Synthesis and Absolute Configuration of (−)-3-Butyl-7-hydroxyphthalide, a Cytotoxic Metabolite of Penicillium vulpinum*

Tomoya OHZEKI; Kenji MORI

doi:10.1271/bbb.67.2240

Bioscience, Biotechnology, and Biochemistry

Online ISSN : 1347-6947
Print ISSN : 0916-8451

Organic Chemistry Regular Papers

Synthesis and Absolute Configuration of (−)-3-Butyl-7-hydroxyphthalide, a Cytotoxic Metabolite of Penicillium vulpinum*

Tomoya OHZEKI, Kenji MORI

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Keywords: asymmetric dihydroxylation, cytotoxic compound, Penicillium vulpinum, phthalide

JOURNAL FREE ACCESS

2003 Volume 67 Issue 10 Pages 2240-2244

DOI https://doi.org/10.1271/bbb.67.2240

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Abstract

Both the enantiomers as well as the racemate of 3-butyl-7-hydroxyphthalide (1) were synthesized, and the absolute configuration of the naturally occurring (−)-1 (a weakly cytotoxic metabolite of Penicillium vulpinum) was identified as S.

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