Anti-microbial studies on novel 1,3-oxazolidine analogs

D. Vachala, J.E. Mathew, P. Panneerselvam, Sivagurunathan Nagarethinam

Research output: Contribution to journalArticle

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Abstract

In present study several substituted 1, 3-oxazolidines were synthesized by condensation of reduced Schiff base of phenylglycinol with different aldehydes. All the synthesized compounds showed good to moderate antimicrobial activity. The antimicrobial activites were performed by disc diffusion method and minimum inhibitory concentration determination by serial agar dilution method. Thus among the ten compounds, 3-[3-2-furyl methyl)-4-phenyl- 1,3-Oxazolidin-2-yl]-1H-indole (4a), 2-(2-furyl)-3-(2-furyl methyl)-4-phenyl-1,3-Oxazolidine (4b) and 4-[3-(2-furylmethyl)-4-phenyl-1,3- oxazolidin-2-yl]-2-methoxy phenol (4h) were found to have a moderate to significant antimicrobial activity against all the strains used. Compound 2-(4-chlorophenyl)-3-(2- furylmethyl)-4-phenyl-1, 3-oxazolidine (4j) showed very good antifungal activity than- the other compounds tested. Further more, compounds containing -Cl-, -OCH3, -OH groups as substituents were found to be potent antimicrobial agents. Moreover the heteroaromatic substitutions also showed very good antimicrobial activities.
Original languageEnglish
Pages (from-to)192-197
Number of pages6
JournalPharmacologyonline
Volume2
Publication statusPublished - 2008

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Guaiacol
Schiff Bases
Microbial Sensitivity Tests
Anti-Infective Agents
Aldehydes
Agar
oxazolidine
indole
N-phenylethanolamine

