Absolute structure of prunustatin A, a novel GRP78 molecular chaperone down-regulator

Yukiko Umeda, Kazuo Furihata, Shohei Sakuda, Hiromichi Nagasawa, Ken Ishigami, Hidenori Watanabe, Miho Izumikawa, Motoki Takagi, Takayuki Doi, Yoichi Nakao, Kazuo Shin-ya

Research output: Contribution to journalArticle

24 Citations (Scopus)

Abstract

In the course of our screening program for regulators of a molecular chaperone GRP78 expression, we isolated a novel inhibitor of GRP78 expression, designated as prunustatin A, from Streptomyces violaceoniger 4521-SVS3. The planar structure of prunustatin A was determined to be an oxidized type of the neoantimycin family. Its absolute stereochemistry was established to be 2R, 4S, 6S, 7R, 9S, and 29S by analyzing chemically degraded components obtained from the derivative of prunustatin A.

Original languageEnglish
Pages (from-to)4239-4242
Number of pages4
JournalOrganic Letters
Volume9
Issue number21
DOIs
Publication statusPublished - 2007 Oct 11

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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    Umeda, Y., Furihata, K., Sakuda, S., Nagasawa, H., Ishigami, K., Watanabe, H., Izumikawa, M., Takagi, M., Doi, T., Nakao, Y., & Shin-ya, K. (2007). Absolute structure of prunustatin A, a novel GRP78 molecular chaperone down-regulator. Organic Letters, 9(21), 4239-4242. https://doi.org/10.1021/ol7017856