Prospesçao química e farmacológica das folhas de Nicandra physalodes Garent (L) / Chemical and pharmacological prospection of the leaves of Nicanda physalodes gaertn (solanaceae)

Description

CARRERO, Diego Alejandro Silva. Prospesçao química e farmacológica das folhas de Nicandra physalodes Garent (L). 2016. 155 f. Dissertação (Mestrado em Química)-Universidade Federal do Ceará, Fortaleza, 2016. / Submitted by Anderson Silva Pereira ([e-mail]) on 2017-03-21T19:08:07Z
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Previous issue date: 2016 / This work describes the isolation and characterization of nine compounds isolated from dichloromethane and ethyl acetate from leaves of Nicandra physalodes. The study was initiated with extract preparations, followed by successive classics chromatographic fractionations as: chromatography over silica gel, Sephadex LH- 20 gel and C18 cartridge solid phase extraction (SPE), as well as high-performance liquid chromatography (HPLC). The isolated compounds were analyzed by spectroscopic techniques 1H and 13C NMR, one and two-dimensional, and spectrometric techniques as IR and HR-ESI-MS. In total were isolated nine withanolides which are derivates from ergostane skeleton, being four belonging withanolides to group II, named as Np1, Np2, Np7 and Np9 (withanolides with the basic skeleton modified) and five belonging to group I, named as Np3, Np4, Np5, Np6 and Np8 (withanolides with the basic skeleton unmodified). According with a literature survey compounds nic-10 (Np1), nicandrenone (Np2), nic-7 (Np3), nic-2 (Np4) and nicaphysaline B (Np5) were previously reported to this species, but compounds 15 oxo-nicaphysaline B (Np6), 6-7dihidroxy-nicandrenone-10, (Np7), 24 -25dihidroxy-nicandrenone-2 (Np8), and 17-(1-metylpropan-2-one)- nicandrenone-10 (Np9) are being reported for the first time in the literature. Biological assays (antimicrobial, antifungal and larvicidal) were performed for the main compounds; however, the results were either negative or weakly active. / Neste trabalho é descrito o isolamento e caracterização de nove compostos isolados dos extratos diclorometano e acetato de etila, obtidos das folhas de Nicandra physalodes. O estudo foi iniciado com a preparação dos extratos, seguido de sucessivos fracionamentos cromatográficos clássicos como: cromatografia em coluna aberta utilizando sílica gel, gel de dextrana Sephadex LH-20, cartucho C-18 (SPE), além de cromatografia líquida de alta eficiência (CLAE). Os compostos isolados foram caracterizados através de técnicas espectroscópicas como RMN de 1H e 13C, uni e bidimensional, além de técnicas espectrométricas como IV e EMAR-ESI. No total foram isolados nove vitanolidos que são derivados do esqueleto ergostano, sendo quatro pertencentes ao grupo II, denominados Np1, Np2, Np7 e Np9 (vitanolidos com esqueleto base modificado) e cinco pertencentes ao grupo I, denominados Np3, Np4, Np5, Np6 e Np8 (vitanolidos com esqueleto base não modificado). De acordo com pesquisas realizadas na literatura e mediante comparação com dados de RMN de 1H e 13C, os compostos nic-10 (Np1), nicandrenona (Np2), nic-7 (Np3), nic-2 (Np4) e nicafisalina B (Np5), já haviam sido relatados na espécie, enquanto os compostos denominados como 15-oxo-nicafisalina B (Np6), 6-7dihidróxi-nicandrenona-10, (Np7), 24-25dihidróxi-nicandrenona-2, (Np8) e 17-(1-metilpropan-2-ona)-nicandrenona-10 (Np9), estão sendo relatados pela primeira vez. Foram realizados ensaios antimicrobiano, antifúngico e larvicida com os compostos isolados em maiores quantidades, porém os resultados forma negativos, ou fracamente ativos.

Links & Downloads

1. CARRERO, D. A. S. (2016)
2. http://www.repositorio.ufc.br/handle/riufc/22398

Tags

Nicandra

Solanaceae

Withanolides

Anel-D aromatico

Additional Fields

Identifer	oai:union.ndltd.org:IBICT/oai:www.repositorio.ufc.br:riufc/22398
Date	January 2016
Creators	Carrero, Diego Alejandro Silva
Contributors	Pessoa, Otília Deusdênia Loiola
Source Sets	IBICT Brazilian ETDs
Language	Portuguese
Detected Language	Portuguese
Type	info:eu-repo/semantics/publishedVersion, info:eu-repo/semantics/masterThesis
Source	reponame:Repositório Institucional da UFC, instname:Universidade Federal do Ceará, instacron:UFC
Rights	info:eu-repo/semantics/openAccess