- PREPARATION OF BIOLOGICALLY ACTIVE SUBSTANCES AND ANIMAL AND MICROBIAL METABOLITES FROM MENTHOLS, CINEOLES AND KAURANES
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Six monoterpenoids, l-menthol, l-menthyl acetate, iso-menthol, neo-menthol, 1,4-cineole and 1,8-cineole and one diterpene hydrocarbon, ent-kaurene were oxidized by meta-chloroperbenzoic acid or dry ozone to give various hydroxylated products and their structures elucidated by NMR spectroscopy.Some hydroxylated menthols showed plant growth inhibitory and strong mosquito repellent activity.Among the hydroxylated cineoles, microbial and animal metabolites of cineoles were included.From ent-kauranes, a plant growth inhibitory diterpene alcohol, (-)-16α-hydroxy kaurane was obtained along with 16α-kauran-13α-ol.
- Asakawa, Yoshinori,Matsuda, Reiko,Tori, Motoo,Hashimoto, Toshihiro
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- Stereochemistry of Microbiological Hydroxylations of 1,4-Cineole
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The stereochemistries of microbial hydroxylations of 1-methyl-4-(1-methylethyl)-7-oxabicycloheptane (1,4-cineole)were examined with Bacillus cereus and Streptomyces griseus as biocatalysts.Growing cultures of these bacteria introduce hydroxyl group
- Liu, Wei-Guo,Goswami, Animesh,Steffek, Robin Paulson,Chapman, Robert L.,Sariaslani, F. Sima,et al.
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p. 5700 - 5704
(2007/10/02)
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- STEREOCHEMISTRY OF DIHYDROPINOL AND 1,8-CINEOL DERIVATIVES. PART V. PYROLYSIS OF PHENYLURETHANES FROM THE DIHYDROPINOL AND CINEOL SYSTEMS
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Several crystalline phenylurethanes of alcohols from systems of dihydropinol and cineols were prepared.These compounds underwent thermal decomposition (cis-elimination) yielding interesting unsaturated products the structure and mechanism of formation of which were established.
- Starzemska, Halina,Piatkowski, Krzysztof
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p. 939 - 947
(2007/10/02)
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