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June 21, 2024

Elevating Network Security: Confronting Trust, Ransomware, & Novel Attacks

Ensuring trust, battling ransomware, and detecting novel attacks pose critical challenges in network security. This blog explores these challenges and shows how leveraging AI-driven security solutions helps security teams stay informed and effectively safeguard their network.
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
Mikey Anderson
Product Marketing Manager, Network Detection & Response
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21
Jun 2024

Understanding the Network Security Market

Old tools blind to new threats

With the rise of GenAI and novel attacks, organizations can no longer rely solely on traditional network security solutions that depend on historical attack data, such as signatures and detection rules, to identify threats. However, in many cases network security vendors and traditional solutions like IDS/IPS focus on detecting known attacks using historical data. What happens is organizations are left vulnerable to unknown and novel threats, as these approaches only detect known malicious behavior and cannot keep up with unknown threats or zero-day attacks.

Advanced threats

Darktrace's End of Year Threat Report for 2023 highlights significant changes in the cyber threat landscape, particularly due to advancements in technology such as generative AI. The report notes a substantial increase in sophisticated attacks, including those utilizing generative AI, which have made it more challenging for traditional security measures to keep up. The report also details the rise of multi-functional malware, like Black Basta ransomware, which not only encrypts data for ransom but also spreads other types of malware such as the Qbot banking trojan. These complex attacks are increasingly being deployed by advanced cybercriminal groups, underscoring the need for organizations to adopt advanced security measures that can detect and respond to novel threats in real-time.

Defenders need a solution that can level the playing field, especially when they are operating with limited resources and getting overloaded with endless alerts. Most network security tools on the market have a siloed approach and do not integrate with the rest of an organization’s digital estate, but attackers don’t operate in a single domain.

Disparate workforce

With so many organizations continuing to support a remote or hybrid working environment, the need to secure devices that are outside the corporate network or off-VPN is increasingly important. While endpoint protection or endpoint detection and response (EDR) tools are a fundamental part of any security stack, it’s not possible to install an agent on every device, which can leave blind spots in an organization’s attack surface. Managing trust and access policies is also necessary to protect identities, however this comes with its own set of challenges in terms of implementation and minimizing business disruption.

This blog will dive into these challenges and show examples of how Darktrace has helped mitigate risk and stop novel and never-before-seen threats.

Network Security Challenge 1: Managing trust

What is trust in cybersecurity?

Trust in cybersecurity means that an entity can be relied upon. This can involve a person, organization, or system to be authorized or authenticated by proving their identity is legitimate and can be trusted to have access to the network or sensitive information.

Why is trust important in cybersecurity?

Granting access and privileges to your workforce and select affiliates has profound implications for cybersecurity, brand reputation, regulatory compliance, and financial liability. In a traditional network security model, traffic gets divided into two categories — trusted and untrusted — with some entities and segments of the network deemed more creditable than others.

How do you manage trust in cybersecurity?

Zero trust is too little, but any is too much.

Modern network security challenges point to an urgent need for organizations to review and update their approaches to managing trust. External pressure to adopt zero trust security postures literally suggests trusting no one, but that impedes your freedom
to do business. IT leaders need a proven but practical process for deciding who should be allowed to use your network and how.

Questions to ask in updating Trusted User policies include:

  • What process should you follow to place trust in third
    parties and applications?
  • Do you subject trusted entities to testing and other due
    diligence first?
  • How often do you review this process — and trusted
    relationships themselves — after making initial decisions?
  • How do you tell when trusted users should no longer be
    trusted?

Once trust has been established, security teams need new and better ways to autonomously verify that those transacting within your network are indeed those trusted users that they claim to be, taking only the authorized actions you’ve allowed them to take.

Exploiting trust in the network

Insider threats have a major head start. The opposite of attacks launched by nameless, faceless strangers, insider threats originate through parties once deemed trustworthy. That might mean a current or former member of your workforce or a partner, vendor, investor, or service provider authorized by IT to access corporate systems and data. Threats also arise when a “pawn” gets unwittingly tricked into disclosing credentials or downloading malware.

Common motives for insider attacks include revenge, stealing or leaking sensitive data, taking down IT systems, stealing assets or IP, compromising your organization’s credibility, and simply harassing your workforce. Put simply, rules and signatures based security solutions won’t flag insider threats because an insider does not immediately present themselves as an intruder. Insider threats can only be stopped by an evolving understanding of ‘normal’ for every user that immediately alerts your team when trusted users do something strange.

“By 2026, 10% of large enterprises will have a comprehensive, mature and measurable zero-trust program in place, up from less than 1% today.” [1]

Use Case: Darktrace spots an insider threat

Darktrace / OT detected a subtle deviation from normal behavior when a reprogram command was sent by an engineering workstation to a PLC controlling a pump, an action an insider threat with legitimized access to OT systems would take to alter the physical process without any malware involved. In this instance, AI Analyst, Darktrace’s investigation tool that triages events to reveal the full security incident, detected the event as unusual based on multiple metrics including the source of the command, the destination device, the time of the activity, and the command itself.  

As a result, AI Analyst created a complete security incident, with a natural language summary, the technical details of the activity, and an investigation process explaining how it came to its conclusion. By leveraging Explainable AI, a security team can quickly triage and escalate Darktrace incidents in real time before it becomes disruptive, and even when performed by a trusted insider.

Read more about insider threats here

Network Security Challenge 2: Stopping Ransomware at every stage    

What is Ransomware?

