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  2. "Fruiting Liquid" of Mushroom-Forming Fungi, A Novel Source of Bioactive Compounds - Fruiting-Body Inducer and HIF and Axl Inhibitors

"Fruiting Liquid" of Mushroom-Forming Fungi, A Novel Source of Bioactive Compounds - Fruiting-Body Inducer and HIF and Axl Inhibitors

  • J Agric Food Chem. 2023 Sep 13;71(36):13338-13345. doi: 10.1021/acs.jafc.3c03633.
Jing Wu 1 2 Kazuki Uchida 3 Aoto Yoshikawa 3 Masaru Hashimoto 4 Mitsuru Kondo 5 Kenichi Nihei 6 Mizuki Ishii 6 Jae-Hoon Choi 1 2 3 5 Yukihiro Miwa 7 8 Chiho Shoda 7 8 Deokho Lee 7 8 Ayaka Nakai 7 8 Toshihide Kurihara 7 8 Corina N D'Alessandro-Gabazza 9 Masaaki Toda 9 Taro Yasuma 9 Esteban C Gabazza 9 Hirofumi Hirai 1 2 3 5 Hirokazu Kawagishi 1 2
Affiliations

Affiliations

  • 1 Faculty of Agriculture, Shizuoka University, 836 Ohya, Suruga-ku, Shizuoka 422-8529, Japan.
  • 2 Research Institute for Mushroom Science, Shizuoka University, 836 Ohya, Suruga-ku, Shizuoka 422-8529, Japan.
  • 3 Graduate School of Integrated Science and Technology, Shizuoka University, 836 Ohya, Suruga-ku, Shizuoka 422-8529, Japan.
  • 4 Faculty of Agriculture and Life Science, Hirosaki University, 3 Bunkyo-cho, Hirosaki, Aomori 036-8561, Japan.
  • 5 Research Institute of Green Science and Technology, Shizuoka University, 836 Ohya, Suruga-ku, Shizuoka 422-8529, Japan.
  • 6 Department of Applied Biological Chemistry, School of Agriculture, Utsunomiya University, Mine-machi 350, Tochigi 321-0943, Japan.
  • 7 Laboratory of Photobiology, Keio University School of Medicine, 35 Shina-nomachi, Shinjuku-ku, Tokyo 160-8582, Japan.
  • 8 Department of Ophthalmology, Keio University School of Medicine, 35 Shina-nomachi, Shinjuku-ku, Tokyo 160-8582, Japan.
  • 9 Department of Immunology, Mie University Graduate School of Medicine, Edobashi 2-174, Tsu, Mie 524-8507, Japan.
Abstract

In general, mushroom-forming fungi secrete liquid on the surface of mycelia just before fruiting-body formation. However, no researchers in mushroom science have paid attention to the liquid until now. We formulated a hypothesis that the liquid plays an important role(s) in the formation of the fruiting body and produces various bioactive compounds and named it the "fruiting liquid (FL)". Four novel compounds (1-4) were isolated from FL of Hypholoma lateritium and Hericium erinaceus. The structures of 1-4 except for their stereochemistry were determined by interpretation of MS and NMR data. The absolute configurations of compounds 1-4 were determined by quantum chemical calculation of the ECD spectrum, by single-crystal X-ray diffraction analyses, or by chemical syntheses. Compounds 1, 3, and 4 induced fruiting body formation of Flammulina velutipes. Compound 4 inhibited the activity of hypoxia-inducible factor, and compounds 2-4 suppressed receptor tyrosine kinase (Axl) expression.

Keywords

Axl and immune checkpoints inhibitor; fruiting liquid; fruiting-body formation inducer; hypoxia-inducible factor inhibitor; mushroom; structure determination.

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