Synthesis, Spectral Characterization, in silico Molecular Docking and Pharmacological Screening of Some Quinazoline Analogues as Anticonvulsants

Girish D. Dahikar; Rajendra O. Ganjiwale

doi:10.14233/ajchem.2025.33816

Issue

Vol. 37 No. 6 (2025): Vol 37 Issue 6, 2025

Issue Published : 27 May 2025

This work is licensed under a Creative Commons Attribution 4.0 International License.

Synthesis, Spectral Characterization, in silico Molecular Docking and Pharmacological Screening of Some Quinazoline Analogues as Anticonvulsants

https://doi.org/10.14233/ajchem.2025.33816

Girish D. Dahikar

Department of Pharmaceutical Chemistry, Institute of Pharmaceutical Education and Research (Affiliated to Rashtrasant Tukadoji Maharaj Nagpur University, Nagpur), Borgaon (Meghe), Wardha-442001, India

https://orcid.org/0000-0002-2284-535X

Rajendra O. Ganjiwale

https://orcid.org/0000-0002-5707-7434

Corresponding Author(s) : Girish D. Dahikar

girishdd1@rediffmail.com

Asian Journal of Chemistry, Vol. 37 No. 6 (2025): Vol 37 Issue 6, 2025
Article Published : 27 May 2025

Abstract

A new analogues of 2-methyl-3-(6-substituted-benzothiazol-2-yl)-3H-quinazolin-4-one [Dm1-Dm5] and their 6-bromo analogues [Dm6-Dm10], similarly a new analogues of 2-methyl-3-(pyridin-4-yl-formamide)-3H-quinazolin-4-one [Em1] and its 6-bromo analogue [Em2] were synthesized and characterized by melting point, elemental and spectral [FTIR, (¹H and ¹³C) NMR and MS] methods. The anticonvulsant activity of selected analogues was assessed against maximal electroshock (MES) induced convulsions model in albino mice. The selected analogues were injected intraperitoneally at dose 20 mg/kg body weight and LD₅₀, ED₅₀ and TI values were determined. Among the tested analogues, electron withdrawing groups (-NO₂, -Br) containing analogues (Dm4, Dm8, Dm10) shows better potency than the electron releasing groups containing analogues. The activity was determined to be significant at p < 0.05 with regard to standard diazepam. Similarly, the electron withdrawing groups containing compounds shows better docking score against the protein 6X3X.

Keywords

Quinazoline Benzothiazole Isonicotinamide Anticonvulsant Maximal electroshock Docking studies 6X3X protein

(1)

Dahikar, G. D.; Ganjiwale, R. O. Synthesis, Spectral Characterization, in Silico Molecular Docking and Pharmacological Screening of Some Quinazoline Analogues As Anticonvulsants. ajc 2025, 37, 1415-1420.

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References

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R.S. Chopade, R.H. Bahekar, P.B. Khedekar, K.P. Bhusari and A.R. Ram Rao, Arch Pharm, 8, 381 (2002); https://doi.org/10.1002/1521-4184(200211)335:8<381:AID-ARDP381>3.0.CO;2-S

A.S. El-Azab, K.E.H. El-Tahir and S.M. Attia, Monatsh. Chem., 142, 837 (2011); https://doi.org/10.1007/s00706-011-0525-3

Archana, V.K. Shrivastava, R. Chander and A. Kumar, Indian J. Chem., 41B, 2371 (2002).

J. Mizoule, B. Meldrum, M. Mazadier, M. Croucher, C. Ollat, A. Uzan, J.J. Legrand, C. Gueremy and G. Le Fur, Neuropharmacology, 24, 767 (1985); https://doi.org/10.1016/0028-3908(85)90011-5

K.D. Tripathi, Essentials of Medical Pharmacology, Jaypee Brothers Medical Publishers, New Delhi., edn. 7, pp. 766-767 (2018).

H.D. Navadiyaa, N.K. Undaviaa and B.S. Patwab, J. Indian Chem. Soc., 86, 1118 (2009).

K. Hemalatha and K. Girija, Int. J. Pharm. Pharm. Sci., 3, 103 (2011).

S. Sharma, V.K. Srivastava and A. Kumar, Eur. J. Med. Chem., 37, 689 (2002); https://doi.org/10.1016/S0223-5234(02)01340-5

T.L. Dadmal, S.D. Katre, M.C. Mandewale and R.M. Kumbhare, New J. Chem., 42, 776 (2018); https://doi.org/10.1039/C7NJ03776G

D.J. Connolly, D. Cusack, T.P. O’Sullivan and P.J. Guiry, Tetrahedron, 61, 10153 (2005); https://doi.org/10.1016/j.tet.2005.07.010

M. Bugnon, U.F. Röhrig, M. Goullieux, M.A.S. Perez, A. Daina, O. Michielin and V. Zoete, Nucleic Acids Res., 52W1, 324 (2021); https://doi.org/10.1093/nar/gkae300

J. Eberhardt, D. Santos-Martins, A.F. Tillack and S. Forli, J. Chem. Inf. Model., 61, 3891 (2021); https://doi.org/10.1021/acs.jcim.1c00203

J.J. Kim, A. Gharpure, J. Teng, Y. Zhuang, R.J. Howard, S. Zhu, C.M. Noviello, R.M. Walsh Jr., E. Lindahl and R.E. Hibbs, Nature, 585, 303 (2020); https://doi.org/10.1038/s41586-020-2654-5

H.M. Berman, J. Westbrook, Z. Feng, G. Gilliland, T.N. Bhat, H. Weissig, I.N. Shindyalov and P.E. Bourne, Nucleic Acids Res., 28, 235 (2000); https://doi.org/10.1093/nar/28.1.235

S. Dallakyan, MGLTools (2010); http://mgltools.scripps.edu/

E.A. Swinyard, W.C. Brown and L.S. Goodman, J. Pharmacol. Exp. Ther., 106, 319 (1952); https://doi.org/10.1016/S0022-3565(25)05100-6

Author biographies is not available.