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October 13, 2023

Protecting Brazilian Organizations from Malware

Discover how Darktrace DETECT thwarted a banking trojan targeting Brazilian organizations, preventing data theft and informing the customer.
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
Roberto Romeu
Senior SOC Analyst
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13
Oct 2023

Nationally Targeted Cyber Attacks

As the digital world becomes more and more interconnected, the threat of cyber-attacks transcends borders and presents a significant concern to security teams worldwide. Yet despite this, some malicious actors have shown a tendency to focus their attacks on specific countries. By employing highly tailored tactics, techniques, and procedures (TTPs) to target users and organizations from one nation, rather than launching more widespread campaigns, threat actors are able to maximize the efficiency and efficacy of their attacks.

What is Guildma and how does it work?

One example can be seen in the remote access trojan (RAT) and information stealer, Guildma. Guildma, also known by the demonic moniker, Astaroth, first appeared in the wild in 2017 and is a Latin America-based banking trojan known to primarily target organizations in Brazil, although has more recently been observed in North America and Europe too [1].

By concentrating their efforts on Brazil, Guildma is able to launch attacks with a high degree of specificity, focussing their language on Brazilian norms, referencing Brazilian institutions, and tailoring their social engineering accordingly. Moreover, considering that Brazilian customers likely represent a relatively small portion of security vendors’ clientele, there may be a limited pool of available indicators of compromise (IoCs). This limitation could significantly impact the efficacy of traditional security measures that rely on signature-based detection methods in identifying emerging threats.

Darktrace vs. Guildma

In June 2023, Darktrace observed a Guildma compromise on the network of a Brazilian customer in the manufacturing sector. The anomaly-based detection capabilities of Darktrace DETECT™ allowed it to identify suspicious activity surrounding the compromise, agnostic of any IoCs or specific signatures of a threat actor. Following the successful detection of the malware, the Darktrace Security Operations Center (SOC) carried out a thorough investigation into the compromise and brought it to the attention of the customer’s security team, allowing them to quickly react and prevent any further escalation.

This early detection by Darktrace effectively shut down Guildma operations on the network before any sensitive data could be gathered and stolen by malicious actors.

Attack Overview

In the case of the Guildma RAT detected by Darktrace, the affected system was a desktop device, ostensibly used by one employee. The desktop was first observed on the customer’s network in April 2023; however, it is possible that the initial compromise took place before Darktrace had visibility over the network. Guildma compromises typically start with phishing campaigns, indicating that the initial intrusion in this case likely occurred beyond the scope of Darktrace’s monitoring [2].

Early indicators

On June 23, 2023, Darktrace DETECT observed the first instance of unusual activity being performed by the affected desktop device, namely regular HTTP POST requests to a suspicious domain, indicative of command-and-control (C2) beaconing activity. The domain used an unusual Top-Level Domain (TLD), with a plausibly meaningful (in Portuguese) second-level domain and a seemingly random 11-character third-level domain, “dn00x1o0f0h.puxaofolesanfoneiro[.]quest”.

Throughout the course of this attack, Darktrace observed additional connections like this, representing something of a signature of the attack. The suspicious domains were typically registered within six months of observation, featured an uncommon TLD, and included a seemingly randomized third-level domain of 6-11 characters, followed by a plausibly legitimate second-level domain with a minimum of 15 characters. The connections to these unusual endpoints all followed a similar two-hour beaconing period, suggesting that Guildma may rotate its C2 infrastructure, using the Multi-Stage Channels TTP (MITRE ID T1104) to evade restrictions by firewalls or other signature-based security tools that rely on static lists of IoCs and “known bads”.

Figure 1: Model Breach Event Log for the “Compromise / Agent Beacon (Long Period)”. The connections at two-hour intervals, including at unreasonably late hours, is consistent with beaconing for C2.

Living-off-the-land with BITS abuse

A week later, on June 30, 2023, the affected device was observed making an unusual Microsoft BITS connection. BitsAdmin is a deprecated administrative tool available on most Windows devices and can be leveraged by attackers to transfer malicious obfuscated payloads into and around an organization’s network. The domain observed during this connection, "cwiufv.pratkabelhaemelentmarta[.]shop”, follows the previously outlined domain naming convention. Multiple open-source intelligence (OSINT) sources indicated that the endpoint had links to malware and, when visited, redirected users to the Brazilian versions of WhatsApp and Zoom. This is likely a tactic employed by threat actors to ensure users are unaware of suspicious domains, and subsequent malware downloads, by redirected them to a trusted source.

