Synthesis of Some Novel Oxazoles and Their Application for Antimicrobial Activity
DOI:
https://doi.org/10.32628/IJSRST2512199Keywords:
Oxazolone, oxazole derivative, antimicrobial, antioxidant, heterocyclicAbstract
Unique property of easy binding with a wide spread spectrum of receptors and enzymes in biological systems through various non- covalent interaction oxazole based molecules are becoming a kind of significant heterocyclic nucleus and have received attention for researchers globally, leading them to synthesize diverse Oxazole derivatives. Taking this into consideration an attempt has been made to synthesize some new 4-substituted 2-(benzoyl) oxazole-5-ones derivatives by reaction of benzoyl glycine with different quinoine ether. The synthetic root of 4-substituted 2-(benzoyl) oxazole-5-ones involves the reaction between benzoyl glycine and different aldehyde with Erlenmeyer reaction reagent (acetic anhydride and sodium acetate). The structure of synthesized compound has been established on the basis of qualitative analysis. The synthesized compound is also employed for antimicrobial, antibacterial and antioxident activitites. Initial results are very encouraging, antioxidant properties of synthesized substituted oxazole (8a-c) and (4a-c) were found to be quite matching with test standard ascorbic acid. In case of antimicrobial activity, (8b) is found moderately active against S. aureus, E. coli, X. Oxalopodis, S. Typhi whereas inactive against E. Erwinia.
📊 Article Downloads
References
Rajendar E., Rami Reddy A. S., Firoz P. S., Indian. J. Med. Chem., 2010; 49B, 119.
Jong Chan Lee, Yong Chan Lee, Bull. Korean Chem. Soc., 2003, 24, 7, 893-894. DOI: https://doi.org/10.5012/bkcs.2003.24.7.893
Paula F. M. T., Elisabete C. M. S., Luis M. S., Goreti P., Helena V., Tetrahedron Lett.,2009; 3.
Dundappa D. S., Raghu A. V., Guru G. S., Indian J Chem., 2007; 46B, 690-693.
Sarshar S., Zhang C., Moran E. J., Krane S., Rodrate J. C., Bioorg. Med. Chem., 2000;10, 2599-2601. DOI: https://doi.org/10.1016/S0960-894X(00)00520-5
Vijay V. Dabholkar and Ashish S. Sanghvi, Indian Journal of Heterocyclic Chemistry, 2006, 16, 105-108
Laiborne C. F., Liverton N. J., Nguyen K. T., Tetrahedron Lett., 1998; 39, 8939-8942. DOI: https://doi.org/10.1016/S0040-4039(98)02058-9
Tejani S., Sanoski C., Davis’ Pocket Clinical Drug Reference, F. A. Davis Company, 2009; pp 266
Palcut M., , Acta Chimica Slovenica, 2009, 56, 362–368.
Schnurch M., Hammerle J., and Stanetty P., ‘Product class: benzoxazoles and other annulated oxazoles’, In Science of Synthesis Updates, by Georg Thieme Verlag, 2010, pp. 154. DOI: https://doi.org/10.1002/chin.201133237
Vijay V. Dabholkar and Sagar D. Parab, Indian Journal of Chemistry, 2007, 46B, 344-46.
Dean, F. A. Naturally Occurring Oxygen Ring Compounds; Butterworth: London, UK, 1963.
Lee, J.; Li, J.-H.; Oya, S.; Snyder, J. K. J. Org. Chem. 1992, 57, 5301-5312. DOI: https://doi.org/10.1021/jo00046a009
Benesova, V.; Samek, Z.; Herout, V.; Sorm, F. Collect. Czech.Chem. Commun. 1969, 34, 1807-1809.
K. Tsuji, H. Isgikawa, Bio-org. Med. Chem. Lett, 1994; 4, 1601.
Siddiqui I R., Singh P.K., Srivastava V., and Singh J., , Indian Journal of Chemistry 2010, 49B, 512-520.
