Russian Journal of Organic Chemistry最新文献

The reaction of (3S)-1-acetyl-5-hydroxy-2-phenyl-3-methylpyrazolidine with 6-mercaptohexanoic and 11-mercaptoundecanoic acid hydrazides gives in 60–65% yields (3S)-1-acetyl-5-[(ω-mercaptoacyl)hydrazino]-2-phenyl-3-methylpyrazolidines, promising coligands for preparing gold glyconanoparticles for the biomedical purpose.

The newly synthesized 5-arylidine-2-((5-nitropyridin-2-yl)imino)thiazolidin-4-ones 4a–4d were established in a good yield by Knoevenagel type of condensation with four diverse benzaldehyde derivatives branched with electron-donating moieties by refluxing in acetic acid . Meanwhile, investigate the photophysical properties of freshly synthesized conjugates 4a–4d, with an emphasis on their behavior in various solvents. Furthermore, differences in absorbance maxima among solvents indicated varying degrees of conjugation and electrical interactions within the molecules. Moreover, the cytotoxicity assessments demonstrated that, although these hybrids are typically less powerful than the conventional drug 5-Fu, they show extraordinary selectivity against certain cancer types. Notably, conjugate 4b showed strong activity against MCF-7 cells with an IC₅₀ of 6.41 ± 0.21 μM, while conjugate 4d was very effective in HepG2 cells with an IC₅₀ of 7.63 ± 0.05 μM. Molecular docking experiments confirmed these results by demonstrating effective interactions with the active region of the chosen protein. Given its promising pharmacokinetic profile, which includes intermediate solubility, good gastrointestinal absorption, and compliance with Lipinski's rule of five, conjugate 4d emerged as the most viable option for continued drug development.

Two bromo substituted 4-methylsalicylic acid and an ethyl salicylate derivatives were synthesized by bromination of 4-methylsalicylic acid with N-bromosuccinimde (NBS) and esterification of 4-methylsalicylic acid in the presence of concentrated sulfuric acid. Also, three salicylanilides were synthesized by reacting salicylic acid with various substituted anilines in the presence of acid catalyst. These compounds were characterized by using ¹H NMR, ¹³C NMR, FT-IR spectroscopy, and mass spectral analysis. In vitro antibacterial studies of resultant compounds were carried out by using well diffusion assay against two bacterial strains Streptomyces sp. and Dickeya sp. Among the synthesized derivatives, 4-(bromoethyl)-2-hydroxybenzoic acid displayed higher antibacterial activity against Gram positive Streptomyces sp. while the derivative ethyl-2-hydroxy-4-methylbenzoate showed best antibacterial activity against Gram negative Dickeya sp.

In the context of ongoing research, an efficient single-step multicomponent reaction synthesis for new tetrazole scaffolds has been developed. The Ugi multicomponent process is one of the most promising approaches for the connection of four separate components in a single phase and finds immense application in drug discovery. In this study, tetrazoles were synthesized using the Ugi-Multi Component technique, which involved the condensation of isocyanides, TMS-N₃, different aryl amines, aromatic aldehydes with active pharmacophores. Final products were characterized by various spectroscopic techniques viz. IR, NMR, and Mass spectrometry. Tetrazole derivatives were screened for their anticancer activity against the NCI-60 cell lines grouped in 9 different subpanels among which compounds 5b and 5e have been found to be more potent against different cell lines. In order to get mechanistic insights into this antitumor activity, molecular docking analysis against critical target CDK2 was performed. The results of binding affinity were in harmony with the anticancer activity and could provide valuable insights into the various thermodynamic interactions governing the binding affinity.

A simple and efficient method was developed to synthesize 1,2,3-triazolo quinoxalines derivatives under click conditions. 1,3-Dipolar cycloaddition was carried out where 2-azido methyl quinoxaline and trimethyl silyl acetylene are used as dipole and dipolarophile respectively. The products were characterized by NMR and mass spectroscopic methods.

MOF supported on the red soil was synthesized thru simple method by Cu˗MOF and red soil with ratio of 1 : 5. The structure and morphology of MOF supported on the red soil was considered by FTIR and Raman spectroscopy, FESEM, TGA and BET methods. The results showed MOF supported on the red soil have mesoporous nanostructure (20–25 nm). A simple and efficient synthesis of tetrazolo[1,5-a]pyrimidines was accomplished by three-component reaction of a mixture of aromatic aldehyde, 5-aminotetrazole and ethyl acetoacetate or methyl acetoacetate using MOF supported on the red soil as heterogenic catalyst. The reactions were carried out in water and ethanol at 70°C. MOF supported on the red soil operated as a sufficient recyclable, effective, low cost and eco-friendly catalyst for synthesis of tetrazolo [1,5-a] pyrimidines.

The intermolecular arrangements leading to isomerization due to ring opening or cyclization is known as ring−chain tautomerism. The formation of some important heterocyclic compounds having one heteroatom via ring-chain tautomeric phenomenon is discussed. Most oxygenated or nitrogenous heterocyclic systems appeared isolated, condensed or in Spiro form. According to the size of the heterocyclic ring being formed via intramolecular addition of a heteroatom to a heteropolar multiple bond, indicated by a numerical prefix from three to six is reported in this review.

In this article, we used thiophene-2-carboxamides as a starting material to synthesize a novel series of L-phenylalanine-tethered peptide hydrazones 6a–6o in three steps. The Broth Dilution Method was used to test the substance’ s antibacterial activity in vitro against a variety of bacteria and fungi. Compounds 6c, 6d, and 6g showed potent antibacterial activity against E. coli (MTCC 443) at 50 µg/mL; compounds 6a, 6b, 6g, and 6l were effective against P. aeruginosa (MTCC 1688); compound 6c was effective against S. aureus (MTCC 96); and compound 6a, 6c, and 6g were effective against S. pyogenes (MTCC 442). 6a, 6b, 6d, 6e, 6f, 6h–6l, 6n, and 6o all show considerable antifungal activity against C. albicans (MTCC 227) at 500 µg/mL. The effectiveness of synthesized compounds in a microbiological study was predicted using an in silico investigation of their pharmacokinetic properties (ADME).

A one-pot two-stage method for the synthesis of new aminotrisiloxanes has been developed, which consists of the sequential reaction of diphenylsilanediol with 3-aminopropyltriethoxysilane and amino alcohols. The synthesized di-, tetra-, and hexaaminotrisiloxanes have broad potential for use in both organisand macromolecular chemistry, in particular, as effective silicon-containing cross-linking agents and modifiers of epoxy resins.

An approach to selective synthesis of regioisomeric N-substituted pyrazolyl-3-yl- and pyrazol-5-ylphosphonates has been developed based on the reaction of aryl-substituted hydrazines with 3-oxoprop-1-yn-1-yl)phosphonates.