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Synthesis, Characterization and Biological Evaluation of New Benzamidine Derivatives: Antibiotics for Periimplantitis Causing Pathogen

Periimplantitis (PI) is complex polymicrobial disease, which destroys implant-supporting tissue. Although facts suggest several synthetic inhibitors of periimplantitis causing bacteria (PCB), but the undesirable side effects of them limits their application. Hence, current investigation was intended...

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Main Authors: Ajay, Jain, Mohammad Auwal, Sa'ad, S., Ugrappa, Kavitha, Ramasamy, Dharshini, Jagadeesan, Wu, Yuan Seng *, Pattabhiraman, Lalitha, Manickam, Ravichandran, Noor S., N.F.M., Fuloria, Shivkanya, Fuloria, Neeraj Kumar
Format: Article
Published: Asian Journal of Chemistry 2023
Subjects:
QR Microbiology
RC Internal medicine
RM Therapeutics. Pharmacology
Online Access:http://eprints.sunway.edu.my/2757/
https://doi.org/10.14233/ajchem.2023.28022
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spelling my.sunway.eprints.27572024-07-08T03:45:20Z http://eprints.sunway.edu.my/2757/ Synthesis, Characterization and Biological Evaluation of New Benzamidine Derivatives: Antibiotics for Periimplantitis Causing Pathogen Ajay, Jain Mohammad Auwal, Sa'ad S., Ugrappa Kavitha, Ramasamy Dharshini, Jagadeesan Wu, Yuan Seng * Pattabhiraman, Lalitha Manickam, Ravichandran Noor S., N.F.M. Fuloria, Shivkanya Fuloria, Neeraj Kumar QR Microbiology RC Internal medicine RM Therapeutics. Pharmacology Periimplantitis (PI) is complex polymicrobial disease, which destroys implant-supporting tissue. Although facts suggest several synthetic inhibitors of periimplantitis causing bacteria (PCB), but the undesirable side effects of them limits their application. Hence, current investigation was intended to carry out the synthesis, characterization, in vitro antimicrobial evaluation and cytotoxicity (cell viability) analysis of new benzamidine derivatives (NBDs) against periimplantitis causing bacteria. Present study involved synthesis of 2-(4-((4-substituted)carbamothioyl)phenoxy)-N-(4-substituted benzylidene)acetohydrazide (4a-c) by treatment of different aromatic aldehydes with 2-(4-carbamothioylphenoxy)acetohydrazide (3), that was obtained by hydrazination of ethyl 2-(4-carbamothioylphenoxy)acetate (2), the derivative of 4-hydroxybenzothioamide (1). The synthesized compounds (NBDs) were subjected to FTIR, 1H NMR, 13C NMR and mass spectrometric characterization. All NBDs were further investigated for their antimicrobial potential (MIC and MBC) against P. gingivalis the PCB, using micro-broth dilution method. The NBDs were also tested for their cytotoxicity (cell viability) against HEK 293 cells using MTT assay. The present study successfully synthesized and elucidated the structures of the synthesized NBDs. The NBDs when tested against P. gingivalis exhibited MIC ranging between 62.5-500 μg/mL, whereas NBDs 4a and 4b exhibited MBC of 125 and 62.5 μg/mL respectively. Also, all NBDs exhibited weak cytotoxicity (cell viability more than 80%) against HEK 293 at 7.81 μg/mL. The significant antimicrobial activity of NBDs and higher cell viability (safety) against P. gingivalis supports their potential application in periimplantitis treatment, however these NBDs must be further investigated for the additional in vivo and clinical studies. Asian Journal of Chemistry 2023 Article PeerReviewed Ajay, Jain and Mohammad Auwal, Sa'ad and S., Ugrappa and Kavitha, Ramasamy and Dharshini, Jagadeesan and Wu, Yuan Seng * and Pattabhiraman, Lalitha and Manickam, Ravichandran and Noor S., N.F.M. and Fuloria, Shivkanya and Fuloria, Neeraj Kumar (2023) Synthesis, Characterization and Biological Evaluation of New Benzamidine Derivatives: Antibiotics for Periimplantitis Causing Pathogen. Asian Journal of Chemistry, 35 (8). ISSN 0975-427X https://doi.org/10.14233/ajchem.2023.28022 10.14233/ajchem.2023.28022
institution Sunway University
building Sunway Campus Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider Sunway University
