4-Methoxy-2,2′-bipyrrole-5-carbaldehyde, a biosynthetic intermediate of bipyrrole-containing natural products from the Streptomyces culture, arrests the strobilation of moon jellyfish Aurelia coerulea

Frontiers in Marine Science

Marine Science

Sachiko Masaki¹  Toshihiro Suzuki¹  Hiroki Koyama²  Yutaro Hoshino²  Miho Sumiyoshi³  Kuninobu Inada⁴  Asahi Hirata⁵  Yuya Misaki⁵  Kenji Arakawa⁶  Karin Fujii⁷  Tomomi Hirashima⁸  Hisato Kuniyoshi⁹ 

[1] Department of Fermentation Sciences, Faculty of Applied Biosciences, Tokyo University of Agriculture, Tokyo, Japan;Department of Food Science and Technology, Graduate School of Marine Science and Technology, Tokyo University of Marine Science and Technology, Tokyo, Japan;Department of Molecular Biotechnology, Graduate School of Advanced Sciences of Matter, Hiroshima University, Higashi-Hiroshima, Hiroshima, Japan;Natural Science Center for Basic Research and Development, Hiroshima University, Higashi-Hiroshima, Hiroshima, Japan;Program of Biotechnology, Graduate School of Integrated Sciences for Life, Hiroshima University, Higashi-Hiroshima, Hiroshima, Japan;Hiroshima Research Center for Healthy Aging (HiHA), Hiroshima University, Higashi-Hiroshima, Hiroshima, Japan;Program of Biotechnology, Graduate School of Integrated Sciences for Life, Hiroshima University, Higashi-Hiroshima, Hiroshima, Japan;Hiroshima Research Center for Healthy Aging (HiHA), Hiroshima University, Higashi-Hiroshima, Hiroshima, Japan;Department of Molecular Biotechnology, Graduate School of Advanced Sciences of Matter, Hiroshima University, Higashi-Hiroshima, Hiroshima, Japan;Program of Food and AgriLife Science, Graduate School of Integrated Sciences for Life, Hiroshima University, Higashi-Hiroshima, Hiroshima, Japan;School of Applied Biological Science, Hiroshima University, Higashi-Hiroshima, Hiroshima, Japan;School of Applied Biological Science, Hiroshima University, Higashi-Hiroshima, Hiroshima, Japan;Program of Food and AgriLife Science, Graduate School of Integrated Sciences for Life, Hiroshima University, Higashi-Hiroshima, Hiroshima, Japan;

关键词: Aurelia coerulea;    Streptomyces;    screening;    strobilation;    4-methoxy-2,2′-bipyrrole-5-carbaldehyde;   

DOI  :  10.3389/fmars.2023.1198136

 received in 2023-03-31, accepted in 2023-08-02,  发布年份 2023

来源: Frontiers

【 摘 要 】

Streptomyces spp. are well-known producers of secondary metabolites with diverse biological activities. We screened the substances that regulate polyp-to-jellyfish transition, called strobilation, of the moon jellyfish (Aurelia coerulea) from the Streptomyces culture library. Among the culture extracts of the strains tested, Streptomyces albus HUT6047 inhibited the strobilation of A. coerulea. The active component in strain HUT6047 was purified. Based on structure elucidation, this component was identified as 4-methoxy-2,2′-bipyrrole-5-carbaldehyde (MBC), a possible common biosynthetic intermediate of pyrrole-containing natural products including prodigiosins and tambjamines. Synthetic MBC arrested strobilation without inducing cytotoxicity and generated abnormal tentacle-like structures in a dose-dependent manner. Synthetic MBC also exhibited a minimum activity of 6.3 µM. To our knowledge, this study provides the first example of a biological activity of MBC.

【 授权许可】

Unknown   
Copyright © 2023 Misaki, Hirashima, Fujii, Hirata, Hoshino, Sumiyoshi, Masaki, Suzuki, Inada, Koyama, Kuniyoshi and Arakawa