title: Psychrophilins E-H and versicotide C, cyclic peptides from the marine-derived fungus Aspergillus versicolor ZLN-60.
abstract: Four new cyclic peptides, psychrophilins E-H (1-4), possessing a rare amide linkage between the carboxylic acid in anthranilic acid (ATA) and the nitrogen from an indole moiety, along with a new ATA-containing hexapeptide, versicotide C (5), were obtained from the culture of the marine-derived fungus Aspergillus versicolor ZLN-60. The structures, including absolute configurations, were elucidated by a combination of HRESIMS, NMR, X-ray crystallography, TDDFT ECD calculations, and Marfey's method. Versicotide C (5) is the first natural cyclic hexapeptide containing two anthranilic acids. Compounds 1-5 were not cytotoxic, and compound 3 showed potent lipid-lowering effects.
authors.affiliation: Key Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China , Qingdao, 266003, People's Republic of China.
authors.forename: Jixing
authors.initials: J
authors.lastname: Peng
authors.forename: Huquan
authors.initials: H
authors.lastname: Gao
authors.forename: Xiaomin
authors.initials: X
authors.lastname: Zhang
authors.forename: Shuai
authors.initials: S
authors.lastname: Wang
authors.forename: Chongming
authors.initials: C
authors.lastname: Wu
authors.forename: Qianqun
authors.initials: Q
authors.lastname: Gu
authors.forename: Peng
authors.initials: P
authors.lastname: Guo
authors.forename: Tianjiao
authors.initials: T
authors.lastname: Zhu
authors.forename: Dehai
authors.initials: D
authors.lastname: Li
mesh_terms: D001230:Aspergillus / Q000737:chemistry*; D018360:Crystallography, X-Ray; D057847:Lipid Regulating Agents / Q000378:metabolism; D008386:Marine Biology; D008968:Molecular Conformation; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010456:Peptides, Cyclic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
chemical_list: D057847:Lipid Regulating Agents; D010456:Peptides, Cyclic; C000593730:versicotide C