Ursolic Acid Hydrazide Based Organometallic Complexes: Synthesis, Characterization, Antibacterial, Antioxidant, and Docking Studies

In thecurrent research work,eleven metal complexes were synthesized from the hydrazide derivative of ursolic acid. Metal complexes of tin, antimony and iron were synthesized and characterized by FT-IR and NMR spectroscopy. The antibacterial and antioxidant activities were performed for these complex...

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Main Authors: Muafia Jabeen, Sajjad Ahmad, Khadija Shahid, Abdul Sadiq, Umer Rashid
Format: Article
Language:English
Published: Frontiers Media S.A. 2018-03-01
Series:Frontiers in Chemistry
Subjects:
Online Access:https://www.frontiersin.org/article/10.3389/fchem.2018.00055/full
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spelling doaj-29673467f08045ec995dc17cfd47c6b02020-11-24T21:58:35ZengFrontiers Media S.A.Frontiers in Chemistry2296-26462018-03-01610.3389/fchem.2018.00055312070Ursolic Acid Hydrazide Based Organometallic Complexes: Synthesis, Characterization, Antibacterial, Antioxidant, and Docking StudiesMuafia Jabeen0Sajjad Ahmad1Khadija Shahid2Abdul Sadiq3Umer Rashid4Department of Pharmaceutical Chemistry, Riphah Institute of Pharmaceutical Sciences, Riphah International University, Islamabad, PakistanDepartment of Pharmacy, University of Malakand, Chakdara, PakistanDepartment of Pharmaceutical Chemistry, Riphah Institute of Pharmaceutical Sciences, Riphah International University, Islamabad, PakistanDepartment of Pharmacy, University of Malakand, Chakdara, PakistanDepartment of Chemistry, COMSATS Institute of Information Technology, Abbottabad, PakistanIn thecurrent research work,eleven metal complexes were synthesized from the hydrazide derivative of ursolic acid. Metal complexes of tin, antimony and iron were synthesized and characterized by FT-IR and NMR spectroscopy. The antibacterial and antioxidant activities were performed for these complexes, which revealed that the metal complexes synthesized are more potent than their parent compounds. We observed that antioxidant activity showed by triphenyltin complex was significant and least activity have been shown by antimony trichloride complex. The synthesized metal complexes were then evaluated against two Gram-negative and two Gram-positive bacterial strains. Triphenyl tin complex emerged as potent antibacterial agent with MIC value of 8 μg/ml each against Shigellaspp, Salmonella typhi and Staphylococcus aureus. While, the MIC value against Streptococcus pneumoniae is 4 μg/ml. Computational docking studies were carried out on molecular targets to interpret the results of antioxidant and antibacterial activities. Based on the results, it may be inferred that the metal complexes of ursolic acid are more active as compared to the parent drug and may be proved for some other pharmacological potential by further analysis.https://www.frontiersin.org/article/10.3389/fchem.2018.00055/fullursolic acidtriterpenoidmetal complexhydrazineantioxidantantibacterial
collection DOAJ
language English
format Article
sources DOAJ
author Muafia Jabeen
Sajjad Ahmad
Khadija Shahid
Abdul Sadiq
Umer Rashid
spellingShingle Muafia Jabeen
Sajjad Ahmad
Khadija Shahid
Abdul Sadiq
Umer Rashid
Ursolic Acid Hydrazide Based Organometallic Complexes: Synthesis, Characterization, Antibacterial, Antioxidant, and Docking Studies
Frontiers in Chemistry
ursolic acid
triterpenoid
metal complex
hydrazine
antioxidant
antibacterial
author_facet Muafia Jabeen
Sajjad Ahmad
Khadija Shahid
Abdul Sadiq
Umer Rashid
author_sort Muafia Jabeen
title Ursolic Acid Hydrazide Based Organometallic Complexes: Synthesis, Characterization, Antibacterial, Antioxidant, and Docking Studies
title_short Ursolic Acid Hydrazide Based Organometallic Complexes: Synthesis, Characterization, Antibacterial, Antioxidant, and Docking Studies
title_full Ursolic Acid Hydrazide Based Organometallic Complexes: Synthesis, Characterization, Antibacterial, Antioxidant, and Docking Studies
title_fullStr Ursolic Acid Hydrazide Based Organometallic Complexes: Synthesis, Characterization, Antibacterial, Antioxidant, and Docking Studies
title_full_unstemmed Ursolic Acid Hydrazide Based Organometallic Complexes: Synthesis, Characterization, Antibacterial, Antioxidant, and Docking Studies
title_sort ursolic acid hydrazide based organometallic complexes: synthesis, characterization, antibacterial, antioxidant, and docking studies
publisher Frontiers Media S.A.
series Frontiers in Chemistry
issn 2296-2646
publishDate 2018-03-01
description In thecurrent research work,eleven metal complexes were synthesized from the hydrazide derivative of ursolic acid. Metal complexes of tin, antimony and iron were synthesized and characterized by FT-IR and NMR spectroscopy. The antibacterial and antioxidant activities were performed for these complexes, which revealed that the metal complexes synthesized are more potent than their parent compounds. We observed that antioxidant activity showed by triphenyltin complex was significant and least activity have been shown by antimony trichloride complex. The synthesized metal complexes were then evaluated against two Gram-negative and two Gram-positive bacterial strains. Triphenyl tin complex emerged as potent antibacterial agent with MIC value of 8 μg/ml each against Shigellaspp, Salmonella typhi and Staphylococcus aureus. While, the MIC value against Streptococcus pneumoniae is 4 μg/ml. Computational docking studies were carried out on molecular targets to interpret the results of antioxidant and antibacterial activities. Based on the results, it may be inferred that the metal complexes of ursolic acid are more active as compared to the parent drug and may be proved for some other pharmacological potential by further analysis.
topic ursolic acid
triterpenoid
metal complex
hydrazine
antioxidant
antibacterial
url https://www.frontiersin.org/article/10.3389/fchem.2018.00055/full
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