and is a virtual file system containing application code, assets, and dependencies.

File structure
Figure 10: Electron application meeten structure
Meeten's app .asar file
Figure 11: Structure of Meeten's App.asar file
package.json
Figure 12: Package.json

After extracting the contents of app.asar, we can see the main script points to index.js containing:

"use strict"; 
require("./bytecode-loader.cjs"); 
require("./index.jsc"); 

Both of these are Bytenode Compiled Javascript files. Bytenode is a tool that compiles JavaScript code into V8 bytecode, allowing the execution of JavaScript without exposing the source code. The bytecode is a low-level representation of the JavaScript code that can be executed by the V8 JavaScript engine which powers Node.js. Since the Javascript is compiled, reverse engineering of the files is more difficult, and less likely to be detected by security tools. 

While the file is compiled, there is still some information we can see as plain text. Similarly to the macOS version, a log with system information is sent to a remote server. A secondary password protected archive , “AdditionalFilesForMeet.zip” is retrieved from deliverynetwork[.]observer into a temporary directory “temp03241242”.

URL
Figure 13

From AdditionalFilesForMeet.zip is a binary named “MicrosoftRuntimeComponentsX86.exe” This binary gathers system information including HWID, geo IP, hostname, OS, users, cores, RAM, disk size and running processes. 

Exfiltrated system information
Figure 14: System information exfiltrated by Meeten

This data is sent to 172[.]104.133.212/opened, along with the build version of Meeten. 

Data
Figure 15

An additional payload is retrieved “UpdateMC.zip” from “deliverynetwork[.]observer/qfast” into AppData/Local/Temp. The archive file extracts to UpdateMC.exe. 

UpdateMC

UpdateMC.exe is a Rust-based binary, with similar functionality to the macOS version. The stealer searches in various data stores to collect and exfiltrate sensitive data as a zip. Meeten has the ability to steal data from:

  • Telegram credentials
  • Banking card details
  • Browser cookies, history and autofill credentials from Google Chrome, Opera, Brave, Microsoft Edge, Arc, CocCoc and Vivaldi
  • Ledger Wallets
  • Trezor Wallets
  • Phantom Wallets
  • Binance Wallets

The data is stored inside a folder named after the users’ HWID inside AppData/Local/Temp directory before being exfiltrated to 172[.]104.133.212. 

Domains.txt
Figure 16

For persistence, a registry key is added to HKEY_CURRENT_USER\SOFTWARE\Microsoft\Windows\CurrentVersion\Run to ensure that the stealer is run each time the machine is started. 

Code
Figure 17: Disassembled code where 0xFFFFFFFF80000001 = HKEY_CURRENT_USER
Code
Figure 18: Meeten uses RegSetValueExW call to set registry key
Computer folder
Figure 19

Key takeaways 

This blog highlights a sophisticated campaign that uses AI to social engineer victims into downloading low detected malware that has the ability to steal financial information. Although the use of malicious Electron applications is relatively new, there has been an increase of threat actors creating malware with Electron applications. [2] As Electron apps become increasingly common, users must remain vigilant by verifying sources, implementing strict security practices, and monitoring for suspicious activity.

While much of the recent focus has been on the potential of AI to create malware, threat actors are increasingly using AI to generate content for their campaigns. Using AI enables threat actors to quickly create realistic website content that adds legitimacy to their scams, and makes it more difficult to detect suspicious websites. This shift shows how AI can be used as a powerful tool in social engineering. As a result, users need to exercise caution when being approached about business opportunities, especially through Telegram. Even if the contact appears to be an existing contact, it is important to verify the account and always be diligent when opening links. 

Indicators of compromise (IoCs)

http://172[.]104.133.212:8880/new_analytics

http://172[.]104.133.212:8880/opened

http://172[.]104.133.212:8880/metrics

http://172[.]104.133.212:8880/sede

139[.]162[.]179.170:8080

deliverynetwork[.]observer/qfast/UpdateMC.zip

deliverynetwork[.]observer/qfast/AdditionalFilesForMeet.zip

www[.]meeten.us

www[.]meetio.one

www[.]meetone.gg

www[.]clusee.com

199[.]247.4.86

File / md5

CallCSSetup.pkg  9b2d4837572fb53663fffece9415ec5a  

Meeten.exe  6a925b71afa41d72e4a7d01034e8501b  

UpdateMC.exe  209af36bb119a5e070bad479d73498f7  

MicrosoftRuntimeComponentsX64.exe d74a885545ec5c0143a172047094ed59  

CluseeApp.pkg 09b7650d8b4a6d8c8fbb855d6626e25d

MITRE ATT&CK

Technique name / ID

T1204  User Execution  

T1555.001  Credentials From Password Stores: Keychain  

T1555.003 Credentials From Password Stores: Credentials from Web Browsers  

T1539  Steal Web Session Cookie  

T1217 Browser Information Discovery  

T1082  System Information Discovery  

T1016 System Network Configuration Discovery  

T1033  System Owner/User Discovery  

T1005 Data from Local System

T1074  Local Data Staging  

T1071.001 Application Layer Protocol: Web Protocols  

T1041 Exfiltration Over C2 Channel  

T1657 Financial Theft  

T1070.004 File Deletion  

T1553.001 Subvert Trust Controls: Gatekeeper Bypass  

T1553.002  Subvert Trust Controls: Code Signing  

T1547.001 Boot or Logon Autostart Execution: Registry Run Folder  

T1497.001  Virtualization/Sandbox Evasion: System Checks  

T1058.001 Command and Scripting Interpreter: Powershell  

T1016 Network Configuration Discovery  

T1007 System Service Discovery

References

  1. https://www.darktrace.com/blog/from-the-depths-analyzing-the-cthulhu-stealer-malware-for-macos
  2. https://research.checkpoint.com/2022/new-malware-capable-of-controlling-social-media-accounts-infects-5000-machines-and-is-actively-being-distributed-via-gaming-applications-on-microsofts-official-store/  
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
Tara Gould
Malware Research Lead

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August 7, 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.

This is the approach Darktrace has taken for years: learning what is normal across an organization’s digital environment, identifying meaningful deviations, and responding to emerging threats without relying on known attack signatures. As autonomous AI agents introduce new and unpredictable behaviors, that foundation becomes increasingly important to securing the enterprise.

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

prompt injectionDefault blog imageDefault blog image

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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