Novel Communication: Some Novel Organosulfur Amino Acid Derivatives as Potential Antiparasitic Agents

Abstract

The chalones 1, 14, and 26 reacted with chlorosulfonic acid to give corresponding sulfonyl chlorides 2, 15, and 27, which condensed with nucleophiles to give amino acid derivatives 3–6, 16–18, and 28–31. Some of the corresponding methyl esters 7, 8, 19–20, and 32–34 were prepared. Hydrazinolysis of these methyl esters yielded hydrazides 9, 10, 21, 22, and 35–36. Coupling reaction of some amino acid derivatives with amino acid methyl ester hydrochloride in THF-Et ₃ N using dicyclohexylcarbodiimide method furnished the desired dipeptide methyl ester's 11–13, 23–25, and 37–38. Some spectroscopic evidence including NMR spectra analysis are briefly discussed.

Keywords:

• Chalones amino acid derivatives
• chlorosulfonation
• sulfonyl chloride
• reactions with nucleophiles as an essential amino acid