1997•Chemical and Pharmaceutical BulletinOpen access

Cardenolide Glycosides from Thevetia ahouai (LINN.) A.DC.

Hirokatsu Endo, Tsutomu Warashina, Tadataka Noro, Vı́ctor Castro, Gerardo A. MORA, Luis Poveda, Pablo Sanchez

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Abstract

Twenty cardenolide glycosides were obtained from the leaves, wood and twigs of Thevetia ahouai (LINN.) A.DC., Apocynaceae. Among these, four compounds were determined to be new combinations of known aglycones and sugars, based on spectral and chemical evidence, and nine compounds were C-nor-D-homo cardenolide glycosides. The new compounds were thevetiogenin 3-O-β-gentiobiosyl-(1→4)-α-L-rhamnopyranoside, thevetiogenin 3-O-β-D-glucopyranosyl-(1→4)-α-L-rhamnopyranoside, digitoxigenin 3-O-β-D-glucopyranosyl-(1→4)-α-L-acofriopyranoside and digitoxigenin 3-O-β-D-glucopyranosyl-(1→4)-2'-D-acetyl-α-L-thevetopyranoside.

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Twenty cardenolide glycosides were obtained from the leaves, wood and twigs of Thevetia ahouai (LINN.) A.DC., Apocynaceae. Among these, four compounds were determined to be new combinations of known aglycones and sugars, based on spectral and chemical evidence, and nine compounds were C-nor-D-homo cardenolide glycosides. The new compounds were thevetiogenin 3-O-β-gentiobiosyl-(1→4)-α-L-rhamnopyranoside, thevetiogenin 3-O-β-D-glucopyranosyl-(1→4)-α-L-rhamnopyranoside, digitoxigenin 3-O-β-D-glucopyranosyl-(1→4)-α-L-acofriopyranoside and digitoxigenin 3-O-β-D-glucopyranosyl-(1→4)-2'-D-acetyl-α-L-thevetopyranoside.

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Available abstract

Twenty cardenolide glycosides were obtained from the leaves, wood and twigs of Thevetia ahouai (LINN.) A.DC., Apocynaceae. Among these, four compounds were determined to be new combinations of known aglycones and sugars, based on spectral and chemical evidence, and nine compounds were C-nor-D-homo cardenolide glycosides. The new compounds were thevetiogenin 3-O-β-gentiobiosyl-(1→4)-α-L-rhamnopyranoside, thevetiogenin 3-O-β-D-glucopyranosyl-(1→4)-α-L-rhamnopyranoside, digitoxigenin 3-O-β-D-glucopyranosyl-(1→4)-α-L-acofriopyranoside and digitoxigenin 3-O-β-D-glucopyranosyl-(1→4)-2'-D-acetyl-α-L-thevetopyranoside.

Key concepts: Cardenolide, Digitoxigenin, Apocynaceae, Chemistry, Glycoside, Stereochemistry, Traditional medicine, Medicine

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