%0 Journal Article
%T Synthesis of 1,2,4 trioxolanes from vegetable oils for pharmaceutical and veterinary application S赤ntese de 1,2,4 trioxolanos a partir de 車leos vegetais para aplica  es farmac那uticas e veterin芍rias
%A Nath芍lia R. Almeida
%A Paola D. de Oliveira
%A Eduardo J. de Arruda
%A D那nis P. Lima
%J Orbital : the Electronic Journal of Chemistry
%D 2012
%I Universidade Federal de Mato Grosso do Sul
%X Vegetable oils are rich in mono-and poly-unsaturated fatty acids, and these compounds contain carbon-carbon double bonds available for chemical/structural modification, especially via oxidative processes. Sunflower oil obtained from seed of sunflower (Helianthus annuus) contains a large amount of these acids, such as linoleic (48-74%) and oleic (14-39%) acids, proving to be an ideal starting material for these changes [1]. Ozone is an oxidizing agent that reacts with double bonds of fatty acids present in vegetable oils to form ozonides or 1,2,4 trioxolanes,  and peroxidic species such as hydroperoxides, hydrogen peroxide, polymeric peroxides and other organic peroxides. These compounds are of great pharmaceutical interest for the treatment of various dermatological diseases, due to their antimicrobial properties and stimulating action on tissue repair and regeneration [2]. In this work, the sunflower oil was ozonized, and the ideal conditions, as reaction time, ozone concentration and temperature, were determined. The IR and 1H and 13C NMR of ozonized oils confirm the formation of 1,2,4 trioxolane ring according to the mechanism proposed by Criegee [3]. The ozonolysis reaction was performed under different conditions and the product is in the process of knowledge protection or patent. : 車leos vegetais s o ricos em 芍cidos graxos mono- e poli-insaturados, sendo que estes compostos cont那m liga  es duplas carbono-carbono dispon赤veis para modifica  es qu赤mico-estruturais, especialmente via processos oxidativos. O 車leo de girassol, obtido a partir das sementes das flores do girassol (Helianthus annuus) apresenta em sua composi  o uma grande quantidade desses 芍cidos, com cerca de 48-74% de 芍cido linoleico e de 14-39% de 芍cido oleico, se mostrando como material de partida ideal para estas modifica  es [1]. O oz nio 谷 um agente oxidante que reage com as liga  es duplas dos 芍cidos graxos presentes nos 車leos vegetais formando em especial os ozon赤deos (1,2,4 trioxolanos) e esp谷cies perox赤dicas como hidroper車xidos, per車xidos de hidrog那nio, per車xidos polim谷ricos e outros per車xidos organicos. Estes compostos s o de grande interesse farmac那utico para o tratamento de v芍rias patologias dermatol車gicas, devido 角s suas propriedades antimicrobianas e estimulantes de regenera  o e reparo do tecido [2]. Neste trabalho, o 車leo de girassol foi ozonizado, e as condi  es ideais da rea  o como tempo, concentra  o de oz nio e temperatura foram determinadas. Os espectros de IV e RMN de 1H e 13C dos 車leos vegetais ozonizados confirmam a forma  o do anel 1,2,4 trioxolano, segundo o me
%K ozon車lise
%K 車leos vegetais ozonizados
%U http://www.orbital.ufms.br/index.php/Chemistry/article/view/354