Journal of Japan Oil Chemists' Society
Online ISSN : 1884-1996
Print ISSN : 1341-8327
ISSN-L : 1341-8327
Synthesis and Physiological Activity of Monoterpenyl Heterocyclic Derivatives
Masato NOMURAYasuhiro YAMAKAWAYasushi IDETomohiro HAYAKAWAYoshihito FUJIHARA
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JOURNAL FREE ACCESS

1998 Volume 47 Issue 3 Pages 263-268,292

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Abstract
Examination was made of the condensation of (-) -perillaldehyde (1), (+) -carvone (2), (+) -1-p-menthen-9-al (3) and (+) -α-campholenic aldehyde (4) using heterocyclic compounds (2-bromo pyridiene (a), 3-bromo pyridiene (b) and 5-bromo nicotinic acid (c)) or 4-bromo-N, N-dimethylaniline (d) and bromo acetaldehyde diethyl acetal (e) to obtain hydroxy heterocyclic compounds (1a) (4c) in 3290% yields. Twenty terpene derivatives obtained and assessed for inhibitory activity in plants and antimicrobial activity. The former activity toward Lactuca sativa L., New York, (3c) and (3d) a 100ppm inhibited germination and growth by 10 to 20%, compounds (2b) derived from (2) showed inhibitory activity of 1020% at 520μg/plant toward Oryza sativa L. var. As antimicrobial activity toward Bacillus subtilis, Escherichia coli and Staphylococcus aureus, (4a) and (4b) (at 2550ppm) derived from (4), inhibited the growth of B. subtilis.
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