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Microwave synthesis, crystal structure, antioxidant, and antimicrobial study of new 6-heptyl-5,6-dihydrobenzo[4,5]imidazo[1,2-c]quinazoline compound

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dc.FundingDetailsMinistry of Higher Education, Malaysia Ministry of Higher Education, Malaysia: 5526306 5526306
dc.FundingDetailsAll Authors gratefully acknowledge the financial funding of this work from Ministry of Higher Education, Malaysia under Grant Nanomite 5526306. First Author would like to thank Mustansiriyah University (http://www.uomus tansiriyah.edu.iq) Baghdad-Iraq for its supporth in the present work. She is thankful to Ministry of Higher Education and Scientific research, Iraq for Ph.D. scholarship.
dc.FundingDetailsMinistry of Higher Education/Malaysia under Grant Nanomite 5526306.
dc.contributor.affiliationsFaculty of Science and Technology
dc.contributor.affiliationsUniversiti Putra Malaysia (UPM)
dc.contributor.affiliationsMustansiriyah University
dc.contributor.affiliationsUniversiti Sains Islam Malaysia (USIM)
dc.contributor.authorHasan H.A.en_US
dc.contributor.authorAbdulmalek E.en_US
dc.contributor.authorRahman M.B.A.en_US
dc.contributor.authorShaari K.B.en_US
dc.contributor.authorYamin B.M.en_US
dc.contributor.authorChan K.W.en_US
dc.date.accessioned2024-05-28T08:26:20Z
dc.date.available2024-05-28T08:26:20Z
dc.date.issued2018
dc.description.abstractBackground: Although the development of antibiotic and antioxidant manufacturing, the problem of bacterial resistance and food and/or cosmetics oxidation still needs more efforts to design new derivatives which can help to minimize these troubles. Benzimidazo[1,2-c]quinazolines are nitrogen-rich heterocyclic compounds that possess many pharmaceutical properties such as antimicrobial, anticonvulsant, immunoenhancer, and anticancer. Results: A comparative study between two methods, (microwave-assisted and conventional heating approaches), was performed to synthesise a new quinazoline derivative from 2-(2-aminophenyl)-1H-benzimidazole and octanal to produce 6-heptyl-5,6-dihydrobenzo[4,5]imidazo[1,2-c]quinazoline (OCT). The compound was characterised using FTIR, 1H and 13C NMR, DIMS, as well as X-ray crystallography. The most significant peak in the 13C NMR spectrum is C-7 at 65.5 ppm which confirms the cyclisation process. Crystal structure analysis revealed that the molecule grows in the monoclinic crystal system P21/n space group and stabilised by an intermolecular hydrogen bond between the N1-H1A.N3 atoms. The crystal packing analysis showed that the molecule adopts zig-zag one dimensional chains. Fluorescence study of OCT revealed that it produces blue light when expose to UV-light and its' quantum yield equal to 26%. Antioxidant activity, which included DPPH. and ABTS.+ assays was also performed and statistical analysis was achieved via a paired T-test using Minitab 16 software with P < 0.05. Also, the antimicrobial assay against two Gram-positive, two Gram-negative, and one fungus was screened for these derivatives. Conclusions: Using microwave to synthesise OCT have drastically reduced reaction time, and increased yield. OCT show good antioxidant activity in one of the tests and moderate antimicrobial activity.en_US
dc.description.natureFinalen_US
dc.identifier.ArtNo145
dc.identifier.doi10.1186/s13065-018-0509-z
dc.identifier.issn1752153X
dc.identifier.issue1
dc.identifier.scopus2-s2.0-85059233791
dc.identifier.urihttps://www.scopus.com/inward/record.uri?eid=2-s2.0-85059233791&doi=10.1186%2fs13065-018-0509-z&partnerID=40&md5=0e6c6340e665a6e945b4841681e0df24
dc.identifier.urihttps://oarep.usim.edu.my/handle/123456789/8725
dc.identifier.volume12
dc.languageEnglish
dc.language.isoen_USen_US
dc.publisherBioMed Central Ltd.en_US
dc.relation.ispartofOpen Accessen_US
dc.relation.ispartofChemistry Central Journal
dc.sourceScopus
dc.subjectABTSen_US
dc.subjectAntioxidanten_US
dc.subjectDihydrobenzo[4,5]imidazo[1,2-c]quinazolineen_US
dc.subjectDPPHen_US
dc.subjectSingle crystalen_US
dc.titleMicrowave synthesis, crystal structure, antioxidant, and antimicrobial study of new 6-heptyl-5,6-dihydrobenzo[4,5]imidazo[1,2-c]quinazoline compounden_US
dc.title.alternativeChem. Cent. J.en_US
dc.typeArticleen_US
dspace.entity.typePublication

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