SYNTHESIS OF 2-(2-HYDROXYALKYLIDENE)CYCLOPENTANONES AND THEIR BIO-ANTIMUTAGENIC ACTIVITY

Authors
IRIYE R NAKAMURA A TAKESHITA M
Citation
R. Iriye et al., SYNTHESIS OF 2-(2-HYDROXYALKYLIDENE)CYCLOPENTANONES AND THEIR BIO-ANTIMUTAGENIC ACTIVITY, Bioscience, biotechnology, and biochemistry, 59(3), 1995, pp. 401-407
Citations number
19
Categorie Soggetti
Biology,Agriculture,"Biothechnology & Applied Migrobiology","Food Science & Tenology
Journal title
Bioscience, biotechnology, and biochemistry → ACNP
ISSN journal
09168451
Volume
59
Issue
3
Year of publication
1995
Pages
401 - 407
Database
ISI
SICI code
0916-8451(1995)59:3<401:SO2ATB>2.0.ZU;2-U
Abstract
2-(2-Hydroxyalkylidene)cyclopentanones (1) and 5-(2-hydroxyoctylidene) -2-cyclopentenone (2) were synthesized by the aldol reaction of cyclop entanone-enolate (3)/cyclopentenone-enolate (19) with 2-bromoalkanals (4)/2-bromooctanal (4c) and subsequent treatment of the products with sodium acetate. The stereochemistry of the condensation, substitution and elimination was elucidated. The bio-antimutagenic activity of 1 in creased as the 2-hydroxyalkylidene group increased in length up to = C HCH(OH)C8H17.