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  • 1
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 336 (1994), S. 467-469 
    ISSN: 0941-1216
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
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  • 2
    ISSN: 0947-3440
    Keywords: Amino acids ; 1,2-Benzisoselenazol-3(2H)-ones ; Cytokine inducers ; Ebselen ; Nitric oxide synthase inhibitors ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A convenient synthesis of the 2-carboxyalkyl-1,2-benzisoselenazol-3(2H)-ones 4a-k and their esters 41-p from 2-(chloroseleno)benzoyl chloride (2) and amino acids or their carboxy esters is reported. In similar way other 2-substituted 1,2-benzisoselenazol-3(2H)-ones 4q-u were synthesized. The related bis[2-(carbamoyl)phenyl] diselenides 5 were obtained by reductive conversion of 1,2-benzisoselenazol-3(2H)-ones 4 or directly by the reaction of bis[2-(chlorocarbonyl)phenyl] diselenide (3) with compounds having a primary amino group. It was found that some of compounds 4 and 5 are modest cytokine (TNF, IFN) inducers in human peripheral blood leucocyte cultures and block the constitutive endothelial nitric oxide synthase (ce NOS).
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
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  • 3
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Synthese von Oxaziridinylchinonen und Oxaziridinylazinen als potentielle AntitumormittelDie Synthese von 2-Alkyloxaziridinyl-substituierten 1,4-Benzochinonen, 1,4-Naphthochinonen sowie Pyridinen und Chinolinen wird beschrieben. Zur Dreiringbildung werden Aldimine hergestellt und oxidiert. Oxaziridinyl-substituierte 1,4-Dimethoxyarene lassen sich mit Silber(II)-dipicolinat zu entsprechenden Chinonen oxidieren. Einige der Oxaziridinylchinone und -azine wirken gegen KB-Zellen; die Struktur-Wirkungsbeziehung wird im Licht der derzeit gängigen Theorie zur Wirkungsweise biologisch aktivierter Alkylierungsmittel betrachtet.
    Notes: 1,4-Benzoquinones, 1,4-naphthoquinones, as well as pyridines and quinolines having 2-alkyloxaziridinyl substituents were synthesized. The method involves formation of aldimines and their oxidation to oxaziridines. 1,4-Dimethoxyarenes bearing oxaziridinyl substituents were converted into the corresponding quinones with silver(II) dipicolinate. Some of the oxaziridinylquinones and -azines exhibit activity against KB cells, and the structure-activity relationship is discussed in terms of the current theory of biologically activated alkylating agents.
    Additional Material: 6 Tab.
    Type of Medium: Electronic Resource
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  • 4
    ISSN: 0170-2041
    Keywords: Anticancer activity ; Diselenides ; Hydrogen peroxide ; Seleninic acids ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A convenient way is reported for the oxidation of organic diselenides 1, 3 to organoseleninic acids 2, 4 which were isolated and identified as pure compounds. Some ortho-substituted phenyl diselenides 3d-f underwent oxidative cyclization, and the selenium-containing heterocyclic compounds 5 were obtained.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
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  • 5
    ISSN: 1434-193X
    Keywords: 1,3,2-Benzothiaselenazole 1,1-dioxides ; Cytokine inducers ; Diselenobis(benzenesulfonamides) ; Diselenides ; Sulfonamides ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: -A convenient method for the synthesis of 2,2′-diselenobis(benzenesulfonamides) 4 and 2-substituted 1,3,2-benzothiaselenazole 1,1-dioxides 2, has been elaborated. It is based on the conversion of 2-aminobenzenesulfonic acid into bis[2-(chlorosulfonyl)phenyl] diselenide (6), and reaction with ammonia or primary amines to give the sulfonamides 4. Finally, cyclization of these sulfonamides by oxidation with benzoyl peroxide or by treatment of their sodium or potassium salt with elemental bromine produces 1,3,2-thiaselenazole 1,1-dioxides 2.
    Type of Medium: Electronic Resource
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  • 6
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 326 (1984), S. 605-610 
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: 1,4-Benzoquinones and 1,4-naphthoquinones bearing 2′-methyloxiranyl substituents have been synthesized as new bioreductive alkylating agents. The method presented here involved the synthesis of 2-acetyl-1,4-dimethoxybenzenes 6a, b, d and -naphthalenes 6c, e, f, conversion of the acetyl group into 2′-methyloxirane ring using trimethylsulfonium chloride and sodium hydroxide in anhydrous medium, and oxidative demethylation of these intermediates 7a-f to quinones 8a, c, e, f with silver(II) dipicolinate.
