Synthesis and biological activities of novel chiral fluorinated β-carboline derivatives

✍ Scribed by Jin Chang Ding; Xiao Bo Huang; Hua Yue Wu; Jie Zhi Chen; Ming Tiao Cai; Miao Chang Liu

• Publisher: Journal of Heterocyclic Chemistry
• Year: 2008
• Tongue: English
• Weight: 205 KB
• Volume: 45
• Category: Article
• ISSN: 0022-152X
• DOI: 10.1002/jhet.5570450635

✦ Synopsis

Abstract

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A series of unreported chiral β‐carbolines 4 with trifluoromethyl group at position‐1 and chiral carboxamide chains or amino acid ester chains at position‐3 has been designed and synthesized. The results of bioassay in vitro show that compounds 4e, 4i and 4k show 78.8%, 84.0% and 78.9% inhibition on monoamine oxidase, in 1 mmol/L, respectively, and compound 4e also exhibit 60.9% inhibitory activity on tumor lung cell A‐549 in 10^−5^ mmol/L. In view of different configuration, the inhibitory activity on monoamine oxidase of S‐enantiomer of the target compound is better than that of R‐enantiomer.