Ajmaline, Oxindole, and Cytotoxic Macroline–Akuammiline Bisindole Alkaloids from Alstonia penangiana

Yeap, Joanne Soon Yee and Navanesan, Suerialoasan and Sim, Kae Shin and Yong, Kien Thai and Gurusamy, Subramaniam and Lim, Siew Huah and Low, Yun Yee and Kam, Toh Seok (2018) Ajmaline, Oxindole, and Cytotoxic Macroline–Akuammiline Bisindole Alkaloids from Alstonia penangiana. Journal of Natural Products, 81 (5). pp. 1266-1277. ISSN 0163-3864

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Official URL: https://doi.org/10.1021/acs.jnatprod.8b00170

Abstract

Examination of the EtOH extract of the Malayan Alstonia penangiana resulted in the isolation of 10 new alkaloids, comprising two ajmaline (1, 2), four macroline oxindole (3-6), and four macroline-akuammiline bisindole alkaloids (7-10). The structures of these alkaloids were determined based on analysis of the spectroscopic data and, in the case of the oxindole 6 and the bisindole alkaloid 7, also confirmed by X-ray diffraction analysis. The bisindole alkaloids 7 and 8 showed pronounced in vitro growth inhibitory activity against an array of human cancer cell lines, including KB, vincristine-resistant KB, PC-3, LNCaP, MCF7, MDA-MB-231, HT-29, HCT 116, and A549 cells with IC50 values in the 0.3-8.3 μM range.

Item Type: Article
Uncontrolled Keywords: ajmaline; alstonisinine a; alstonisinine b; alstonisinine c; alstonoxine f; angustilongine a; angustilongine b; angustilongine c; angustilongine d; cisplatin; cytotoxic agent; indole alkaloid; oxindole; unclassified drug; verapamil; vincamaginine a; vincamaginine b; vincristine
Subjects: Q Science > Q Science (General)
Q Science > QD Chemistry
Q Science > QH Natural history
Divisions: Faculty of Science > Dept of Chemistry
Faculty of Science > Institute of Biological Sciences
Depositing User: Ms. Juhaida Abd Rahim
Date Deposited: 13 Feb 2019 06:28
Last Modified: 13 Feb 2019 06:28
URI: http://eprints.um.edu.my/id/eprint/20287

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