Sesquiterpenes from Lippia integrifolia Essential Oil

Abstract

Four sesquiterpenes (1-4) with the africanane skeleton [of which only 5-africanene (1) has been previously reported] and the new asteriscane derivative asterisca-3(15),6-diene (5) were isolated from the essential oil of Lippia integrifolia. A further new compound, african-2(6)-ene (7), was obtained as a semisynthetic product by derivatization of isoafricanol (6). The structures of the new compounds were assigned on the basis of spectroscopic data, enantioselective gas chromatography, and by chemical correlations.

Asteriscane-Type Sesquiterpenoids from the Soft Coral Sinularia capillosa

“…Thus, a bicyclic nucleus is required from the molecular unsaturation. The COSY crosspeaks established an alkyl spin system from C-1 to C-5 and extended to H [3][4][5][6][7][8][9][10][11][12][13][14][15]d,J = 6.9 Hz), whereas the HMBC correlations observed from H 3 -12 (δ H 1.03, s) and H 3 -13 (δ H 0.73, s) to C-1 (δ C 47.1), C-10 (δ C 53.1), and C- 11 (δ C 36.9) in addition to the correlations from the geminal protons H 2 -10 (δ H 2.12, 1.75) to C-1, C-2 (δ C 40.1), C-9 (δ C 142.5), and C-8 (δ C 128.8) revealed a dimethylcyclopentane ring. Further HMBC correlations from the olefinic proton H- 8 (δ H 5.42, s) to C-2, C-7 (δ C 76.5) and C-6 (δ C 216.6) and from H 2 -4 (δ H 1.89, m) and H 2 -5 (δ H 3.14, 1.96) to C-6 resulted in a cyclooctenone substructure, which was fused to the cyclopentane ring across C-2 and C-9.…”

In vitro evaluation of trypanocidal activity in plants used in Argentine traditional medicine

“…Both antiplasmodial (Loyola et al 2004) and trypanocidal (Araya et al 2003) activities for compounds of this type, isolated from other species, were already described. The reports about the chemical composition of S. parvifolia and L. integrifolia were carried out only on essential oil (Muschietti et al 1996;Fricke et al 1999) while neither chemical nor biological reports of A. scabra could be found in the literature.…”

Evaluation of the analgesic and anti-inflammatory effects of the essential oil of Lippia gracilis leaves

“…There have been numerous chem- ical studies of Lippia spp. which have mostly focused on essential oils (Fricke et al, 1999;Siani et al, 2002;Stashenko et al, 2004;Marreto et al, 2008;Chanotiya and Yadav, 2009). Some species of the Lippia gender are characterized by the presence of essential oils, with antimicrobial activity, due to the phenolic monoterpenes thymol and carvacrol (Matos et al, 1999).…”