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A Series of Novel Esters of Capsaicin Analogues Catalyzed by Candida antarctica Lipases
Tania Diaz-Vidal,Luis Carlos Rosales-Rivera,Juan C. Mateos-Díaz,Jorge A. Rodríguez 한국생물공학회 2020 Biotechnology and Bioprocess Engineering Vol.25 No.1
Capsaicin analogues are typically synthetized by condensation of the amide group of vanillylamine with a fatty acid derivative. The enzyme of choice to perform this reaction is Candida antarctica lipase B; however, this enzyme is unable to react with the phenolic substituents of the vanillyl ring. So far, this can only be achieved chemically, resulting in capsaicin esters with higher lipophilicity and less irritation than the parent compound. In need of searching for new capsaicin derivatives, we investigated the transesterification of the phenolic OH group of capsaicin and several capsaicin analogues by Candida antarctica lipase A (CALA) with vinyl esters. Capsaicin esters were successfully synthetized with a reaction yield of 80.6% and 57.5% with vinyl butyrate and vinyl laurate, respectively. When the reactions were performed with capsaicin analogues of different acyl chain lengths, CALA exhibited a noticeable transesterification preference for medium-length capsaicin analogues. In an attempt to explore the catalytic limits of CALA, we performed the transesterification of capsaicin from Capsicum oleoresin. The results showed similar transesterification yields to those obtained with semi-pure capsaicin. Within our knowledge, this is the first report to achieve the synthesis of phenolic OH esters of capsaicin and capsaicin analogues by enzymatic means.
Argemone species: Potential source of biofuel and high-value biological active compounds
Alejandra Anahi Martinez-Delga,Jose de Anda,Janet Maria Leon-Morales,Juan Carlos Mateos-Diaz,Antonia Gutierrez-Mora,Jose Juvencio Castaneda-Nava 대한환경공학회 2022 Environmental Engineering Research Vol.27 No.2
The Argemone genus includes weed species of great importance in traditional medicine due to biological activities attributed to secondary metabolites, mainly alkaloids, distributed in all tissues of this species. In addition, their seeds contain a large amount of oil (30 to 40%). For this reason, several authors have discussed the potential of this species as a non-edible source to produce multi-purpose raw materials and a low cost-crop for example in the production of biofuels such as biodiesel. Argemone species grows in poor soils with low water and nutrient requirements. This makes the Argemone species an attractive economical and environmentally friendly candidate for biofuels production. Furthermore, the Argemone species can also provide high-value by-products for the agrochemical and pharmaceutical industry. In this work, we compiled the ethnomedical information, biochemical features, and biofuel production efforts that have been published by testing different Argemone species, in order to compare the research efforts and analyze its biotechnological potential. After analyzing the literature, we conclude that the genus has great potential for high-value pharmaceutical products and energy production purposes, and also to control plant pests. We also consider that other species of the genus may have also potential applications in this field.