Synthesis, antifungal, antileishmanial evaluation, and molecular docking study of some 3-(4-((chlorobenzyloxyphenyl)aminomethyl)quinazolin-4(3H)-ones Reena Jaiswal, Nisheeth Rastogi, Aniruddh Prasad Chaudhary, Suresh Kumar Patel, Padam Kant Indian Journal of Heterocyclic Chemistry, 2025 A series of 3-(4-((chlorobenzyloxyphenyl)aminomethyl)quinazolin-4(3H)-ones 2(a-j) was synthesized by aminomethylation of quinazolin-4(3H)-one (1) and 2-phenylquinazolin-4(3H)-one (1a) with 4-(chlorobenzyloxy)anilines in the presence of formaldehyde. All the synthesized compounds were screened for their in vitro antifungal activity against human pathogenic fungi and for in vitro antileishmanial activity against Leishmania donovani promastigotes. In addition, molecular docking was performed for compounds such as 2a, 2d, 2i, and 2j.. KEYWORDS :Quinazolinone, Antifungal activity, Antileishmanial activity, Molecular docking
Synthesis, Antifungal Evaluation of 3-[{(1-aminomethyl)-5,7-dimethyl-2-oxoindolin-3-ylidene} amino]-2-phenylquinazolin-4(3H)-ones and their NLO, MESP, Global Reactivity Descriptor, and AIM Study through DFT Approach Reena Jaiswal, Nisheeth Rastogi, Aniruddh Prasad Chaudhary, Sudhir Kumar Srivastava, Padam Kant Letters in Organic Chemistry, 2023 A series of fused 3-[{(1-aminomethyl)-5,7-dimethyl-2-oxoindolin-3-ylidene}amino]-2- phenylquinazolin-4(3H)-ones 4(i-ix)) has been designed and synthesized by the condensation reaction between 3-amino -2-phenylquinazolin-4(3H)-one and 5,7-dimethylindolin-2,3-dione, followed by aminomethylation with secondary amines in the presence of formaldehyde and were also screened for their antifungal potential against human pathogenic fungi. The structures of all synthesized compounds have been established with the help of elemental and spectral analysis, such as NMR, FT-IR and mass spectrometry. Out of all synthesized compounds 4(i-ix), theoretical calculation was performed for 3-((5,7-dimethyl-1-(morpholinomethyl)-2-oxoindolin-3-ylidene)amino)-2-phenylquinazolin- 4(3H)-one (4i). The experimental 1H was compared with theoretically calculated values by using B3LYP/6-31G (d, p) level through the GIAO approach. The higher value of first-order hyper polarizability predicted (4i) may be used as NLO material. To explore molecular stability, three intermolecular interactions, such as N8—O22··· H47, C37—H64 ···N12, and C23—H45 ···C30, were observed through the QTAIM approach. In addition, global reactivity descriptor and molecular electrostatic potential were computed for the prediction of reactivity and reactive sites.
Evaluation of chemoprotective effect of quercetin from argyreia speciosa against N-methyl-N-Nitro-N-Nitrosoguanidine and NaCl-Induced gastric carcinomas in wistar rats Lubna Azmi, Ila Shukla, Shyam Sundar Gupta, Aniruddh Chaudhary, Padam Kant, Narayan Prasad Yadav, Chandana Venkateswara Rao Pharmacognosy Journal, 2018 Objectives: This study was carried out to investigate the chemo protective potential of Quercetin, an isolated compound from Argyreia speciosa, on N-methyl-N-nitro-N-nitrosoguanidine and NaCl-induced gastric carcinomas in Wistar rats. Methods: The rats were fed with a diet supplemented with 8% NaCl and simultaneously given N-methyl-N-nitro-N-nitrosoguanidine. After administration of the carcinogen, quercetin was administered. The whole stomach and a part of duodenum were sampled, cut open and tumors were recorded. The specimens were histopathologically investigated and the expression of surviving was examined with immunohistochemical analysis. Results and Conclusion: The treatment with quercetin significantly increases body weight in the rats after N-methyl-N-nitro-N-nitrosoguanidine administration. Survivin expression in glandular stomachs of normal rats, of rats in adenocarcinomas and quercetin at dose dependent manner treated rats were 0%, 90%, 75%, 33.3-25%, respectively. Compared with the survivin expression in negative rats, the differences were significant. Compared with the survivin expression in normal rats, the differences were significant. Histological observations of stomach tissues too correlated with the biochemical observations. These findings indicated that the Quercetin treatment could stimulate immunity activity in rats with N-methyl-N-nitro-N-nitrosoguanidine induced gastric carcinoma and have pronounced effect on survivin which is an attractive target for gastric cancer therapy.
