Sesquiterpenes and butenolides, natural anti-HIV constituents from Litsea verticillata

Hongjie ZHANG*, Nguyen Van Hung, Nguyen Manh Cuong, D. Doel Soejarto, John M. Pezzuto, Harry H.S. Fong, Ghee Teng Tan

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

41 Citations (Scopus)

Abstract

In a continuing investigation, six sesquiterpenes, as well as five butenolides were isolated from the leaves and twigs of Litsea verticillata Hance (Lauraceae). Among the isolates, three were determined to be new sesquiterpenes: isolitseanes A (1), B (2) and C (3); three known sesquiterpenes were identified as oxyphyllenodiol B (4), 1,2,3,4-tetrahydro-2,5-dimethyl-8-(1- methyl-ethyl)-1,2-naphthalenediol (5), and chromolaevanedione (6). The butenolides include the novel litseabutenolide (9) and four known compounds: 3-epi-litsenolide D2 (7), cis-listenolide D1 (8), 4-hydroxy-2-methylbut-2-enolide (10), and hydroxydihydrobovolide (11). Isolates 2,4,5,7,9,10 and 11 were found to inhibit HIV-1 replication in a green fluorescent protein (GFP)-based reporter cell line (HOG.R5) with IC50 values of 38.1, 54.6, 91.0, 9.9, 40.3, 129.8, and 122.7 μM, respectively. Structure elucidation and identification were based on spectroscopic means including 1D and 2D NMR analyses.

Original languageEnglish
Pages (from-to)452-457
Number of pages6
JournalPlanta Medica
Volume71
Issue number5
DOIs
Publication statusPublished - May 2005

Scopus Subject Areas

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

User-Defined Keywords

  • Anti-HIV activity
  • Bioassay-directed fractionation
  • Butenolides
  • Lauraceae
  • Litsea verticillata
  • Sesquiterpenes

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