Pyridine derivatives as preferable scaffolds for the process of discovering new drugs
Vol 6, Issue 2, 2023
VIEWS - 1186 (Abstract) 387 (PDF)
Abstract
The pyridine ring is present in numerous significant plant compounds. It is used as a therapeutic to boost the solubility and bioavailability of less soluble chemicals since it is a polar and ionizable aromatic molecule. Chemical compounds derived from pyridine are highly sought-after in the pharmaceutical industry. An essential synthesis strategy in the search for novel medications is the fusion of the pyridine nucleus. Due to the compounds’ powerful therapeutic characteristics, medicinal chemists have long been fascinated by the chemistry of pyridine and its derivatives, which inspires them to look for and make novel compounds with biological utility. There are significant ramifications for medical chemistry in the adaptability of pyridine and its derivatives as reactants and starting materials for structural changes. Pesticides and agricultural chemicals that heavily rely on pyridine derivatives include insecticides, fungicides, and herbicides; However, this page focuses on their medical applications. Pyridine derivatives are frequently used in the textile industry to create dyes. We present the most recent findings from 2010 onward, highlighting the growing significance of pyridine scaffolds in medicinal chemistry and the development of new drugs. Even though there are a lot of studies on pyridine derivatives, this chapter only has compounds with a clear pharmacophore.
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1. Madej A, Koszelewski D, Paprocki D, et al. The amine as carbonyl precursor in the chemoenzymatic synthesis of Passerini adducts in aqueous medium. Catalysis Communications 2020; 145: 106118. doi: 10.1016/j.catcom.2020.106118
2. Ribeiro da Silva MDMC, Freitas VLS, Santos LMNBF, et al. Thermodynamic properties of three pyridine carboxylic acid methyl ester isomers. Journal of Chemical & Engineering Data 2007; 52(2): 580–585. doi: 10.1021/je060472e
3. Dominik K, Ryszard O, Paweł S, et al. Pyridine eerivatives—A new class of compounds that are toxic to E. coli K12, R2–R4 strains. Materials 2021; 14: 5401. doi: 10.3390/ma14185401
4. Reen GK, Kumar A, Sharma P. In vitro and in silico evaluation of 2-(substituted phenyl) oxazolo[4,5-b]pyridine derivatives as potential antibacterial agents. Medicinal Chemistry Research 2017; 26(12): 3336–3344. doi: 10.1007/s00044-017-2026-3
5. Salem MS, Ali MAM. Novel pyrazolo[3,4-b]pyridine derivatives: Synthesis, characterization, antimicrobial and antiproliferative profile. Biological and Pharmaceutical Bulletin 2016; 39(4): 473–483. doi: 10.1248/bpb.b15-00586
6. Khidre RE, Radini IAM. Design, synthesis and docking studies of novel thiazole derivatives incorporating pyridine moiety and assessment as antimicrobial agents. Scientific Reports 2021; 11(1): 7846. doi: 10.1038/s41598-021-86424-7
7. Wei L, Tan W, Zhang J, et al. Synthesis, characterization, and antifungal activity of Schiff bases of inulin bearing pyridine ring. Polymers 2019; 11(2): 371. doi: 10.3390/polym11020371
8. Jia R, Duan Y, Fang Q, et al. Pyridine-grafted chitosan derivative as an antifungal agent. Food Chemistry 2016; 196: 381–387. doi: 10.1016/j.foodchem.2015.09.053
9. Tan W, Li Q, Gao Z, et al. Design, synthesis of novel starch derivative bearing 1,2,3-triazolium and pyridinium and evaluation of its antifungal activity. Carbohydrate Polymers 2017; 157: 236–243. doi: 10.1016/j.carbpol.2016.09.093
10. Elshemy HAH, Zaki MA, Mohamed EI, et al. A multicomponent reaction to design antimalarial pyridyl-indole derivatives: Synthesis, biological activities and molecular docking. Bioorganic Chemistry 2020; 97: 103673. doi: 10.1016/j.bioorg.2020.103673
11. Xue J, Diao J, Cai G, et al. Antimalarial and structural studies of pyridine-containing inhibitors of 1-deoxyxylulose-5-phosphate reductoisomerase. ACS Medicinal Chemistry Letters 2013; 4(2): 278–282. doi: 10.1021/ml300419r
12. Bekhit AA, Hymete A, Damtew A, et al. Synthesis and biological screening of some pyridine derivatives as anti-malarial agents. Journal of Enzyme Inhibition and Medicinal Chemistry 2012; 27(1): 69–77. doi: 10.3109/14756366.2011.575071