Figure 2: A screenshot of the Model Breach log summary of the “Unusual BITS Activity” model breach. The breach log contains key details such as the ASN, hostname, and user agent used in the breaching connection.

Obfuscated Tooling Downloads

Within one minute of the suspicious BITS activity, Darktrace detected the device downloading a suspicious file from the aforementioned endpoint, (cwiufv.pratkabelhaemelentmarta[.]shop). The file in question appeared to be a ZIP file with the 17-digit numeric name query, namely “?37627343830628786”, with the filename “zodzXLWwaV.zip”.

However, Darktrace DETECT recognized that the file extension did not match its true file type and identified that it was, in fact, an executable (.exe) file masquerading as a ZIP file. By masquerading files downloads, threat actors are able to make their malicious files seem legitimate and benign to security teams and traditional security tools, thereby evading detection. In this case, the suspicious file in question was indeed identified as malicious by multiple OSINT sources.

Following the initial download of this masqueraded file, Darktrace also detected subsequent downloads of additional executable files from the same endpoint.  It is possible that these downloads represented Guildma actors attempting to download additional tooling, including the information-stealer widely known as Astaroth, in order to begin its data collection and exfiltration operations.

Figure 3: A screenshot of a graph produced by the Threat Visualizer of the affected device's external connections. The visual aid marks breaches with red and orange dots, creating a more intuitive explanation of observed behavior.

Darktrace SOC

The successful detection of the masqueraded file transfer triggered an Enhanced Monitoring model breach, a high-fidelity model designed to detect activity that is more likely indicative of an ongoing compromise.  

This breach was immediately escalated to the Darktrace SOC for analysis by Darktrace’s team of expert analysts who were able to complete a thorough investigation and notify the customer’s security team of the compromise in just over half an hour. The investigation carried out by Darktrace’s analysts confirmed that the activity was, indeed, malicious, and provided the customer’s security team with details around the extent of the compromise, the specific IoCs, and risks this compromise posed to their digital environment. This information empowered the customer’s security team to promptly address the issue, having a significant portion of the investigative burden reduced and resolved by the round-the-clock Darktrace analyst team.

In addition to this, Cyber AI Analyst™ launched an investigation into the ongoing compromise and was able to connect the anomalous HTTP connections to the subsequent suspicious file downloads, viewing them as one incident rather than two isolated events. AI Analyst completed its investigation in just three minutes, upon which it provided a detailed summary of events of the activity, further aiding the customer’s remediation process.

Figure 4: CyberAI Analyst summary of the suspicious activity. A prose summary of the breach activity and the meaning of the technical details is included to maintain an easily digestible stream of information.

Conclusion

While the combination of TTPs observed in this Guildma RAT compromise is not uncommon globally, the specificity to targeting organizations in Brazil allows it to be incredibly effective. By focussing on just one country, malicious actors are able to launch highly specialized attacks, adapting the language used and tailoring the social engineering effectively to achieve maximum success. Moreover, as Brazil likely represents a smaller segment of security vendors’ customers, therefore leading to a limited pool of IoCs, attackers are often able to evade traditional signature-based detections.

Darktrace DETECT’s anomaly-based approach to threat detection allows for effective detection, mitigation, and response to emerging threats, regardless of the specifics of the attack and without relying on threat intelligence or previous IoCs. Ultimately in this case, Darktrace was able to identify the suspicious activity surrounding the Guildma compromise and swiftly bring it to the attention of the customer’s security team, before any data gathering, or exfiltration activity took place.

Darktrace’s threat detection capabilities coupled with its expert analyst team and round-the-clock SOC response is a highly effective addition to an organization’s defense-in-depth, whether in Brazil or anywhere else around the world.

Credit to Roberto Romeu, Senior SOC Analyst, Taylor Breland, Analyst Team Lead, San Francisco

References

https://malpedia.caad.fkie.fraunhofer.de/details/win.astaroth

https://www.welivesecurity.com/2020/03/05/guildma-devil-drives-electric/  

Appendices

Darktrace DETECT Model Breaches

  • Compromise / Agent Beacon (Long Period)
  • Device / Unusual BITS Activity
  • Anomalous File / Anomalous Octet Stream (No User Agent)
  • Anomalous File / Masqueraded File Transfer (Enhanced Monitoring Model)
  • Anomalous File / EXE from Rare External Location
  • Anomalous File / Multiple EXE from Rare External Locations

