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MDPI, Biomolecules, 4(11), p. 494, 2021

DOI: 10.3390/biom11040494

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Isomadecassoside, a New Ursane-Type Triterpene Glycoside from Centella asiatica Leaves, Reduces Nitrite Levels in LPS-Stimulated Macrophages

Journal article published in 2021 by Giuseppina Chianese ORCID, Francesca Masi ORCID, Donatella Cicia ORCID, Daniele Ciceri, Sabrina Arpini, Mario Falzoni, Ester Pagano ORCID, Orazio Taglialatela-Scafati ORCID
This paper is made freely available by the publisher.
This paper is made freely available by the publisher.

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Abstract

A madecassoside-rich fraction obtained from the industrial purification of Centella asiatica leaves afforded a new triterpene glycoside, named isomadecassoside (4), characterized by an ursane-type skeleton and migration of the double bond at Δ20(21) in ring E. The structure of isomadecassoside was established by means of HR-ESIMS and detailed analysis of 1D and 2D NMR spectra, which allowed a complete NMR assignment. Studies on isolated J774A.1 macrophages stimulated by LPS revealed that isomadecassoside (4) inhibited nitrite production at non-cytotoxic concentrations, thus indicating an anti-inflammatory effect similar to that of madecassoside.