    Type of Medium: Electronic Resource
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  • 7
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 327 (1985), S. 808-822 
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The synthesis of 1,4-benzoquinones and 1,4-naphthoquinones 3a-j carrying substituents such as methoxyl, ally or oxiranyl was substantially improved. The 1-methoxy-4-methoxy-methyloxy 2a-d, g-k or 1,4-bis(methoxymethyloxy) derivatives 2e-f were used, as a substrates instead of 1,4-dimethoxy derivatives 1a-j hitherto used and they were oxidized with silver(II) dipicolinate. Among numerous examples, the synthesis a of new analog of ubiquinone 3d with the oxiranyl substituent, being a new bioactivated alkylating agent, is reported.
    Additional Material: 4 Tab.
    Type of Medium: Electronic Resource
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  • 8
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 319 (1977), S. 959-967 
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Synthese von AzafluorenonenDie Synthesen von Azafluorenonen aus Azaphenanthrenen und Phenanthrolinen werden beschrieben. 1- und 4-Azaphenanthrene wurden mit Jodpentoxyd in Essigsäure zu Chinonen oxidiert, die im alkalischen Medium in die 4- und 1-Azafluoren-9-one überführt wurden. Phenanthroline lassen sich mit Kaliumpermanganat in alkalischen Medium direkt zu 1,5-, 1,6-, 1,8-, 2,5- und 3,5-Diazafluoren-9-onen oxidieren. Neue Benzopyrido- und Dipyridophenazine wurden aus 1-Aza-, 4-Aza- und 1,8-Diazaphenanthrenchinonen synthetisiert.
    Notes: Syntheses of azafluorenones from monoazaphenanthrenes and phenanthrolines has ben investigated. 1- and 4-monoazaphenanthrenes have been oxidized by J2O5 in acetic acid to give quinones which were converted to 4- and 1-azafluoren-9-ones in alkaline media. Phenanthrolines can be oxidized directly by means of permanganate in alkaline medium to 1,5-, 1,6-, 1,8-, 2,5- and 3,5-diazafluoren-9-ones. From 1-, 4-azaphenanthrene- and 1,8-phenanthrolinequinones new benzopyrido- and dipyridophenazines have been synthesized.
    Additional Material: 3 Tab.
    Type of Medium: Electronic Resource
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  • 9
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 328 (1986), S. 419-429 
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: 1,4-Benzoquinones and 1,4-naphthoquinones carrying 3′,3′-dimethyloxiranyl, dimethylacetyl or oxiranylmethyloxy substituents (1, 2 or 3) have been synthesized. The methods presented involved epoxidation of a sterically overcrowded double bond as a crucial step for synthesis of (3′,3′-dimethyloxiranyl)quinones 1. Reaction of aryllithium derivatives with 2-chloro-2-methyl-propanol unexpectedly led to (dimethyl)acetylarenes 11 subsequently oxidized to (dimethylacetyl)-quinones 2. High cytotoxicity of 1 against KB cells has been revealed contrary to significantly lower activity of 2 and 3. The structure-activity relationship was discussed in terms of current theory of biologically activated alkylating agents.
    Additional Material: 6 Tab.
    Type of Medium: Electronic Resource
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  • 10
    ISSN: 0170-2041
    Keywords: 1,2-Benzisoselenazol-3(2H)-ones ; Cytokine inducers ; Diselenides ; Interferon-gamma ; Tumor necrosis factor ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Convenient syntheses of aryl diselenides 2, 1,2-benzisoselenazol-3(2H)-ones 4 and their 1-oxides 7 are reported. Reductive conversions of these compounds to bis(2-carbamoyl)-phenyl diselenides 5 and oxidative cyclization of 5 to 1,2-benzisoselenazol-3(2H)-one 1-oxides 7 as the methods for the synthesis of these compounds are reported. Their ability to induce cytokines, such as TNF and IFN-γ, in human peripheral blood leucocyte cultures is described.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
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