Sesquiterpenoids from Teucrium ramosissimum |
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Authors: | Hichem Henchiri Bernard Bodo Alexandre Deville Lionel Dubost Lazhar Zourgui Aly Raies Philippe Grellier Lengo Mambu |
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Institution: | 1. FRE 3206 CNRS Molécules de Communication et Adaptation des Micro-organismes, Muséum National d’Histoire Naturelle, 61-63 rue Buffon, 75005 Paris, France;2. Laboratoire des Micro-organismes et Biomolécules Actives, Faculté des Sciences Mathématiques, Physiques et Naturelles de Tunis, Campus Universitaire, 2092 El Manar Tunis, Tunisia;3. Unité de Biochimie Macromoléculaire et Génétique, Faculté des Sciences de Gafsa, 2112-Gafsa, Tunisia |
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Abstract: | An antiplasmodial bioguided investigation of the EtOAc extract of the aerial parts of Teucrium ramosissimum led to isolation and identification of three sesquiterpenoids, teucmosin, 4α-hydroxy-homalomenol C, 1β,4β,7α-trihydroxy-8,9-eudesmene and two trinorsesquiterpenoids, 4β-hydroxy-11,12,13-trinor-5-eudesmen-1,7-dione and 1β,4β-dihydroxy-11,12,13-trinor-8,9-eudesmen-7-one together with five known sesquiterpenoids, oplopanone, homalomenol C, oxo-T-cadinol, 1β,4β,6β-trihydroxyeudesmane, 1β,4β,7α-trihydroxyeudesmane and four flavonoids, 5-hydroxy-7,4′-dimethoxyflavone, salvigenin, genkwanin and cirsimaritin. The structures and the relative stereochemistry were elucidated by extensive spectroscopic studies including 1D and 2D NMR and mass spectrometry (MS). Homalomenol C, 4β-hydroxy-11,12,13-trinor-5-eudesmen-1,7-dione, oxo-T-cadinol and 1β,4β,6β-trihydroxyeudesmane displayed a significant in vitro antiplasmodial activity against Plasmodium falciparum with IC50 values ranging from 1.2 to 5.0 μg/ml. Furthermore, no cytotoxicity was observed upon the human diploid lung cell line MRC-5 for these compounds. |
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Keywords: | Teucrium ramosissimum Lamiaceae Sesquiterpenoids Trinorsesquiterpenoids Antiplasmodial activity |
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