2. Academic Validation
  3. Clavariopsins C-I, Antifungal Cyclic Depsipeptides from the Aquatic Hyphomycete Clavariopsis aquatica

Clavariopsins C-I, Antifungal Cyclic Depsipeptides from the Aquatic Hyphomycete Clavariopsis aquatica

  • J Nat Prod. 2019 Jul 26;82(7):1971-1978. doi: 10.1021/acs.jnatprod.9b00366.
Thin Wut Soe 1 2,  Chunguang Han 3,  Ryosuke Fudou 4,  Kenichi Kaida 5,  Yuki Sawaki 1,  Tomohiko Tomura 1,  Makoto Ojika 1
Affiliations

Affiliations

  • 1 Graduate School of Bioagricultural Sciences , Nagoya University , Chikusa-ku, Nagoya 464-8601 , Japan.
  • 2 Department of Chemistry , University of Yangon , Yangon 11041 , Myanmar.
  • 3 Research Center for Materials Science , Nagoya University , Chikusa-ku, Nagoya 464-8602 , Japan.
  • 4 R&D Planning Department , Ajinomoto Co., Inc. , Chuo-ku, Tokyo 104-8315 , Japan.
  • 5 Institute of Life Science , Ajinomoto Co., Inc. , Kawasaki , Kanagawa 210-8681 , Japan.
PMID: 31244144 DOI: 10.1021/acs.jnatprod.9b00366
Abstract

Seven new cyclic depsipeptides, clavariopsins C-I (3-9), together with two known congeners, clavariopsins A and B (1 and 2), were isolated from the aquatic hyphomycete Clavariopsis aquatica. Their planar structures, which consist of nine Amino acids and one α-hydroxy acid, were elucidated by NMR spectroscopy and HRESIMS. The absolute configurations were established by the advanced Marfey's method and chiral-phase HPLC analysis. Their Antifungal and cytotoxic activities were evaluated against six plant pathogenic fungi (Botrytis cinerea, Magnaporthe oryzae, Colletotrichum orbiculare, Fusarium oxysporum, Alternaria alternata, and Aspergillus niger) and a Cancer cell line (HeLa-S3), respectively. The majority of the compounds exhibited potent Antifungal activity against the fungi tested (minimum inhibition dose = 0.01-10 μg/disk) and induced hyphal swelling in A. niger (minimum effective dose = 0.3-3 μg/disk), whereas the compounds exhibited no cytotoxicity toward the Cancer cell line. The results suggest that the clavariopsins could be a promising class of Antifungal agents.

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