Consolidated antimicrobial and anticancer activities through newly synthesized novel series of pyrazoles bearing indazolylthiazole moiety: characterization and molecular docking
El-fakharany, E., Dawoud, N., El-gendi, H., Emara, A., Lottfy, D. (2021). Consolidated antimicrobial and anticancer activities through newly synthesized novel series of pyrazoles bearing indazolylthiazole moiety: characterization and molecular docking. EKB Journal Management System, 64(11), 6571-6582. doi: 10.21608/ejchem.2021.83623.4104
Esmail El-fakharany; Nadia Dawoud; Hamada El-gendi; Abdallah Emara; Doaa Lottfy. "Consolidated antimicrobial and anticancer activities through newly synthesized novel series of pyrazoles bearing indazolylthiazole moiety: characterization and molecular docking". EKB Journal Management System, 64, 11, 2021, 6571-6582. doi: 10.21608/ejchem.2021.83623.4104
El-fakharany, E., Dawoud, N., El-gendi, H., Emara, A., Lottfy, D. (2021). 'Consolidated antimicrobial and anticancer activities through newly synthesized novel series of pyrazoles bearing indazolylthiazole moiety: characterization and molecular docking', EKB Journal Management System, 64(11), pp. 6571-6582. doi: 10.21608/ejchem.2021.83623.4104
El-fakharany, E., Dawoud, N., El-gendi, H., Emara, A., Lottfy, D. Consolidated antimicrobial and anticancer activities through newly synthesized novel series of pyrazoles bearing indazolylthiazole moiety: characterization and molecular docking. EKB Journal Management System, 2021; 64(11): 6571-6582. doi: 10.21608/ejchem.2021.83623.4104

Consolidated antimicrobial and anticancer activities through newly synthesized novel series of pyrazoles bearing indazolylthiazole moiety: characterization and molecular docking

Egyptian Journal of Chemistry
Article 44, Volume 64, Issue 11, November 2021, Page 6571-6582  XML PDF (951.73 K)
Document Type: Original Article
DOI: 10.21608/ejchem.2021.83623.4104
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Authors
Esmail El-fakharanyorcid 1; Nadia Dawoud email orcid 2; Hamada El-gendi1; Abdallah Emara3; Doaa Lottfy2
1Genetic engineering and biotechnology research institute, City for scientific research and technology application (SRTA city)
2Yossef Abbas street
3Al-Azhar University /Faculty of pharmacy(boys)
Abstract
A new series of pyrazoles have been synthesized via 2-(3-phenyl-1,3,4,5,6,7-hexahydro-2H-indazol-2-yl)thiazol-4(5H)-one(2), which on treatment with phosphorus pentachloride and phosphoryl chloride afforded 4-chlorothiazole derivative(3). Reaction of 3 with hydrazine hydrate in boiling gave 4- hydrazineylthiazole derivative (4). Heterocyclization of 4 with aromatic aldehydes and active methylene compounds afforded the pyrazole derivatives (5-8). The synthesized pyrazoles (5–8) and their precursor (1–4) were evaluated for antimicrobial activities. All prepared compounds revealed abroad-spectrum antimicrobial activity with maximum inhibition activity against Streptococcus mutans. Compound 3 revealed the most potent antibiofilm inhibition activity against the three used pathogens. Additionally, all compounds (1-8) were also tested for cytotoxic activity against hepatoma and colon carcinoma cell lines. Compounds 3, 5 and 7 displayed good to excellent activity against all tested tumor cells with IC50 values ranged from 6.13 to 23.85 μg/ml. On the other hand, all compounds were evaluated for cytotoxic activity on normal human melanocytes cell lines and found to be signified its high selectivity toward cancer cells than normal cells. Moreover, the molecular modeling study was carried out using (MOE 2014) software. The computational studies are confirming the results in biological activity.
Keywords
Microwave assisted synthesis; Indazolylthiazolodinone; Hydrazineyl Indazolylthiazole; Pyrazoles; Antimicrobial; Anti-cancer; Molecular docking
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