PHOTOSENSITIZING MEROCYANINE DYES BASED ON SELENOBARBITURIC ACID
Structural analogs of Merocyanine 540 (MC540) were synthesized to probe biological mechanisms of action and to enhance viral inactivation.Novel pyrimidine-2-selone analogs of known and modified merocyanine sensitizers are described.A surprising result of placing selenium at the barbiturate site was the ca. 100-fold enhancement of photogeneration efficiency for singlet oxygen (1O2).Conversely, selenium directly attached to the chromophore ?-system was much less efficacious.The production of more 1O2 is reflected in greatly improved biological effectiveness of the new dyes.A puzzling high to low bioactivity isomer effect among molecules containing naphthoxazole or naphthothiazole components is shown by both thione and selone dyes.
Guenther, Wolfgang H. H.,Searle, Roger,Sieber, Fritz
p. 417 - 424
(2007/10/02)
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