title: Stereochemical determination of new cytochalasans from the plant endophytic fungus Trichoderma gamsii.
abstract: Three new cytochalasans, trichalasins E (1), F (2) and H (7), together with four known analogues, trichalasin C (3), aspochalasin K (4), trichalasin G (5) and aspergillin PZ (8), were isolated from one endophytic fungus Trichoderma gamsii inhabiting in the traditional medicinal plant Panax notoginseng (BurK.) F.H. Chen. Trichalasins E (1) contains a unique hydroperoxyl group, which is the first report in all known analogues, whereas trichalasin H (7) possesses the rare 6/5/6/6/5 pentacyclic skeleton with 12-oxatricyclo [6.3.1.0(2,7)] moiety as that of aspergillin PZ (8). The relative configurations of the new compounds were characterized by analysis of coupling constants and ROESY correlations, and the absolute configurations of trichalasins E (1), H (7) and aspergillin PZ (8) were determined by modified Mosher's reaction. In addition, compounds 1-5, 7 and 8 were tested cytotoxic activities against several cancer cell lines.
authors.affiliation: Institute of Medicinal Plant Development, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, PR China. Electronic address: lchenchina@163.com.
authors.forename: Lin
authors.initials: L
authors.lastname: Chen
authors.affiliation: Institute of Medicinal Plant Development, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, PR China.
authors.forename: Yue-Tao
authors.initials: YT
authors.lastname: Liu
authors.affiliation: Institute of Medicinal Plant Development, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, PR China.
authors.forename: Bo
authors.initials: B
authors.lastname: Song
authors.affiliation: Institute of Medicinal Plant Development, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, PR China.
authors.forename: Hong-Wu
authors.initials: HW
authors.lastname: Zhang
authors.affiliation: Institute of Medicinal Plant Development, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, PR China; 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, PR China. Electronic address: gding@implad.ac.cn.
authors.forename: Gang
authors.initials: G
authors.lastname: Ding
authors.affiliation: Institute of Microbiology. Chinese Academy of Sciences, Beijing, PR China.
authors.forename: Xing-Zhong
authors.initials: XZ
authors.lastname: Liu
authors.affiliation: Syngenta Jealott's Hill International Research Center, Bracknell, Berkshire RG42 6EY, United Kingdom.
authors.forename: Yu-Cheng
authors.initials: YC
authors.lastname: Gu
authors.affiliation: Institute of Medicinal Plant Development, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, PR China. Electronic address: zmzou@implad.ac.cn.
authors.forename: Zhong-Mei
authors.initials: ZM
authors.lastname: Zou
mesh_terms: D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D003572:Cytochalasins / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D060026:Endophytes; D006801:Humans; D026121:Indole Alkaloids / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010944:Plants / Q000382:microbiology; D014242:Trichoderma / Q000737:chemistry*
chemical_list: D000970:Antineoplastic Agents; D003572:Cytochalasins; D026121:Indole Alkaloids; C467211:aspergillin PZ; C484203:aspochalasin K
keywords: Cytochalasans; Endophytes; Stereochemistry; Trichoderma gamsii