title: Bioactive phenylalanine derivatives and cytochalasins from the soft coral-derived fungus, Aspergillus elegans.
abstract: One new phenylalanine derivative 4'-OMe-asperphenamate (1), along with one known phenylalanine derivative (2) and two new cytochalasins, aspochalasin A1 (3) and cytochalasin Z24 (4), as well as eight known cytochalasin analogues (5-12) were isolated from the fermentation broth of Aspergillus elegans ZJ-2008010, a fungus obtained from a soft coral Sarcophyton sp. collected from the South China Sea. Their structures and the relative configurations were elucidated using comprehensive spectroscopic methods. The absolute configuration of 1 was determined by chemical synthesis and Marfey's method. All isolated metabolites (1-12) were evaluated for their antifouling and antibacterial activities. Cytochalasins 5, 6, 8 and 9 showed strong antifouling activity against the larval settlement of the barnacle Balanus amphitrite, with the EC50 values ranging from 6.2 to 37 μM. This is the first report of antifouling activity for this class of metabolites. Additionally, 8 exhibited a broad spectrum of antibacterial activity, especially against four pathogenic bacteria Staphylococcus albus, S. aureus, Escherichia coli and Bacillus cereus.
authors.affiliation: Key Laboratory of Marine Drugs, Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, China.
authors.forename: Cai-Juan
authors.initials: CJ
authors.lastname: Zheng
authors.forename: Chang-Lun
authors.initials: CL
authors.lastname: Shao
authors.forename: Lu-Yong
authors.initials: LY
authors.lastname: Wu
authors.forename: Min
authors.initials: M
authors.lastname: Chen
authors.forename: Kai-Ling
authors.initials: KL
authors.lastname: Wang
authors.forename: Dong-Lin
authors.initials: DL
authors.lastname: Zhao
authors.forename: Xue-Ping
authors.initials: XP
authors.lastname: Sun
authors.forename: Guang-Ying
authors.initials: GY
authors.lastname: Chen
authors.forename: Chang-Yun
authors.initials: CY
authors.lastname: Wang
mesh_terms: D000818:Animals; D037421:Anthozoa / Q000382:microbiology*; D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D001230:Aspergillus / Q000737:chemistry* / Q000302:isolation & purification; D001419:Bacteria / Q000187:drug effects; D057219:Biofouling / Q000517:prevention & control; D002681:China; D003572:Cytochalasins / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D010649:Phenylalanine / Q000031:analogs & derivatives / Q000302:isolation & purification / Q000494:pharmacology*; D013057:Spectrum Analysis
chemical_list: D000900:Anti-Bacterial Agents; D003572:Cytochalasins; D010649:Phenylalanine