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. Mar-May 1989;53(3-5):625-38.
doi: 10.1016/0039-128x(89)90036-6.

Sterols of Some Clerodendrum Species (Verbenaceae): Occurrence of the 24 Alpha- And 24 Beta-Epimers of 24-ethylsterols Lacking a Delta 25-bond

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Sterols of Some Clerodendrum Species (Verbenaceae): Occurrence of the 24 Alpha- And 24 Beta-Epimers of 24-ethylsterols Lacking a Delta 25-bond

T Akihisa et al. Steroids. .

Abstract

The configurations at C-24 of 24-alkylsterols of six samples of Clerodendrum species (Verbenaceae) - the aerial parts of C. fragrans, C. inerme, C. infortunatum, C. scandens, and C. siphonanthus, and the seeds of C. infortunatum - were examined by NMR. All samples contained 24 beta-ethylsterols possessing a delta 25-bond, clerosterol and 22-dehydroclerosterol, as the dominant sterol components. The other 24-ethylsterols lacking a delta 25-bond, 24-ethyl-22-dehydrocholestanol, 24-ethylcholesterol, and 24-ethyl-22-dehydrocholesterol, which were present as minor components, were shown to be mixtures of the 24 alpha- and 24 beta-epimers, with the 24 alpha-epimers predominating in all cases. Four minor 24-methyl-sterols, 24-methylcholestanol, 24-methylcholesterol, 24-methyl-22-dehydrocholesterol, and 24-methyllathosterol, were shown to be C-24 epimeric mixtures, whereas two others, 24-methyl-22,25-bisdehydrocholesterol and 24-methyl-22-dehydrolathosterol, were found to be present only as the 24 beta-epimers. This is the first report of the occurrence of 24 beta-ethyl-22-dehydrocholestanol in higher plants.

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