Ковалентно связанная диада на основе фталоцианина цинка и метилфеофорбида а: синтез и физико-химические исследования
Аннотация
Впервые синтезирован ковалентный конъюгат на основе металлофталоцианина и производного хлорина е6 путем переэтерификации α-кето метилового эфирного фрагмента метилфеофорбида а 2‑(2‑гидроксиметилбензилокси)-9(10),16(17),23(24)-три-трет-бутилфталоцианинатом цинка(II) в мягких условиях. Диада проявляет панхроматическую природу, ее ЭСП содержит характерные полосы фталоцианинового и феофорбидного хромофоров. Данные 1Н ЯМР спектроскопии в совокупности с теоретическими расчетами говорят о наличии пространственных внутримолекулярных взаимодействий между фталоцианиновым, феофорбидным и спейсерным фрагментами диады, позволяя прогнозировать выраженные нелинейно-оптические свойства, а также характерный перенос энергии от возбужденной субъединицы феофорбида к фталоцианиновому ядру. При возбуждении в видимом диапазоне конъюгат демонстрирует красную флуоресценцию с максимумом при 686 нм, близким к максимуму исходного фталоцианината цинка. Более того, диада эффективно генерирует синглетный кислород и в присутствии поливинилпирролидона (ПВП) в качестве биосовместимого солюбилизатора формирует в физиологическом растворе стабильные мицеллы размером от 40 до 100 нм. Данные наночастицы можно рассматривать в качестве перспективного фотосенсибилизатора третьего поколения для тераностики.
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