List of IoCs

IoC Type - Description + Confidence

5q710e1srxk.broilhasoruikaliventiladorrta[.]shop - Domain - Likely C2 server

m2pkdlse8md.roilhasohlcortinartai[.]hair - Domain - Likely C2 server

cwiufv.pratkabelhaemelentmarta[.]shop - Domain - C2 server

482w5pct234.jaroilcasacorkalilc[.]ru[.]com - Domain - C2 server

dn00x1o0f0h.puxaofolesanfoneiro[.]quest - Domain - Likely C2 server

10v7mybga55.futurefrontier[.]cyou - Domain - Likely C2 server

f788gbgdclp.growthgenerator[.]cyou - Domain - Likely C2 server

6nieek.satqabelhaeiloumelsmarta[.]shop - Domain - Likely C2 server

zodzXLWwaV.zip (SHA1 Hash: 2a4062e10a5de813f5688221dbeb3f3ff33eb417 ) - File hash - Malware

IZJQCAOXQb.zip (SHA1 Hash: eaec1754a69c50eac99e774b07ef156a1ca6de06 ) - File hash - Likely malware

MITRE ATT&CK Mapping

ATT&CK Technique - Technique ID

Multi-Stage Channels - T1104

BITS Jobs - T1197

Application Layer Protocol: Web Protocols - T1071.001

Acquire Infrastructure: Web Services - T1583.006

Obtain Capabilities: Malware - T1588.001

Masquerading - T1036

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
Roberto Romeu
Senior SOC Analyst

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May 21, 2026

Darktrace named a Leader in the 2026 Gartner® Magic Quadrant™ for Network Detection and Response (NDR) For the Second Consecutive Year

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Continued recognition in NDR  

Darktrace has been recognized as a Leader in the 2026 Gartner® Magic Quadrant™ for Network Detection and Response (NDR), marking the second consecutive year in the Leaders quadrant.

We believe this consistency reflects sustained ability to execute, adapt, and deliver outcomes as the market evolves.

While we are immensely proud to be recognized by industry analysts as a Leader in NDR, that's just part of the story. Darktrace was also Named the Only 2025 Gartner® Peer Insights™ Customers’ Choice for Network Detection and Response based on direct customer feedback and real-world experience.

We believe the combination of these two signals is important. One reflects how the market is evaluated. The other reflects how technology performs in practice.

Why Darktrace continues to be recognized as a leader

We believe our position as a Leader for the second consecutive year reflects a combination of our sustained ability to execute in NDR, continued AI innovation, and proven delivery of security outcomes for customers and partners worldwide.

We also feel that our leadership in the NDR market is a testament to our unique and multi-layered AI approach, for which we were recognized as No.7 on Fast Company’s Most Innovative AI Companies of 2026 list, plus one of the hottest AI cybersecurity companies in CRN's AI 100.

Adapting to complex, real-world environments

Organizations are no longer protecting a single network perimeter. They are securing a mix of users, devices, applications, and data that move across hybrid environments.

Darktrace has focused on maintaining visibility and detection across these conditions, allowing security teams to understand activity as it scales.

Supporting organizations globally, not just technically

Security outcomes are shaped as much by deployment and support as they are by detection capability.

Darktrace continues to invest in regional presence across 29 countries around the world, helping organizations operationalize NDR in ways that align with local requirements, internal processes, and team structures.

Continuing to push AI beyond detection

AI in cybersecurity is often positioned as a way to improve detection accuracy. But the more important shift is how AI can influence decision-making and response.

Darktrace continues to develop models that learn from both live environments and historical incident data, combining real-time behavioral analysis with insights derived from prior attack patterns.

Using technologies such as the Incident Graph and DIGEST (Darktrace Incident Graph Evaluation for Security Threats), activity is not analyzed in isolation. Instead, relationships between users, devices, connections, and events are mapped over time, allowing the system to reconstruct how an incident is unfolding and how similar incidents have progressed in the past.

By evaluating these patterns, Darktrace can assess the likelihood that an incident will escalate, prioritizing the activity that poses the greatest risk and surfacing the most relevant context for investigation.

This shifts security operations from simply identifying anomalies to understanding their trajectory, helping teams anticipate potential impact and respond earlier with greater precision.

Why NDR is shifting from reactive detection to proactive, AI-driven security

Traditional approaches to NDR have been built around reactively identifying threats once they become clearly visible. That model is increasingly difficult to rely on.

Attackers are no longer operating in ways that stand out. They use valid credentials, trusted tools, and low-and-slow techniques that blend into everyday activity. By the time something looks obviously malicious, the impact is often already underway.

This is the core limitation of reactive detection. It depends on recognizing something that already looks like a threat.

