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Open AccessArticle

Bioactive Phenylalanine Derivatives and Cytochalasins from the Soft Coral-Derived Fungus, Aspergillus elegans

1
Key Laboratory of Marine Drugs, Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, China
2
Key Laboratory of Tropical Medicinal Plant Chemistry of Ministry of Education, College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou 571158, China
3
Guangxi Key Laboratory of Marine Biotechnology, Guangxi Institute of Oceanology, Beihai 536000, China
*
Authors to whom correspondence should be addressed.
Mar. Drugs 2013, 11(6), 2054-2068; https://doi.org/10.3390/md11062054
Received: 1 April 2013 / Revised: 10 May 2013 / Accepted: 14 May 2013 / Published: 10 June 2013
(This article belongs to the Special Issue Bioactive Compounds from Marine Fungi)
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 (512) 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 (112) 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. View Full-Text
Keywords: soft coral-derived fungus; Aspergillus elegans; phenylalanine derivative; cytochalasin; antifouling soft coral-derived fungus; Aspergillus elegans; phenylalanine derivative; cytochalasin; antifouling
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Zheng, C.-J.; Shao, C.-L.; Wu, L.-Y.; Chen, M.; Wang, K.-L.; Zhao, D.-L.; Sun, X.-P.; Chen, G.-Y.; Wang, C.-Y. Bioactive Phenylalanine Derivatives and Cytochalasins from the Soft Coral-Derived Fungus, Aspergillus elegans. Mar. Drugs 2013, 11, 2054-2068.

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