Tannins and Related Compounds. LI. Elucidation of the Stereochemistry of the Triphenoyl Moiety in Castalagin and Vescalagin, from Eugenia grandis

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  • Tannins and related compounds. LI Elucidation of the stereochemistry of the triphenoyl moiety in castalagin and vescalagin, and isolation of 1-O-galloyl castalagin from Eugenia grandis.

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The chirality of the nonahydroxytriphenoyl group in castalagin (1) and vescalagin (2) was determined to be in the S, S-series on the basis of circular dichroism analysis. In addition, a new ellagitannin (4) has been isolated from the leaves of Eugenia grandis (Myrtaceae), and the structure was established to be 1-Ο-galloyl castalagin on the basis of chemical and spectroscopic evidence.

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