Sapogenins Glycosides

Steroidal sapogenins and glycosides from the fibrous roots of Polygonatum odoratum with inhibitory effect on tissue factor (TF) procoagulant activity.[Pubmed:25042471]

Steroids. 2014 Nov;89:1-10.

Six new spirostane glycosides (1-6), named polygodosides A-F, one new furostanol glycoside, polygodoside G (7), one new cholestane glycoside, polygodoside H (8), and one new steroidal sapogenin, polygodosin A (9), together with thirteen known compounds (10-22) were isolated from a 90% MeOH extract of the fibrous roots of Polygonatum odoratum (Mill.) Druce. The structures of new compounds were elucidated by extensive 1D and 2D NMR spectroscopic analyses and mass spectrometry. The effects on TF procoagulant activity in THP-1 cells were tested for most of the compounds.

Steroidal sapogenins and glycosides from the rhizomes of Dioscorea bulbifera.[Pubmed:19842682]

J Nat Prod. 2009 Nov;72(11):1964-8.

Four new steroidal sapogenins (1-4), named diosbulbisins A-D, two new spirostane glycosides, diosbulbisides A (5) and B (6), one new cholestane glycoside, diosbulbiside C (7), and the known compounds 8-10 were isolated from rhizomes of Dioscorea bulbifera. Their structures were elucidated by 1D and 2D NMR techniques, HRFTMS, and chemical methods. The unusual furospirostanol sapogenin skeletons, as found in compounds 3 and 4, are reported in the family Dioscoreaceae for the first time. Cytotoxicity of compounds 1-10 was evaluated using two human hepatocellular carcinoma cell lines (Bel-7402 and SMMC7721).

Steroidal sapogenins and glycosides from the fibrous roots of Ophiopogon japonicus and Liriope spicata var. prolifera with anti-inflammatory activity.[Pubmed:25757489]

Chem Pharm Bull (Tokyo). 2015;63(3):187-94.

Two new steroidal glycosides (1 and 2), together with 15 known compounds (3-17) were isolated from the fibrous roots of Ophiopogon japonicus, and three new steroidal glycosides (18-20), together with 14 known compounds (21-34) were isolated from the fibrous roots of Liriope spicata var. prolifera. The structures of the new compounds were elucidated on the basis of extensive one-dimensional (1D)- and 2D-NMR spectroscopic analyses and mass spectrometry. The isolated compounds were evaluated for their anti-inflammatory activity in vitro. Most of these steroidal glycosides showed significant inhibitory activity against neutrophil respiratory burst stimulated by phorbol myristate acetate.

Isolation of solasodine and other steroidal alkaloids and sapogenins by direct hydrolysis-extraction of Solanum plants or glycosides therefrom.[Pubmed:11557084]

Phytochemistry. 2001 Oct;58(3):501-8.

Concomitant extraction and hydrolysis of Solanum steroidal glycoalkaloids in a two-phase system containing an aqueous mineral acid and an organic water immiscible solvent, and having a boiling point under 100(o)C, is described. It is essentially a "one-pot" process, combining direct acid hydrolysis of the glycosides in the plant material and in situ extraction of the released aglycones after alkali treatment, in a single step, the various ingredients being added simultaneously or sequentially, as required. Application of the process to fruits, leaves, and tissue cultures of Solanum khasianum Clarke plants, either fresh or in dried, finely ground form, using a two-phase aqueous hydrochloric acid-toluene system, proved to be very suitable for continuous production of pure solasodine which is a valuable raw steroid for the preparation of steroidal drugs. Pure Solanum glycoalkaloids were also prepared and hydrolysed accordingly. The process has analytical applications too, and could be extended in a general way to glycosides in other series for preparation of their related aglycones.

Saponins are a class of chemical compounds of glycosides found in particular abundance in various plant species. In plants, saponins may serve as anti-feedants, and to protect the plant against microbes and fungi.

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