title: Heptaketides from an Endolichenic Fungus Biatriospora sp. and Their Antifungal Activity.
abstract: Twelve new heptaketides, biatriosporins A-L (1-12), biatriosporin M (13) (a ramulosin derivative), and 19 known compounds (14-32) were isolated from the endolichenic fungus Biatriospora sp. (8331C). The structures of these compounds were determined by analyzing MS and NMR data. The absolute configurations of compounds 1, 2, 7, and 9 were determined by single-crystal X-ray diffraction analysis, whereas compound 10 was deduced with Mosher's method. Four of the compounds were active in an antifungal assay. The most potent compound, compound 4, also sensitized clinically derived azole-resistant Candida albicans strains to fluconazole (FLC). A mechanistic investigation revealed that 4 inhibited the function of efflux pumps and reduced the transcriptional expression of the efflux-pump-related genes CDR1 and CDR2.
authors.affiliation: Department of Natural Product Chemistry, Key Lab of Chemical Biology of Ministry of Education, School of Pharmaceutical Sciences, Shandong University , 44 Wenhua West Road, Jinan 250012, People's Republic of China.
authors.forename: Yan-Hui
authors.initials: YH
authors.lastname: Zhou
authors.affiliation: Department of Natural Product Chemistry, Key Lab of Chemical Biology of Ministry of Education, School of Pharmaceutical Sciences, Shandong University , 44 Wenhua West Road, Jinan 250012, People's Republic of China.
authors.forename: Ming
authors.initials: M
authors.lastname: Zhang
authors.affiliation: School of Chemistry and Chemical Engineering, Shandong University , 27 Shanda Nanlu, Jinan 250100, People's Republic of China.
authors.forename: Rong-Xiu
authors.initials: RX
authors.lastname: Zhu
authors.affiliation: Department of Natural Product Chemistry, Key Lab of Chemical Biology of Ministry of Education, School of Pharmaceutical Sciences, Shandong University , 44 Wenhua West Road, Jinan 250012, People's Republic of China.
authors.forename: Jiao-Zhen
authors.initials: JZ
authors.lastname: Zhang
authors.affiliation: Department of Natural Product Chemistry, Key Lab of Chemical Biology of Ministry of Education, School of Pharmaceutical Sciences, Shandong University , 44 Wenhua West Road, Jinan 250012, People's Republic of China.
authors.forename: Fei
authors.initials: F
authors.lastname: Xie
authors.affiliation: Department of Natural Product Chemistry, Key Lab of Chemical Biology of Ministry of Education, School of Pharmaceutical Sciences, Shandong University , 44 Wenhua West Road, Jinan 250012, People's Republic of China.
authors.forename: Xiao-Bin
authors.initials: XB
authors.lastname: Li
authors.affiliation: Department of Natural Product Chemistry, Key Lab of Chemical Biology of Ministry of Education, School of Pharmaceutical Sciences, Shandong University , 44 Wenhua West Road, Jinan 250012, People's Republic of China.
authors.forename: Wen-Qiang
authors.initials: WQ
authors.lastname: Chang
authors.affiliation: Department of Natural Product Chemistry, Key Lab of Chemical Biology of Ministry of Education, School of Pharmaceutical Sciences, Shandong University , 44 Wenhua West Road, Jinan 250012, People's Republic of China.
authors.forename: Xiao-Ning
authors.initials: XN
authors.lastname: Wang
authors.affiliation: College of Life Sciences, Shandong Normal University , 88 Wenhua East Road, Jinan 250014, People's Republic of China.
authors.forename: Zun-Tian
authors.initials: ZT
authors.lastname: Zhao
authors.affiliation: Department of Natural Product Chemistry, Key Lab of Chemical Biology of Ministry of Education, School of Pharmaceutical Sciences, Shandong University , 44 Wenhua West Road, Jinan 250012, People's Republic of China.
authors.forename: Hong-Xiang
authors.initials: HX
authors.lastname: Lou
mesh_terms: D018528:ATP-Binding Cassette Transporters / Q000187:drug effects / Q000378:metabolism; D000935:Antifungal Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D001203:Ascomycota / Q000737:chemistry*; D002176:Candida albicans / Q000187:drug effects; D025141:Drug Resistance, Fungal / Q000187:drug effects; D015725:Fluconazole / Q000494:pharmacology; D008011:Lichens / Q000382:microbiology; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D061065:Polyketides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*
chemical_list: D018528:ATP-Binding Cassette Transporters; D000935:Antifungal Agents; D061065:Polyketides; D015725:Fluconazole