As a result, many of the most consequential incidents today fall into a gap.

Insider activity, compromised credentials, and novel attacks rarely trigger traditional alerts because they do not follow known patterns. On the surface, they often appear legitimate, making them difficult to distinguish from normal behavior without deeper context.

This is why we believe this Gartner recognition reflects a broader shift in NDR toward autonomous, proactive and pre‑emptive security operations.

By understanding normal behavior within an environment, it is possible to identify subtle deviations rather than waiting for confirmation of threats as they are taking place.

Darktrace’s Self-Learning AI is designed for behavioral understanding. By continuously learning each organization’s normal patterns, it can detect deviations in real time, enabling a proactive and pre-emptive model of NDR where security teams can respond to early signs of risk as they emerge, reducing the window in which attacks can develop.

In multiple cases, this behavioral approach has led to early threat detection where Darktrace identified completely unknown threats, including pre-CVE zero-day activity. By detecting subtle behavioral changes before vulnerabilities were publicly disclosed or widely understood, organizations can mitigate threats before they do damage.

This shift is subtle but important. Modern NDR solutions must shift from a system that explains what happened to one that helps prevent threats from developing in the first place, and Darktrace is proud to be at the forefront of this shift - helping organizations build and maintain a state of proactive network resilience.

Continuing to innovate at the forefront of NDR

In our view, recognition as a Leader reflects where the market is today. Continuing to innovate defines what comes next.

As businesses evolve, new technologies like AI tools and agents introduce new security risks and challenges; security teams need more than simple detection. They need a complete understanding of risk as it develops, the ability to investigate it in context, and to contain threats at machine speed.  

Darktrace / NETWORK is built to deliver across that full spectrum. Its Self-Learning AI continuously adapts to each organization’s environment, identifying subtle behavioral changes that signal emerging threats. Integrated investigation and autonomous response reduce the time between detection and action, allowing teams to move with greater speed and confidence.

This combination enables organizations to detect and contain known, unknown, and insider threats as they develop, while also strengthening resilience over time.

As a two-time Leader in the Gartner® Magic Quadrant™ for NDR and the only 2025 Gartner® Peer Insights™ Customers’ Choice, we feel Darktrace continues to evolve its platform to meet the demands of modern environments, delivering a more complete and adaptive approach to network security.

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Disclaimer: The 2026 Gartner® Magic Quadrant™ for Network Detection and Response (NDR) ,The 2026 Gartner® Magic Quadrant™ for Network Detection and Response (NDR), Thomas Lintemuth, Charanpal Bhogal, Nahim Fazal, 18 May 2026.

Gartner does not endorse any vendor, product or service depicted in its research publications, and does not advise technology users to select only those vendors with the highest ratings or other designation. Gartner research publications consist of the opinions of Gartner’s research organization and should not be construed as statements of fact. Gartner disclaims all warranties, expressed or implied, with respect to this research, including any warranties of merchantability or fitness for a particular purpose.

GARTNER is a registered trademark and service mark of Gartner, Inc. and/or its affiliates in the U.S. and internationally and is used herein with permission. All rights reserved. Magic Quadrant is a registered trademark of Gartner, Inc. and/or its affiliates and is used herein with permission. All rights reserved.

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Mikey Anderson
Product Marketing Manager, Network Detection & Response

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May 21, 2026

Prompt Security in Enterprise AI: Strengths, Weaknesses, and Common Approaches

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How enterprise AI Agents are changing the risk landscape  

Generative AI Agents are changing the way work gets done inside enterprises, and subsequently how security risks may emerge. Organizations have quickly realized that providing these agents with wider access to tooling, internal information, and granting permissions for the agent to perform autonomous actions can greatly increase the efficiency of employee workflows.

Early deployments of Generative AI systems led many organizations to scope individual components as self-contained applications: a chat interface, a model, and a prompt, with guardrails placed at the boundary. Research from Gartner has shown that while the volume and scope of Agentic AI deployments in enterprise environments is rapidly accelerating, many of the mechanisms required to manage risk, trust, and cost are still maturing.

The issue now resides on whether an agent can be influenced, misdirected, or manipulated in ways that leads to unsafe behavior across a broader system.

Why prompt security matters in enterprise AI

Prompt security matters in enterprise AI because prompts are the primary way users and systems interact with Agentic AI models, making them one of the earliest and most visible indicators of how these systems are being used and where risk may emerge.

