Tissue distribution and in vivo photosensitizing activity of 13,15-[N-(3-hydroxypropyl)]cycloimide chlorin p6 and 13,15-(N-methoxy)cycloimide chlorin p6 methyl ester
“…Synthesis of chlorin e 6 13-amide derivatives (19)(20)(21)(22)(23)(24)(25) was carried out by the reaction of methyl pheophorbide a and corresponding amine (Scheme 4). [48,49,[58][59][60] 13-Amide derivatives 30 (Scheme 2) and 34 (Scheme 6) were obtained by the same way.…”
Section: Resultsmentioning
confidence: 99%
“…[59] The insertion of additional ethanolamine fragments (compounds 32, 33) was carried out using corresponding ester groups amidation of 13-amide (24) (Scheme 5). [60] Aminomethylation of chlorin e 6 13-amide derivatives (19,21,24,25) with bis(N,N-dimethylamino) methane (refluxing in AcOH and THF mixture) leads to twice aminomethylated derivatives 26-29 (Scheme 4). [50] The reaction of bis(N,N-dimethylamino)methane with mesochlorin e 6 derivative 30 at room temperature leads to aminomethylation of 13-amide group with formation of compound 31 (Scheme 2).…”
Section: Resultsmentioning
confidence: 99%
“…Methylpyropheophorbide a (1), methylpheophorbide a (2), methyl-13(2)-hydroxypheophorbide a (5), chlorin e 6 13(1)-Nmethylamide 15(2),17(3) dimethyl ester (19), chlorin e 6 13(1)- (20) were obtained according to [48] . Methylpheophorbide a 13(2)-N,N-dibuthylamide (3) was obtained according to [49] .…”
“…Synthesis of chlorin e 6 13-amide derivatives (19)(20)(21)(22)(23)(24)(25) was carried out by the reaction of methyl pheophorbide a and corresponding amine (Scheme 4). [48,49,[58][59][60] 13-Amide derivatives 30 (Scheme 2) and 34 (Scheme 6) were obtained by the same way.…”
Section: Resultsmentioning
confidence: 99%
“…[59] The insertion of additional ethanolamine fragments (compounds 32, 33) was carried out using corresponding ester groups amidation of 13-amide (24) (Scheme 5). [60] Aminomethylation of chlorin e 6 13-amide derivatives (19,21,24,25) with bis(N,N-dimethylamino) methane (refluxing in AcOH and THF mixture) leads to twice aminomethylated derivatives 26-29 (Scheme 4). [50] The reaction of bis(N,N-dimethylamino)methane with mesochlorin e 6 derivative 30 at room temperature leads to aminomethylation of 13-amide group with formation of compound 31 (Scheme 2).…”
Section: Resultsmentioning
confidence: 99%
“…Methylpyropheophorbide a (1), methylpheophorbide a (2), methyl-13(2)-hydroxypheophorbide a (5), chlorin e 6 13(1)-Nmethylamide 15(2),17(3) dimethyl ester (19), chlorin e 6 13(1)- (20) were obtained according to [48] . Methylpheophorbide a 13(2)-N,N-dibuthylamide (3) was obtained according to [49] .…”
“…[52] При изучении биологической активности алкилированных и ацилированных производных N-гидроксициклоимида хлорина p 6 , а также их сравнении с N-(3-гидроксипропил)циклоимидом 25a было обнаружено, что варьируя заместители при атоме азота имидного кольца можно изменять внутриклеточную локализацию фотосенсибилизатора, направляя его преимущественно в аппарат Гольджи (соединения 25a, 58a) или во внутриклеточные липидные капли (соединение 59). [28] При этом оба типа локализации обеспечивают высокую фотоиндуцированную фототоксичность этих соединений.…”
Section: S Lebedeva Et Alunclassified
“…Этим способом впервые был получен незамещенный по атому азота циклоимид 20, а также циклоимиды, содержащие у азота остатки алифатических спиртов, эфиров аминокислот и ациламинов (Схема 4 Chlorin p 6 Cycloimides Изучена фотодинамическая активность in vitro и in vivo N-(3-гидроксипропил)циклоимида хлорина p 6 25а. [25][26][27][28] Исследования на мышах с подкожной лимфомой P338 показали, что наибольший фотодинамический эффект достигается при введении фотосенсибилизатора в дозе 4 мкмоль/кг и облучении через 1.5 часа после инъекции. При более коротком интервале между инъекцией хлорина 25а и облучением (15 мин) и дозе 1 мкмоль/кг наблюдалась эффективная сосудисто-направленная ФДТ.…”
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