title: Unique metabolites of Pestalotiopsis fici suggest a biosynthetic hypothesis involving a Diels-Alder reaction and then mechanistic diversification.
abstract: Chloropupukeanolides A (1) and B (2), unprecedented spiroketal peroxides, and chloropupukeanone A (3), three highly functionalized metabolites featuring a chlorinated pupukeanane core, were isolated from an endophytic fungus Pestalotiopsis fici, with 1 showing significant anti-HIV-1 and cytotoxic effects.
authors.affiliation: Key Laboratory of Systematic Mycology & Lichenology, Institute of Microbiology, Chinese Academy of Sciences, Beijing 100190, People's Republic of China.
authors.forename: Ling
authors.initials: L
authors.lastname: Liu
authors.forename: Shubin
authors.initials: S
authors.lastname: Niu
authors.forename: Xinhua
authors.initials: X
authors.lastname: Lu
authors.forename: Xulin
authors.initials: X
authors.lastname: Chen
authors.forename: Hua
authors.initials: H
authors.lastname: Zhang
authors.forename: Liangdong
authors.initials: L
authors.lastname: Guo
authors.forename: Yongsheng
authors.initials: Y
authors.lastname: Che
mesh_terms: D019380:Anti-HIV Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D045744:Cell Line, Tumor; D004354:Drug Screening Assays, Antitumor; D005663:Furans / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D015497:HIV-1 / Q000187:drug effects; D006574:Heterocyclic Compounds, 2-Ring / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D006801:Humans; D008958:Models, Molecular; D015394:Molecular Structure; D010545:Peroxides / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D012717:Sesquiterpenes; D013141:Spiro Compounds / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D013098:Xylariales / Q000737:chemistry* / Q000378:metabolism
chemical_list: D019380:Anti-HIV Agents; D000970:Antineoplastic Agents; D005663:Furans; D006574:Heterocyclic Compounds, 2-Ring; D010545:Peroxides; D012717:Sesquiterpenes; D013141:Spiro Compounds; C548026:chloropupukeanolide; C548025:chloropupukeanone; C520774:spiroketal