Cytotoxic Lanostanoids from Poria cocos

Kuei Hung Lai, Mei Chin Lu, Ying Chi Du, Mohamed El-Shazly, Tung Ying Wu, Yu Ming Hsu, Astrid Henz, Juan Cheng Yang, Anders Backlund, Fang Rong Chang, Yang Chang Wu

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16 Citations (Scopus)

Abstract

Six new and 16 known lanostanoids were isolated from the sclerotia of Poria cocos. The structures of the new isolates were elucidated to be 16α-hydroxy-3-oxo-24-methyllanosta-5,7,9(11),24(31)-tetraen-21-oic acid (1), 3β,16α,29-trihydroxy-24-methyllanosta-7,9(11),24(31)-trien-21-oic acid (2), 3β,16α,30-trihydroxy-24-methyllanosta-7,9(11),24(31)-trien-21-oic acid (3), 3β-acetoxy-16α,24β-dihydroxylanosta-7,9(11),25-trien-21-oic acid (4), 3β,16α-dihydroxy-7-oxo-24-methyllanosta-8,24(31)-dien-21-oic acid (5), and 3α,16α-dihydroxy-7-oxo-24-methyllanosta-8,24(31)-dien-21-oic acid (6), based on extensive spectroscopic analyses. The absolute configuration of 4 was determined using Mosher's method. The antiproliferative activity of the isolated compounds (except 3 and 4) was evaluated against four leukemic cell lines (Molt 4, CCRF-CEM, HL 60, and K562). Dehydropachymic acid (9), dehydroeburicoic acid (12), pachymic acid (14), and lanosta-7,9(11),24-trien-21-oic acid (20) exhibited an antiproliferative effect on the CCRF-CEM cancer cell line with IC50 values of 2.7, 6.3, 4.9, and 13.1 μM, respectively. Both dehydropachymic acid (9) and dehydroeburicoic acid (12) showed antiproliferative effects against Molt 4 (IC50 13.8 and 14.3 μM) and HL 60 (IC50 7.3 and 6.0 μM) leukemic cell lines. Primary computational analysis using a chemical global positioning system for natural products (ChemGPS-NP) on the active lanostanoids from P. cocos suggested that targets other than topoisomerases may be involved in the antiproliferative activity.

Original languageEnglish
Pages (from-to)2805-2813
Number of pages9
JournalJournal of Natural Products
Volume79
Issue number11
DOIs
Publication statusPublished - Nov 23 2016
Externally publishedYes

ASJC Scopus subject areas

  • Analytical Chemistry
  • Molecular Medicine
  • Pharmacology
  • Pharmaceutical Science
  • Drug Discovery
  • Complementary and alternative medicine
  • Organic Chemistry

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  • Cite this

    Lai, K. H., Lu, M. C., Du, Y. C., El-Shazly, M., Wu, T. Y., Hsu, Y. M., Henz, A., Yang, J. C., Backlund, A., Chang, F. R., & Wu, Y. C. (2016). Cytotoxic Lanostanoids from Poria cocos. Journal of Natural Products, 79(11), 2805-2813. https://doi.org/10.1021/acs.jnatprod.6b00575