Refernces
10.1016/j.ejmech.2010.01.032
The study focuses on the synthesis and evaluation of a series of new acrylamide derivatives containing 1,2,3-thiadiazole for their potential antiviral activity against hepatitis B virus (HBV) replication. These compounds were designed based on the structure of known anti-HBV agents and synthesized through various chemical reactions. The in vitro anti-HBV activities were assessed by measuring the inhibition of HBV DNA replication, secretion of HBeAg, and HBsAg in 2.2.15 cells. The results showed that several compounds, particularly 9c, demonstrated higher inhibitory activity against HBV DNA replication compared to the positive control lamivudine. Additionally, compound 9d exhibited significant activity against the secretion of HBeAg. The study concludes that these acrylamide derivatives containing 1,2,3-thiadiazole could serve as promising candidates for the development of new anti-HBV drugs.
10.1016/j.bmcl.2004.02.092
The study focuses on the design, synthesis, and evaluation of a novel class of pyrazolo[3,4-d]pyrimidines as potent inhibitors of enteroviruses, specifically coxsackieviruses. The researchers synthesized a series of these compounds and tested their antiviral activity using a plaque reduction assay. They discovered that these compounds showed remarkable specificity for human enteroviruses, with some derivatives highly effective at nanomolar concentrations. Structure-activity relationship (SAR) studies indicated that the phenyl group at the N-1 position and the hydrophobic diarylmethyl group at the piperazine significantly influenced the in vitro antienteroviral activity. Notably, compounds with a thiophene substituent, such as 20–24, exhibited high activity against coxsackievirus B3 and moderate activity against enterovirus 71, without apparent cytotoxic effects on RD cell lines. The findings highlight the potential of these compounds as new antiviral agents against enteroviral infections, for which effective treatments are currently lacking.
10.1021/jo070278a
The focuses on the development and application of Mosher-Bt reagents, which are derivatives of 1-benzotriazol-1-yl-3,3,3-trifluoro-2-methoxy-2-phenylpropan-1-ones. These reagents are designed to determine the enantiomeric excess and absolute configurations of chiral alcohols and amines using NMR spectroscopy, offering a stable and cost-effective alternative to the commonly used, but costly and sensitive, MTPA chlorides. The study involved the synthesis of racemic and enantiomeric versions of Mosher-Bt reagents and their reactions with water-soluble chiral amino acids and di- and tripeptides in an acetonitrile/water mixture. The results demonstrated that these reagents are non-corrosive, stable to moisture and heat, and can be stored at room temperature, making them easier to handle. They also showed high yields in the formation of Mosher's amides and could be used in aqueous conditions. The chemicals used in the process include 3,3,3-trifluoro-2-methoxy-2-phenylpropionic acid (MTPA), 1H-benzotriazole (BtH), thionyl chloride, and various amino acids, di-, and tripeptides. The research concluded that Mosher-Bt reagents are efficient chiral derivatizing agents that can replace sensitive MTPA chlorides, with the added benefits of being more cost-effective and easier to handle.
10.1002/jhet.5570320532
The research focuses on the synthesis and reactivity of N-protected pyroglutamic derivatives, specifically pyroglutamoyl chlorides N-protected by a methoxycarbonyl or a trifluoroacetyl group. The purpose of this study was to develop an easy and convenient synthesis method for these unstable compounds and to explore their reactivity, with the aim of overcoming stability issues and simplifying the deprotection process. The researchers successfully synthesized N-trifluoroacetyl and N-methoxycarbonyl pyroglutamoyl chlorides and studied their reactions with various reagents, including methanol, thionyl chloride, trifluoroacetic anhydride, and methyl chloroformate. They also investigated the condensation of these derivatives with aromatic amines and their reactions with isopropylidene malonate (Meldrum's acid). The study concluded that the protecting groups could be easily removed without opening the lactam ring, and the reactions were effectively monitored using proton nuclear magnetic resonance (1H NMR). The chemicals used in the process included pyroglutamic acid, trifluoroacetic anhydride, methyl chloroformate, thionyl chloride, and various amines, among others.
10.1016/j.cclet.2010.03.016
The study focuses on the design, synthesis, and in vitro cytotoxicity evaluation of a series of quinoline-3-carbonitrile derivatives against four cancer cell lines: A549 (lung), HT-29 (colon), MDA-MB-231 (breast), and SMMC-7721 (liver). The research aimed to develop potent and selective anti-tumor agents by replacing the quinazoline scaffold of Gefitinib, an EGFR tyrosine kinase inhibitor, with a quinoline-3-carbonitrile scaffold. The synthesized compounds were tested for their cytotoxic effects using the MTT assay, and the results showed that several of these derivatives exhibited superior selective cytotoxicity against the SMMC-7721 cell line compared to Gefitinib, with compound 11g being the most potent among them. The study also provided preliminary insights into the structure-activity relationships of these compounds, suggesting their potential as anti-cancer agents. Further research on their anti-tumor activities and detailed structure-activity relationships is ongoing.
10.3184/174751911X13026260434797
The study presents the synthesis and characterization of novel N-substituted 2-methylimidazo[1,2a]pyridine-3-carboxamides, which are nitrogen bridge-head heterocycles containing an imidazole[1,2a]pyridine ring. These compounds are significant in pharmaceuticals due to their diverse therapeutic activities, including as inhibitors of UV-induced keratinocytic apoptosis, antiviral agents, inhibitors of gastric H+/K+-ATPase, IRAK-4 inhibitors, HIF-1α prolyl hydroxylase inhibitors, and more. The chemicals used in the study include 2-aminopyridine, various amines for substitution, and reagents such as methyl 2-chloro-3-oxobutanoate, sodium hydroxide, thionyl chloride, and triethylamine. These chemicals served the purpose of synthesizing the target compounds through a series of reactions involving condensation, hydrolysis, and amidation. The synthesized compounds were then characterized using techniques like 1H NMR, MS, IR, and elemental analysis to confirm their structures and properties.