Synthesis of gerfelin and related analogous compounds

Md Sadequl Islam, Mitsuhiro Kitagawa, Masaya Imoto, Takeshi Kitahara, Hidenori Watanabe

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

Gerfelin, an inhibitor of human geranylgeranyl diphosphate (GGPP) synthase that has been isolated from a culture broth of Beauveria felina QN22047, was synthesized in 4 and 3 steps starting from 2,4-dihydroxy-6-methylbenzoic acid and 3,4,5-trihydroxytoluene, respectively. An effective ligand, 2-(di-tert-butyl-phosphino) biphenyl, was used in the palladium-catalyzed diaryl ether-forming reaction. Five analogous compounds of gerfelin were also synthesized for a study of the structure-activity relationship.

Original languageEnglish
Pages (from-to)2523-2528
Number of pages6
JournalBioscience, Biotechnology and Biochemistry
Volume70
Issue number10
DOIs
Publication statusPublished - 2006 Nov 6

Keywords

  • Enzyme inhibitor
  • Geranylgeranyl diphosphate synthase
  • Gerfelin

ASJC Scopus subject areas

  • Biotechnology
  • Analytical Chemistry
  • Biochemistry
  • Applied Microbiology and Biotechnology
  • Molecular Biology
  • Organic Chemistry

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  • Cite this

    Islam, M. S., Kitagawa, M., Imoto, M., Kitahara, T., & Watanabe, H. (2006). Synthesis of gerfelin and related analogous compounds. Bioscience, Biotechnology and Biochemistry, 70(10), 2523-2528. https://doi.org/10.1271/bbb.60287