13. Martinez-Gualda B, Pu SY, Froeyen M, et al. Structure-activity relationship study of the pyridine moiety of isothiazolo[4,3-b]pyridines as antiviral agents targeting cyclin G-associated kinase. Bioorganic & Medicinal Chemistry 2020; 28(1): 115188. doi: 10.1016/j.bmc.2019.115188
14. Wei Y, Wang H, Xi C, et al. Antiviral effects of novel 2-benzoxyl-phenylpyridine derivatives. Molecule 2020; 25(6): 1409. doi: 10.3390/molecules25061409
15. Azzam RA, Elsayed RE, Elgemeie GH. Design and synthesis of a new class of pyridine-based N-sulfonamides exhibiting antiviral, antimicrobial, and enzyme inhibition characteristics. ACS Omega 2020; 5(40): 26182–26194. doi: 10.1021/acsomega.0c03773
16. Amorim R, de Meneses MDF, Borges JC, et al. Thieno[2,3-b]pyridine derivatives: A new class of antiviral drugs against Mayaro virus. Archives of Virology 2017; 162: 1577–1587. doi: 10.1007/s00705-017-3261-0
17. Yaqoob S, Nasim N, Khanam R, et al. Synthesis of highly potent anti-inflammatory compounds (ROS inhibitors) from isonicotinic acid. Molecules 2021; 26(5): 1272. doi: 10.3390/molecules26051272
18. Kandasamy M, Mak KK, Devadoss T, et al. Construction of a novel quinoxaline as a new class of Nrf2 activator. BMC Chemistry 2019; 13: 117. doi: 10.1186/s13065-019-0633-4
19. Ali EMH, Abdel-Maksoud MS, Hassan RM, et al. Design, synthesis and anti-inflammatory activity of imidazol-5-yl pyridine derivatives as p38α/MAPK14 inhibitor. Bioorganic &Medicinal Chemistry 2021; 31: 115969. doi: 10.1016/j.bmc.2020.115969
20. Kirwen EM, Batra T, Karthikeyan C, et al. 2,3-Diaryl-3H-imidazo[4,5-b]pyridine derivatives as potential anticancer and anti-inflammatory agents. Acta Pharmaceutica Sinica B 2017; 7(1): 73–79. doi: 10.1016/j.apsb.2016.05.003
21. Haghighijoo Z, Akrami S, Saeedi M, et al. N-Cyclohexylimidazo[1,2-a]pyridine derivatives as multi-target-directed ligands for treatment of Alzheimer’s disease. Bioorganic Chemistry 2020; 103: 104146. doi: 10.1016/j.bioorg.2020.104146
22. Zhu Z, Yang T, Zhang L, et al. Inhibiting Aβ toxicity in Alzheimer’s disease by a pyridine amine derivative. European Journal of Medicinal Chemistry 2019; 168: 330–339. doi: 10.1016/j.ejmech.2019.02.052
23. Saeedi M, Safavi M, Allahabadi E, et al. Thieno[2,3-b]pyridine amines: Synthesis and evaluation of tacrine analogs against biological activities related to Alzheimer’s disease. Archiv der Pharmazie 2020; 353(10): e2000101. doi: 10.1002/ardp.202000101
24. Bathula R, Satla SR, Kyatham R, Gangarapu K. Design, one pot synthesis and molecular docking studies of substituted-1H-pyrido[2,1-b] quinazolines as apoptosis-inducing anticancer agents. Asian Pacific Journal of Cancer Prevention 2020; 21(2): 411–421. doi: 10.31557/APJCP.2020.21.2.411
25. Jian XE, Yang F, Jiang CS, et al. Synthesis and biological evaluation of novel pyrazolo[3,4-b]pyridines as cis-restricted combretastatin A-4 analogues. Bioorganic & Medicinal Chemistry Letters 2020; 30(8): 127025. doi: 10.1016/j.bmcl.2020.127025
26. Hassan AY, Sarg MT, El-Sebaey SA. Synthesis and antitumor evaluation of some new derivatives and fused heterocyclic compounds derived from thieno[2,3-b]pyridine. Journal of Heterocyclic Chemistry 2019; 56: 3102–3121. doi: 10.1002/jhet.3709
27. Murugavel S, Ravikumar C, Jaabil G, Alagusundaram P. Synthesis, computational quantum chemical study, in silico ADMET and molecular docking analysis, in vitro biological evaluation of a novel sulfur heterocyclic thiophene derivative containing 1,2,3-triazole and pyridine moieties as a potential human topoisomerase IIα inhibiting anticancer agent. Computational Biology and Chemistry 2019; 79: 73–82. doi: 10.1016/j.compbiolchem.2019.01.013
28. Altaf AA, Shahzad A, Gul Z, et al. A review on the medicinal importance of pyridine derivatives. Journal of Drug Design and Medicinal Chemistry 2015; 1(1): 1–11. doi: 10.11648/j.jddmc.20150101.11
29. De S, SK AK, Shah SK, et al. Pyridine: The scaffolds with significant clinical diversity. RSC Advances 2022; 12: 15385–15406. doi: 10.1039/d2ra01571d
30. Sahu R, Mishra R, Kumar R, et al. Pyridine moiety: An insight into recent advances in the treatment of cancer. Mini-Reviews in Medicinal Chemistry 2022; 22(2): 248–272. doi: 10.2174/1389557521666210614162031
DOI: https://doi.org/10.24294/ace.v6i2.2053
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