title: Novel sorbicillin analogues from the marine fungus Trichoderma sp. associated with the seastar Acanthaster planci.
abstract: Two novel sorbicillinoid analogues, (4'Z)-sorbicillin (1) and (2S)-2,3-dihydro-7-hydroxy-6-methyl-2-[(E)-prop-1-enyl]-chroman-4-one (2), together with three known compounds, (2S)-2,3-dihydro-7-hydroxy-6,8-dimethyl-2-[(E)-prop-1-enyl]-chroman-4-one (3), sorbicillin (4), and 2',3'-dihydrosorbicillin (5), were isolated from the culture broth of the fungus Trichoderma sp. associated with the seastar Acanthaster planci. Their structures were determined by analysis of the NMR and MS data. Compound I was the first example with a Z-configuration of the C-4'/C-5' double bond in the sorbyl side chain. Compounds 2 and 3 were uncommon monomeric sorbicillinoids with a cyclic sorbyl chain. 2, 3 and 5 showed moderate cytotoxic activities against various cancer cell lines.
authors.affiliation: School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, P. R. China.
authors.forename: Wen-Jian
authors.initials: WJ
authors.lastname: Lan
authors.forename: Yang
authors.initials: Y
authors.lastname: Zhao
authors.forename: Zhong-Liang
authors.initials: ZL
authors.lastname: Xie
authors.forename: Li-Zhen
authors.initials: LZ
authors.lastname: Liang
authors.forename: Wei-Yan
authors.initials: WY
authors.lastname: Shao
authors.forename: Long-Ping
authors.initials: LP
authors.lastname: Zhu
authors.forename: De-Po
authors.initials: DP
authors.lastname: Yang
authors.forename: Xiao-Feng
authors.initials: XF
authors.lastname: Zhu
authors.forename: Hou-Jin
authors.initials: HJ
authors.lastname: Li
mesh_terms: D000818:Animals; D000903:Antibiotics, Antineoplastic / Q000737:chemistry* / Q000494:pharmacology*; D045744:Cell Line, Tumor; D002839:Chromans / Q000737:chemistry* / Q000494:pharmacology*; D002942:Circular Dichroism; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008968:Molecular Conformation; D012118:Resorcinols / Q000737:chemistry* / Q000494:pharmacology*; D021241:Spectrometry, Mass, Electrospray Ionization; D013215:Starfish / Q000382:microbiology*; D013778:Tetrazolium Salts; D013844:Thiazoles; D014242:Trichoderma / Q000737:chemistry*
chemical_list: C576847:(2S)-2,3-dihydro-7-hydroxy-6-methyl-2-((E)-prop-1-enyl)-chroman-4-one; D000903:Antibiotics, Antineoplastic; D002839:Chromans; D012118:Resorcinols; D013778:Tetrazolium Salts; D013844:Thiazoles; C473616:sorbicillin; C022616:thiazolyl blue