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New sesquiterpene acid and inositol derivatives from Inula montana L.

Author:
Garayev, Elnur, Herbette, Gaëtan, Di Giorgio, Carole, Chiffolleau, Philippe, Roux, David, Sallanon, Huguette, Ollivier, Evelyne, Elias, Riad, Baghdikian, Béatrice
Source:
Fitoterapia 2017 v.120 pp. 79-84
ISSN:
0367-326X
Subject:
Inula, cytotoxicity, ethanol, flowers, inhibitory concentration 50, inositols, leaves, macrophages, nitric oxide, nuclear magnetic resonance spectroscopy, sesquiterpenoids
Abstract:
A phytochemical investigation of the ethanol extract of leaves and flowers of Inula montana L. led to the isolation of one new sesquiterpene acid called Eldarin (1) and four new inositol derivatives, Myoinositol,1,5-diangelate-4,6-diacetate (2), Myoinositol,1,6-diangelate-4,5-diacetate (3), Myoinositol-1-angelate-4,5-diacetate-6-(2-methylbutirate) (4), Myoinositol-1-angelate-4,5-diacetate-6-isovalerate (5) isolated for the first time, along with eleven known compounds described for the first time in Inula montana, 1β-Hydroxyarbusculin A (6), Artemorin (7), Santamarin (8), Chrysosplenol C (9), 6-Hydroxykaempferol 3,7-dimethyl ether (10), Reynosin (11), Calenduladiol-3-palmitate (12), Costunolide (13), 4-Hydroxy-3,5-dimethoxybenzenemethanol (14), 9β-Hydroxycostunolide (15) and Hispidulin (16). Structural elucidation has been carried out by spectral methods, such as 1D and 2D NMR, IR, UV and HR-ESI-MS. These compounds have been tested in vitro for anti-inflammatory and cytotoxic activity on macrophages RAW 264.7. As a result, compounds 2, 3, 7, 13, 14, 15 and 16 showed a release of NO with IC50 value <30μM on macrophages.
Agid:
5710318