Nematicidal Alkaloids and Related Compounds Produced by the Fungus Penicillium cf. simplicissimum

Miyako KUSANO; Hiroyuki KOSHINO; Jun UZAWA; Shozo FUJIOKA; Tsuyoshi KAWANO; Yasuo KIMURA

doi:10.1271/bbb.64.2559

Organic Chemistry Regular Papers

Nematicidal Alkaloids and Related Compounds Produced by the Fungus Penicillium cf. simplicissimum

Miyako KUSANO, Hiroyuki KOSHINO, Jun UZAWA, Shozo FUJIOKA, Tsuyoshi KAWANO, Yasuo KIMURA

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Keywords: Penicillium cf. simplicissimum, peniprequinolone, dihydroquinolinones, nematicidal activity

JOURNAL FREE ACCESS

2000 Volume 64 Issue 12 Pages 2559-2568

DOI https://doi.org/10.1271/bbb.64.2559

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Abstract

A new nematicidal alkaloid, peniprequinolone (1), together with the known alkaloids penigequinolones A and B (2a, 2b), 3-methoxy-4-hydroxy-4-(4′-methoxyphenyl)quinolinone (3), and 3-methoxy-4,6-dihydroxy-4-(4′-methoxyphenyl)quinolinone (4), were isolated from Penicillium cf. simplicissimum (Oudemans) Thom. Cyclopenin (5) and a compound (6a/6b) structurally related to cyclopenin also were isolated from the fungus, and their structures were established by spectroscopic analysis. The biological activities of 1, 2, 3, 4, and 5 were examined by a bioassay with root-lesion nematodes.

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