The synthesis of C-glycosides, sugar analogs in which glycosidic oxygen is substituted by a carbon atom, is of particular interest due to their usefulness as key intermediates for assembling biologically active molecules and natural products. Despite their challenging chemistry, due to their versatility, C-glycosides play a pivotal role in the development of the chemistry of novel materials and bioactive molecules. In this review, we present of various synthetic methodologies, mechanistic proposal and application for 2,3-unsaturated C-glycosides in the last twenty years.

Eugenol is a natural product found in greater quantity in the Eugenia Caryophyllata and exhibits a wide variety of biological and pharmacological applications, making it a product of great commercial interest. Motivated by its applications, this work aimed to investigate the technological potential and the scientific interest of this compound through an analysis of patents databases and indexed journals. The searches were carried out in three patent banks, on the Web of Science platform, and the statistical study was based on the ARIMA (1.1.0) model. The majority of the patent records related to the researched technology had been filed in the Espacenet database and dealt mainly with agriculture and dentistry. A constant linear growth in the number of records of patents granted could be observed over the years, with a remarkable dominance of patents recorded by China (107) followed by the United States (47) and Brazil (22). The h-index for the term eugenol was 107.2 and there was a growing trend of increased patent deposits for the next 50 years. In short, there is great scientific and technological interest, and a strong trend towards increased patent deposits for the next few years on eugenol.

Aplicação e estudo da reciclabilidade da zeólita beta na reação de alilação e elucidação estrutural do 1-(4-NITROFENIL)BUT-3-EN-1-OL por técnicas espectroscóicasApplication and study of the recyclability of beta zeolite in the alilation reaction and structural elucidation of 1-(4-NITROPHENYL)BUT-3-EN-1ol by spectroscopic techniques

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This study describes the synthesis and antioxidant activity of new 1,4-disubstituted 1,2,3-triazoles. These compounds were generated semi-synthetically using the Cu(I)-catalysed azide-alkyne cycloaddition (CuAAC) reaction between ethyl 2-azidoacetate and terminal acetylenes derived from the natural products carvacrol, eugenol, isovanillin, thymol and vanillin. The products were obtained at 50 to 80% yield and characterised through several spectrographic techniques. Antioxidant activity was assayed using 2,2-diphenyl-1-picrylhydrazyl (DPPH) and 2,2'-azino-bis(3ethylbenzothiazoline-6-sulphonic acid) (ABTS). The products exhibited moderate antioxidant activity, with ethyl 2-(4-((4-formyl-2-methoxyphenoxy)methyl)-1H-1,2,3triazol-1-yl) acetate showing the highest antioxidant capacity (EC 50 = 75.5 µg/mL) among the generated 1,4-disubstituted 1,2,3-triazoles. In conclusion, the generation of these compounds opens new possibilities for the development of new antioxidant agents.

O desenvolvimento de novos fármacos que exibam baixa toxicidade é de grande importância, uma vez que inúmeros candidatos são descartados devido a não atenderem a esse pré-requisito. Neste sentido, o trabalho descreve o assinalamento completo dos núcleos de hidrogênio e carbono, bem como a avaliação do perfil farmacocinético e toxicológico do 3-butin-1-il 4,6-di-O-acetil-2,3-didesoxi-α-D-eritro-hex-2-enopiranosídeo. O assinalamento completo, o estudo toxicológico frente às larvas da Artemia salina e a estudo farmacocinético in silico para este composto são descritos pela primeira vez. Este composto foi obtido com ótimo rendimento e o experimento de NOESY permitiu confirmar a estrutura do anômero majoritário da reação de glicosilação. A avaliação do perfil farmacocinético e toxicológico confirmou que este composto apresenta ótima biodisponibilidade e absorção pela via oral, além de baixa toxicidade.

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