title: Periconiasins A-C, new cytotoxic cytochalasans with an unprecedented 9/6/5 tricyclic ring system from endophytic fungus Periconia sp.
abstract: Periconiasins A-C (1-3), new cytochalasans with an unprecedented 9/6/5 tricyclic ring system, were isolated from the endophytic fungus Periconia sp. F-31. Their structures and absolute configurations were elucidated by extensive spectroscopic and X-ray crystallographic analyses. Their biosynthesis is proposed to occur from an unusual seven acetate/malonate polyketide backbone attached to one leucine moiety by a PKS-NRPS followed by Diels-Alder and other reactions. 1 and 2 showed significant cytotoxicity against human HCT-8 cancer cells.
authors.affiliation: State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Peking Union Medical College & Chinese Academy of Medical Sciences, 1 Xian Nong Tan Street, Beijing 100050, PR China.
authors.forename: Dewu
authors.initials: D
authors.lastname: Zhang
authors.forename: Hanlin
authors.initials: H
authors.lastname: Ge
authors.forename: Dan
authors.initials: D
authors.lastname: Xie
authors.forename: Ridao
authors.initials: R
authors.lastname: Chen
authors.forename: Jian-hua
authors.initials: JH
authors.lastname: Zou
authors.forename: Xiaoyu
authors.initials: X
authors.lastname: Tao
authors.forename: Jungui
authors.initials: J
authors.lastname: Dai
mesh_terms: D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D018360:Crystallography, X-Ray; D003572:Cytochalasins / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D003904:Mitosporic Fungi / Q000737:chemistry*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010453:Peptide Synthases / Q000378:metabolism; D048630:Polyketide Synthases / Q000378:metabolism; D061065:Polyketides / Q000737:chemistry
chemical_list: D000970:Antineoplastic Agents; D003572:Cytochalasins; D061065:Polyketides; C583542:periconiasin A; C583543:periconiasin B; C583544:periconiasin C; D048630:Polyketide Synthases; D010453:Peptide Synthases; C104385:non-ribosomal peptide synthase