Synthesis, characterization and pharmacological study of New Prototypes of Triazole Natural Product Derivatives
Natural Products, Organic Synthesis, heterocyclics, 1,2,3-Triazole, In silico study.
In recent decades, natural products have been the target of numerous synthetic modifications aimed at expanding their biological activities. Among the various natural products, carvacrol and thymol stand out. These two phenylpropanoids have different biological activities, such as analgesic, anti-inflammatory, antifungal, antibacterial actions, among others, making them a target of wide interest for medicinal chemists. Therefore, the main objective of this work was to synthesize and carry out the in silico study of new 1,2,3-triazoles derived from carvacrol and thymol. N-[alkyl-azido]-phthalimides were obtained in solid form in yields of 85-98%. Alkynes derived from carvacrol and thymol were obtained in yields of 82% and 83%, respectively. The study of the reaction conditions to obtain the new 1,2,3-triazoles indicated that the best solvent system was water:methanol (50:50) and the basic species was potassium carbonate. The 1,2,3-triazoles were obtained in solid form in yields of 81-92%. Once the 1,2,3-triazoles were synthesized and characterized, an in silico study of them was carried out, where the results demonstrated that the compounds have a high potential for the development of new drugs, as they presented good pharmacokinetic and toxicological standards, meaning possible biological activities. In summary, the results involving 1,2,3-triazole are promising for more detailed studies within the scope of biological and synthetic evaluations.