title: Metabolites of the mangrove fungus Xylaria sp. BL321 from the South China Sea.
abstract: Two new lactones, 1 and 2, together with five known compounds, 3-7, were isolated from the marine mangrove fungus Xylaria sp. BL321. Their structures were determined by comprehensive analysis of their MS and NMR spectroscopic data. The absolute configurations of 1 and 2 were established on the basis of electronic circular dichroism calculations. It was found that the exocyclic double bond of 1 rearranged into a cyclic double bond to form a new crystal compound (1a) in diluted NaOH solution. Compound 3 was isolated for the first time as a natural product; its absolute configuration was determined by single-crystal X-ray crystallography. Compounds 4-7 displayed cytotoxicity against human breast cancer cell lines MCF-7 and MDA-MB-435, while compounds 1- 3 were inactive (IC(50) > 50 µM).
authors.affiliation: School of Chemistry and Chemical Engineering, Sun Yat-sen University, Guangzhou, P.R. China.
authors.forename: Yong-Xiang
authors.initials: YX
authors.lastname: Song
authors.forename: Jun
authors.initials: J
authors.lastname: Wang
authors.forename: Shi-Wu
authors.initials: SW
authors.lastname: Li
authors.forename: Bin
authors.initials: B
authors.lastname: Cheng
authors.forename: Li
authors.initials: L
authors.lastname: Li
authors.forename: Bin
authors.initials: B
authors.lastname: Chen
authors.forename: Lan
authors.initials: L
authors.lastname: Liu
authors.forename: Yong-Cheng
authors.initials: YC
authors.lastname: Lin
authors.forename: Yu-Cheng
authors.initials: YC
authors.lastname: Gu
mesh_terms: D000972:Antineoplastic Agents, Phytogenic / Q000302:isolation & purification / Q000494:pharmacology / Q000627:therapeutic use*; D001203:Ascomycota / Q000737:chemistry*; D001572:Benzofurans / Q000302:isolation & purification / Q000494:pharmacology / Q000627:therapeutic use*; D001688:Biological Products / Q000737:chemistry / Q000494:pharmacology / Q000627:therapeutic use*; D001943:Breast Neoplasms / Q000188:drug therapy*; D045744:Cell Line, Tumor; D002681:China; D002839:Chromans / Q000302:isolation & purification / Q000494:pharmacology / Q000627:therapeutic use*; D002942:Circular Dichroism; D018360:Crystallography, X-Ray; D003572:Cytochalasins / Q000302:isolation & purification / Q000494:pharmacology / Q000627:therapeutic use*; D005260:Female; D006801:Humans; D020128:Inhibitory Concentration 50; D007783:Lactones / Q000302:isolation & purification / Q000494:pharmacology / Q000627:therapeutic use*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009281:Naphthalenes / Q000302:isolation & purification / Q000494:pharmacology / Q000627:therapeutic use*; D012717:Sesquiterpenes / Q000302:isolation & purification / Q000494:pharmacology / Q000627:therapeutic use*; D014197:Trees / Q000382:microbiology
chemical_list: C573210:(R)-7-hydroxy-3-((R)-1-hydroxyethyl)-5-methoxy-3,4-dimethylisobenzofuran-1(3H)-one; C572963:(S)-8-hydroxy-6-methoxy-4,5-dimethyl-3-methyleneisochroman-1-one; C493119:07H239-A; D000972:Antineoplastic Agents, Phytogenic; D001572:Benzofurans; D001688:Biological Products; D002839:Chromans; D003572:Cytochalasins; D007783:Lactones; D009281:Naphthalenes; D012717:Sesquiterpenes