A facile synthesis of carbocycle-fused mono and bis-1,2,3-selenadiazoles and their antimicrobial and antimycobacterial studies

Chitra, S.; Paul, Nidhin; Muthusubramanian, Shanmugam; Manisankar, P.; Yogeeswari, Perumal; Sriram, Dharmarajan

doi:10.1016/j.ejmech.2011.09.007

Cited by 25 publications

(11 citation statements)

References 32 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Both of these plant species demonstrated inhibitory activities against E. coli, S. aureus and P. aeruginosa. Interestingly, synthetic derivatives of Compound 4 (1-propanone) has previously been reported with inhibitory activities against E. coli and S. aureus [22,23].…”

Section: Discussionmentioning

confidence: 99%

Proteomic Analysis of Bacterial Expression Profiles Following Exposure to Organic Solvent Flower Extract of <i>Melastoma candidu</i>m D Don (Melastomataceae)

Wong¹,

Yong²,

Sim³

et al. 2014

Trop. J. Pharm Res

View full text Add to dashboard Cite

Section: Discussionmentioning

confidence: 99%

Proteomic Analysis of Bacterial Expression Profiles Following Exposure to Organic Solvent Flower Extract of <i>Melastoma candidu</i>m D Don (Melastomataceae)

Wong¹,

Yong²,

Sim³

et al. 2014

Trop. J. Pharm Res

View full text Add to dashboard Cite

“…More recently, ethoxycarbonyl hydrazones and tosylhydrazones were also used for the reaction with SeO 2 in acetic acid. A number of works on the synthesis and use of 1,2,3-selenadiazoles has been discussed in reviews [9,90,91,92] and in more recently published original papers [93,94,95,96,97,98,99,100]. Synthesis of novel benzopyrano-1,2,3-selenadiazole and spiro[benzopyrano]-1,3,4-thiadiazoline derivatives as possible antitumor agents is an example [96].…”

Section: Selenium(iv) Oxide and Selenic(iv) Acid As Oxidizing Agenmentioning

confidence: 99%

Developments in Synthetic Application of Selenium(IV) Oxide and Organoselenium Compounds as Oxygen Donors and Oxygen-Transfer Agents

2015

View full text Add to dashboard Cite

A variety of selenium compounds were proven to be useful reagents and catalysts for organic synthesis over the past several decades. The most interesting aspect, which emerged in recent years, concerns application of hydroperoxide/selenium(IV) oxide and hydroperoxide/organoselenium catalyst systems, as "green reagents" for the oxidation of different organic functional groups. The topic of oxidations catalyzed by organoselenium derivatives has rapidly expanded in the last fifteen years This paper is devoted to the synthetic applications of the oxidation reactions mediated by selenium compounds such as selenium(IV) oxide, areneseleninic acids, their anhydrides, selenides, diselenides, benzisoselenazol-3(2H)-ones and other less often used other organoselenium compounds. All these compounds have been successfully applied for various oxidations useful in practical organic syntheses such as epoxidation, 1,2-dihydroxylation, and α-oxyfunctionalization of alkenes, as well as for ring contraction of cycloalkanones, conversion of halomethyl, hydroxymethyl or active methylene groups into formyl groups, oxidation of carbonyl compounds into carboxylic acids and/or lactones, sulfides into sulfoxides, and secondary amines into nitrones and regeneration of parent carbonyl compounds from their azomethine derivatives. Other reactions such as dehydrogenation and aromatization, active carbon-carbon bond cleavage, oxidative amidation, bromolactonization and oxidation of bromide for subsequent reactions with alkenes are also successfully mediated by selenium (IV) oxide or organoselenium compounds. The oxidation mechanisms of ionic or free radical character depending on the substrate and oxidant are discussed. Coverage of the literature up to early OPEN ACCESSMolecules 2015, 20 10206 2015 is provided. Links have been made to reviews that summarize earlier literature and to the methods of preparation of organoselenium reagents and catalysts.

show abstract

“…The antibacterial activity of Se-containing compounds has been described by many studies in the literature [25,26,27,28,29], and this research was mostly done by using bacteria that can cause nosocomial infections and/or could form biofilm, such as Escherichia coli and S. aureus . For example, a selenide polysaccharide showed antibacterial activity against E. coli [25], selenoesters (SeEst) exerted a potent action against S. aureus and Chlamydia trachomatis [26], selenazolinium salts have a potent activity against ESKAPE pathogens ( Enterococcus , methicillin-resistant S. aureus , Klebsiella pneumoniae , Acinetobacter baumannii , Pseudomonas aeruginosa and Enterobacter ) [27], selenodiazoles have antimycobacterial activity [28] and 2,2′-dithyenyl diselenide showed antibacterial activity against Enterococcus faecalis [29].…”

Section: Introductionmentioning

confidence: 99%

Antiviral, Antimicrobial and Antibiofilm Activity of Selenoesters and Selenoanhydrides

et al. 2019

View full text Add to dashboard Cite

Selenoesters and the selenium isostere of phthalic anhydride are bioactive selenium compounds with a reported promising activity in cancer, both due to their cytotoxicity and capacity to reverse multidrug resistance. Herein we evaluate the antiviral, the biofilm inhibitory, the antibacterial and the antifungal activities of these compounds. The selenoanhydride and 7 out of the 10 selenoesters were especially potent antiviral agents in Vero cells infected with herpes simplex virus-2 (HSV-2). In addition, the tested selenium derivatives showed interesting antibiofilm activity against Staphylococcus aureus and Salmonella enterica serovar Typhimurium, as well as a moderate antifungal activity in resistant strains of Candida spp. They were inactive against anaerobes, which may indicate that the mechanism of action of these derivatives depends on the presence of oxygen. The capacity to inhibit the bacterial biofilm can be of particular interest in the treatment of nosocomial infections and in the coating of surfaces of prostheses. Finally, the potent antiviral activity observed converts these selenium derivatives into promising antiviral agents with potential medical applications.

show abstract

A facile synthesis of carbocycle-fused mono and bis-1,2,3-selenadiazoles and their antimicrobial and antimycobacterial studies

Cited by 25 publications

References 32 publications

Proteomic Analysis of Bacterial Expression Profiles Following Exposure to Organic Solvent Flower Extract of <i>Melastoma candidu</i>m D Don (Melastomataceae)

Proteomic Analysis of Bacterial Expression Profiles Following Exposure to Organic Solvent Flower Extract of <i>Melastoma candidu</i>m D Don (Melastomataceae)

Developments in Synthetic Application of Selenium(IV) Oxide and Organoselenium Compounds as Oxygen Donors and Oxygen-Transfer Agents

Antiviral, Antimicrobial and Antibiofilm Activity of Selenoesters and Selenoanhydrides

Contact Info

Product

Resources

About