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Steroids of the furostan and spirostan series from Nolina microcarpa II. structures of nolinospiroside D and nolinofurosides D, E, and F
Authors:G. V. Shevchuk   Yu. S. Vollerner   A. S. Shashkov  V. Ya. Chirva
Abstract:Proofs are given of the structures of two new glycosides of the furostan series isolated from the leaves of the plantNolina microscarpa S. Wats. (family Dracaenaceae). Nolinofuroside D is (25S)-furost-5-ene-1beta,3beta,22agr,26-tetraol 1-O-beta-D-galactopyranoside 26-O-beta-D-glucopyranoside (I), and nolinofuroside F is (25S)-furost-5-ene-1beta,3beta,22agr,26-tetraol 1-O-beta-D-fucopyranoside 26-O-beta-D-glucopyranoside 3-O-agr-L-rhamnopyranoside (VII). The latter was characterized as its 22-O-methyl ether (VIII). Nolinofuroside E (IV) has the structure of (25S)-furost-5-ene-1beta,3beta,22agr,26-tetraol 26-O-beta-glucopyranoside 1-O-[O-agr-L-rhamnopyranosyl-(1rarr2)-beta-D-fucopyranoside], which followed from the structure of the fermentation product (VI). The products of the fermentation of the above-named compounds were present in the plant in only trace amounts. Only one of them — nolinospiroside D (III) — has not been described previously. This monoside of the spirostan series is (25S)-spirost-5-ene-1beta,3beta-diol 1-O-beta-D-galactopyranoside.M. V. Frunze Simferopol' State University. Institute of Chemistry of Plant Substances, Uzbek Academy of Sciences, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 678–686, September–October, 1991.
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