title: Molecular structures and antiviral activities of naturally occurring and modified cassane furanoditerpenoids and friedelane triterpenoids from Caesalpinia minax.
abstract: Further investigation of the active components of the chloroform fraction of the seeds of Caesalpinia minax led to the isolation of a new cassane furanoditerpenoid, caesalmin H (1), together with two known furanoditerpenoid lactones, caesalmin B (2) and bonducellpin D (3). Reduction of the naturally abundant caesalmin D (9), E (10) and F (11) resulted in three new furanoditerpenoid derivatives 4-6. Phytochemical study of the stem of the same plant and subsequent reduction afforded two friedelane triterpenoids (7-8), which were identified by spectroscopic methods. Compounds 1-2 and 4-8 were corroborated by single crystal X-ray analysis. The factors governing the reduction of cassane furanoditerpenoids and friedelane triterpenoids were investigated by correlating the crystallographic results with density functional theory. The inhibitory activities of 2-8 on the Para3 virus were evaluated by cytopathogenic effects (CPE) reduction assay.
authors: Department of Chemistry & Institute of Chinese Medicine, The Chinese University of Hong Kong, Hong Kong SAR, PR, China.
authors: Ren-Wang
authors: RW
authors: Jiang
authors: Shuang-Cheng
authors: SC
authors: Ma
authors: Zhen-Dan
authors: ZD
authors: He
authors: Xue-Song
authors: XS
authors: Huang
authors: Paul Pui-Hay
authors: PP
authors: But
authors: Hua
authors: H
authors: Wang
authors: Siu-Pang
authors: SP
authors: Chan
authors: Vincent Eng-Choon
authors: VE
authors: Ooi
authors: Hong-Xi
authors: HX
authors: Xu
authors: Thomas C W
authors: TC
authors: Mak
mesh_terms: D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D002460:Cell Line; D004224:Diterpenes / Q000138:chemical synthesis* / Q000494:pharmacology*; D007887:Fabaceae / Q000737:chemistry*; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D015394:Molecular Structure; D014315:Triterpenes / Q000138:chemical synthesis* / Q000494:pharmacology*
chemical_list: D000998:Antiviral Agents; D004224:Diterpenes; D014315:Triterpenes