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Mar. Drugs 2013, 11(12), 4761-4772; doi:10.3390/md11124761
Article

Two Novel Hepatocellular Carcinoma Cycle Inhibitory Cyclodepsipeptides from a Hydrothermal Vent Crab-Associated Fungus Aspergillus clavatus C2WU

1
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, 1,3
, 4
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, 6
, 1
, 1
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 and 1,*
1 Ocean College, Zhejiang University, Hangzhou 310058, China 2 Eye center, the second affiliated hospital, Zhejiang University School of Medicine, Hangzhou 310000, China 3 Institute of Marine Geology and Chemistry, National Sun Yat-sen University, Kaohsiung 80424, Taiwan 4 Department of Applied Chemistry, Zhejiang Gongshang University, Hangzhou 310058, China 5 Center for Intelligent Chemical Instrumentation, Department of Chemistry and Biochemistry, Clippinger Laboratories, Ohio University, Athens, Ohio 45701, OH, USA 6 Key Laboratory of Applied Marine Biotechnology, Ningbo University, Ministry of Education, Ningbo 315211, China
* Author to whom correspondence should be addressed.
Received: 11 October 2013 / Revised: 6 November 2013 / Accepted: 13 November 2013 / Published: 2 December 2013
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Abstract

Two novel cyclodepsipeptides containing an unusual anthranilic acid dimer and a d-phenyllactic acid residues, clavatustides A (1) and B (2), were identified from cultured mycelia and broth of Aspergillus clavatus C2WU isolated from Xenograpsus testudinatus, which lives at extreme, toxic habitat around the sulphur-rich hydrothermal vents in Taiwan Kueishantao. This is the first example of cyclopeptides containing an anthranilic acid dimer in natural products, and the first report of microbial secondary metabolites from the hydrothermal vent crab. Clavatustides A (1) and B (2) suppressed the proliferation of hepatocellular carcinoma (HCC) cell lines (HepG2, SMMC-7721 and Bel-7402) in a dose-dependent manner, and induced an accumulation of HepG2 cells in G1 phase and reduction of cells in S phase.
Keywords: cyclodepsipeptide; Aspergillus clavatus; hydrothermal vent; carcinoma cycle inhibitory cyclodepsipeptide; Aspergillus clavatus; hydrothermal vent; carcinoma cycle inhibitory
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Jiang, W.; Ye, P.; Chen, C.-T.A.; Wang, K.; Liu, P.; He, S.; Wu, X.; Gan, L.; Ye, Y.; Wu, B. Two Novel Hepatocellular Carcinoma Cycle Inhibitory Cyclodepsipeptides from a Hydrothermal Vent Crab-Associated Fungus Aspergillus clavatus C2WU. Mar. Drugs 2013, 11, 4761-4772.

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