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).