The use of photodynamic therapy (PDT) as a viable cancer treatment has been hindered by the many limitations of the photosensitizers used in this therapy including, solubility in biological fluids, weak absorbance at clinically useful excitation wavelengths (NIR) and selectivity. Recently, carbohydrate-porphyrin (CPC) and carbohydrate-bacteriochlorin (CBC) conjugates have gained attention for their ability to address several of these issues. Recent advances in the development of a concise and high yielding route for the synthesis of brominated porphyrins and bacteriochlorins has opened the door for the development of a modular synthetic approach for the rapid and high yielding synthesis of CPCs and CBCs based on a palladium-catalyzed cross coupling strategy.  Herein we report first general and accessible approach using this strategy for the synthesis of an entirely new class of water soluble carbohydrate-porphyrin (CPC) and carbohydrate-bacteriochlorin (CBC) conjugates with the potential to serve phototherapeutic agents.

Synthesis of carbohydrate-porphyrin (CPC) and carbohydrate-bacteriochlorin conjugates(CBC) via metal-catalyzed cross-coupling reactions

245th National Meeting (2013)

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