title: Two spirostan steroid glycoside fatty esters from Dioscorea cayenensis.
abstract: Two new fatty acid-spirostan steroid glycoside esters, progenin III palmitate (1) and progenin III linoleate (2), were isolated from the MeOH extract of Dioscorea cayenensis rhizomes. The extract also yielded seven previously known spirostan and furostan steroid glycosides (3-9). The structures of the new compounds were established as (25R)-spirost-5-en-3beta-yl O-alpha-L-rhamnopyranosyl-(1 --> 2)-[6-O-palmitoyl]-O-beta-D-glucopyranoside (1) and (25R)-spirost-5-en-3beta-yl O-alpha-L-rhamnopyranosyl-(1 --> 2)-[6-O-linoleoyl]-O-beta-D-glucopyranoside (2) by chemical and spectroscopic methods, including 1D and 2D NMR. The known compounds were identified as progenin III (3), dioscin (4), deltonin (5), asperin (6), gracillin (7), protodioscin (8)], and methyl protodioscin (9).
authors.affiliation: National Center for Natural Products Research, School of Pharmacy, University of Mississippi, University, MS 38677, USA.
authors.forename: Zulfiqar
authors.initials: Z
authors.lastname: Ali
authors.forename: Troy J
authors.initials: TJ
authors.lastname: Smillie
authors.forename: Ikhlas A
authors.initials: IA
authors.lastname: Khan
mesh_terms: D027742:Dioscorea / Q000737:chemistry*; D004144:Diosgenin / Q000031:analogs & derivatives / Q000737:chemistry; D006027:Glycosides / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D012503:Saponins / Q000737:chemistry; D013150:Spirostans / Q000737:chemistry*
chemical_list: D006027:Glycosides; D012503:Saponins; D013150:Spirostans; C044934:gracillin; C019357:dioscin; C016347:deltonin; C459619:protodioscin; D004144:Diosgenin