Synthesis and in vitro antimycobacterial potential of novel hydrazones of eugenol
Fifty one hydrazone derivatives of eugenol were designed and docked with 2NSD and 2X22 (enzymes of H37Rv strain) using Schrodinger v7.4. The selective ten hydrazone derivatives (4, 5, 11, 18, 30, 34, 35, 37, 42, and 45) of eugenol were synthesized via esterification, hydrazination and treatment with...
| Main Authors: | , , , |
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| Format: | Article |
| Language: | English |
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Elsevier
2020-02-01
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| Series: | Arabian Journal of Chemistry |
| Online Access: | http://www.sciencedirect.com/science/article/pii/S1878535219301066 |
| _version_ | 1818056325633933312 |
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| author | Sachin H. Rohane Ashlesha J. Chauhan Neeraj Kumar Fuloria Shivkanya Fuloria |
| author_facet | Sachin H. Rohane Ashlesha J. Chauhan Neeraj Kumar Fuloria Shivkanya Fuloria |
| author_sort | Sachin H. Rohane |
| collection | DOAJ |
| description | Fifty one hydrazone derivatives of eugenol were designed and docked with 2NSD and 2X22 (enzymes of H37Rv strain) using Schrodinger v7.4. The selective ten hydrazone derivatives (4, 5, 11, 18, 30, 34, 35, 37, 42, and 45) of eugenol were synthesized via esterification, hydrazination and treatment with different aldehydes. Synthesized compounds were characterized by IR, 1H NMR, and LCMS data. The compounds were evaluated for their antitubercular potential against H37Rv using microplate alamar blue assay (MABA). The study revealed that all synthesized compounds were significantly active at concentration 50 and 100 μg/ml, whereas compound 11 exhibited activity at 25 μg/ml. Present study showed that antitubercular activity of novel hydrazone derivatives of eugenol is strongly connected with the position of the substituent on aromatic aldehyde or ketones. Keywords: Hydrazone, Molecular docking, Antimycobacterial activity |
| first_indexed | 2024-12-10T12:27:03Z |
| format | Article |
| id | doaj.art-b3d9789bf9294bf3897b6a3a51c2623a |
| institution | Directory Open Access Journal |
| issn | 1878-5352 |
| language | English |
| last_indexed | 2024-12-10T12:27:03Z |
| publishDate | 2020-02-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Arabian Journal of Chemistry |
| spelling | doaj.art-b3d9789bf9294bf3897b6a3a51c2623a2022-12-22T01:48:56ZengElsevierArabian Journal of Chemistry1878-53522020-02-0113244954504Synthesis and in vitro antimycobacterial potential of novel hydrazones of eugenolSachin H. Rohane0Ashlesha J. Chauhan1Neeraj Kumar Fuloria2Shivkanya Fuloria3Department of Pharmaceutical Chemistry, Kadi Sarva Vishwavidyalaya, Gandhinagar 382015, India; Corresponding author.Department of Chemistry, K.B. Institute of Pharmaceutical Education and Research, Gandhinagar 382023, Gujarat, IndiaFaculty of Pharmacy, AIMST University, Semeling, Bedong, Kedah 08100, MalaysiaFaculty of Pharmacy, AIMST University, Semeling, Bedong, Kedah 08100, MalaysiaFifty one hydrazone derivatives of eugenol were designed and docked with 2NSD and 2X22 (enzymes of H37Rv strain) using Schrodinger v7.4. The selective ten hydrazone derivatives (4, 5, 11, 18, 30, 34, 35, 37, 42, and 45) of eugenol were synthesized via esterification, hydrazination and treatment with different aldehydes. Synthesized compounds were characterized by IR, 1H NMR, and LCMS data. The compounds were evaluated for their antitubercular potential against H37Rv using microplate alamar blue assay (MABA). The study revealed that all synthesized compounds were significantly active at concentration 50 and 100 μg/ml, whereas compound 11 exhibited activity at 25 μg/ml. Present study showed that antitubercular activity of novel hydrazone derivatives of eugenol is strongly connected with the position of the substituent on aromatic aldehyde or ketones. Keywords: Hydrazone, Molecular docking, Antimycobacterial activityhttp://www.sciencedirect.com/science/article/pii/S1878535219301066 |
| spellingShingle | Sachin H. Rohane Ashlesha J. Chauhan Neeraj Kumar Fuloria Shivkanya Fuloria Synthesis and in vitro antimycobacterial potential of novel hydrazones of eugenol Arabian Journal of Chemistry |
| title | Synthesis and in vitro antimycobacterial potential of novel hydrazones of eugenol |
| title_full | Synthesis and in vitro antimycobacterial potential of novel hydrazones of eugenol |
| title_fullStr | Synthesis and in vitro antimycobacterial potential of novel hydrazones of eugenol |
| title_full_unstemmed | Synthesis and in vitro antimycobacterial potential of novel hydrazones of eugenol |
| title_short | Synthesis and in vitro antimycobacterial potential of novel hydrazones of eugenol |
| title_sort | synthesis and in vitro antimycobacterial potential of novel hydrazones of eugenol |
| url | http://www.sciencedirect.com/science/article/pii/S1878535219301066 |
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