Ramalingam A, Kuppusamy M, Sambandam S, Medimagh M, Oyeneyin OE, Shanmugasundaram A, et al. Synthesis, spectroscopic, topological, Hirshfeld surface analysis, and anti-COVID-19 molecular docking investigation of isopropyl 1-benzoyl-4-(benzoyloxy)-2,6-diphenyl-1,2,5,6-tetrahydropyridine-3-carboxylate. Heliyon. 2022;8:e10831 https://doi.org/10.1016/j.heliyon.2022.e10831.
Article PubMed PubMed Central Google Scholar
Zhang Y, Pike A. Pyridones in drug discovery: recent advances. Bioorg Med Chem Lett. 2021;38:127849 https://doi.org/10.1016/j.bmcl.2021.127849.
Manjusha RK, Begum S, Begum, A KB. Antioxidant potential of piperidine containing compounds-a short review. Asian J Pharm. Clin Res. 2018;11:66–73. https://doi.org/10.22159/ajpcr.2018.v11i8.26536.
Zhang F, Bai S, Wang H, Liu W, Wang J. Greenhouse and field evaluation of a novel HPPD-inhibiting herbicide, QYM201, for weed control in wheat. Sci Rep. 2019;9:1625. https://doi.org/10.1038/s41598-018-38221-y.
Article PubMed PubMed Central Google Scholar
Almansour AI, Arumugam N, Kumar RS. An efficient, sustainable approach to the chemo- and regioselective synthesis of novel spiroindenoquinoxaline grafted piperidone hybrid heterocycles. J King Saud Univ Sci. 2020;32:3059–64. https://doi.org/10.1016/j.jksus.2020.08.013.
Yasodha T, Nandhitha G. Pharmacological activity of synthetic piperidine against bacterial isolates of cigarette smoking men. IJSR. 2024;13:16–19. https://doi.org/10.21275/SR24128131752.
Lima RH, Robles YR, Oliva IM, Santos ALO, Teixeira JG. Chellegatti MASC, et al. Antimicrobial activity of N-methyl 4-piperidone-derived monoketone curcuminoids against cariogenic bacteria. Future Pharmacol. 2025;5:23 https://doi.org/10.3390/futurepharmacol5020023.
Rokkam SK, Yadav M, Joshi M, Choudhury AR, Sahal D, Golakoti NR. Synthesis, in vitro anti-plasmodial potency, in-silico-cum-SPR binding with inhibition of Pf pyridoxal synthase and rapid parasiticidal action by 3,5-bis((E) arylidene)-N-methyl-4-piperidones. New J Chem. 2021;45:22150–65. https://doi.org/10.1039/D1NJ04604G.
Selvam AAA. Novel piperidone hydrazine carbodithioate derivative: synthesis, in silico drug-likeness analysis and anticancer properties. Orbital Electron J Chem. 2024;16:154–60. https://doi.org/10.17807/orbital.v16i3.19016.
Fathima AA, Kumaravel V, Jonathan DR, Sadasivam SK, Yuvashri R. Usha G. Synthesis, structural examination, molecular interaction analysis, in vitro and in silico anticancer activity investigation of a new curcumin derivative: 1-(4-chlorobenzoyl)-3,5-bis((E)-4-methoxybenzylidene)piperidin-4-one. Chem Phys Impact. 2024;8:100559 https://doi.org/10.1016/j.chphi.2024.100559.
Pemawat G, Bhatnagar A, Khangarot RK. Synthesis and biological activities of heterocyclic hybrids containing piperidine and pyridine moieties: recent developments. Mini Rev Org Chem. 2024;21:346–69. https://doi.org/10.2174/1570193X20666230213123453.
Sivanandhan M, Seeman U, Parasuraman A. In-silico molecular docking, ADMET and DFT evaluation of piperidin-4-one furoic hydrazone derivatives as antimicrobial, antioxidant and anticancer agents. J Iran Chem Soc. 2024;21:463–78. https://doi.org/10.1007/s13738-023-02938-z.
Wang Z, Mu W, Li P, Liu G, Yang J. Anti-inflammatory activity of ortho-trifluoromethoxy-substituted 4-piperidione-containing mono-carbonyl curcumin derivatives in vitro and in vivo. Eur J Pharm Sci. 2021;160:105756 https://doi.org/10.1016/j.ejps.2021.105756.
Mamillapalli V. Antiasthmatic activity of 2-piperidone by selective animal models. J Res Pharm. 2020;24:334–40. https://doi.org/10.35333/jrp.2020.155.
Shaik AR, Avula PR, Mamillapalli V. Antiasthmatic activity of 2-piperidone by selective animal models. J Res Pharm. 2020;24:334–40. https://doi.org/10.35333/jrp.2020.155.
Mamillapalli V, Shaik AR, Avula PR. Hepatoprotective activity of 2-piperidone isolated from leaf extracts of Talinum portulacifolium (Forssk.) Asch. ex Schweinf. in carbon tetrachloride-induced hepatotoxicity. J Pharm Pharmacogn Res. 2019;7:234–45. https://doi.org/10.56499/jppres18.489_7.4.234.
Toumi A, Boudriga S, Mandour YM, Mekki AA, Knorr M, Strohmann C, et al. Design of novel enantiopure dispirooxindolopyrrolidine-piperidones as promising candidates toward COVID-19: asymmetric synthesis, crystal structure and in silico studies. Molecules. 2022;27:3945 https://doi.org/10.3390/molecules27123945.
