Structural elucidation and synthesis of vialinin C, a new inhibitor of TNF-α production

  • Bioorg Med Chem. 2014 Apr 15;22(8):2442-6. doi: 10.1016/j.bmc.2014.02.058.
Yue Qi Ye  1 Chiemi Negishi  2 Yayoi Hongo  3 Hiroyuki Koshino  3 Jun-ichi Onose  2 Naoki Abe  4 Shunya Takahashi  5
Affiliations
  • 1. RIKEN, Wako-shi, Saitama 351-0198, Japan; Department of Nutritional Science, Faculty of Applied Bio-Science, Tokyo University of Agriculture, 1-1-1 Sakuragaoka, Setagaya-ku, Tokyo 156-8502, Japan.
  • 2. Department of Nutritional Science, Faculty of Applied Bio-Science, Tokyo University of Agriculture, 1-1-1 Sakuragaoka, Setagaya-ku, Tokyo 156-8502, Japan.
  • 3. RIKEN, Wako-shi, Saitama 351-0198, Japan.
  • 4. Department of Nutritional Science, Faculty of Applied Bio-Science, Tokyo University of Agriculture, 1-1-1 Sakuragaoka, Setagaya-ku, Tokyo 156-8502, Japan. Electronic address: [email protected].
  • 5. RIKEN, Wako-shi, Saitama 351-0198, Japan. Electronic address: [email protected].
Abstract

A new inhibitor of TNF-α production (IC50=0.89 μM) named vialinin C (1) was isolated from dry fruiting bodies of an edible Chinese mushroom, Thelephora vialis. The structure of 1 was determined by high-resolution MS, NMR spectroscopic analysis, and confirmed by synthesis. Synthesis of ganbajunin B (5) obtained from the same origin was also described.

Keywords
TNF-α; Vialinin A; Vialinin B; Vialinin C.