diff --git a/.betterer.results b/.betterer.results
index 08682acb6a7..6359886fbbe 100644
--- a/.betterer.results
+++ b/.betterer.results
@@ -2863,6 +2863,9 @@ exports[`better eslint`] = {
       [0, 0, 0, "Do not use any type assertions.", "7"],
       [0, 0, 0, "Do not use any type assertions.", "8"]
     ],
+    "public/app/features/plugins/sandbox/distortion_map.ts:5381": [
+      [0, 0, 0, "Do not use any type assertions.", "0"]
+    ],
     "public/app/features/plugins/sandbox/sandbox_components.tsx:5381": [
       [0, 0, 0, "Unexpected any. Specify a different type.", "0"]
     ],
diff --git a/public/app/features/plugins/sandbox/distortion_map.ts b/public/app/features/plugins/sandbox/distortion_map.ts
index 56ec93f8058..ad8d2bacfc4 100644
--- a/public/app/features/plugins/sandbox/distortion_map.ts
+++ b/public/app/features/plugins/sandbox/distortion_map.ts
@@ -2,11 +2,12 @@ import { cloneDeep, isFunction } from 'lodash';
 
 import { PluginMeta } from '@grafana/data';
 import { config } from '@grafana/runtime';
+import { Monaco } from '@grafana/ui';
 
 import { loadScriptIntoSandbox } from './code_loader';
 import { forbiddenElements } from './constants';
 import { SandboxEnvironment } from './types';
-import { logWarning } from './utils';
+import { logWarning, unboxRegexesFromMembraneProxy } from './utils';
 
 /**
  * Distortions are near-membrane mechanisms to altert JS instrics and DOM APIs.
@@ -67,6 +68,8 @@ const generalDistortionMap: DistortionMap = new Map();
 
 const monitorOnly = Boolean(config.featureToggles.frontendSandboxMonitorOnly);
 
+const SANDBOX_LIVE_API_PATCHED = Symbol.for('@SANDBOX_LIVE_API_PATCHED');
+
 export function getGeneralSandboxDistortionMap() {
   if (generalDistortionMap.size === 0) {
     // initialize the distortion map
@@ -79,6 +82,7 @@ export function getGeneralSandboxDistortionMap() {
     distortCreateElement(generalDistortionMap);
     distortWorkers(generalDistortionMap);
     distortDocument(generalDistortionMap);
+    distortMonacoEditor(generalDistortionMap);
   }
   return generalDistortionMap;
 }
@@ -456,3 +460,48 @@ function distortDocument(distortions: DistortionMap) {
     }
   }
 }
+
+async function distortMonacoEditor(distortions: DistortionMap) {
+  // We rely on `monaco` being instanciated inside `window.monaco`.
+  // this is the same object passed down to plugins using monaco editor for their editors
+  // this `window.monaco` is an instance of monaco but not the same as if we
+  // import `monaco-editor` directly in this file.
+  // Short of abusing the `window.monaco` object we would have to modify grafana-ui to export
+  // the monaco instance directly in the ReactMonacoEditor component
+  const monacoEditor: Monaco = Reflect.get(window, 'monaco');
+
+  // do not double patch
+  if (!monacoEditor || Object.hasOwn(monacoEditor, SANDBOX_LIVE_API_PATCHED)) {
+    return;
+  }
+  const originalSetMonarchTokensProvider = monacoEditor.languages.setMonarchTokensProvider;
+
+  // NOTE: this function in particular is called only once per intialized custom language inside a plugin which is a
+  // rare ocurrance but if not patched it'll break the syntax highlighting for the custom language.
+  function getSetMonarchTokensProvider() {
+    return function (...args: Parameters<typeof originalSetMonarchTokensProvider>) {
+      if (args.length !== 2) {
+        return originalSetMonarchTokensProvider.apply(monacoEditor, args);
+      }
+      return originalSetMonarchTokensProvider.call(
+        monacoEditor,
+        args[0],
+        unboxRegexesFromMembraneProxy(args[1]) as (typeof args)[1]
+      );
+    };
+  }
+  distortions.set(monacoEditor.languages.setMonarchTokensProvider, getSetMonarchTokensProvider);
+  Reflect.set(monacoEditor, SANDBOX_LIVE_API_PATCHED, {});
+}
+
+/**
+ * We define "live" APIs as APIs that can only be distorted in runtime on-the-fly and not at initialization
+ * time like other distortions do.
+ *
+ * This could be because the objects we want to patch only become available after specific states are reached
+ * or because the libraries we want to patch are lazy-loaded and we don't have access to their definitions
+ *
+ */
+export async function distortLiveApis() {
+  distortMonacoEditor(generalDistortionMap);
+}
diff --git a/public/app/features/plugins/sandbox/sandbox_plugin_loader.ts b/public/app/features/plugins/sandbox/sandbox_plugin_loader.ts
index a779a3a8d70..42bec39b023 100644
--- a/public/app/features/plugins/sandbox/sandbox_plugin_loader.ts
+++ b/public/app/features/plugins/sandbox/sandbox_plugin_loader.ts
@@ -6,7 +6,7 @@ import { PluginMeta } from '@grafana/data';
 import { getPluginSettings } from '../pluginSettings';
 
 import { getPluginCode } from './code_loader';
-import { getGeneralSandboxDistortionMap } from './distortion_map';
+import { getGeneralSandboxDistortionMap, distortLiveApis } from './distortion_map';
 import {
   getSafeSandboxDomElement,
   isDomElement,
@@ -60,6 +60,7 @@ async function doImportPluginModuleInSandbox(meta: PluginMeta): Promise<unknown>
       } else {
         patchObjectAsLiveTarget(originalValue);
       }
+      distortLiveApis();
       const distortion = generalDistortionMap.get(originalValue);
       if (distortion) {
         return distortion(originalValue, meta, sandboxEnvironment) as ProxyTarget;
diff --git a/public/app/features/plugins/sandbox/utils.ts b/public/app/features/plugins/sandbox/utils.ts
index 516d7d28739..fccee702128 100644
--- a/public/app/features/plugins/sandbox/utils.ts
+++ b/public/app/features/plugins/sandbox/utils.ts
@@ -1,3 +1,4 @@
+import { isNearMembraneProxy } from '@locker/near-membrane-shared';
 import React from 'react';
 
 import { LogContext } from '@grafana/faro-web-sdk';
@@ -36,3 +37,36 @@ export function logError(error: Error, context?: LogContext) {
   };
   logErrorRuntime(error, context);
 }
+
+function isRegex(value: unknown): value is RegExp {
+  return value?.constructor?.name === 'RegExp';
+}
+
+/**
+ * Near membrane regex proxy objects behave just exactly the same as regular RegExp objects
+ * with only one difference: they are not `instanceof RegExp`.
+ * This function takes a structure and makes sure any regex that is a nearmembraneproxy
+ * and returns the same regex but in the bluerealm
+ */
+export function unboxRegexesFromMembraneProxy(structure: unknown): unknown {
+  if (!structure) {
+    return structure;
+  }
+
+  // Proxy regexes loook and behave like proxies but they
+  // are not instanceof RegExp
+  if (isRegex(structure) && isNearMembraneProxy(structure)) {
+    return new RegExp(structure);
+  }
+
+  if (Array.isArray(structure)) {
+    return structure.map(unboxRegexesFromMembraneProxy);
+  }
+  if (typeof structure === 'object') {
+    return Object.keys(structure).reduce((acc, key) => {
+      Reflect.set(acc, key, unboxRegexesFromMembraneProxy(Reflect.get(structure, key)));
+      return acc;
+    }, {});
+  }
+  return structure;
+}