Isokotanins A-C: new bicoumarins from the sclerotia of Aspergillus alliaceus

J A Laakso; E D Narske; J B Gloer; D T Wicklow; P F Dowd

doi:10.1021/np50103a018

Isokotanins A-C: new bicoumarins from the sclerotia of Aspergillus alliaceus

J Nat Prod. 1994 Jan;57(1):128-33. doi: 10.1021/np50103a018.

Authors

J A Laakso¹, E D Narske, J B Gloer, D T Wicklow, P F Dowd

Affiliation

¹ Department of Chemistry, University of Iowa, Iowa City, 52242.

PMID: 8158157
DOI: 10.1021/np50103a018

Abstract

Three new bicoumarin metabolites, isokotanins A [1], B [2], and C [3], were isolated from the sclerotia of Aspergillus alliaceus. Isokotanin A is a regioisomer of the known bicoumarin kotanin [4]. The structures and spectral assignments for 1-3 were determined on the basis of selective INEPT, HMQC, and NOESY nmr data, as well as by chemical interconversions. Isokotanins B and C show activity against the corn earworm Helicoverpa zea and the dried fruit bettle Carpophilus hemipterus. The known compounds kotanin [4], desmethylkotanin [5], nominine, and paspaline were also isolated from extracts of A. alliaceus sclerotia.

Publication types

Research Support, Non-U.S. Gov't
Research Support, U.S. Gov't, Non-P.H.S.
Research Support, U.S. Gov't, P.H.S.

MeSH terms

Animals
Aspergillus / chemistry*
Coumarins / isolation & purification*
Coumarins / toxicity
Insecta*
Insecticides / isolation & purification*
Magnetic Resonance Spectroscopy

Substances

Coumarins
Insecticides
isokatanin A
isokatanin B
isokatanin C

Grants and funding

K04 CA01571/CA/NCI NIH HHS/United States