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Tripyrroledimethine-derived ('texaphyrin'-type) macrocycles: potential photosensitizers which absorb in the far-red spectral region

机译:Tripyrroledimethine衍生的(“ texaphyrin”型)大环化合物:潜在的光敏剂,在远红外光谱区域吸收

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Abstract: The syntheses of three new cadmium(II)-containing tripyrroledimethine-derived, 'texaphyrin'-type, macrocycles,14,15-dicyano-4,5,9,20-tetraethyl-10, 19-dimethyl-13,16,21,22,23-pentazatetracyclo$LB@16.2.1.1$+3, 6$/.1$+8,11$/$RB@tricosa-1,3,5,7,9,11(23)12,14,16,18(21), 19-undecaene(1),4,5,9,28-tetraethyl-10,27-dimethyl-13,24,29, 30,31-pentaazahexaacyclo$B@24.2.1.1$+3,6$/.1$+8,11$/.0$+14, 23$/.0$+16,21$/$RB@-hentriaconta-1,,5,7,9,11(31),12,14(23),15,17,19, 21,24,26(29),27-pentadecaene (2), and 4,5,9,32-tetraethyl-10, 31-dimethyl-13,28,33,34,35-pentaazaheptacyclo$B@28.2.1.1$+3,6$/. 1$+8,11$/.0$+14,27$/.0$+15,20$/.0$+21,26$/$RB@pentariconta-1,3,5, 7,9,11(35),12,14(27),15(20),16,18,21(26),22,24,28,30(33, 31-heptadecaene(3), are discussed. These compounds, which contain extended $pi-systems, possess strong, low-energy, Q-like absorption bands in the 650-900 nm spectral region, making them of possible interest in photodynamic applications. Time-resolved absorption and emission laser studies have been carried out and the fluorescence and triplet absorption spectra, excited state yields and lifetimes, O$-2$/-quenching rate constants, and quantum yields for formation of O$-2$/($+1$/$Delta$-g$/) measured and related to the structure of the macrocycle. The results of preliminary cell localization and in vitro photodynamic anti-viral, anti-bacterial, and anti-leukemic cell inactivation studies carried out with these and/or the parent approximately icron@-phenylenediamine-derived parent texaphyrin system, 4, are also presented.!
机译:摘要:合成了三个新的含镉的二吡咯并二甲胺'texaphyrin'型大环化合物,14,15-dicyano-4,5,9,20-tetraethyl-10,19-dimethyl-13,16 ,21,22,23-pentazatetracyclo $ LB @ 16.2.1.1 $ + 3,6 $ /。1 $ + 8,11 $ / $ RB @ tricosa-1,3,5,7,9,11(23)12 ,14,16,18(21),19-十一碳烯(1),4,5,9,28-四乙基-10,27-二甲基-13,24,29,30,31-五氮杂六环$B@24.2.1.1 $ + 3,6 $ /。1 $ + 8,11 $ /。0 $ + 14,23 $ /。0 $ + 16,21 $ / $ RB @ -hentriaconta-1,,5,7,9,11 (31),12,14(23),15,17,19,21,24,26(29),27-十五碳烯(2)和4,5,9,32-四乙基-10,31-二甲基- 13,28,33,34,35-pentaazaheptacyclo $ B @ 28.2.1.1 $ + 3,6 $ /。 1 $ + 8,11 $ /。0 $ + 14,27 $ /。0 $ + 15,20 $ /。0 $ + 21,26 $ / $ RB @ pentariconta-1,3,5,7,9,讨论了11(35),12,14(27),15(20),16,18,21(26),22,24,28,30(33,31-十七碳烯(3)。包含扩展的$ pi系统,在650-900 nm光谱范围内具有强的,低能量的,类似Q的吸收带,这使它们在光动力应用中可能引起人们的兴趣。荧光和三重态吸收光谱,激发态产率和寿命,O $ -2 $ /-猝灭速率常数以及形成O $ -2 $ /($ + 1 $ / $ Delta $ -g $ /)的量子产率这些化合物和/或母体进行的初步细胞定位和体外光动力抗病毒,抗细菌和抗白血病细胞灭活研究的结果约为icron @ -phenylenediamine-派生的还介绍了母体texaphyrin系统4。

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