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

Giuseppina Chianese; Francesca Masi; Donatella Cicia; Daniele Ciceri; Sabrina Arpini; Mario Falzoni; Ester Pagano; Orazio Taglialatela-Scafati

doi:10.3390/biom11040494

Biomolecules (Mar 2021)

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

Giuseppina Chianese,
Francesca Masi,
Donatella Cicia,
Daniele Ciceri,
Sabrina Arpini,
Mario Falzoni,
Ester Pagano,
Orazio Taglialatela-Scafati

Affiliations

Giuseppina Chianese: Department of Pharmacy, School of Medicine and Surgery, University of Naples Federico II, Via D. Montesano 31, I-80131 Naples, Italy
Francesca Masi: Department of Pharmacy, School of Medicine and Surgery, University of Naples Federico II, Via D. Montesano 31, I-80131 Naples, Italy
Donatella Cicia: Department of Pharmacy, School of Medicine and Surgery, University of Naples Federico II, Via D. Montesano 31, I-80131 Naples, Italy
Daniele Ciceri: INDENA SPA, Via Don Minzoni 6, 20090 Settala, Italy
Sabrina Arpini: INDENA SPA, Via Don Minzoni 6, 20090 Settala, Italy
Mario Falzoni: INDENA SPA, Via Don Minzoni 6, 20090 Settala, Italy
Ester Pagano: Department of Pharmacy, School of Medicine and Surgery, University of Naples Federico II, Via D. Montesano 31, I-80131 Naples, Italy
Orazio Taglialatela-Scafati: Department of Pharmacy, School of Medicine and Surgery, University of Naples Federico II, Via D. Montesano 31, I-80131 Naples, Italy

DOI: https://doi.org/10.3390/biom11040494
Journal volume & issue: Vol. 11, no. 4
p. 494

Abstract

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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.

Published in Biomolecules

ISSN: 2218-273X (Online)
Publisher: MDPI AG
Country of publisher: Switzerland
LCC subjects: Science: Microbiology
Website: https://www.mdpi.com/journal/biomolecules

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