title: Sesquiterpenes from the roots of Illicium oligandrum.
abstract: Two new sesquiterpenes, oligandrin (1) and oligandric acid (2), together with three analogues, tashironin A (3), tashironin (4), and oplodiol (5), were isolated from the roots of Illicium oligandrum. The structures of new compounds were determined based on 1D and 2D NMR experiments and X-ray diffraction. Compound 1 represents a presumed biosynthetic precursor of seco-prezizaane sesquiterpenes which consists of a novel 6/6/5 tricarbocyclic skeleton. Compound 2 is the first example of chamipinene-type sesquiterpene possessing a 6/4/6 tricyclic system from the genus Illicium. Compounds 1-5 were evaluated in vitro for their activity against coxsackie virus B3 (CVB3), influenza virus A/Hanfang/359/95 (H3N2), and influenza virus A/FM/1/47 (H1N1). Compound 1 showed selective antiviral activity against CVB3 with IC50 value of 11.11 μM.
authors.affiliation: a State Key Laboratory of Bioactive Substance and Function of Natural Medicines; Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College , Beijing 100050 , China.
authors.forename: Hai-Ning
authors.initials: HN
authors.lastname: Lü
authors.forename: Shuang-Gang
authors.initials: SG
authors.lastname: Ma
authors.forename: Yun-Bao
authors.initials: YB
authors.lastname: Liu
authors.forename: Jing
authors.initials: J
authors.lastname: Qu
authors.forename: Yong
authors.initials: Y
authors.lastname: Li
authors.forename: Song
authors.initials: S
authors.lastname: Xu
authors.forename: Hua
authors.initials: H
authors.lastname: Zhu
authors.forename: Shi-Shan
authors.initials: SS
authors.lastname: Yu
mesh_terms: D000998:Antiviral Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D029822:Enterovirus B, Human / Q000187:drug effects; D029523:Illicium / Q000737:chemistry*; D053118:Influenza A Virus, H1N1 Subtype / Q000187:drug effects; D019906:Nuclear Magnetic Resonance, Biomolecular; D018517:Plant Roots / Q000737:chemistry; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification*
chemical_list: D000998:Antiviral Agents; D012717:Sesquiterpenes; C000601413:oligandric acid; C000601412:oligandrin
keywords: Illiciaceae; Illiciumoligandrum; antiviral activity; coxsackie virus; sesquiterpene