European Journal of Chemistry

Synthesis and antimicrobial activity of novel oxime derivatives of phenothiazine

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Published: Sep 30, 2011
DOI: https://doi.org/10.5155/eurjchem.2.3.388-393.184
Keywords:
Coumarin, Oxime, Phenothiazine, Antimicrobial activity, Anti-bacterial activity, Anti-fungal activity
Section
Research Article
Issue
Vol. 2 No. 3 (2011): September 2011
Dates
Received 2010-06-25
Accepted 2010-10-08
Published 2011-09-30


Main Article Content

Ashutosh Barve
Department of Pharmaceutical Chemistry, Bhanwar Nahata College of Pharmacy, Mandsaur, 458001, India
Malleshappa Noolvi
Department of Pharmaceutical Chemistry, Amar Shaheed Baba Ajit Singh Jujhar Singh Memorial College of Pharmacy, Bela, 140111, India
Niharika Subhedar
Department of Pharmaceutical Chemistry, Bhanwar Nahata College of Pharmacy, Mandsaur, 458001, India
Vishnu Dev Gupta
Department of Pharmaceutical Chemistry, Bhanwar Nahata College of Pharmacy, Mandsaur, 458001, India
Gaurav Bhatia
Department of Pharmacognosy, Smriti College of Pharmaceutical Education, Indore, 452001, India

Abstract

A series of 4-methyl-2-oxo-pyranyl-phenothiazines (IIIa-j) followed by 4-methylpyrano-(2, 3-β)-phenothiazine-2(11H)-one oxime (IVa-j) were synthesized by using 7-hydroxy-4-methylcoumarin (I). Further reaction of (I) was carried out with substituted aromatic amines (a-j) to convert into 7-arylamino-4-methyl-coumarin (IIa-j). Additionally (IIa-j) was treated with sulphur in presence of iodine to obtain a series of novel 4-methyl-2-oxo-pyranyl-phenothiazine (IIIa-j) derivatives, which on treatment with hydroxylamine hydrochloride afforded the title compounds i.e. 4-methylpyrano-(2,3-β)-phenothiazine-2(11H)-one oxime (IVa-j). The structures of these compounds were confirmed by IR, NMR and Mass spectral analysis. The newly synthesized compounds were evaluated for antibacterial and antifungal activity. The results show that compound IIIa, IIIe, IIIh, IIIj, IVa, IVi and IVj exhibited moderate to good antibacterial and antifungal activity at 5-100 mcg/mL.

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Barve, A.; Noolvi, M.; Subhedar, N.; Gupta, V. D.; Bhatia, G. Synthesis and Antimicrobial Activity of Novel Oxime Derivatives of Phenothiazine. Eur. J. Chem. 2011, 2, 388-393.

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