title: Oryzamides A-E, Cyclodepsipeptides from the Sponge-Derived Fungus Nigrospora oryzae PF18.
abstract: Three new cyclohexadepsipeptides, oryzamides A-C (1-3), two isolation artifacts, oryzamides D (4) and E (5), and the known congener scopularide A (6), all possessing a rare 3-hydroxy-4-methyldecanoic acid (HMDA) substructure, were isolated from the mycelial extract of the sponge-derived fungus Nigrospora oryzae PF18. Their planar structures were elucidated by spectroscopic analysis and comparison with the literature data. The absolute configurations were determined using the advanced Marfey's method and single-crystal X-ray diffraction analysis. Among them, oryzamides D (4) and E (5) were a pair of diastereomers at the sulfur atom of the l-methionine sulfoxide residue, which showcased the possible separation of a pair of methionine sulfoxide diastereomers. The X-ray crystal structure of scopularide A (6) was obtained for the first time, thereby establishing its relative and absolute configuration at C-4 of the HMDA residue. Oryzamides A-C (1-3) did not display cytotoxic, antibacterial, antiparasitic, and NF-κB inhibitory activities.
authors.affiliation: Research Center for Marine Drugs, State Key Laboratory of Oncogenes and Related Genes, Department of Pharmacy, Ren Ji Hospital, School of Medicine, Shanghai Jiao Tong University , Shanghai 200127, People's Republic of China.|College of Pharmacy, Jinan University , Guangzhou 510632, People's Republic of China.
authors.forename: Li-Jian
authors.initials: LJ
authors.lastname: Ding
authors.affiliation: Research Center for Marine Drugs, State Key Laboratory of Oncogenes and Related Genes, Department of Pharmacy, Ren Ji Hospital, School of Medicine, Shanghai Jiao Tong University , Shanghai 200127, People's Republic of China.
authors.forename: Wei
authors.initials: W
authors.lastname: Yuan
authors.affiliation: College of Pharmacy, Jinan University , Guangzhou 510632, People's Republic of China.
authors.forename: Xiao-Jian
authors.initials: XJ
authors.lastname: Liao
authors.affiliation: Research Center for Marine Drugs, State Key Laboratory of Oncogenes and Related Genes, Department of Pharmacy, Ren Ji Hospital, School of Medicine, Shanghai Jiao Tong University , Shanghai 200127, People's Republic of China.
authors.forename: Bing-Nan
authors.initials: BN
authors.lastname: Han
authors.affiliation: Research Center for Marine Drugs, State Key Laboratory of Oncogenes and Related Genes, Department of Pharmacy, Ren Ji Hospital, School of Medicine, Shanghai Jiao Tong University , Shanghai 200127, People's Republic of China.
authors.forename: Shu-Ping
authors.initials: SP
authors.lastname: Wang
authors.affiliation: Key Laboratory of Microbial Metabolism, Marine Biotechnology Laboratory, School of Life Sciences and Biotechnology, Shanghai Jiao Tong University , Shanghai 200240, People's Republic of China.
authors.forename: Zhi-Yong
authors.initials: ZY
authors.lastname: Li
authors.affiliation: College of Pharmacy, Jinan University , Guangzhou 510632, People's Republic of China.
authors.forename: Shi-Hai
authors.initials: SH
authors.lastname: Xu
authors.affiliation: Center for Marine Bioproducts Development, Flingers University , Adelaide 5001, Australia.
authors.forename: Wei
authors.initials: W
authors.lastname: Zhang
authors.affiliation: Research Center for Marine Drugs, State Key Laboratory of Oncogenes and Related Genes, Department of Pharmacy, Ren Ji Hospital, School of Medicine, Shanghai Jiao Tong University , Shanghai 200127, People's Republic of China.
authors.forename: Hou-Wen
authors.initials: HW
authors.lastname: Lin
mesh_terms: D000818:Animals; D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D001203:Ascomycota / Q000737:chemistry*; D018360:Crystallography, X-Ray; D047630:Depsipeptides / Q000737:chemistry / Q000302:isolation & purification; D004354:Drug Screening Assays, Antitumor; D008386:Marine Biology; D008715:Methionine / Q000031:analogs & derivatives / Q000737:chemistry; D003904:Mitosporic Fungi; D008968:Molecular Conformation; D015394:Molecular Structure; D016328:NF-kappa B / Q000187:drug effects; D011161:Porifera / Q000382:microbiology*
chemical_list: D000900:Anti-Bacterial Agents; D000970:Antineoplastic Agents; D047630:Depsipeptides; D016328:NF-kappa B; C000617679:oryzamide A; D008715:Methionine; C013111:methionine sulfoxide