Ransomware is a type of malware that encrypts valuable files on a victim’s device, denying the account holder access, and demanding money in exchange for the encryption key. Ransomware has been increasingly difficult to deal with, especially with ransom payments being made in crypto currency which is untraceable. Ransomware can enter a system by clicking a link dangerous or downloading malicious files.

Avoiding ransomware attacks ranks at the top of most CISOs’ and risk managers’ priority lists, and with good reason. Extortion was involved in 25% of all breaches in 2022, with front-page attacks wreaking havoc across healthcare, gas pipelines, food processing plants, and other global supply chains. [2]

What else is new?

The availability of “DIY” toolkits and subscription-based ransom- ware-as-a-service (RaaS) on the dark web equips novice threat actors to launch highly sophisticated attacks at machine speed. For less than $500, virtually anyone can acquire and tweak RaaS offerings such as Philadelphia that come with accessible customer interfaces, reviews, discounts, and feature updates — all the signature features of commercial SaaS offerings.                  

Darktrace Cyber AI breaks the ransomware cycle

The preeminence of ransomware keeps security teams on high alert for indicators of attack but hypervigilance — and too many tools churning out too many alerts — quickly exhausts analysts’ bandwidth. To reverse this trend, AI needs to help prioritize and resolve versus merely detect risk.

Darktrace uses AI to recognize and contextualize possible signs of ransomware attacks as they appear in your network and across multiple domains. Viewing behaviors in the context of your organization’s normal ‘pattern of life’ updates and enhances detection that watches for a repeat of previous techniques.

Darktrace's AI brings the added advantage of continuously analyzing behavior in your environment at machine speed.

Darktrace AI also performs Autonomous Response, shutting down attacks at every stage of the ransomware cycle, including the first telltale signs of exfiltration and encryption of data for extortion purposes.

Use Case: Stopping Hive Ransomware attack

Hive is distributed via a RaaS model where its developers update and maintain the code, in return for a percentage of the eventual ransom payment, while users (or affiliates) are given the tools to carry out attacks using a highly sophisticated and complex malware they would otherwise be unable to use.

In early 2022, Darktrace / NETWORK identified several instances of Hive ransomware on the networks of multiple customers. Using its anomaly-based detection, Darktrace was able to successfully detect the attacks and multiple stages of the kill chain, including command and control (C2) activity, lateral movement, data exfiltration, and ultimately data encryption and the writing of ransom notes.

Darktrace’s AI understands customer networks and learns the expected patterns of behavior across an organization’s digital estate. Using its anomaly-based detection Darktrace is able to identify emerging threats through the detection of unusual or unexpected behavior, without relying on rules and signatures, or known IoCs.

Read the full story here

Network Security Challenge 3: Spotting Novel Attacks

You can’t predict tomorrow’s weather by reading yesterday’s forecast, yet that’s essentially what happens when network security tools only look for known attacks.

What are novel attacks?

“Novel attacks” include unknown or previously unseen exploits such as zero-days, or new variations of known threats that evade existing detection rules.

Depending on how threats get executed, the term “novel” can refer to brand new tactics, techniques, and procedures (TTPs), or to subtle new twists on perennial threats like DoS, DDoS, and Domain Name Server (DNS) attacks.

Old tools may be blind to new threats

Stopping novel threats is less about deciding whom to trust than it is about learning to spot something brand new. As we’ve seen with ransomware, the growing “aaS” attack market creates a profound paradigm shift by allowing non-technical perpetrators to tweak, customize, and coin never-before-seen threats that elude traditional network, email, VPN, and cloud security.

Tools based on traditional rules and signatures lack a frame of reference. This is where AI’s ability to spot and analyze abnormalities in the context of normal patterns of life comes into play.                        

Darktrace AI spots what other tools miss                                      

Instead of training in cloud data lakes that pool data from unrelated attacks worldwide, Darktrace AI learns about your unique environment from your environment. By flagging and analyzing everything unusual — instead of only known signs of compromise — Darktrace’s Self-Learning AI keeps security stacks from missing less obvious but potentially more dangerous events.

The real challenge here is achieving faster “time to meaning” and contextualizing behavior that might — or might not — be part of a novel attack. Darktrace/Network does not require a “patient zero” to identify a novel attack, or one exploiting a zero-day vulnerability.

Use Case: Stopping Novel Ransomware Attack

In late May 2023, Darktrace observed multiple instances of Akira ransomware affecting networks across its customer base. Thanks to its anomaly-based approach to threat detection Darktrace successfully identified the novel ransomware attacks and provided full visibility over the cyber kill chain, from the initial compromise to the eventual file encryptions and ransom notes. Darktrace identified Akira ransomware on multiple customer networks, even when threat actors were utilizing seemingly legitimate services (or spoofed versions of them) to carry out malicious activity. While this may have gone unnoticed by traditional security tools, Darktrace’s anomaly-based detection enabled it to recognize malicious activity for what it was. In cases where Darktrace’s autonomous response was enabled these attacks were mitigated in their early stages, thus minimizing any disruption or damage to customer networks.

Read the full story here

References

[1] Gartner, “Gartner Unveils Top Eight Cybersecurity Predictions for 2023-2024,” 28 March 2023.                    

[2] TechTarget, “Ransomware trends, statistics and facts in 2023,” Sean Michael Kerner, 26 January 2023.

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
Mikey Anderson
Product Marketing Manager, Network Detection & Response

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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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