Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Studies on Fungal Products. XVIII. : Isolation and Structures of a New Fungal Depsidone Related to Nidulin and a New Phthalide from Emericella unguis
NOBUO KAWAHARASHOICHI NAKAJIMAYUMIKO SATOHMIKIO YAMAZAKIKEN-ICHI KAWAI
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1988 Volume 36 Issue 6 Pages 1970-1975

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Abstract

Two new compounds, 2-chlorounguinol (1), C19H17ClO5, and 3-ethyl-5, 7-dihydroxy-3, 6-dimethylphthalide (5), C12H14O4, were isolated from the dichloromethane extract of culture filtrate of Emericella unguis (anamorph : Aspergillus unguis), together with nidulin (2) and unguinol (4). The structure of 2-chlorounguinol (1) was determined on the basis of spectroscopic investigations and X-ray crystallography, and that of the phthalide (5) was confirmed by spectroscopic investigations of several derivatives. 2-Chlorounguinol (1) is a fungal depsidone related to nidulin (2), originally isolated from E. nidulans. This is the first example of the isolation of a 3, 3-disubstituted phthalide as a naturally occurring compound.

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© The Pharmaceutical Society of Japan
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