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Natural anti-HIV agents-part I: (+)-demethoxyepiexcelsin and verticillatol from Litsea verticillata
Authors:Hoang Vu Dinh  Tan Ghee Teng  Zhang Hong-Jie  Tamez Pamela A  Hung Nguyen Van  Cuong Nguyen Manh  Soejarto D Doel  Fong Harry H S  Pezzuto John M
Institution:Program for Collaborative Research in Pharmaceutical Sciences, College of Pharmacy, University of Illinois at Chicago, 833 S. Wood St., Chicago, IL 60612, USA.
Abstract:The eudesmane sesquiterpenoid, verticillatol (1), as well as the lignan, (+)-5'-demethoxyepiexcelsin (2), and a known lignan, (+)-epiexcelsin (3), were isolated from Litsea verticillata Hance. Lignan 2 showed moderate anti-HIV activity with an IC(50) value of 16.4 microg/ml (42.7 microM), while the known lignan 3 was inactive up to a concentration of 20 microg/ml (48.3 microM). Compound 1 demonstrated weak activity with an IC(50) value of 34.5 microg/ml (144.7 microM) while being devoid of cytotoxicity at 20 microg/ml. The structures were elucidated by 1D and 2D NMR spectroscopy, and the absolute configuration of the new sesquiterpenoid was determined by the generation of Mosher esters.
Keywords:Litsea verticillata  Lauraceae  Verticillatol  Sesquiterpene  (+)-5′-Demethoxyepiexcelsin  Lignan  Sesquiterpene  2D NMR  Absolute structure  Anti-HIV activity  HOG  R5  Reporter cell line  Green fluorescent protein
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