title: Natural anti-HIV agents-part I: (+)-demethoxyepiexcelsin and verticillatol from Litsea verticillata.
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.
authors.affiliation: Program for Collaborative Research in Pharmaceutical Sciences, College of Pharmacy, University of Illinois at Chicago, 833 S. Wood St., Chicago, IL 60612, USA.
authors.forename: Vu Dinh
authors.initials: VD
authors.lastname: Hoang
authors.forename: Ghee Teng
authors.initials: GT
authors.lastname: Tan
authors.forename: Hong-Jie
authors.initials: HJ
authors.lastname: Zhang
authors.forename: Pamela A
authors.initials: PA
authors.lastname: Tamez
authors.forename: Nguyen Van
authors.initials: NV
authors.lastname: Hung
authors.forename: Nguyen Manh
authors.initials: NM
authors.lastname: Cuong
authors.forename: D Doel
authors.initials: DD
authors.lastname: Soejarto
authors.forename: Harry H S
authors.initials: HH
authors.lastname: Fong
authors.forename: John M
authors.initials: JM
authors.lastname: Pezzuto
mesh_terms: D019380:Anti-HIV Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D002460:Cell Line; D005663:Furans / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D015497:HIV-1 / Q000187:drug effects / Q000472:pathogenicity; D019770:Lauraceae / Q000737:chemistry*; D017705:Lignans; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D021241:Spectrometry, Mass, Electrospray Ionization
chemical_list: C454519:5'-demethoxyepiexcelsin; D019380:Anti-HIV Agents; D005663:Furans; D017705:Lignans; D012717:Sesquiterpenes; C454499:verticillatol