"Salvatore, B. A." . "Z(AV0Z5052915)" . "Chapmann, J." . "1"^^ . "117" . . "Mahdavian, E." . . . "vitamin E amides; apoptosis; anticancer agents"@en . "Analogy vitam\u00EDnu E, nap\u0159. alfa-TOS, jsou proapoptotick\u00E9 l\u00E1tky se selektivn\u00ED protin\u00E1dorovou aktivitou. Molekula alfa-TOS obsahuje n\u011Bkolik strukturn\u011B a funk\u010Dn\u011B odli\u0161n\u00FDch skupin, kter\u00E9 lze modifikovat k z\u00EDsk\u00E1n\u00ED analog\u016F s vy\u0161\u0161\u00ED aktivitou. K z\u00EDsk\u00E1n\u00ED analog\u016F s vy\u0161\u0161\u00ED apoptogenn\u00ED \u00FA\u010Dinnost\u00ED jsme p\u0159ipravili nov\u00E9 slou\u010Deniny s esterovou vazbou nahrazenou amidovou vazbou. V\u0161echny tyto analogy p\u016Fsobily mnohem proapoptogenn\u011Bji ne\u017E jejich esterov\u00E9 prot\u011Bj\u0161ky a nej\u00FA\u010Dinn\u011Bj\u0161\u00ED byl alfa-tokoferylmaleylamid. Metylace voln\u00E9 karboxylov\u00E9 skupiny zcela zru\u0161ila apoptogenn\u00ED aktivitu t\u011Bchto slou\u010Denin. Podobn\u011B jako esterov\u00E9 analogy vyvol\u00E1valy amidy apopt\u00F3zu destabilizac\u00ED mitochondri\u00ED. Vy\u0161\u0161\u00ED \u00FA\u010Dinnost amid\u016F oproti ester\u016Fm m\u016F\u017Ee b\u00FDt zp\u016Fsobena jejich vy\u0161\u0161\u00EDm pod\u00EDlem v lipidov\u00E9 f\u00E1zi. Modifikace esterov\u00E9 vazby v l\u00E1tk\u00E1ch jako alfa-TOS tedy m\u016F\u017Ee b\u00FDt vyu\u017Eita jako z\u00E1klad pro tvorbu nov\u00FDch analog\u016F s vy\u0161\u0161\u00ED \u00FA\u010Dinnost\u00ED p\u0159i likvidaci malign\u00EDch bun\u011Bk."@cs . "Vitamin E amides, a new class of vitamin E analogues with enhanced proapoptotic activity" . "Vitamin E amides, a new class of vitamin E analogues with enhanced proapoptotic activity"@en . "2" . . . "Vitamin E analogues, e.g. alpha-TOS, are proapoptotic agents with selective antineoplastic activity. The alpha-TOS molecule comprises several structurally and functionally distinct moieties that can be modified to yield analogues with higher activity. To find analogues with higher apoptogenic efficacy, we prepared novel compounds with ester bond replaced by an amide bond. All these analogues were significantly more proapoptotic than their ester counterparts, the most effective being alpha-tocopheryl maleyl amide. Methylation of the free carboxylic group completely obliterated apoptogenic activity of the compounds. Similarly as ester analogues, the amides induced apoptosis by mitochondrial destabilization. Superiority of amides over the esters may be due to their higher partitioning into the lipid phase. Thus, modification of the ester bond of agents such as alpha-TOS can be used as a basis for generating novel analogues with higher efficacy of killing malignant cells."@en . "118;193" . "6"^^ . . "Amidy vitam\u00EDnu E, nov\u00E1 t\u0159\u00EDda analog\u016F vitam\u00EDnu E se zes\u00EDlenou proapoptotickou aktivitou"@cs . "Vitamin E analogues, e.g. alpha-TOS, are proapoptotic agents with selective antineoplastic activity. The alpha-TOS molecule comprises several structurally and functionally distinct moieties that can be modified to yield analogues with higher activity. To find analogues with higher apoptogenic efficacy, we prepared novel compounds with ester bond replaced by an amide bond. All these analogues were significantly more proapoptotic than their ester counterparts, the most effective being alpha-tocopheryl maleyl amide. Methylation of the free carboxylic group completely obliterated apoptogenic activity of the compounds. Similarly as ester analogues, the amides induced apoptosis by mitochondrial destabilization. Superiority of amides over the esters may be due to their higher partitioning into the lipid phase. Thus, modification of the ester bond of agents such as alpha-TOS can be used as a basis for generating novel analogues with higher efficacy of killing malignant cells." . "DE - Spolkov\u00E1 republika N\u011Bmecko" . "Vitamin E amides, a new class of vitamin E analogues with enhanced proapoptotic activity"@en . . "International Journal of Cancer" . . "Amidy vitam\u00EDnu E, nov\u00E1 t\u0159\u00EDda analog\u016F vitam\u00EDnu E se zes\u00EDlenou proapoptotickou aktivitou"@cs . "Tomic-Vatic, A." . . "548950" . "0020-7136" . . "RIV/68378050:_____/05:00001334" . "RIV/68378050:_____/05:00001334!RIV06-AV0-68378050" . "[42D9E9022377]" . "EyTina, J." . . "Vitamin E amides, a new class of vitamin E analogues with enhanced proapoptotic activity" . . . "6"^^ . . "Neu\u017Eil, Ji\u0159\u00ED" . .