Unique metabolites of Pestalotiopsis fici suggest a biosynthetic hypothesis involving a Diels-Alder reaction and then mechanistic diversification.
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.
Liu
Ling
L
Key Laboratory of Systematic Mycology & Lichenology, Institute of Microbiology, Chinese Academy of Sciences, Beijing 100190, People's Republic of China.
Niu
Shubin
S
Lu
Xinhua
X
Chen
Xulin
X
Zhang
Hua
H
Guo
Liangdong
L
Che
Yongsheng
Y
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
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