Synthesis of the Racemate of the Stereoisomer at C-6a of BE-40644, a Bioactive Metabolite of Actinoplanes sp. with a Sesquiterpene-substituted p-Benzoquinone Structure | Zendy

Hisayuki Tsujimori | Zendy; Kenji Mori | Zendy

Open Access

Synthesis of the Racemate of the Stereoisomer at C-6a of BE-40644, a Bioactive Metabolite of Actinoplanes sp. with a Sesquiterpene-substituted p-Benzoquinone Structure

Author(s) -

Hisayuki Tsujimori,

Kenji Mori

Publication year - 2001

Publication title -

bioscience biotechnology and biochemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.509

H-Index - 116

eISSN - 1347-6947

pISSN - 0916-8451

DOI - 10.1271/bbb.65.167

Subject(s) - sesquiterpene , metabolite , stereochemistry , benzoquinone , chemistry , ring (chemistry) , quinone , organic chemistry , biochemistry

BE-40644 is a tetracyclic metabolite of Actinoplanes sp. A 40644 possessing a sesquiterpene-substituted p-benzoquinone structure with cis-fused B/C ring stereochemistry that inhibits the human thioredoxin system as the well as the growth of several cancer cell lines. Its B/C trans-fused stereoisomer at C-6a was synthesized as a racemate starting from geranylacetone and 3,5-dihydroxybenzoic acid.

The content you want is available to Zendy users.

Already have an account? Click here to sign in.

Having issues? You can contact us here

Accelerating Research