Retraction notice to" Synthesis, spectral analysis, molecular docking and DFT studies of 3-(2, 6-dichlorophenyl)-acrylamide and its dimer through QTAIM approach"[Heliyon 6 … AK Shukla, AP Chaudhary, J Pandey Heliyon 12 (5) , 2026 2026.0
Synthesis, antifungal, antileishmanial evaluation, and molecular docking study of some 3-(4-((chlorobenzyloxyphenyl) aminomethyl) quinazolin-4 (3H)-ones R Jaiswal, N Rastogi, AP Chaudhary, SK Patel, P Kant Indian Journal of Heterocyclic Chemistry 35 (04), 853-860 , 2025 2025.0
Synthesis, Antifungal Evaluation of 3-[{(1-aminomethyl)-5, 7-dimethyl-2-oxoindolin-3-ylidene} amino]-2-phenylquinazolin-4 (3H)-ones and their NLO, MESP, Global Reactivity … R Jaiswal, N Rastogi, AP Chaudhary, SK Srivastava, P Kant Letters in Organic Chemistry 20 (4), 326-336 , 2023 2023.0 Citations: 2
Design, synthesis, antibacterial evaluation, molecular docking and computational study of 4-alkoxy/aryloxyphenyl cyclopropyl methane oxime derivatives AP Chaudhary, AK Shukla, P Kant Computational Biology and Chemistry 91, 107434 , 2021 2021.0 Citations: 6
Synthesis, spectral analysis, molecular docking and DFT studies of 3-(2, 6-dichlorophenyl)-acrylamide and its dimer through QTAIM approach AK Shukla, AP Chaudhary, J Pandey Heliyon 6 (10) , 2020 2020.0 Citations: 5
Synthesis, characterization and antimicrobial evaluation of N-(4-oxo-2phenyl/ thiophenylquinazolin-3(4H)-yl)-1H-indole-2 or 3-carboxamide derivatives PK Aniruddh Prasad Chaudhary, Akhilesh Kumar Shukla CHEMISTRY & BIOLOGY INTERFACE 8 (6), 359-372 , 2018 2018.0 Citations: 2
Synthesis and studies of biologically active N and S heterocycles AP Chaudhary https://shodhganga.inflibnet.ac.in/handle/10603/218436 , 2018 2018.0
Synthesis, Characterization and Bio Evaluation of N-(substituted)-2-[4-oxo-2-Phenylquinazolin-3 (4H)-yl] Acetohydrazide Derivatives AP Chaudhary, P Kant American Journal of Pharmtech Research 8 (4), 294-308 , 2018 2018.0 Citations: 2
Study of developments of biologically active Quinazolinones derivatives: A review. AP Chaudhary, AK Shukla, J Pandey, P Kant Chemistry & Biology Interface 8 (2) , 2018 2018.0 Citations: 16
Evaluation of Chemoprotective Effect of Quercetin from Argyreia speciosa against N-methyl-N-Nitro-N-Nitrosoguanidine and NaCl-Induced Gastric Carcinomas in Wistar Rats. L Azmi, I Shukla, SS Gupta, A Chaudhary, P Kant, NP Yadav, CV Rao Pharmacognosy Journal 10 (2) , 2018 2018.0 Citations: 2
Study of Conformational as well as Spectral Analysis of 2-[((-1-benzyl-1H-1, 2, 3-triazol-4-yl) methyl) thio]-3-Phenylquinazolin-4 (-3H)-one through DFT Approach LAPK Aniruddh Prasad Chaudhary, Shailendra Kumar Bharti Journal of Biological and Chemical Research 34 (2), 787-803 , 2017 2017.0
Study of molecular structure, chemical reactivity and first hyperpolarizability of a newly synthesized N-(4-oxo-2-phenylquinazolin-3 (4H)-yl)-1H-indole-2-carboxamide using … AP Chaudhary, SK Bharti, S Kumar, K Ved, K Padam Journal of Molecular Structure 1148, 356-363 , 2017 2017.0 Citations: 25
Biodiesel: Reducing Environment Pollutant and Dependency on Petroleum Diesel APC Ved Kumar, Padam Kant Petroleum and Coal 59 (1), 89-99 , 2016 2016.0
Rediscovering Natural Bioactive Molecules: From Traditional Wisdom to Modern Therapeutics SK Patel, AP Chaudhary
