Refernces
10.1016/j.bmcl.2016.06.038
The study focuses on the synthesis, identification, and in vitro biological evaluation of novel quinoline-incorporated 1,3-thiazinan-4-one derivatives. Two new series of compounds, 3-hydroxy-N-(4-oxo-2-phenyl-1,3-thiazinan-3-yl)-8-(trifluoromethyl)quinoline-2-carboxamide derivatives (4a-j) and 3-((7-chloroquinolin-4-ylamino)methyl)-2-phenyl-1,3-thiazinan-4-one derivatives (5a-7j), were synthesized through a one-pot three-component cyclo-condensation reaction. These compounds were characterized using FT-IR, 1H, 13C NMR, and elemental analysis. Their in vitro biological activities were assessed for antibacterial effects against various pathogenic bacterial strains, antitubercular activity against Mycobacterium Tuberculosis H37Rv, and antimalarial activity against Plasmodium falciparum. The study identified certain compounds, particularly 4f and 5f, that exhibited excellent antibacterial and antitubercular activities, along with good antimalarial activity, comparing favorably with frontline drugs. The findings suggest potential for these compounds as new antimicrobial, antitubercular, and antimalarial agents.
10.1039/c3nj01308a
The research focuses on the synthesis, identification, and in vitro biological evaluation of novel quinoline-incorporated 1,3-thiazinan-4-one derivatives. The study describes the creation of two new series of compounds, (4a-j) and (5a-7j), through a one-pot three-component cyclo-condensation reaction, yielding products in moderate to good yields. The synthesis involved reactants such as 4-hydroxy-8-(trifluoromethyl)quinoline-3-carbohydrazide, substituted benzaldehydes, 3-mercaptopropionic acid, and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC). The synthesized compounds were characterized using Fourier-transform infrared spectroscopy (FT-IR), proton and carbon-13 nuclear magnetic resonance (1H and 13C NMR), and elemental analysis to confirm their structures. The in vitro biological evaluation involved screening the compounds for antibacterial activity against both Gram-positive and Gram-negative bacteria, antitubercular activity against Mycobacterium Tuberculosis H37Rv, and antimalarial activity against Plasmodium falciparum. The results indicated that some compounds, particularly 4f and 5f, showed excellent antibacterial and antitubercular activity, while several others demonstrated good antimalarial activity, presenting potential as new antimicrobial, antitubercular, and antimalarial agents.
10.1021/jm8015798
The research focuses on the structure-activity study of new inhibitors for human betaine-homocysteine S-methyltransferase (BHMT), an enzyme that catalyzes the transfer of a methyl group from betaine to L-homocysteine, producing dimethylglycine and L-methionine. The purpose of the study was to design and synthesize a series of BHMT inhibitors that mimic the hypothetical transition state of BHMT substrates, with the aim of developing potent and selective inhibitors to better understand the enzyme's role in sulfur metabolism, osmolytic balance, and other physiological functions. The researchers synthesized and tested various compounds, including analogues with NH, N(CH3), or N(CH3)2 groups separated by different spacers from the homocysteine sulfur atom. They found that only certain inhibitors, particularly those without a nitrogen atom in the S-linked alkyl chain, such as (RS,RS)-5-(3-amino-3-carboxypropylthio)-3-methylpentanoic acid and (RS)5-(3-amino-3-carboxypropylthio)-3,3-dimethylpentanoic acid, showed high potency in inhibiting BHMT. The study concluded that BHMT does not tolerate certain betaine mimics, especially the presence of a nitrogen atom, in these inhibitors, which was surprising and suggests potential conformational changes of BHMT upon binding of substrates/products and inhibitors. The chemicals used in the process included various organic compounds, such as gamma-aminobutyrolactone, 3-mercaptopropionic acid, diethyl acetamidomalonate, and a range of other alkylating agents and protected amino acids, as well as reagents for synthesis and deprotection steps.
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