title: Prenylated benzoylphloroglucinols and xanthones from the leaves of Garcinia oblongifolia with antienteroviral activity.
abstract: An acetone extract of the leaves of Garcinia oblongifolia showed antiviral activity against enterovirus 71 (EV71) using a cytopathic effect inhibition assay. Bioassay-guided fractionation yielded 12 new prenylated benzoylphloroglucinols, oblongifolins J-U (1-12), and five known compounds. The structures of 1-12 were elucidated by spectroscopic analysis including 1D- and 2D-NMR and mass spectrometry methods. The absolute configurations were determined by a combination of a Mosher ester procedure carried out in NMR tubes and ECD calculations. Compared to ribavirin (IC50 253.1 μM), compounds 1, 4, and 13 exhibited significant anti-EV71 activity in vitro, with IC50 values of 31.1, 16.1, and 12.2 μM, respectively. In addition, the selectivity indices of these compounds were 1.5, 2.4, and 3.0 in African green monkey kidney (Vero) cells, respectively.
authors.affiliation: School of Pharmacy, Shanghai University of Traditional Chinese Medicine , Cai Lun Lu 1200, Shanghai 201203, People's Republic of China.
authors.forename: Hong
authors.initials: H
authors.lastname: Zhang
authors.forename: Ling
authors.initials: L
authors.lastname: Tao
authors.forename: Wen-Wei
authors.initials: WW
authors.lastname: Fu
authors.forename: Shuang
authors.initials: S
authors.lastname: Liang
authors.forename: Yi-Fu
authors.initials: YF
authors.lastname: Yang
authors.forename: Qing-Hong
authors.initials: QH
authors.lastname: Yuan
authors.forename: Da-Jian
authors.initials: DJ
authors.lastname: Yang
authors.forename: Ai-Ping
authors.initials: AP
authors.lastname: Lu
authors.forename: Hong-Xi
authors.initials: HX
authors.lastname: Xu
mesh_terms: D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D000998:Antiviral Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D002522:Chlorocebus aethiops; D004354:Drug Screening Assays, Antitumor; D004365:Drugs, Chinese Herbal / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D004770:Enterovirus / Q000187:drug effects*; D029760:Garcinia / Q000737:chemistry*; D020128:Inhibitory Concentration 50; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010696:Phloroglucinol / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D018515:Plant Leaves / Q000737:chemistry; D054876:Prenylation; D044004:Xanthones / Q000737:chemistry / Q000494:pharmacology
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D000998:Antiviral Agents; D004365:Drugs, Chinese Herbal; D044004:Xanthones; D010696:Phloroglucinol