Article PubMed PubMed Central Google Scholar
Srour AM, Panda SS, Mostafa A, Fayad W, El-Manawaty MA, Soliman AF, et al. Synthesis of aspirin-curcumin mimic conjugates of potential antitumor and anti-SARS-CoV-2 properties. Bioorg Chem. 2021;117:105466 https://doi.org/10.1016/j.bioorg.2021.105466.
Article PubMed PubMed Central Google Scholar
Rew Y, Sun D. Discovery of a small molecule MDM2 inhibitor (AMG 232) for treating cancer. J Med Chem. 2014;57:6332–41. https://doi.org/10.1021/jm500627s.
Shanmugam Nagarajan N, Priya Rao R, Narayanan Manoj C, Gopalakrishnan Sethuraman M. Piperidone derivative from Dalbergia sympathetica. Magn Reson Chem. 2005;43:264–65. https://doi.org/10.1002/mrc.1516.
Nallini A, Saraboji K, Ponnuswamy MN, Venkatraj M, Jeyaraman R. Crystal structure and conformation of two similar piperidones. Mol Cryst Liq Cryst. 2003;403:49–56. https://doi.org/10.1080/744818945.
McElvain SM, McMahon RE. Piperidine derivatives. XXI. 4-piperidone, 4-piperidinol and certain of their derivatives. J Am Chem Soc. 1949;71:901–06. https://doi.org/10.1021/ja01171a038.
Tani H, Konomi T. Polymerization of α-piperidone with M-AlEt3, MAlEt4, or KAlEt3(piperidone) as catalysts and N-acetyl-α-piperidone as initiator. J Polym Sci A1. Polym Chem. 1968;6:2295–308. https://doi.org/10.1002/pol.1968.150060823.
Sainte F, Serckx-Poncin B, Hesbain-Frisque AM, Ghosez L. A Diels-Alder route to pyridone and piperidone derivatives. J Am Chem Soc. 1982;104:1428–30. https://doi.org/10.1021/ja00369a049.
Grishina GV, Potapov VM, Gudasheva TA, Abdulganeeva SA. First asymmetric synthesis of 4-piperidones: preparation of optically active diastereomers of 1-α-phenylethyl-2-methyl-4-piperidone. Chem Heterocycl Compd. 1985;21:1132–36. https://doi.org/10.1007/BF00515253.
Toyooka N, Yoshida Y, Yotsui Y, Momose T. 2-Piperidone type of chiral building block for 3-piperidinol alkaloid synthesis. J Org Chem. 1999;64:4914–19. https://doi.org/10.1021/jo990397t.
Girgis AS, D’Arcy P, Aboshouk DR, Bekheit MS. Synthesis and bio-properties of 4-piperidone containing compounds as curcumin mimics. RSC Adv. 2022;12:31102–23. https://doi.org/10.1039/D2RA05518J.
Article PubMed PubMed Central Google Scholar
Contreras L, Calderon RI, Varela-Ramirez A, Zhang H-Y, Quan Y, Das U, et al. Induction of apoptosis via proteasome inhibition in leukemia/lymphoma cells by two potent piperidones. Cell Oncol. 2018;41:623–36. https://doi.org/10.1007/s13402-018-0397-1.
Huber I, Zupkó I, Kovács IJ, Minorics R, Gulyás-Fekete G, Maász G, et al. Synthesis and antiproliferative activity of cyclic arylidene ketones: a direct comparison of monobenzylidene and dibenzylidene derivatives. Monatsh Chem. 2015;146:973–81. https://doi.org/10.1007/s00706-015-1426-7.
Anthwal A, Singh K, Rawat MSM, Tyagi AK, Haque A, Ali I, et al. Synthesis of 4-piperidone based curcuminoids with anti-inflammatory and anti-proliferation potential in human cancer cell lines. Anti-Cancer Agents Med Chem. 2016;16:841–51. https://doi.org/10.2174/1871520616666160201151206.
Bisht S, Schlesinger M, Rupp A, Schubert R, Nolting J, Wenzel J, et al. A liposomal formulation of the synthetic curcumin analog EF24 (Lipo-EF24) inhibits pancreatic cancer progression: towards future combination therapies. J Nanobiotechnol. 2016;14:57 https://doi.org/10.1186/s12951-016-0209-6.
Balakrishnaiah G, Rangaswamy J, Naik N. One-pot synthesis of piperidone-based transition metal complexes and their antioxidant and antifungal activity studies. WJPR. 2019;8:1041–54. https://doi.org/10.20959/wjpr20196-14860.
Weintraub PM, Sabol JS, Kane JM, Borcherding DR. Recent advances in the synthesis of piperidones and piperidines. Tetrahedron. 2003;59:2953–89. https://doi.org/10.1016/S0040-4020(03)00295-3.
De S, Banerjee S, Babu MN, Keerithi CN Importance of piperidone moiety in pharmaceutical chemistry: a review. J Appl Pharm Res. 2015;3. https://www.japtronline.com/index.php/joapr/article/view/52.
Sahu KS, Dubey BK, Tripathi AC, Koshy M, Saraf SK. Piperidin-4-one: the potential pharmacophore. Mini-Rev Med Chem. 2013;13:565–83. https://doi.org/10.2174/1389557511313040009.
Comments (0)