Comprehensive evaluation of antibacterial and anticancer activities from indole butanoic acid

Focus of this study is on the use of the hydrazone compound (3) (N-(4-bromobenzylidene)-4-(1H-indol-3-yl) butane hydrazide), which was previously prepared from the reaction of the compound p-bromobenzaldehyde with the corresponding hydrazide (2), as an intermediate compound for the synthesis of azet...

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Main Authors: Azhar H. Ali, Mohanad Yakdhan Saleh, Qusay Abdulazahra Yaqoob, Shakir M. Saied, Mohammed Sami Hasan, Khalid Ahmed Owaid, Basma A.A. Balboul, Heba.G. Abdelzaher, M.A. Abdelzaher, Alaa Muqbil Alsirhani
Format: Article
Language:English
Published: Elsevier 2025-03-01
Series:Journal of Genetic Engineering and Biotechnology
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Online Access:http://www.sciencedirect.com/science/article/pii/S1687157X24001550
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author Azhar H. Ali
Mohanad Yakdhan Saleh
Qusay Abdulazahra Yaqoob
Shakir M. Saied
Mohammed Sami Hasan
Khalid Ahmed Owaid
Basma A.A. Balboul
Heba.G. Abdelzaher
M.A. Abdelzaher
Alaa Muqbil Alsirhani
author_facet Azhar H. Ali
Mohanad Yakdhan Saleh
Qusay Abdulazahra Yaqoob
Shakir M. Saied
Mohammed Sami Hasan
Khalid Ahmed Owaid
Basma A.A. Balboul
Heba.G. Abdelzaher
M.A. Abdelzaher
Alaa Muqbil Alsirhani
author_sort Azhar H. Ali
collection DOAJ
description Focus of this study is on the use of the hydrazone compound (3) (N-(4-bromobenzylidene)-4-(1H-indol-3-yl) butane hydrazide), which was previously prepared from the reaction of the compound p-bromobenzaldehyde with the corresponding hydrazide (2), as an intermediate compound for the synthesis of azetidine, thiazolidine, tetrazole, oxadiazole and phthalazine heterocyclic compounds through its reaction with some cyclic reagents and catalysts such as chloro acetyl chloride, thioglycolic acid, sodium-azid, lead dioxide and Hydrogen chloride gas. The prepared compounds were characterized using physical properties and also spectroscopic methods such as infrared spectroscopy, nuclear magnetic resonance spectra of the proton and the isotope of carbon13 as well as mass spectrometry, which accurately identified the proposed structures of the prepared compounds. The identity of the prepared compounds was determined using physical and spectroscopic properties, where infrared and 1HNMR spectroscopy of the proton as well as carbon13 were used in addition to using mass spectrometry to verify the validity of the prepared structures. Conclusions: Also, the biological antibacterial evaluation of the compounds (4–8) was conducted and it gave a good result compared to the drug (8) used as a reference for the control, The MTT test was performed on the healthy and cancerous cells of the compounds (4,5,8) and gave an excellent result for the compound (8).
