Macroline-Sarpagine Bisindole Alkaloids with Antiproliferative Activity from Alstonia penangiana

J Nat Prod. 2019 Nov 22;82(11):3121-3132. doi: 10.1021/acs.jnatprod.9b00712.

Joanne Soon-Yee Yeap ¹, Hazwani Mat Saad ², Chun-Hoe Tan ², Kae-Shin Sim ², Siew-Huah Lim ¹, Yun-Yee Low ¹, Toh-Seok Kam ¹

Affiliations

1 Department of Chemistry, Faculty of Science , University of Malaya , 50603 Kuala Lumpur , Malaysia.
2 Institute of Biological Sciences, Faculty of Science , University of Malaya , 50603 Kuala Lumpur , Malaysia.

PMID: 31642315 DOI: 10.1021/acs.jnatprod.9b00712

Abstract

A methanol extract of the stem bark of the Malayan Alstonia penangiana provided seven new bisindole Alkaloids, comprising six macroline-sarpagine Alkaloids (angustilongines E-K, 1-6) and one macroline-pleiocarpamine bisindole alkaloid (angustilongine L, 7). Analysis of the spectroscopic data (NMR and MS) of these compounds led to the proposed structures of these Alkaloids. The macroline-sarpagine Alkaloids (1-6) showed in vitro growth inhibitory activity against a panel of human Cancer cell lines, inclusive of KB, vincristine-resistant KB, PC-3, LNCaP, MCF7, MDA-MB-231, HT-29, HCT 116, and A549 cells (IC₅₀ values: 0.02-9.0 μM).

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