Ultrasound-assisted synthesis of glycoporphyrin conjugates bearing carbamate and thiocarbamate linkers.

Ultrasound-assisted synthesis of glycoporphyrin conjugates bearing carbamate and thiocarbamate linkers.

Dallagnol, J. C. C.; Gonçalves, A. G.; Barreira, S. M. W.; Noseda, M. D.; Duarte, M. E. R.; Ducatti, D. R. B.

Abstract:

Since porphyrins have been used as anticancer agents in photodynamic therapy numerous studies were dedicated to the synthesis of more efficient photosensitizers. In this field some molecules have already been elaborated through convergent synthesis strategies, specially bearing ether, ester and triazole linkers. Nevertheless this type of linkage could not be considered ideal for the synthesis of glycoporphyrins since deglycosylation process and decreasing of biological activity have already been associated with the nature of these linkers. There are only few examples of ultrasoundassisted porphyrin synthesis. On the other hand, it is reported that this energy input method can increase the selectivity and reduce reaction time. In order to access a new method to bind porphyrins to carbohydrates we investigated the synthesis of carbamate and thiocarbamate derivates by conventional and ultrasound-assisted methods.

Since porphyrins have been used as anticancer agents in photodynamic therapy numerous studies were dedicated to the synthesis of more efficient photosensitizers. In this field some molecules have already been elaborated through convergent synthesis strategies, specially bearing ether, ester and triazole linkers. Nevertheless this type of linkage could not be considered ideal for the synthesis of glycoporphyrins since deglycosylation process and decreasing of biological activity have already been associated with the nature of these linkers. There are only few examples of ultrasoundassisted porphyrin synthesis. On the other hand, it is reported that this energy input method can increase the selectivity and reduce reaction time. In order to access a new method to bind porphyrins to carbohydrates we investigated the synthesis of carbamate and thiocarbamate derivates by conventional and ultrasound-assisted methods.

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DOI: 10.5151/chempro-15bmos-BMOS2013_201386153357

Referências bibliográficas

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Como citar:

Dallagnol, J. C. C.; Gonçalves, A. G.; Barreira, S. M. W.; Noseda, M. D.; Duarte, M. E. R.; Ducatti, D. R. B.; "Ultrasound-assisted synthesis of glycoporphyrin conjugates bearing carbamate and thiocarbamate linkers.", p-64-64. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 2, Dezembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-15bmos-BMOS2013_201386153357