(R)-(-)-carvone and (1R, 4R)-trans-(+)-dihydrocarvone from poiretia latifolia vogel

The essential oils of Poiretia latifolia Vogel, native and cultivated leaves (Samples A and B, respectively) and native flowers (sample C), were obtained by hydrodistillation and analyzed by GC, GC/MS and chiral phase gas chromatography (CPGC). Twenty-four compounds were identified, representing 99.25, 99.26 and 99.23% of the oils, respectively. The major constituents of the oils were the monoterpenes (S)-(-)-limonene (16.05, 27.60, 15.60%, respectively), (1R, 4R)-trans-(+)-dihydrocarvone (18.05, 0.66 and 77.80%, respectively) and (R)-(-)-carvone (61.05, 64.20 and 4.50%, respectively). The essential oils were evaluated against some strains of Gram (+) and Gram (-) bacteria, and yeast, but displayed only modest antimicrobial activity

CHIRAL ANALYSIS OF MONOTERPENES IN VOLATILE OILS FROM PROPOLIS

ABSTRACT The essential oils obtained by hydrodistillation from samples of propolis manufactured in three regions of Rio Grande do Sul State at Brazil, were analyzed through CG, CG-MS and chiral phase gas chromatography (CPGC). These analyses display the presence of samples with elevated essential oil purport, when compared with plants. The yields obtained were until 3.8%. The samples exhibited similar composition, with predominance of the monoterpenes a-pinene (57-63%), b-pinene (12.5-30.8%) and limonene (1.5-11.2%). In chiral analysis of these constituents were observed modifications in the enantiomeric excess of isomers of a-pinene and limonene in relation with source location of the sample, already in the chiral analysis of b-pinene were detected only elevated excess of the enantiomer with the (-) configuration. The antimicrobial activity of the crude essential oil was assayed against five bacteria. The best result was obtained against Staphylococcus aureus

Absolute configuration of clemateol

The present study reports the determination of absolute stereochemistry of clemateol, an irregular monoterpene containing an epoxy group, which was isolated as the main component from the essential oil of Calea clematidea (Asteraceae). Its absolute stereochemistry was unambiguously established on the basis of detailed nuclear magnetic resonance (NMR) spectroscopic evidence (3JH-H analysis, derivatization as Mosher's esters and nuclear Overhauser effect (NOESY) spectrum) and also by resonance scattering effects in the single crystal X-ray diffraction (XRD) resolution of its (R)-mandelic acid ester derivative.Fil: Pedroso, Marcelo. Universidade Federal de Santa Maria; BrasilFil: Gehn, Adriana Z.. Universidade Federal de Santa Maria; BrasilFil: Stivanin, Mateus L.. Universidade Federal de Santa Maria; BrasilFil: Larghi, Enrique Leandro. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; ArgentinaFil: Burrow, Robert A.. Universidade Federal de Santa Maria; BrasilFil: Resende, Jackson A. L. C.. Universidade Federal Fluminense; BrasilFil: Da Silva, Ubiratan F.. Universidade Federal de Santa Maria; BrasilFil: Mostardeiro, Marco A.. Universidade Federal de Santa Maria; BrasilFil: Dalcol, Ionara I.. Universidade Federal de Santa Maria; BrasilFil: Morel, Ademir F.. Universidade Federal de Santa Maria; Brasi

The solvent free preparation of beta-amino esters alpha,beta-unsaturated ketones and esters with domestic microwave oven

A series of beta-amino esters alpha,beta-unsaturated ketones and esters 4a-h and 6a-d derived from alpha-amino acids have been prepared starting from alpha-amino esters hydrochorides 2a-d with 1,3- dicarbonyl compounds 3a,b and 5 in presence of triethylamine. These compounds have been prepared under domestic microwave oven, under solvent free condition with and without solid support (K-10 or KSF)

Synthesis of Symmetrically Substituted 3,3-Dibenzyl-4-hydroxy-3,4-dihydro-1H-quinolin-2-ones, as Novel Quinoline Derivatives with Antibacterial Activity

A novel series of symmetrically substituted 3,3-dibenzyl-4-hydroxy-3,4-dihydro-1H-quinolin-2-ones was synthesized and tested as antimicrobials. The minimum inhibitory concentration (MIC) values of the most active heterocycles were slightly higher than those exhibited by levofloxacin, employed as comparator. Structural factors affecting the activity were explored along three diversification points, including the substituents of the aromatic rings of the 3-benzyl moieties, as well as the functionalization of both, the homocyclic ring of the heterocycle and the quinolonic nitrogen atom. 6-Chloro and 3,3-bis(4′-chlorobenzyl) derivatives showed the lower MIC values. Optimally substituted heterocycles were synthesized, which exhibited enhanced activity.Fil: Ferretti, Matías D.. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Rosario. Instituto de Química Rosario; ArgentinaFil: Neto, Alexandre T.. Universidade Federal de Santa María. Núcleo de Pesquisas em Produtos Naturais; BrasilFil: Morel, Ademir F.. Universidade Federal de Santa María. Núcleo de Pesquisas em Produtos Naturais; BrasilFil: Kaufman, Teodoro Saul. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Rosario. Instituto de Química Rosario; ArgentinaFil: Larghi, Enrique Leandro. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Rosario. Instituto de Química Rosario; Argentin