For security teams, prompt monitoring is a logical starting point for understanding enterprise AI usage, providing insight into what types of questions are being asked and tasks are being given to AI Agents, how these systems are being guided, and whether interactions align with expected behavior. Complete prompt security takes this one step further, filtering out or blocking sensitive or dangerous content to prevent risks like prompt injection and data leakage.

However, visibility only at the prompt layer can create a false sense of security. Prompts show what was asked, but not always why it was asked, or what downstream actions were triggered by the agent across connected systems, data sources, or applications.

What prompt security reveals  

The primary function of prompt security is to minimize risks associated with generative and agentic AI use, but monitoring and analysis of prompts can also grant insight into use cases for particular agents and model. With comprehensive prompt security, security teams should be able to answer the following questions for each prompt:

  • What task was the user attempting to complete?
  • What data was included in the request, and was any of the data high-risk or confidential?
  • Was the interaction high-risk, potentially malicious, or in violation of company policy?
  • Was the prompt anomalous (in comparison to previous prompts sent to the agent / model)?

Improving visibility at this layer is a necessary first step, allowing organizations to establish a baseline for how AI systems are being used and where potential risks may exist.  

Prompt security alone does not provide a complete view of risk. Further data is needed to understand how the prompt is interpreted, how context is applied, what autonomous actions the agent takes (if any), or what downstream systems are affected. Understanding the outcome of a query is just as important for complete prompt security as understanding the input prompt itself – for example, a perfectly normal, low-risk prompt may inadvertently result in an agent taking a high-risk action.

Comprehensive AI security systems like Darktrace / SECURE AI can monitor and analyze both the prompt submitted to a Generative AI system, as well as the responses and chain-of-thought of the system, providing greater insight into the behavior of the system. Darktrace / SECURE AI builds on the core Darktrace methodology, learning the expected behaviors of your organization and identifying deviations from the expected pattern of life.

How organizations address prompt security today

As prompt-level visibility has become a focus, a range of approaches have emerged to make this activity more observable and controllable. Various monitoring and logging tools aim to capture prompt inputs to be analyzed after the fact.  

Input validation and filtering systems attempt to intervene earlier, inspecting prompts before they reach the model. These controls look for known jailbreak patterns, language indicative of adversarial attacks, or ambiguous instructions which could push the system off course.

Importantly, for a prompt security solution to be accurate and effective, prompts must be continually observed and governed, rather than treated as a point-in-time snapshot.  

Where prompt security breaks down in real environments

In more complex environments, especially those involving multiple agents or extensive tool use, AI security becomes harder to define and control.

Agent-to-Agent communications can be harder to monitor and trace as these happen without direct user interaction. Communication between agents can create routes for potential context leakage between agents, unintentional privilege escalation, or even data leakage from a higher privileged agent to a lower privileged one.

Risk is shaped not just by what is asked, but by the conditions in which that prompt operates and the actions an agent takes. Controls at the orchestration layer are starting to reflect this reality. Techniques such as context isolation, scoped memory, and role-based boundaries aim to limit how far a prompt’s influence can extend.  

Furthermore, Shadow AI usage can be difficult to monitor. AI systems that are deployed outside of formal governance structures and Generative AI systems hosted on unknown endpoints can fly under the radar and can go unseen by monitoring tools, leaving a critical opening where adversarial prompts may go undetected. Darktrace / SECURE AI features comprehensive detection of Shadow AI usage, helping organizations identify potential risk areas.

How prompt security fits in a broader AI risk model

Prompt security is an important starting point, but it is not a complete security strategy. As AI systems become more integrated into enterprise environments, the risks extend to what resources the system can access, how it interprets context, and what actions it is allowed to take across connected tools and workflows.

This creates a gap between visibility and control. Prompt security alone allows security teams to observe prompt activity but falls short of creating a clear understanding of how that activity translates into real-world impact across the organization.

Closing that gap requires a broader approach, one that connects signals across human and AI agent identities, SaaS, cloud, and endpoint environments. It means understanding not just how an AI system is being used, but how that usage interacts with the rest of the digital estate.

Prompt security, in that sense, is less of a standalone solution and more of an entry point into a larger problem: securing AI across the enterprise as a whole.

Explore how Darktrace / SECURE AI brings prompt security to enterprises

Darktrace brings more than a decade of AI expertise, built on an enterprise‑wide platform designed to operate in and understand the behaviors of the complex, ambiguous environments where today’s AI now lives. With Darktrace / SECURE AI, enterprises can safely adopt, manage, monitor, and build AI within their business.  

Learn about Darktrace / SECURE AI here.

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Jamie Bali
Technical Author (AI) Developer
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