In silico and BSA binding study of some new biological analogs of 1, 2, 4-triazole pendant with azinane through microwave and conventional synthesis

Microwave and conventional techniques were employed to synthesize a novel array of compounds 7a-g with 1, 2, 4-triazole and piperidine rings having great biological importance. The microwave assisted method has a better operational scope with respect to time and yield comparative to the conventional method. 1H-NMR, 13C-NMR and IR techniques were employed to justify the structure of synthesized compounds. The antioxidant, butyrylcholinesterase inhibition and urease inhibition potential of every synthesized compound was evaluated. Every member of the synthesized series was found potent against mentioned activities. Compound 7g was the most active anti-urease agent having IC50 [microM] value 16.5 +/- 0.09 even better than the thiourea with an IC50 [microM] value of 24.3 +/- 0.24. The better urease inhibition potential of 7g was also elaborated and explained by docking and bovine serum albumin [BSA] binding studies

Synthesis, in vitro and in silico studies of S-alkylated 5-[4methoxyphenyl]-4-phenyl-4H-1, 2, 4-triazole-3-thiols as cholinesterase inhibitors

The research was aimed to unravel the enzymatic potential of sequentially transformed new triazoles by chemically converting 4-methoxybenzoic acid via Fischer's esterification to 4-methoxybenzoate which underwent hydrazinolysis and the corresponding hydrazide [1] was cyclized with phenyl isothiocyanate [2] via 2-[4methoxybenzoyl]-N-phenylhydrazinecarbothioamide [3]; an intermediate to 5-[4-methoxyphenyl]-4-phenyl-4H-1,2,4triazol-3-thiol [4]. The electrophiles; alkyl halides 5[a-g] were further reacted with nucleophilic S-atom to attain a series of S-alkylated 5-[4-methoxyphenyl]-4-phenyl-4H-1,2,4-triazole-3-thiols 6[a-g]. Characterization of synthesized compounds was accomplished by contemporary spectral techniques such as FT-IR, 1H-NMR, 13C-NMR and EI-MS. Excellent cholinesterase inhibitory potential was portrayed by 3-[n-heptylthio]-5-[4-methoxyphenyl]-4-phenyl-4H-1,2,4triazole; 6g against AChE [IC50; 38.35 +/- 0.62?M] and BChE [IC50; 147.75 +/- 0.67micro M] enzymes. Eserine [IC50; 0.04 +/- 0.01?M] was used as reference standard. Anti-proliferative activity results ascertained that derivative encompassing long straight chain substituted at S-atom of the moiety was the most potent with 4.96 % cell viability [6g] at 25 micro M and with 2.41% cell viability at 50?M among library of synthesized derivatives. In silico analysis also substantiated the bioactivity statistics

Synthesis of some new biologically active N-substituted-2''- [[phenylsulfonyl][piperidin-1-yl]amino]acetamide derivatives

A new series of N-aryl/aralkyl substitued-2"-[[phenylsulfonyl][piperidin-1-yl]amino]acetamide [7a-k] was synthesized. These derivatives were geared up by the pairing of benzenesulfonyl chloride [4] with 1-aminopiperidine [5] under dynamic pH control in aqueous media to afford parent compound N-[Piperidin-1-yl] benzenesulfonamide [6], followed by the substitution at nitrogen atom with different electrophiles N-aryl/aralkyl-substituted-2-bromoacetamides [3a-k] in the presence of sodium hydride [NaH] and N,N-Dimethylformamide [DMF] to give a new series of Nsubstituted derivatives of acetamide [7a-k] bearing piperidine moiety. All the synthesized compounds were confirmed on the basis of IR, EIMS and 1H-NMR spectral data. The synthesized compounds were evaluated against acetylcholinesterase and butyrylcholinesterase [AChE and BChE] respectively and lipoxygenase [LOX] enzymes. Almost all the synthesized compounds displayed promising activity but few of them remained inactive against lipoxygenase enzymes.

Synthesis of biologically active O-substituted derivatives of 1-[[3, 5-dichloro-2-hydroxyphenyl]sulfonyl]piperidine

In the present work, a series of 2-O-substituted derivatives of 1-[[3,5-dichloro-2-hydroxy phenyl] sulfonyl]piperidine [5a-j] were synthesized. These derivatives were geared up by the coupling of 3,5-dichloro-2-hydroxy benzenesulfonyl chloride [1] with piperidine [2] under dynamic pH control in aqueous media to form parent compound 1-[[3,5-dichloro-2-hydroxyphenyl]sulfonyl]piperidine [3], followed by the substitution at oxygen atom with different electrophiles [4a-j] in the presence of sodium hydride [NaH] and dimethyl formamide [DMF] to give a series of Osubstituted derivatives of sulfonamides bearing piperidine nucleus 5a-j. The synthesized O-substituted sulfonamides were spectrally characterized. The bioactivity of all the synthesized compounds were evaluated against lipoxygenase [LOX], acetylcholinesterae [AChE] and butyrylcholinesterase [BChE] enzymes and found to be having talented activity against butyrylcholinesterase enzyme