STEROIDS OF THE FUROSTAN AND SPIROSTAN SERIES FROM Nolina microcarpa II. STRUCTURES OF NOLINOSPIROSIDE D AND NOLINOFUROSIDES D, E, AND F

Article abstract of DOI:10.1007/BF00630362

Proofs are given of the structures of two new glycosides of the furostan series isolated from the leaves of the plant Nolina microcarpa S.Wats. (family Dracaenaceae).Nolinofuroside D is (25S)-furost-5-ene-1β, 3β,22 α,26-tetraol 1-O-β-D-galactopyranoside 26-O-β-D-glucopyranoside (I), and nolinofuranoside F is (25S)-furost-5-ene-1β,3β,22α,26-tetraol 1-O-β-D-fucopyranoside 26-O-β-D-glucopyranoside 3-O-α-L-rhamnopyranoside (VII).The latter was characterized as its 22-O-methyl ether (VIII).Nolinofuranoside E (IV) has the structure of (25S)-furost-5-ene-1β,3β,22α,26-tetraol 26-O-β-glucopyranoside 1-O- 2)-β-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-1β,3β-diol 1-O-β-D-galactopyranoside.