Isolation of anti-HIV-1 lignans from Larrea tridentata by counter-current chromatography

Journal of Chromatography. a
J GnabreR C Huang

Abstract

Several lignans, mostly new, were isolated from Larrea tridentata by assay-guided counter-current chromatography (CCC). Using the secreted alkaline phosphatase bioassay of HIV Tat transactivation and the two-phase hexane-ethyl acetate-methanol-water solvent system, two major components (Gr and Lo) were identified as anti-HIV active principles. The chemical structures of the constituents of Gr (G1-G4) and Lo (L1-L4) were determined by GC-MS and NMR. After optimization of isolation conditions, a large-scale isolation with the chloroform-methanol-water system yielded five constituents (FB1-FB5). The most predominant anti-HIV compound FB2 (denoted Malachi 4:5-6 or mal.4), which occurs in 0.23% yield, was separated from its FB1 isomer (0.13% yield). Compound FB4 and two tricyclic lignans (FB3 and FB5) were also isolated in a substantial amount for further testing of their anti-HIV activities. These compounds may represent a new class of anti-HIV agents with important clinical relevance.

References

Dec 1, 1974·Journal of Pharmaceutical Sciences·O Gisvold, E Thaker
Nov 21, 1995·Proceedings of the National Academy of Sciences of the United States of America·J N GnabreR C Huang

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Citations

Aug 2, 2008·Chemical & Pharmaceutical Bulletin·Jian-Xin PuHan-Dong Sun
Aug 25, 2012·World Journal of Gastroenterology : WJG·Raimundo Fernandes AraújoGerlane Coelho Bernardo Guerra
Sep 10, 2003·Proceedings of the National Academy of Sciences of the United States of America·Man-Ho ChoNorman G Lewis
Mar 7, 2008·Bioorganic & Medicinal Chemistry Letters·Jih Ru HwuRu Chih C Huang
Aug 13, 2003·Journal of Applied Microbiology·S A A Jassim, M A Naji
Sep 24, 2004·Phytochemistry·Hassan Abou-GazarIkhlas A Khan
Dec 13, 2006·International Immunopharmacology·Roberto DavicinoBlas Micalizzi
Jul 8, 2015·Journal of Traditional and Complementary Medicine·John GnabreRu Chih Huang

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