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<p>Derivatization and biological activity studies of 3-chloro-3-chlorosulfenyl spiro tetrahydropyran/tetrahydrothiopyran-4,2'-chroman-4'-one</p><p> </p><br />

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Title Statement <p>Derivatization and biological activity studies of 3-chloro-3-chlorosulfenyl spiro tetrahydropyran/tetrahydrothiopyran-4,2'-chroman-4'-one</p><p> </p><br />
 
Added Entry - Uncontrolled Name Hegab, Mohamed Ibrahim; Photochemistry Department, National Research Centre, Dokki, 12622 Giza, Egypt
Tolan, Hala E M; Photochemistry Department, National Research Centre, Dokki, 12622 Giza, Egypt
Morsy, Eman M H; Photochemistry Department, National Research Centre, Dokki, 12622 Giza, Egypt
I S, Abdelsalam ; Chemistry of Natural and Microbial Products Department, National Research Centre, Dokki, 12622, Giza, Egypt
Saleh, Alaa M; Chemistry of Natural and Microbial Products Department, National Research Centre, Dokki, 12622, Giza, Egypt
Abdel-Megeid, Farouk M E; Photochemistry Department, National Research Centre, Dokki, 12622 Giza, Egypt
Gad, Farouk A; Photochemistry Department, National Research Centre, Dokki, 12622 Giza, Egypt
National Research Centre. Photochemistry Department
 
Uncontrolled Index Term α-Chloro-β-oxosulfenyl chlorides, oxadithiin derivatives, sulfonamides, antioxidant, antimicrobial activity
 
Summary, etc. <p style="text-align: justify;">The adducts <strong>4a,b-7a</strong>,<strong>b</strong> have been obtained either by reducing α-chloro-β-oxosulfenyl chlorides <strong>2a,b</strong> with iodide ion in the presence of dienes namely, 2-methyl-1,3-butadiene (isoperene), 2,3-dimethyl-1,3-butadiene, 1,2,3,4-tetrachlorocyclopentadiene, or 1,3-cyclohexadiene, respectively; or by thermolysis of oxadithiin derivatives <strong>3a,b</strong> in the presence of the same aforementioned dienes presumably <em>via</em> the formation of the same intermediate <strong>A</strong> in both cases of compounds <strong>2a,b</strong> and <strong>3a,b</strong>. It is observed that α-chloro-β-oxosulfenyl chlorides <strong>2a,b</strong> undergo straight forward substitution with potassium cyanide to give <strong>8a,b</strong>. Direct oxidation of <strong>2a,b</strong> with H<sub>2</sub>O<sub>2</sub>/AcOH affords 3,3-dichloropyran-4-ones <strong>9a,b</strong>, while conversion of <strong>2a,b</strong> to the sulfonamides <strong>10a,b</strong> followed by oxidation provides 3-chloropyranones <strong>11a,b</strong>. Antioxidant and antimicrobial evaluation of compounds <strong>4a,b-6a,b</strong> shows moderate activiy. MIC of the derivative<strong> </strong><strong>6b</strong> reveals a remarkable inhibition of the pathogenic gram positive bacteria (<em>Staphylococcus aureus </em>) as well as gram negative<em> E coli</em>.</p><p style="text-align: justify;"> </p>
 
Publication, Distribution, Etc. Indian Journal of Chemistry -Section B (IJC-B)
2021-11-18 10:12:23
 
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http://op.niscair.res.in/index.php/IJCB/article/view/33135
 
Data Source Entry Indian Journal of Chemistry -Section B (IJC-B); ##issue.vol## 60, ##issue.no## 11 (2021): Indian Journal of Chemistry- Section-B, (IJCB)
 
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Nonspecific Relationship Entry http://op.niscair.res.in/index.php/IJCB/article/download/33135/465510762
http://op.niscair.res.in/index.php/IJCB/article/download/33135/465510764
 
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