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spelling doaj-art-44aed1b6248c4295a9af7da954eb87fa2025-08-20T01:58:27ZengElsevierJournal of Genetic Engineering and Biotechnology1687-157X2025-03-0123110045210.1016/j.jgeb.2024.100452Comprehensive evaluation of antibacterial and anticancer activities from indole butanoic acidAzhar H. Ali0Mohanad Yakdhan Saleh1Qusay Abdulazahra Yaqoob2Shakir M. Saied3Mohammed Sami Hasan4Khalid Ahmed Owaid5Basma A.A. Balboul6Heba.G. Abdelzaher7M.A. Abdelzaher8Alaa Muqbil Alsirhani9Taq Harb Intermediate School for Boys, Directorate of Education in Nineveh, Ministry of Education, Mosul, IraqDepartment of Chemistry, College of Education for Pure Science, University of Mosul, Ministry of Higher Education and Scientific Research, Mosul, IraqDepartment of Surgery, College of Medicine, University of Kufa, Al-Kufa Street, Najaf, IraqCollege of Pharmacy, Al Noor University, Al-Shallalat Road, Nineveh, IraqAnesthesia Techniques Department, College of Health and Medical Techniques, Al-Mustaqbal University, 51001 Babylon, IraqDepartment of Chemistry, College of Education for Pure Science, University of Mosul, Ministry of Higher Education and Scientific Research, Mosul, IraqDepartment of Chemistry, College of Sciences, Jouf University, PO Box 72341, Sakaka, Saudi ArabiaDepartment of Clinical Pharmacy, Faculty of Pharmacy, Minia University, 61519 Minia, EgyptAnesthesia Techniques Department, College of Health and Medical Techniques, Al-Mustaqbal University, 51001 Babylon, Iraq; Department of Chemistry, College of Sciences, Jouf University, PO Box 72341, Sakaka, Saudi Arabia; Department of Clinical Pharmacy, Faculty of Pharmacy, Minia University, 61519 Minia, Egypt; Environmental Science and Industrial Development Department, Faculty of Postgraduate Studies for Advanced Sciences, Beni-Suef University, Beni-Suef 62511, Egypt; Corresponding author at: Anesthesia Techniques Department, College of Health and Medical Techniques, Al-Mustaqbal University, 51001 Babylon, Iraq. Environmental Science and Industrial Development Department, Faculty of Postgraduate Studies for Advanced Sciences, Beni-Suef University, Beni-Suef 62511, Egypt.Department of Chemistry, College of Sciences, Jouf University, PO Box 72341, Sakaka, Saudi ArabiaFocus of this study is on the use of the hydrazone compound (3) (N-(4-bromobenzylidene)-4-(1H-indol-3-yl) butane hydrazide), which was previously prepared from the reaction of the compound p-bromobenzaldehyde with the corresponding hydrazide (2), as an intermediate compound for the synthesis of azetidine, thiazolidine, tetrazole, oxadiazole and phthalazine heterocyclic compounds through its reaction with some cyclic reagents and catalysts such as chloro acetyl chloride, thioglycolic acid, sodium-azid, lead dioxide and Hydrogen chloride gas. The prepared compounds were characterized using physical properties and also spectroscopic methods such as infrared spectroscopy, nuclear magnetic resonance spectra of the proton and the isotope of carbon13 as well as mass spectrometry, which accurately identified the proposed structures of the prepared compounds. The identity of the prepared compounds was determined using physical and spectroscopic properties, where infrared and 1HNMR spectroscopy of the proton as well as carbon13 were used in addition to using mass spectrometry to verify the validity of the prepared structures. Conclusions: Also, the biological antibacterial evaluation of the compounds (4–8) was conducted and it gave a good result compared to the drug (8) used as a reference for the control, The MTT test was performed on the healthy and cancerous cells of the compounds (4,5,8) and gave an excellent result for the compound (8).http://www.sciencedirect.com/science/article/pii/S1687157X24001550TetrazoleOxoazetidineOxathiazolidinePhthalazineBiological Antibacterial EvaluationMTT and Anticancer Activate
spellingShingle Azhar H. Ali
Mohanad Yakdhan Saleh
Qusay Abdulazahra Yaqoob
Shakir M. Saied
Mohammed Sami Hasan
Khalid Ahmed Owaid
Basma A.A. Balboul
Heba.G. Abdelzaher
M.A. Abdelzaher
Alaa Muqbil Alsirhani
Comprehensive evaluation of antibacterial and anticancer activities from indole butanoic acid
Journal of Genetic Engineering and Biotechnology
Tetrazole
Oxoazetidine
Oxathiazolidine
Phthalazine
Biological Antibacterial Evaluation
MTT and Anticancer Activate
title Comprehensive evaluation of antibacterial and anticancer activities from indole butanoic acid
title_full Comprehensive evaluation of antibacterial and anticancer activities from indole butanoic acid
title_fullStr Comprehensive evaluation of antibacterial and anticancer activities from indole butanoic acid
title_full_unstemmed Comprehensive evaluation of antibacterial and anticancer activities from indole butanoic acid
title_short Comprehensive evaluation of antibacterial and anticancer activities from indole butanoic acid
title_sort comprehensive evaluation of antibacterial and anticancer activities from indole butanoic acid
topic Tetrazole
Oxoazetidine
Oxathiazolidine
Phthalazine
Biological Antibacterial Evaluation
MTT and Anticancer Activate
url http://www.sciencedirect.com/science/article/pii/S1687157X24001550
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