Thanks (and a star) for the drawing with detailed construction information. Some dimensions and load would make it even better.
How many users have a loosening problem?
Is this size trolley a new product, or a "mature" product with dozens of successful installations elsewhere?
Any chance your trolley is being grossly overloaded?
Is the trolley wheel bearing a ball or roller bearing?
Or a plain bearing /bushing of some sort?
If the wheel has loosened a few times, component mating surfaces may now be so torn up that "embedding" is now unavoidable and all bolt preload will be lost after brief service.
By inspection the head/shoulder on the threaded insert looks pretty thin to resist the clamping force I expect I would want to exert with the bolt. As others said, the first line of defense against fastener loosening is correct tightening, which will induce preload/clamping force greater than all loads experienced in service.
Here is a line out of some Military document about fasteners.
075-5.6.1 GENERAL. Many installations aboard ships, especially older ships, still use lockwashers in diesel engines and similar equipment to prevent threaded fasteners from loosening. These may be replaced with the same type of fastener if loosening has not been a problem. If loosening has been a problem, however, replace the lockwashers with self-locking fasteners. S9086-CJ-STM-010/CH-075R2