Synthesis and Evaluation of Some Phenyl Substituted Azetidine Containing 1, 2, 4‐triazole Derivatives as Antibacterial Agents

Dhall, Esha; Jain, Sonika; Mishra, Abha; Dwivedi, Jaya; Sharma, Swapnil

doi:10.1002/jhet.3357

Cited by 8 publications

(3 citation statements)

References 26 publications

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“…In order to support the structure determination and biological activity studies, it was decided to prepare one more series of compounds from phenylacetohydrazide (compound 1). For the Ibuprofen-derived structures, an esterification reaction was performed first [25,[31][32][33]. The resulting Ibuprofen-ester (Fig.…”

Section: Chemistrymentioning

confidence: 99%

“…S1) was refluxed in ethanol with hydrazine monohydrate to give 2-[4-(2-methylpropyl)phenyl]propanehydrazide structure (compound 2, Figs. S2-S4) [25,[31][32][33][34]. Then, the synthetic route given in Scheme 1 was followed to obtain the target compounds.…”

Section: Chemistrymentioning

confidence: 99%

“…The precipitate was washed three times with distilled water. The crude product was recrystallized from petroleum ether and obtained as a white shiny solid [31][32][33][34]…”

Section: Synthesis Of Ethyl-2-[4-(2-methylpropyl)phenyl] Propanoate (...mentioning

confidence: 99%

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Novel 1,2,4-triazoles derived from Ibuprofen: synthesis and in vitro evaluation of their mPGES-1 inhibitory and antiproliferative activity

et al. 2022

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Some novel triazole-bearing ketone and oxime derivatives were synthesized from Ibuprofen. In vitro cytotoxic activities of all synthesized molecules against five cancer lines (human breast cancer MCF-7, human lung cancer A549, human prostate cancer PC-3, human cervix cancer HeLa, and human chronic myelogenous leukemia K562 cell lines) were evaluated by MTT assay. In addition, mouse embryonic fibroblast cells (NIH/3T3) were also evaluated to determine the selectivity. Compounds 18, 36, and 45 were found to be the most cytotoxic, and their IC 50 values were in the range of 17.46-68.76 µM, against the tested cancer cells. According to the results, compounds 7 and 13 demonstrated good anti-inflammatory activity against the microsomal enzyme prostaglandin E2 synthase-1 (mPGES-1) enzyme at IC50 values of 13.6 and 4.95 µM. The low cytotoxicity and non-mutagenity of these compounds were found interesting. Also, these compounds significantly prevented tube formation in angiogenesis studies. In conclusion, the anti-inflammatory and angiogenesis inhibitory activities of these compounds without toxicity suggested that they may be promising agents in anti-inflammatory treatment and they may be supportive agents for the cancer treatment.

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Section: Chemistrymentioning

confidence: 99%

Section: Chemistrymentioning

confidence: 99%

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Novel 1,2,4-triazoles derived from Ibuprofen: synthesis and in vitro evaluation of their mPGES-1 inhibitory and antiproliferative activity

et al. 2022

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Design, Synthesis, Characterization, Antiproliferative Activity, and In Silico Studies of Novel Alkyl Ether Derivatives Containing 1H‐1,2,4‐Triazole Ring

et al. 2022

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In this study, starting from 1H-1,2,4-triazole, a new series of aliphatic ether derivatives containing phenyl and 1H-1,2,4triazole groups together were synthesized using reduction and Williamson ether synthesis mechanisms, respectively. The molecular structures of the synthesized compounds were characterized by fourier-transform infrared spectroscopy (FT-IR), 1 H and 13 C nuclear magnetic resonance ( 1 H NMR and 13 C NMR), mass spectroscopy, and elemental analysis techniques. All synthesized compounds were screened against three different human cancer cell lines, including colon, lung, and liver cancer cells. Some of the compounds showed exceptionally high antiproliferative effects against all three cancer cell lines, with IC 50 values much lower than the positive control drug bendamustine. In addition, molecular docking studies were performed to support the in vitro results and the interaction types and amino acids that play key roles in the binding of the compounds to enzymes were identified. Finally, the potential of these compounds to be drugs and their drug-likeness properties were evaluated by absorption, distribution, metabolism, and excretion-toxicity (ADMET) calculations and it was determined that the compounds could be drug candidates with the capacity to be effective and safe drugs for use in the treatment of different diseases.

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Synthesis and antitumor effects of a new class of 1,2,4-triazole derivatives

Chi

et al. 2020

Med Chem Res

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Synthesis and Evaluation of Some Phenyl Substituted Azetidine Containing 1, 2, 4‐triazole Derivatives as Antibacterial Agents

Cited by 8 publications

References 26 publications

Novel 1,2,4-triazoles derived from Ibuprofen: synthesis and in vitro evaluation of their mPGES-1 inhibitory and antiproliferative activity

Novel 1,2,4-triazoles derived from Ibuprofen: synthesis and in vitro evaluation of their mPGES-1 inhibitory and antiproliferative activity

Design, Synthesis, Characterization, Antiproliferative Activity, and In Silico Studies of Novel Alkyl Ether Derivatives Containing 1H‐1,2,4‐Triazole Ring

Synthesis and antitumor effects of a new class of 1,2,4-triazole derivatives

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