MOST CITED SCHOLAR PUBLICATIONS
Study of molecular structure, chemical reactivity and first hyperpolarizability of a newly synthesized N-(4-oxo-2-phenylquinazolin-3 (4H)-yl)-1H-indole-2-carboxamide using … AP Chaudhary, SK Bharti, S Kumar, K Ved, K Padam Journal of Molecular Structure 1148, 356-363 , 2017 2017.0 Citations: 25
Study of developments of biologically active Quinazolinones derivatives: A review. AP Chaudhary, AK Shukla, J Pandey, P Kant Chemistry & Biology Interface 8 (2) , 2018 2018.0 Citations: 16
Design, synthesis, antibacterial evaluation, molecular docking and computational study of 4-alkoxy/aryloxyphenyl cyclopropyl methane oxime derivatives AP Chaudhary, AK Shukla, P Kant Computational Biology and Chemistry 91, 107434 , 2021 2021.0 Citations: 6
Synthesis, spectral analysis, molecular docking and DFT studies of 3-(2, 6-dichlorophenyl)-acrylamide and its dimer through QTAIM approach AK Shukla, AP Chaudhary, J Pandey Heliyon 6 (10) , 2020 2020.0 Citations: 5
Synthesis, Antifungal Evaluation of 3-[{(1-aminomethyl)-5, 7-dimethyl-2-oxoindolin-3-ylidene} amino]-2-phenylquinazolin-4 (3H)-ones and their NLO, MESP, Global Reactivity … R Jaiswal, N Rastogi, AP Chaudhary, SK Srivastava, P Kant Letters in Organic Chemistry 20 (4), 326-336 , 2023 2023.0 Citations: 2
Synthesis, characterization and antimicrobial evaluation of N-(4-oxo-2phenyl/ thiophenylquinazolin-3(4H)-yl)-1H-indole-2 or 3-carboxamide derivatives PK Aniruddh Prasad Chaudhary, Akhilesh Kumar Shukla CHEMISTRY & BIOLOGY INTERFACE 8 (6), 359-372 , 2018 2018.0 Citations: 2
Synthesis, Characterization and Bio Evaluation of N-(substituted)-2-[4-oxo-2-Phenylquinazolin-3 (4H)-yl] Acetohydrazide Derivatives AP Chaudhary, P Kant American Journal of Pharmtech Research 8 (4), 294-308 , 2018 2018.0 Citations: 2
Evaluation of Chemoprotective Effect of Quercetin from Argyreia speciosa against N-methyl-N-Nitro-N-Nitrosoguanidine and NaCl-Induced Gastric Carcinomas in Wistar Rats. L Azmi, I Shukla, SS Gupta, A Chaudhary, P Kant, NP Yadav, CV Rao Pharmacognosy Journal 10 (2) , 2018 2018.0 Citations: 2
Retraction notice to" Synthesis, spectral analysis, molecular docking and DFT studies of 3-(2, 6-dichlorophenyl)-acrylamide and its dimer through QTAIM approach"[Heliyon 6 … AK Shukla, AP Chaudhary, J Pandey Heliyon 12 (5) , 2026 2026.0
Synthesis, antifungal, antileishmanial evaluation, and molecular docking study of some 3-(4-((chlorobenzyloxyphenyl) aminomethyl) quinazolin-4 (3H)-ones R Jaiswal, N Rastogi, AP Chaudhary, SK Patel, P Kant Indian Journal of Heterocyclic Chemistry 35 (04), 853-860 , 2025 2025.0
Synthesis and studies of biologically active N and S heterocycles AP Chaudhary https://shodhganga.inflibnet.ac.in/handle/10603/218436 , 2018 2018.0
Study of Conformational as well as Spectral Analysis of 2-[((-1-benzyl-1H-1, 2, 3-triazol-4-yl) methyl) thio]-3-Phenylquinazolin-4 (-3H)-one through DFT Approach LAPK Aniruddh Prasad Chaudhary, Shailendra Kumar Bharti Journal of Biological and Chemical Research 34 (2), 787-803 , 2017 2017.0
Biodiesel: Reducing Environment Pollutant and Dependency on Petroleum Diesel APC Ved Kumar, Padam Kant Petroleum and Coal 59 (1), 89-99 , 2016 2016.0
Rediscovering Natural Bioactive Molecules: From Traditional Wisdom to Modern Therapeutics SK Patel, AP Chaudhary
