Synthesis of glycolconjugates of bacteriochlorophyll a and galectins ligand based on β-lactosylamine derivative
Abstract
Cycloimide bacteriochlorin p glycolconjugates with lactosylamine derivatives were obtained and their spectral properties were investigated for the first time.
Keywords
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About the Authors
M. A. Grin
Moscow Technological University (Institute of Fine Chemical Technologies), 86, Vernadskogo pr., Moscow 119571
Russian Federation
Russian Federation
I. S. Lonin
Moscow Technological University (Institute of Fine Chemical Technologies), 86, Vernadskogo pr., Moscow 119571
Russian Federation
Russian Federation
E. S. Ol’shanskaya
Moscow Technological University (Institute of Fine Chemical Technologies), 86, Vernadskogo pr., Moscow 119571
Russian Federation
Russian Federation
A. F. Mironov
Moscow Technological University (Institute of Fine Chemical Technologies), 86, Vernadskogo pr., Moscow 119571
Russian Federation
Russian Federation
References
1. Photodynamic therapy / T. J. Dougherty [et al.] // J. Nat. Cancer Inst. - 1988. - Vol. 90. - P. 889-905.
2. Jori, G. Photosensitized processes in vivo: proposed phototherapeutic applications / G. Jori // Photochem. & Photobiol. - 1990. - Vol. 52, № 2. - P. 439-443.
3. Bonnett, R. Photosensitizers of the porphyrin and phthalocyanine series for photodynamic therapy / R. Bonnett // Chem. Soc. Rev. - 1995. - Vol. 24. - P. 19-33.
4. Dolphin, D. Syntex Award Lecture: Photomedicine and photodynamic therapy / D. Dolphin // Can. J. Chem. - 1994. - Vol. 72. - P. 1005-1013.
5. Grin, M. A. Bacteriochlorophyll a and its derivatives: chemistry and perspectives for cancer therapy / M. A. Grin, A. F. Mironov, A. A. Shtil // Anti-Cancer Agents in Med. Chem. - 2008. - Vol. 8, № 6. - P. 683-697.
6. Galectins: a family of animal в-galactoside-binding lectins S.H. Barondes [et al.] // Cell. - 1994. - Vol. 76. - P. 597-598.
7. Synthesis of β-galactose-conjugated chlorins derived by enyne metathesis as galectin-specific photosensitizers for photodynamic therapy / G. Zheng [et al.] // J. Org. Chem. - 2001. - Vol. 66. - P. 8709-8716.
8. Binding affinities of carbohydrate-conjugated chlorins for galectin-3 / Park Y. K. [et al.] // Bull. Korean Chem. Soc. - 2008. - Vol. 29. - P.130-134.
9. 1,3-Dipolar cycloaddition in the synthesis of glycoconjugates of natural chlorins and bacteriochlorins / M. A. Grin, I. S. Lonin, A. A. Lakhina, E. S. Ol'shanskaya, A. I. Makarov, Y. L. Sebyakin, L. Yu. Guryeva, P. V. Toukach, A. S. Kononikhin, V. A. Kuzmin, A. F. Mironov // J. Porphyrins & Phthalocyanines. - 2009. - Vol. 13. - P. 336-345.
10. Mironov, A. F. Synthesis of chlorin and bacteriochlorin conjugates for photodynamic and boron neutron capture therapy A. F. Mironov, M. A. Grin // J. Porphyrins & Phthalocyanines. - 2008. - Vol. 12. - P. 1163-1172.
11. Synthesis of chlorin-carbohydrate conjugates by 'click chemistry' / M. A. Grin, I. S. Lonin, A. I. Makarov, A. A. Lakhina, P. V. Toukach, V. V. Kachala, A. V. Orlova, A. F. Mironov // Mendeleev Commun. - 2008. - Vol. 18. - P. 135-137.
12. New bacteriochlorin derivatives with a fused N-aminoimide ring / A. F. Mironov, M. A. Grin, A. G. Tsiprovskii, V. V. Kachala, T. A. Karmakova, A. D. Plyutinskaya, R. I. Yakubovskaya // J. Porphyrins & Phthalocyanines. - 2003. - Vol. 7. - P. 725-730.
13. Cycloimide bacteriochlorin p derivatives: Photodynamic properties and cellular and tissue distribution G. V. Sharonov, T. A. Karmakova, R. Kassies, A. D. Pljutinskaya, M. Refregiers, R. I. Yakubovskaya, M. A. Grin, A. F. Mironov, J.-C. Maurizot, P. Vigny, C. Otto, A. V. Feofanov // Free Radicals in Biology and Medicine. - 2006. - Vol. 40. - P. 407-419.
14. Mironov, A. F. Sensitizers of second generation for photodynamic therapy of cancer based on chlorophyll and bacteriochlorophyll derivatives / A. F.Mironov, A. N. Kozyrev, A. Brandis // A. S. Proc. SPIE. - 1992. -Vol. 1922. - P. 204-208.
For citation:
Grin M.A., Lonin I.S., Ol’shanskaya E.S., Mironov A.F. Synthesis of glycolconjugates of bacteriochlorophyll a and galectins ligand based on β-lactosylamine derivative. Fine Chemical Technologies. 2009;4(6):56-60. (In Russ.)
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