TY - JOUR
T1 - Sesquiterpenes and butenolides, natural anti-HIV constituents from Litsea verticillata
AU - ZHANG, Hongjie
AU - Van Hung, Nguyen
AU - Cuong, Nguyen Manh
AU - Soejarto, D. Doel
AU - Pezzuto, John M.
AU - Fong, Harry H.S.
AU - Tan, Ghee Teng
N1 - Copyright:
Copyright 2008 Elsevier B.V., All rights reserved.
PY - 2005/5
Y1 - 2005/5
N2 - 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.
AB - 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.
KW - Anti-HIV activity
KW - Bioassay-directed fractionation
KW - Butenolides
KW - Lauraceae
KW - Litsea verticillata
KW - Sesquiterpenes
UR - http://www.scopus.com/inward/record.url?scp=20544439638&partnerID=8YFLogxK
U2 - 10.1055/s-2005-864142
DO - 10.1055/s-2005-864142
M3 - Journal article
C2 - 15931585
AN - SCOPUS:20544439638
SN - 0032-0943
VL - 71
SP - 452
EP - 457
JO - Planta Medica
JF - Planta Medica
IS - 5
ER -
