Question

Naturally occurring pilocarpine is:

• A. 2R,4R (+) Pilocarpine
• B. 3S,5R (−) Pilocarpine
• C. 2S,4R (−) Pilocarpine
• D. 3R,4S (+) Pilocarpine

Hint:

Remember: Natural pilocarpine is the 3R,4S (+) enantiomer, derived from \textit{Pilocarpus} species and used for glaucoma management.

Answer 1

The Correct Option is D

- Pilocarpine is a naturally occurring alkaloid obtained from the leaves of the plant Pilocarpus jaborandi.
- It is a parasympathomimetic alkaloid that acts as a muscarinic receptor agonist, primarily used in the treatment of glaucoma and xerostomia (dry mouth).
- The natural configuration of pilocarpine is stereospecific and biologically active in the form of 3R,4S enantiomer. This is the (+) isomer of pilocarpine, which exhibits the desired pharmacological activity.
- Stereochemistry is important in alkaloids, especially those that interact with chiral biological targets like receptors or enzymes. The 3R,4S configuration ensures proper binding affinity and efficacy.
- Thus, the naturally occurring pilocarpine is the 3R,4S (+) form.