Synthesis and in vitro antimycobacterial potential of novel hydrazones of eugenol

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...

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Main Authors: Sachin H. Rohane, Ashlesha J. Chauhan, Neeraj Kumar Fuloria, Shivkanya Fuloria
Format: Article
Language:English
Published: Elsevier 2020-02-01
Series:Arabian Journal of Chemistry
Online Access:http://www.sciencedirect.com/science/article/pii/S1878535219301066
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spelling doaj-b3d9789bf9294bf3897b6a3a51c2623a2020-11-25T00:18:41ZengElsevierArabian 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
collection DOAJ
language English
format Article
sources DOAJ
author Sachin H. Rohane
Ashlesha J. Chauhan
Neeraj Kumar Fuloria
Shivkanya Fuloria
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
author_facet Sachin H. Rohane
Ashlesha J. Chauhan
Neeraj Kumar Fuloria
Shivkanya Fuloria
author_sort Sachin H. Rohane
title 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_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_sort synthesis and in vitro antimycobacterial potential of novel hydrazones of eugenol
publisher Elsevier
series Arabian Journal of Chemistry
issn 1878-5352
publishDate 2020-02-01
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
url http://www.sciencedirect.com/science/article/pii/S1878535219301066
work_keys_str_mv AT sachinhrohane synthesisandinvitroantimycobacterialpotentialofnovelhydrazonesofeugenol
AT ashleshajchauhan synthesisandinvitroantimycobacterialpotentialofnovelhydrazonesofeugenol
AT neerajkumarfuloria synthesisandinvitroantimycobacterialpotentialofnovelhydrazonesofeugenol
AT shivkanyafuloria synthesisandinvitroantimycobacterialpotentialofnovelhydrazonesofeugenol
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