title: C18 dibenzocyclooctadiene lignans from Kadsura philippinensis.
abstract: Four new C18 dibenzocyclooctadiene lignans, kadsuphilins A (1) and B (3), 6-epi-gomisin (2), and 1-demethylkadsuphilin A (4), along with eight known related metabolites, were isolated from an EtOAc fraction of an alcoholic extract of the aerial parts of Kadsura philippinensis growing in Taiwan. The structures of 1-4 were elucidated on the basis of spectroscopic analyses, including 2D NMR (HMQC, HMBC, and NOESY) experiments, and by comparison of their spectroscopic data with those of related metabolites. The configurations of the biphenyl and cyclooctadiene moieties were deduced from circular dichroism (CD) and NOESY NMR spectra, respectively. Some of the compounds showed radical-scavenging activity in a DPPH-HPLC method.
authors.affiliation: Department of Marine Resources, National Sun Yat-Sen University, Kaohsiung 804, Taiwan, Republic of China. ycshen@mail.nsysu.edu.tw
authors.forename: Ya-Ching
authors.initials: YC
authors.lastname: Shen
authors.forename: Chia-Ching
authors.initials: CC
authors.lastname: Liaw
authors.forename: Yuan-Bin
authors.initials: YB
authors.lastname: Cheng
authors.forename: Atallah F
authors.initials: AF
authors.lastname: Ahmed
authors.forename: Mei-Chou
authors.initials: MC
authors.lastname: Lai
authors.forename: Shorong-Shii
authors.initials: SS
authors.lastname: Liou
authors.forename: Tian-Shung
authors.initials: TS
authors.lastname: Wu
authors.forename: Yao-Haur
authors.initials: YH
authors.lastname: Kuo
authors.forename: Yu-Chi
authors.initials: YC
authors.lastname: Lin
mesh_terms: D001713:Biphenyl Compounds; D034242:Cyclooctanes / Q000737:chemistry* / Q000302:isolation & purification* / Q000494:pharmacology; D016166:Free Radical Scavengers / Q000737:chemistry* / Q000302:isolation & purification* / Q000494:pharmacology; D032135:Kadsura / Q000737:chemistry*; D017705:Lignans / Q000737:chemistry* / Q000302:isolation & purification* / Q000494:pharmacology; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010851:Picrates / Q000494:pharmacology; D010946:Plants, Medicinal / Q000737:chemistry*; D013624:Taiwan
chemical_list: D001713:Biphenyl Compounds; D034242:Cyclooctanes; D016166:Free Radical Scavengers; D017705:Lignans; D010851:Picrates; C511097:dibenzocyclooctadiene; C004931:1,1-diphenyl-2-picrylhydrazyl