content_source Sunway Institutional Repository
url_provider http://eprints.sunway.edu.my/
topic QR Microbiology
RC Internal medicine
RM Therapeutics. Pharmacology
spellingShingle QR Microbiology
RC Internal medicine
RM Therapeutics. Pharmacology
Ajay, Jain
Mohammad Auwal, Sa'ad
S., Ugrappa
Kavitha, Ramasamy
Dharshini, Jagadeesan
Wu, Yuan Seng *
Pattabhiraman, Lalitha
Manickam, Ravichandran
Noor S., N.F.M.
Fuloria, Shivkanya
Fuloria, Neeraj Kumar
Synthesis, Characterization and Biological Evaluation of New Benzamidine Derivatives: Antibiotics for Periimplantitis Causing Pathogen
description Periimplantitis (PI) is complex polymicrobial disease, which destroys implant-supporting tissue. Although facts suggest several synthetic inhibitors of periimplantitis causing bacteria (PCB), but the undesirable side effects of them limits their application. Hence, current investigation was intended to carry out the synthesis, characterization, in vitro antimicrobial evaluation and cytotoxicity (cell viability) analysis of new benzamidine derivatives (NBDs) against periimplantitis causing bacteria. Present study involved synthesis of 2-(4-((4-substituted)carbamothioyl)phenoxy)-N-(4-substituted benzylidene)acetohydrazide (4a-c) by treatment of different aromatic aldehydes with 2-(4-carbamothioylphenoxy)acetohydrazide (3), that was obtained by hydrazination of ethyl 2-(4-carbamothioylphenoxy)acetate (2), the derivative of 4-hydroxybenzothioamide (1). The synthesized compounds (NBDs) were subjected to FTIR, 1H NMR, 13C NMR and mass spectrometric characterization. All NBDs were further investigated for their antimicrobial potential (MIC and MBC) against P. gingivalis the PCB, using micro-broth dilution method. The NBDs were also tested for their cytotoxicity (cell viability) against HEK 293 cells using MTT assay. The present study successfully synthesized and elucidated the structures of the synthesized NBDs. The NBDs when tested against P. gingivalis exhibited MIC ranging between 62.5-500 μg/mL, whereas NBDs 4a and 4b exhibited MBC of 125 and 62.5 μg/mL respectively. Also, all NBDs exhibited weak cytotoxicity (cell viability more than 80%) against HEK 293 at 7.81 μg/mL. The significant antimicrobial activity of NBDs and higher cell viability (safety) against P. gingivalis supports their potential application in periimplantitis treatment, however these NBDs must be further investigated for the additional in vivo and clinical studies.
format Article
author Ajay, Jain
Mohammad Auwal, Sa'ad
S., Ugrappa
Kavitha, Ramasamy
Dharshini, Jagadeesan
Wu, Yuan Seng *
Pattabhiraman, Lalitha
Manickam, Ravichandran
Noor S., N.F.M.
Fuloria, Shivkanya
Fuloria, Neeraj Kumar
author_facet Ajay, Jain
Mohammad Auwal, Sa'ad
S., Ugrappa
Kavitha, Ramasamy
Dharshini, Jagadeesan
Wu, Yuan Seng *
Pattabhiraman, Lalitha
Manickam, Ravichandran
Noor S., N.F.M.
Fuloria, Shivkanya
Fuloria, Neeraj Kumar
author_sort Ajay, Jain
title Synthesis, Characterization and Biological Evaluation of New Benzamidine Derivatives: Antibiotics for Periimplantitis Causing Pathogen
title_short Synthesis, Characterization and Biological Evaluation of New Benzamidine Derivatives: Antibiotics for Periimplantitis Causing Pathogen
title_full Synthesis, Characterization and Biological Evaluation of New Benzamidine Derivatives: Antibiotics for Periimplantitis Causing Pathogen
title_fullStr Synthesis, Characterization and Biological Evaluation of New Benzamidine Derivatives: Antibiotics for Periimplantitis Causing Pathogen
title_full_unstemmed Synthesis, Characterization and Biological Evaluation of New Benzamidine Derivatives: Antibiotics for Periimplantitis Causing Pathogen
title_sort synthesis, characterization and biological evaluation of new benzamidine derivatives: antibiotics for periimplantitis causing pathogen
publisher Asian Journal of Chemistry
publishDate 2023
url http://eprints.sunway.edu.my/2757/
https://doi.org/10.14233/ajchem.2023.28022
_version_ 1804069668042833920
score 13.211869

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