Isolation and structure characterization of cytotoxic alkaloids from Micromelum integerrimum.

Phytochemistry

State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing, 100191, People's Republic of China. Electronic address:

Published: October 2020

AI Article Synopsis

  • Ten new alkaloids, labeled integerrines A-J, were discovered from Micromelum integerrimum, including a unique racemic heterodimer and various biscarbazoles and aldoximes.
  • * The compounds were analyzed using chiral-phase HPLC to determine their configurations by matching experimental data with calculated ECD results.
  • * Four of these alkaloids showed moderate to weak cytotoxic effects on cancer cell lines, with IC values ranging from 14.1 to 67.5 μM.

Article Abstract

Ten undescribed alkaloids, named integerrines A-J, including one racemic heterodimer of carbazole and indole, two racemic, two scalemic, and one enantiomerically enriched biscarbazoles, two aldoximes, and one racemic pyrrolone, were isolated from the dried leaves and stems of Micromelum integerrimum. The racemic or scalemic compounds were resolved using chiral-phase HPLC and their configurations were determined by comparison of experimental and calculated ECD data. Four compounds exhibited moderate to weak cytotoxicities against HepG2, HTC-116, HeLa, and PANC-1 cell lines, with IC values of 14.1-67.5 μM.

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http://dx.doi.org/10.1016/j.phytochem.2020.112463DOI Listing

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