Synthesis and Antimicrobial Activities of Novel Biologically Active Heterocycles: 10H-Phenothiazines, Their Ribofuranosides, and Sulfone Derivatives

Dixit, Yogesh; Dixit, Rahul; Gautam, Naveen; Gautam, D. C.

doi:10.1080/15257770903362206

Cited by 19 publications

(13 citation statements)

References 15 publications

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“…Then the mixture was heated under reflux (120 • C) for an additional 4-5 h, concentrated under reduced pressure Downloaded by [New York University] at 05:55 29 May 2015 2,2-azinobis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS •+ ) radical cation decolorization assay. [26][27][28][29][30] (See Supplemental Materials, Tables S1 and S2).…”

Section: Synthesis Of 1-nitro-10h-phenothiazine-55-dioxides (Sulfonementioning

confidence: 99%

Antioxidant and Antimicrobial Assessment of Synthesized and Spectrally Characterized New Nitrophenothiazines and their Sulfone Analogues

Gautam

Garg

Bishnoi

et al. 2015

Phosphorus, Sulfur, and Silicon and the Related Elements

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30% H 2 O 2 glacial AcOHSulfones 4a-e 2-Aminobenzenethiols Smiles rearrangementAbstract A series of new nitrophenothiazines and their sulfones were synthesized and their in vitro antimicrobial assessment was carried out against a representative panel of gram positive and gram negative bacterial strains and selected fungi species. The synthesized compounds were screened for antioxidant activity by 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging assay and 2,2-azinobis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS •+ ) radical cation decolorization assay. Structural determination was carried out by spectral and elemental investigations.

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Section: Synthesis Of 1-nitro-10h-phenothiazine-55-dioxides (Sulfonementioning

confidence: 99%

Antioxidant and Antimicrobial Assessment of Synthesized and Spectrally Characterized New Nitrophenothiazines and their Sulfone Analogues

Gautam

Garg

Bishnoi

et al. 2015

Phosphorus, Sulfur, and Silicon and the Related Elements

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“…The synthesized compounds were screened for antioxidant activity by 1, 1diphenyl -2picrylhydrazyl (DPPH) radical scavenging assay 18 and 2,2-azinobis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS •+ ) radical cation decolorization assay 19 . The results are tabulated in Tables 1 and 2 and represented by Figure 1 and 2.…”

Section: Biological Activity Antioxidant Activitymentioning

confidence: 99%

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2015

IJPSR

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In recent years, synthesis and biological evaluation of novel 4H-1, 4-benzothiazines and their sulfone analogues have gained momentum due to their medicinal and industrial importance. The present article describes the synthesis of new 4H-1, 4-benzothiazines via condensation and oxidative cyclization of substituted 2-aminobenzenethiols with compounds containing active methylene groups. It is believed that the reaction proceeds via intermediary of the enaminoketone system. The sulfone derivatives were synthesized by oxidation of 4H-1, 4-benzothiazines using 30% hydrogen peroxide in glacial acetic acid. The structures of the compounds have been confirmed by spectral and chemical analysis. The synthesized compounds were screened for antioxidant activity by 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging assay and 2,2-azinobis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS •+ ) radical cation decolorization assay. The in vitro antibacterial activity was tested against S. aureus, B. subtilis (Gram positive) and E. coli, Pseudomonas aeruginosa (Gram negative) microorganisms using paper disc diffusion method using nutrient agar medium and the antifungal activity of synthesized compounds was tested on fungal strains: A. niger, C. albicans using disc diffusion method.

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“…Minor modifications in pyrimidine and purine nucleosides have a profound effect on their biological activity [18,23]. These modified nucleosides have a wide variety of antiviral [24], antibacterial [25], and antitumor [26] properties.…”

Section: Introductionmentioning

confidence: 99%

“…Sulfones of phenothiazines constitute an important class of heterocylic compounds due to their structural, theoretical, and medicinal importance [15][16][17][18][19][20][21][22][23]. Sulfones are obtained by oxidation of a sulfide linkage of phenothiazines.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and antimicrobial assessment of new substituted 10H-phenothiazines, their sulfone derivatives, and ribofuranosides

Gautam¹,

Garg

Lal

et al. 2014

Heterocyclic Communications

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A series of new 10H-phenothiazines, their sulfones, and ribofuranosides were synthesized and their in vitro antimicrobial assessment was carried out against a representative panel of Gram-positive and Gram-negative bacterial strains and selected fungi species. The 10H-phenothiazines were prepared using Smiles rearrangement. The sulfone derivatives were synthesized by oxidation of 10H-phenothiazines using 30% hydrogen peroxide in glacial acetic acid. The ribofuranosides were prepared by treatment of the phenothiazines with β-d-ribofuranosyl-1-acetate-2,3,5-tribenzoate.

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Synthesis and Antimicrobial Activities of Novel Biologically Active Heterocycles: 10H-Phenothiazines, Their Ribofuranosides, and Sulfone Derivatives

Cited by 19 publications

References 15 publications

Antioxidant and Antimicrobial Assessment of Synthesized and Spectrally Characterized New Nitrophenothiazines and their Sulfone Analogues

Antioxidant and Antimicrobial Assessment of Synthesized and Spectrally Characterized New Nitrophenothiazines and their Sulfone Analogues

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Synthesis and antimicrobial assessment of new substituted 10H-phenothiazines, their sulfone derivatives, and ribofuranosides

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