Revised structure and synthesis of celastramycin a, a potent innate immune suppressor

  • Org Lett. 2009 Apr 16;11(8):1693-5. doi: 10.1021/ol9002306.
Haruhisa Kikuchi  1 ,  Mizuki Sekiya ,  Yasuhiro Katou ,  Kazunori Ueda ,  Takahiro Kabeya ,  Shoichiro Kurata ,  Yoshiteru Oshima
Affiliations
  • 1. Graduate School of Pharmaceutical Sciences, Tohoku University, Aoba-yama, Aoba-ku, Sendai 980-8578, Japan.
PMID: 19317429 DOI: 10.1021/ol9002306
Abstract

After searching for natural substances that regulate innate immunity using the ex vivo Drosophila culture system, a benzoyl pyrrole-type compound, celastramycin A, was identified and isolated as a potent suppressor. By synthesizing the previously reported structure 1 and another benzoyl pyrrole-type compound 2 reported in a Japanese patent, the correct structure of celastramycin A was confirmed to be 2. Compound 2 suppressed the production of IL-8 (IC(50) 0.06 microg/mL) in human umbilical vein endothelial cells (HUVECs).

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