Banca de QUALIFICAÇÃO: RICARDO ALEXANDRE DOS SANTOS

Uma banca de QUALIFICAÇÃO de DOUTORADO foi cadastrada pelo programa.
STUDENT : RICARDO ALEXANDRE DOS SANTOS
DATE: 30/05/2025
TIME: 08:00
LOCAL: Google Meet
TITLE:

Synthesis of Morita-Baylis-Hillman adducts, evaluation of their biological activities and ecotoxicity against plant species.

KEY WORDS:

Synthesis; Morita-Baylis-Hilmann; Biological activity; Ecotoxicity.

PAGES: 90
BIG AREA: Ciências Exatas e da Terra
AREA: Química
SUMMARY:

Public health is faced with complex challenges that require comprehensive solutions. Two prominent examples are: the proliferation of arboviruses transmitted by mosquitoes and the increasing resistance of pathogenic microorganisms, such as fungi and protozoa. Aedes aegypti is a hematophagous arthropod responsible for arboviruses such as Dengue (DENV), Zika (ZIKV) and Chikungunya (CHIKV), which have been adapting in ways that cause socioeconomic damage and harm to human health due to the increase in the number of cases in Brazil. On the other hand, antifungal and antiparasitic agents that play a crucial role in public health are becoming ineffective due to the increasing resistance of these pathogens. Therefore, it is necessary to seek measures that contribute to the control of these problems. The Morita-Baylis-Hillman (MBH) reaction is an important type of reaction that leads to the formation of carbon-carbon bonds in organic chemistry. The resulting products, known as Morita-Baylis-Hillman adducts (MBHs), have functional groups such as alkenes, hydroxyls and electron-withdrawing substituent groups, which make them versatile building blocks for various organic transformations and reactions. MBH reactions are widely used in the synthesis of efficiently functionalized molecules with different biological activities. Therefore, this work aims to contribute to the planning and development of MBHs, with potential biological action against the Aedes aegypti vector and pathogenic strains. The synthesis of MBH adducts was performed from substituted aromatic aldehydes and characterized by Hydrogen Nuclear Magnetic Resonance (¹H NMR) and Carbon (¹³C NMR – DEPTQ) spectroscopic techniques. Among the adducts evaluated, the compounds RA13, RA14, 4s and RA7 were the most active against the 4th stage larvae of Aedes aegypti, presenting LC₅₀ between 41 - 88.17 μg/mL. The adducts RA15, RA2, RA7, 3p and 4r were the most promising in the antifungal activity test, with MICs ranging from 0.40 to 0.47 μmol/mL against Cryptococcus neoformans strains, while for the leishmanicidal activity test, against Leishmania amazonensis, the adducts R3 and RA12 with IC₅₀ of 118.7 μM and 133.0 μM, respectively, were the compounds that presented the best results, with RA12 being nontoxic at concentration >400 μM. Given the above, what was presented in this study motivates us even more to continue exploring this promising class of compounds and their different biological activities.

COMMITTEE MEMBERS:
Presidente - 2089941 - DIMAS JOSE DA PAZ LIMA
Interno(a) - 2089586 - FRANCIS SOARES GOMES
Interno(a) - 1006306 - JADRIANE DE ALMEIDA XAVIER
Externo(a) ao Programa - 3182288 - VANDERSON BARBOSA BERNARDO - nullExterno(a) à Instituição - Verônica Diniz da Silva