Synthetic studies of sesquiterpenes with a cis-fused decalin system, 5. A synthetic approach to the study of structure-activity relationships of the termiticidal norsesquiterpenoids, chamaecynone and related compounds

M Ando; K Kikuchi; K Isogai; T Ishiwatari; N Hirata; H Yamazaki

doi:10.1021/np50109a008

Synthetic studies of sesquiterpenes with a cis-fused decalin system, 5. A synthetic approach to the study of structure-activity relationships of the termiticidal norsesquiterpenoids, chamaecynone and related compounds

J Nat Prod. 1994 Jul;57(7):924-33. doi: 10.1021/np50109a008.

Authors

M Ando¹, K Kikuchi, K Isogai, T Ishiwatari, N Hirata, H Yamazaki

Affiliation

¹ Department of Applied Chemistry, Faculty of Engineering, Niigata University, Japan.

PMID: 7964788
DOI: 10.1021/np50109a008

Abstract

Various analogues of chamaecynone [1] were prepared from alpha-santonin, and the termiticidal activity of these compounds was examined. All compounds possessing a 5 beta H-13-noreudesmane skeleton with a ethynyl group at C-7 showed significant termiticidal activity. Changes in the structure of the A-ring of these compounds also influenced the potency of their termiticidal activity.

MeSH terms

Animals
Hymenoptera
Insecticides / chemical synthesis*
Insecticides / chemistry
Magnetic Resonance Spectroscopy
Plants / chemistry*
Sesquiterpenes / chemical synthesis*
Sesquiterpenes / chemistry
Structure-Activity Relationship

Substances

Insecticides
Sesquiterpenes
chamaecynone