Copyright (c) 2023 SANJAY P. TAJANE, GANAPAVARAPU VEERA RAGHAVA SHARMA, SUSHILKUMAR DHANMANE, GANGA GORE
This work is licensed under a Creative Commons Attribution 4.0 International License.
Synthesis, Characterization and Biological Evaluation of Some Novel Pyrrolopyrimidine Analogues
Corresponding Author(s) : SUSHILKUMAR DHANMANE
Asian Journal of Chemistry,
Vol. 35 No. 10 (2023): Vol 35 Issue 10, 2023
Abstract
The evidences over drug resistance, narrow spectrum and side effects of commercially available antimicrobials intended present study to carry out synthesis and antimicrobial evaluation of some novel pyrrolopyrimidine analogues. Current study involved synthesis of some novel 4-[2-(substituted benzylidene)hydrazinyl]-7H-pyrrolo[2,3-d]pyrimidines (2a-j) followed by evaluation of their antimicrobial potential against bacterial and fungal strains. The synthesis of new pyrrolopyrimidine analogues 2a-j, was carried out in two distinct stages. In first step, azo compound 4-hydrazinyl-7H-pyrrolo[2,3-d]pyrimidine was synthesized by reacting hydrazine hydrate with 4-chloropyrrolopyrimidine, whereas in second step, novel imino analogues of 4-hydrazinyl-7H-pyrrolo[2,3-d]pyrimidines (2a-j) were synthesized by treating with various substituted benzaldehydes. All the synthesized compounds were subjected to characterization based on IR, 1H NMR and CHN analysis data. The synthesized compounds were also evaluated for their antibacterial and antifungal potential using disc diffusion method. Results of present study revealed that tested compounds possess significant inhibitory potential against tested bacterial and fungal strains. Present study concludes that novel compounds 2a-j possess high antibacterial and antifungal potential, however they must be further evaluated preclinically and clinically for their therapeutic significance.
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D.A. Berillo and M.A. Dyusebaeva, Saudi Pharm. J., 30, 1036 (2022); https://doi.org/10.1016/j.jsps.2022.04.009
M.M. Ghorab, M.S. Alsaisd and Y.M. Nissan, Acta Pol. Pharm., 72, 65 (2015).
L. Wang, X.o Liu, Y. Duan, X. Li, B. Zhao, C. Wang, Z. Xiao, P. Zheng, Q. Tang and Wu Zhu, Chem. Biol. Drug Des., 92, 1301 (2018); https://doi.org/10.1111/cbdd.13192
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T. Shoji, T. Okujima and S. Ito, Int. J. Mol. Sci., 21, 7087 (2020); https://doi.org/10.3390/ijms21197087
W.R. Pitt, D.M. Parry, B.G. Perry and C.R. Groom, J. Med. Chem., 52, 2952 (2009); https://doi.org/10.1021/jm801513z
A. Mallia and J. Sloop, Molecules, 28, 3201 (2023); https://doi.org/10.3390/molecules28073201
F. Ramezani-Gomari, S. Farahi and H. Arvinnezhad, Iran. J. Chem. Chem. Eng., 40, 888 (2021); https://doi.org/10.30492/IJCCE.2020.38166
V.A. Adole, T.B. Pawar and B.S. Jagdale, J. Chin. Chem. Soc., 67, 306 (2020); https://doi.org/10.14233/ajchem.2023.27719
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C. Femina Carolin, P. Senthil Kumar, B. Chitra, C. Fetcia Jackulin and R. Ramamurthy, J. Hazard. Mater., 415, 125716 (2021); https://doi.org/10.1016/j.jhazmat.2021.125716
D. Senol and I. Kaya, J. Saudi Chem. Soc., 21, 505 (2017); https://doi.org/10.1016/j.jscs.2015.05.006
C.E. Olsen, F.H. Blindheim, C.K. Søgaard, L.M. Røst, A.H. Singleton, O.E.T. Bergum, P. Bruheim, M. Otterlei, E. Sundby and B.H. Hoff, Antibiotics, 11, 984 (2022); https://doi.org/10.3390/antibiotics11080984
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