Synthetic porphyrins have been a useful tool to fully understand the complex reactions performed by these macrocycles in biological systems.[1] Furthermore, the attempt to mimic the peculiar chemistry operated by natural porphyrins opened the way to their possible exploitation in a wide range of practical applications. [2] However, a similar possibility is rarely found with regards to porphyrin analogues, macrocycles having some modification in the molecular skeleton with respect to that of the parent porphyrin.[2] Distinguishable from the core structure of porphyrin by the absence of one of the four meso-positions, corroles contain three “pyrrole-type” hydrogens and a direct pyrrole–pyrrole link. The synthesis of pyridyl-substituted corrole has been rarely reported.[3] There are only a few reports about a corrole with positively charged substituents.[4] The corrole with three remote positive charges displayed significantly better efficacy in inhibiting tumour progression and metastasis in animal models than analogous porphyrins. CD, UV-visible absorption, Fluorescence and RLS studies with tricationic water-soluble corrole, (TMPC), show that this species can serve as probes to discriminate between single and double strand conformations of polynucleotides poly A and poly C.[5] Furthermore the Germanium (GeTMPC) derivate is able to discriminate between single strand of polyadenilic acid and polycytosine acid, forming extended assemblies in presence of polyA single strand. REFERENCES 1. The Porphyrins; Dolphin, D. Ed.; Academic Press: New York, 1978; Vol. VII. 2. The Porphyrin Handbook; Kadish, K. M., Smith, K. M., Guilard, R., Eds.; Academic Press: New York, 2000; Vol. 6; 2. 3. R. Paolesse, S. Nardis, F. Sagone, and R. G. Khoury, J. Org. Chem. 2001, 66, 550-556. 4. D. Aviezer, S. Cotton, M. David, A. Segev, N. Khaselev, N. Galili, Z. Gross, A. Yayon, Cancer Res. 2000, 60, 2793; Z. Okun, L. Kupershmidt, T. Amit, S. Mandel, O. Bar-Am, M. B. H. Youdim, and Z. Gross, Chem. Bio. 2009, 11, 910–914. 5. A. D’Urso, S. Nardis, G. Pomarico, M. E. Fragala, R. Paolesse, R. Purrello, J. Am. Chem. Soc. 2013, 135, 8632−8638.
Multi-technic characterization of Corroles-Polynucleotides interactions.
D'URSO, ALESSANDRO;FRAGALA', Maria Elena;PURRELLO, Roberto
2014-01-01
Abstract
Synthetic porphyrins have been a useful tool to fully understand the complex reactions performed by these macrocycles in biological systems.[1] Furthermore, the attempt to mimic the peculiar chemistry operated by natural porphyrins opened the way to their possible exploitation in a wide range of practical applications. [2] However, a similar possibility is rarely found with regards to porphyrin analogues, macrocycles having some modification in the molecular skeleton with respect to that of the parent porphyrin.[2] Distinguishable from the core structure of porphyrin by the absence of one of the four meso-positions, corroles contain three “pyrrole-type” hydrogens and a direct pyrrole–pyrrole link. The synthesis of pyridyl-substituted corrole has been rarely reported.[3] There are only a few reports about a corrole with positively charged substituents.[4] The corrole with three remote positive charges displayed significantly better efficacy in inhibiting tumour progression and metastasis in animal models than analogous porphyrins. CD, UV-visible absorption, Fluorescence and RLS studies with tricationic water-soluble corrole, (TMPC), show that this species can serve as probes to discriminate between single and double strand conformations of polynucleotides poly A and poly C.[5] Furthermore the Germanium (GeTMPC) derivate is able to discriminate between single strand of polyadenilic acid and polycytosine acid, forming extended assemblies in presence of polyA single strand. REFERENCES 1. The Porphyrins; Dolphin, D. Ed.; Academic Press: New York, 1978; Vol. VII. 2. The Porphyrin Handbook; Kadish, K. M., Smith, K. M., Guilard, R., Eds.; Academic Press: New York, 2000; Vol. 6; 2. 3. R. Paolesse, S. Nardis, F. Sagone, and R. G. Khoury, J. Org. Chem. 2001, 66, 550-556. 4. D. Aviezer, S. Cotton, M. David, A. Segev, N. Khaselev, N. Galili, Z. Gross, A. Yayon, Cancer Res. 2000, 60, 2793; Z. Okun, L. Kupershmidt, T. Amit, S. Mandel, O. Bar-Am, M. B. H. Youdim, and Z. Gross, Chem. Bio. 2009, 11, 910–914. 5. A. D’Urso, S. Nardis, G. Pomarico, M. E. Fragala, R. Paolesse, R. Purrello, J. Am. Chem. Soc. 2013, 135, 8632−8638.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
