Limonin Derivatives: Synthesis Using Methodology in Solution and Heterogeneous Medium and Evaluation of the Antimicrobial Activity

We herein described the preparation of a novel series of limonin derivatives (modification in A-ring), which was synthesized efficiently using methodology in solution as well as in heterogeneous medium (K-10). In addition, we obtained derivatives by inserting the 1,2,3-triazole nucleus via click rea...

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Published inJournal of the Brazilian Chemical Society Vol. 27; no. 1; pp. 161 - 178
Main Authors Tavares, Luciana C., Fernandes, Tanize S., Ilha, Vinicius, Neto, Alexandre T., dos Santos, Eveline W., Burrow, Robert A., Duarte, Fabio A., Flores, Erico M. M., Silva, Ubiratan F., Mostardeiro, Marco A., Morel, Ademir F.
Format Journal Article
LanguageEnglish
Portuguese
Published SAO PAULO Soc Brasileira Quimica 01.01.2016
Sociedade Brasileira de Química
Subjects
Chemistry
CHEMISTRY, MULTIDISCIPLINARY
Physical Sciences
Science & Technology
NOMILIN
CELLS
KETONES
methodology in solution
ACID
limonin derivatives
CITRUS LIMONOIDS
COLON CARCINOGENESIS
AGENTS
antimicrobial activity
MONTMORILLONITE K-10
heterogeneous medium
antimicrobial
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Summary:We herein described the preparation of a novel series of limonin derivatives (modification in A-ring), which was synthesized efficiently using methodology in solution as well as in heterogeneous medium (K-10). In addition, we obtained derivatives by inserting the 1,2,3-triazole nucleus via click reaction and also prepared derivatives from reactions with limonin-7-oxime. All compounds were submitted to investigation of the antimicrobial activity against a collection of microorganisms. The results of the antimicrobial activity, in general, demonstrated that a relevant number of synthetic derivatives presented higher activity than the natural product.
ISSN:0103-5053
1678-4790
1678-4790
DOI:10.5935/0103-5053.20150266