Gas chromatographic determination of racemic cis- and trans-chrysanthemols and their potential aldehyde and carboxylic acid microbial metabolites.
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Biomedical subjects
Publications and source records attributed to M Miski.
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The diastereo- and enantioselective microbial oxidation of a mixture of racemic cis/trans-chrysanthemols to the corresponding stereoisomeric chrysanthemic acids by Aspergillus species is described. Of the three microorganisms which were found capable of oxidizing racemic cis/trans-chrysanthemols, A. ochraceus ATCC 18500 showed complete enantioselectivity for (+)-stereoisomers [(+)-trans-chrysanthemol and (+)-cis-chrysanthemol), whereas A. flavipes ATCC 1030 and ATCC 11013 showed complete enantioselectivity for the (+)-cis-chrysanthemol but a time-dependent enantioselectivity during oxidation of trans-chrysanthemol [oxidation of (+)-trans-chrysanthemol prior to (-)-trans-chrysanthemol]. The diastereoselectivity of all three microorganisms was time dependent, in that the trans-stereoisomers were oxidized prior to the cis-isomers.
Ten aglycones and six glycosides of luteolin and apigenin were identified from the leaves of Salvia palaestina Bentham (Labiatae). Among them cirsimaritin showed a high activity against Staphylococcus aureus, Staphylococcus epidermidis, Escherichia coli, Klebsiella pneumoniae, Proteus vulgaris, and Pseudomonas aeruginosa, while the others have little or no activity against the same bacterial strains.
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In addition to the three known daucane esters (2,3,8) and one phenylpropanoid (9), the petroleum ether extract of the roots of Ferula tingitana yielded four new daucane esters: 14-p-anisoyloxy-dauc-4,8-diene (1), acetyltingitanol (4), acetyldesoxodehydrolaserpitine (5), and 4-beta-hydroxy-6-alpha-p-hydroxybenzoyloxy-10-alpha-angeloyloxy dauc-8-ene (6). A possible biogenetic pathway for 1,5-cis- and 1,5-trans-daucanes is presented.
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Twelve sesquiterpenoid esters, including two new daucane and four new germacrane esters, were isolated from the roots of Ferula orientalis var. orientalis. Structures for all compounds were elucidated by spectral methods and chemical transformations.