Synthesis And Biological Activity Of Substituted 4<i>H</i>-1,4-Benzothiazines, Their Sulfones, And Ribofuranosides

Goyal, Kshamta; Gautam, Naveen; Khandelwal, Nishidha; Gautam, D. C.

doi:10.1080/15257770.2013.765012

Cited by 16 publications

(12 citation statements)

References 15 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…For the biological activity of 1,4-benzothiazine derivatives, see: Goyal et al (2013); Gupta et al (2011); Gautam et al (2013); Deshmukh & Mulik (2004); Kumar et al (2010); Hans et al (2008); Gao et al (2005); Bakavoli et al (2007). For applications of 1,4-benzothiazine derivatives, see: Podsiadły et al (2009); Hong et al (2008).…”

Section: Related Literaturementioning

confidence: 99%

“…During the past two decades, we have found a growing interest in 1,4-benzothiazines. In fact, the 1,4-benzothiazines are the best known to possess biologically diverse activities (Goyal et al, 2013) such as antimicrobial, (Gautam et al, 2013) antifungal (Hans et al, 2008), antioxidant agents (Kumar et al, 2010), inhibitors of betaribosidases (Gao et al, 2005), potential vasodilators (Deshmukh et al, 2004) and as potent lipoxygenase inhibitors (Bakavoli et al, 2007). 1,4-Benzothiazines are the basis for novel dyes (Podsiadły et al, 2009) and behave as semiconductors (Hong et al, 2008).…”

Section: Related Literaturementioning

confidence: 99%

See 1 more Smart Citation

Crystal structure of (Z)-ethyl 2-{5-[(2-benzylidene-3-oxo-2,3-dihydrobenzo[b][1,4]thiazin-4-yl)methyl]-1H-1,2,3-triazol-1-yl}acetate

Ellouz¹,

Sebbar²,

Essassi³

et al. 2015

Acta Cryst E

View full text Add to dashboard Cite

The title compound, C22H20N4O3S, features two fused six-membered rings linked to a 1,2,3-triazole ring which is attached to an ethyl acetate group. The heterocycle in the benzothiazine residue has an envelope conformation with the S atom being the flap. The conformation of the ethyl acetate side chain, which is directed to the same side of the molecule as the C6 ring of the fused-ring system, may be partially established by a pair of weak intramolecular C—H⋯O(carbonyl) interactions. The three-dimensional packing is aided by intermolecular C—H⋯O and C—H⋯N interactions.

show abstract

Section: Related Literaturementioning

confidence: 99%

Section: Related Literaturementioning

confidence: 99%

Crystal structure of (Z)-ethyl 2-{5-[(2-benzylidene-3-oxo-2,3-dihydrobenzo[b][1,4]thiazin-4-yl)methyl]-1H-1,2,3-triazol-1-yl}acetate

Ellouz¹,

Sebbar²,

Essassi³

et al. 2015

Acta Cryst E

View full text Add to dashboard Cite

show abstract

“…These modified nucleosides have a wide variety of antiviral [24], antibacterial [25], and antitumor [26] properties. For the above reasons, we are interested in the synthesis and biological evaluation of nucleoside-type derivatives of the 10H-phenothiazine system.…”

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

Self Cite

View full text Add to dashboard Cite

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.

show abstract

“…These benzothiazines also exhibit promising and outstanding biological activities. For example, 1, 2-benzothiazine derivatives have broad significant bioactivities such as antibacterial and anti-inflammatory activities [6][7][8][9][10] .…”

Section: Introductionmentioning

confidence: 99%

Untitled

2015

IJPSR

View full text Add to dashboard Cite

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.

show abstract

Synthesis And Biological Activity Of Substituted 4H-1,4-Benzothiazines, Their Sulfones, And Ribofuranosides

Cited by 16 publications

References 15 publications

Crystal structure of (Z)-ethyl 2-{5-[(2-benzylidene-3-oxo-2,3-dihydrobenzo[b][1,4]thiazin-4-yl)methyl]-1H-1,2,3-triazol-1-yl}acetate

Crystal structure of (Z)-ethyl 2-{5-[(2-benzylidene-3-oxo-2,3-dihydrobenzo[b][1,4]thiazin-4-yl)methyl]-1H-1,2,3-triazol-1-yl}acetate

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

Untitled

Contact Info

Product

Resources

About