Three new O-isocrotonyl-3-hydroxybutyric acid congeners produced by a sea anemone-derived marine bacterium of the genus Vibrio

  1. Dandan LiORCID Logo,
  2. Enjuro Harunari,
  3. Tao ZhouORCID Logo,
  4. Naoya Oku and
  5. Yasuhiro Igarashi

Submitting author affiliation: Toyama Prefectural University, Imizu,Toyama, Japan

Beilstein Arch. 2020, 202054. doi:10.3762/bxiv.2020.54.v1

Published 23 Apr 2020

  • Preprint

Abstract

Liquid cultures of Vibrio sp. SI9, isolated from outer tissue of sea anemone Radianthus crispus, was found to produce three new O-isocrotonyl-3-hydroxybutyric acid derivatives, O-isocrotonyl-3-hydroxypentanoic acid (1), O-isocrotonyl-3-hydroxyhexanoic acid (2), and O-(Z)-2-hexenoyl-3-hydroxybutyric acid (3), together with known O-isocrotonyl-3-hydroxybutyric acid (4). The structures of 1-3 were established by spectroscopic analyses of NMR and mass spectrometry coupled with anisotropy-based chiral analysis, revealing the same (R)-configurations for all congeners 1-4. Compounds 1-4 were weakly growth-inhibitory against a marine fish ulcer pathogenic bacterium, Tenacibaculum maritimum NBRC16015.

Keywords: 3-hydroxybutyric acid; polyhydroxyalkanoate; sea anemone;Tenacibaculum maritimum; Vibrio

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When a peer-reviewed version of this preprint is available in the Beilstein Journals, this information will be updated in the information box above. If no peer-reviewed version is available, please cite this preprint using the following information:

Li, D.; Harunari, E.; Zhou, T.; Oku, N.; Igarashi, Y. Beilstein Arch. 2020, 202054. doi:10.3762/bxiv.2020.54.v1

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