C. George, N. Martin, R. Ray, J. Med. Chem. 1973; 16, 1402-1405. DOI: https://doi.org/10.1007/BF00813063
C.G.Anna, I.M.B.Helenam, G.F. Scitt, E.B.Clifton, R.C. Brent, Tetrahedron Lett, 2005, 46, 7355-7357. DOI: https://doi.org/10.1016/j.tetlet.2005.08.119
George, C.; Michael, J.F. J. Med. Chem.14 (1971), 1075-1077. DOI: https://doi.org/10.1021/jm00293a014
Pasha M.A., Jayashankara V.P., Venugopala K.N., and Rao G.K., Journal of Pharmacology and Toxicology, 2007, 2,264-270. DOI: https://doi.org/10.3923/jpt.2007.264.270
Taile V., Hatzade K., Gaidhane P., and Ingle V., Turkish Journal of Chemistry, 2009, 33, 295-305.
Park S.W., Shin K.J.,Kim, D.C. U S Patent, US 5691278, 1997.
Benesova, V.; Samek, Z.; Herout, V.; Sorm, F. Collect. Czech.Chem. Commun. 1969, 34,1807-1809. DOI: https://doi.org/10.1135/cccc19691807
Nakanishi, K. Natural Products Chemistry; Kodansha, Ltd.: Tokyo, Japan, 1974. G.; Scheuer, P. J.; McConnell, O. J. Helv. Chim. Acta1980, 63, 2159-2167. DOI: https://doi.org/10.1002/hlca.19800630805
Corey, E. J.; Cheng, X.-M. The Logic of Chemical Synthesis; J. Wiley: New York, 1989.
Desai N.C., Bhavsar A.M., and Baldaniya B.B., Indian Journal of Pharmaceutical Sciences, 2009, 71, 90-94. DOI: https://doi.org/10.4103/0250-474X.51953
Dalip K., Maruthi K. N., Swapna S., Emmanuel J. O., Kavita S., Euro. J. Med. Chem., 2010; 45, 1244.
Joseph R. E., Edmond L. J., John K. E., Daniel P. S., Gurpreet M. S., Bioorg. Med. Chem. Lett., 2006; 16, 3891.
Madhusudhan G., Reddy M.S., Reddy Y.N.,Vijayalakshmi V., Suribanu M., and Balraju V., Indian Journal of Chemistry,2010, 49B, 978-984.
Tikdari A.M., Fozooni S., and Hamidian H., Molecules, 2008, 13, 3246-3252. DOI: https://doi.org/10.3390/molecules13123246
Avneet kaur, Wakode S., Pathak D., International journal of pharmacy and pharmaceutical sciences. 2015, 7,1, 1491-1494.
Zheng, X.; Liu, W.; Zhang, D. Molecules 2020, 25, 1594-1612. DOI: https://doi.org/10.3390/molecules25071594
Zhang, H.Z..; Zhao, Z.L.; Zhou, C.H. Eur. J. Med. Chem. 2018, 144, 444-492. DOI: https://doi.org/10.1016/j.ejmech.2017.12.044
NCI-60 Human Tumor Cell Lines Screen, Developmental therapeutics program, Division of cancer treatment and diagnosis, National cancer institute, 9609 Medical Center Drive Bethesda, MD 20892-9735 https://dtp.cancer.gov/discovery_development/ nci‐60/default.htm
Oyaizu, Makoto The Japanese Journal of Nutrition and Dietetics, ,1986, 44(6), 307–315. doi:10.5264/eiyogakuzashi.44.307 DOI: https://doi.org/10.5264/eiyogakuzashi.44.307
Downloads
Published
Issue
Section
License
Copyright (c) 2025 International Journal of Scientific Research in Science and Technology

This work is licensed under a Creative Commons Attribution 4.0 International License.
https://creativecommons.org/licenses/by/4.0