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Vachala, D., Mathew, J. E., Panneerselvam, P., & Nagarethinam, S. (2008). Anti-microbial studies on novel 1,3-oxazolidine analogs. Pharmacologyonline, 2, 192-197.
Vachala, D. ; Mathew, J.E. ; Panneerselvam, P. ; Nagarethinam, Sivagurunathan. / Anti-microbial studies on novel 1,3-oxazolidine analogs. In: Pharmacologyonline. 2008 ; Vol. 2. pp. 192-197.
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abstract = "In present study several substituted 1, 3-oxazolidines were synthesized by condensation of reduced Schiff base of phenylglycinol with different aldehydes. All the synthesized compounds showed good to moderate antimicrobial activity. The antimicrobial activites were performed by disc diffusion method and minimum inhibitory concentration determination by serial agar dilution method. Thus among the ten compounds, 3-[3-2-furyl methyl)-4-phenyl- 1,3-Oxazolidin-2-yl]-1H-indole (4a), 2-(2-furyl)-3-(2-furyl methyl)-4-phenyl-1,3-Oxazolidine (4b) and 4-[3-(2-furylmethyl)-4-phenyl-1,3- oxazolidin-2-yl]-2-methoxy phenol (4h) were found to have a moderate to significant antimicrobial activity against all the strains used. Compound 2-(4-chlorophenyl)-3-(2- furylmethyl)-4-phenyl-1, 3-oxazolidine (4j) showed very good antifungal activity than- the other compounds tested. Further more, compounds containing -Cl-, -OCH3, -OH groups as substituents were found to be potent antimicrobial agents. Moreover the heteroaromatic substitutions also showed very good antimicrobial activities.",
author = "D. Vachala and J.E. Mathew and P. Panneerselvam and Sivagurunathan Nagarethinam",
note = "Export Date: 10 November 2017 Correspondence Address: Dinakaran, V.; Department of Pharmaceutical Chemistry, Manipal College of Pharmaceutical Sciences, Manipal 576 104 Karnataka, India; email: sdvachu@yahoo.com Chemicals/CAS: ciprofloxacin, 85721-33-1; ketoconazole, 65277-42-1 References: Kamlesh, S., Kishwar, S., Anwar, S., Stereo selective formation of steroidal (6R)-spiro oxazolidines (2003) Indian J Chem, 42 B, pp. 2866-2868; Adnan A.Bekhit, Hesham T.Y.Fahmy. Design and synthesis of some substituted 1H-pyrazolyl-oxazolidines or 1H-pyrazolylthiazolidines as Anti-inflammatory- Antimicrobial Agents. Archiv der Pharmazie 2003; 336:111-118; James, R.G., William, R.P., Toni-Jo, P., Richard, C.T., Stereo divergent synthesis of sulfoxide containing antibiotics (2000) Tetrahedron Lett, 41, pp. 4301-4305; Neha, G., Brijesh, K.S., Vidya, B.L., Braj, B.L., Oxazolidines-2-thiones: A molecular modelling study (2004) Tetrahedron Lett, 45, pp. 6269-6272; Heong, S.O., Hoh-Gyu, H., Seung, H.C., Deok-Chan, H., Solid phase synthesis of 1,3-oxazolidine derivatives (2000) Tetrahedron Lett, 41, pp. 5069-5072; (1989) The Merck Index: An encyclopedia of chemical drugs and biologicals, 2342, p. 3204. , Susan B, editor, 11th ed. Merck and co Inc, USA; Caroon J.M, Clark R.D, Kluge A.F, Lee H.C, Strosberg A.M. Synthesis and antihypertensive activity of a series of spiro [1,3,4,6,7b-hexahydro-2H-benzo [a] quinoline-2,5′-oxazolidin-2′-ones]. J Med Chem 1993; 26:1426-1433; Ebner, D.C., Culhane, J.C., Winkelman, T.N., Haustein, M.D., Ditty, J.L., J.Thomas Ippoloti. Synthesis of novel oxazolidinone.antimicrobail agents (2008) Bioorg.Med.Chem, 16 (5), pp. 2651-2656; Indian Pharmacopoeia, 2nd ed. II. Controller of Publication, New Delhi (1996) 100; Hawkey, P.M., Lewis, D.A., (1994) Medical Bacteriology-A Practical Approach, p. 181. , Oxford University, UK",
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Vachala, D, Mathew, JE, Panneerselvam, P & Nagarethinam, S 2008, 'Anti-microbial studies on novel 1,3-oxazolidine analogs', Pharmacologyonline, vol. 2, pp. 192-197.

Anti-microbial studies on novel 1,3-oxazolidine analogs. / Vachala, D.; Mathew, J.E.; Panneerselvam, P.; Nagarethinam, Sivagurunathan.

In: Pharmacologyonline, Vol. 2, 2008, p. 192-197.

Research output: Contribution to journalArticle

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AB - In present study several substituted 1, 3-oxazolidines were synthesized by condensation of reduced Schiff base of phenylglycinol with different aldehydes. All the synthesized compounds showed good to moderate antimicrobial activity. The antimicrobial activites were performed by disc diffusion method and minimum inhibitory concentration determination by serial agar dilution method. Thus among the ten compounds, 3-[3-2-furyl methyl)-4-phenyl- 1,3-Oxazolidin-2-yl]-1H-indole (4a), 2-(2-furyl)-3-(2-furyl methyl)-4-phenyl-1,3-Oxazolidine (4b) and 4-[3-(2-furylmethyl)-4-phenyl-1,3- oxazolidin-2-yl]-2-methoxy phenol (4h) were found to have a moderate to significant antimicrobial activity against all the strains used. Compound 2-(4-chlorophenyl)-3-(2- furylmethyl)-4-phenyl-1, 3-oxazolidine (4j) showed very good antifungal activity than- the other compounds tested. Further more, compounds containing -Cl-, -OCH3, -OH groups as substituents were found to be potent antimicrobial agents. Moreover the heteroaromatic substitutions also showed very good antimicrobial activities.

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Vachala D, Mathew JE, Panneerselvam P, Nagarethinam S. Anti-microbial studies on novel 1,3-oxazolidine analogs. Pharmacologyonline. 2008;2:192-197.