Bacteriochlorin-containing triad: Structure and photophysical properties

Bacteriochlorin-containing triad: Structure and photophysical properties Full article

Journal

Dyes and Pigments
ISSN: 1873-3743 , E-ISSN: 0143-7208

Output data

Year: 2015, Volume: 121, Pages: 21-29 Pages count : 9 DOI: 10.1016/j.dyepig.2015.04.034

Authors

Grin Mikhail A. ¹ , Toukach Philip V. ² , Tsvetkov Vladimir B. ^4,5 , Reshetnikov Roman I. ¹ , Kharitonova Olga V. ¹ , Kozlov Anton S. ³ , Krasnovsky Alexander A. ³ , Mironov Andrey F. ¹

Affiliations

1	M.V. Lomonosov Moscow State University of Fine Chemical Technologies, Prospect Vernadskogo, 86, 119571, Moscow, Russia
2	N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Prospect, 47, 119991, Moscow, Russia
3	A.N. Bach Institute of Biochemistry, Russian Academy of Sciences, Leninsky Prospect, 33, 119071, Moscow, Russia
4	A.V. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences, Leninsky Prospect, 29, 119991, Moscow, Russia
5	Institute for Physical-Chemical Medicine, Malaya Pirogovskaya St., 1a, 119828, Moscow, Russia

A new theranostic agent of bacteriochlorin family has been synthesized by the reaction between 131-(2-aminoethylcarbamoyl)bacteriochlorin e and N,N’-di(carboxypentyl)dicarboindocyanine dye. The structure of the synthesized conjugate was confirmed by nuclear-magnetic resonance spectroscopy. In the conjugate, the efficient energy transfer from the dye to bacteriochlorin was observed. The yield of this process, which was shown to be ∼94%, allowed the dye still retain its ability to fluoresce. Accordingly, the fluorescence spectrum contained two major bands corresponding to fluorescence of bacteriochlorin (756 nm) and conjugated dye (672 nm). It was observed that the conjugate efficiently photosensitizes formation of singlet oxygen and photodynamic oxygenation of an organic compound. The data suggest that the obtained synthetic conjugate is promising for application in both fluorescence diagnostics and photodynamic treatment of tumors.

Grin M.A. , Toukach P.V. , Tsvetkov V.B. , Reshetnikov R.I. , Kharitonova O.V. , Kozlov A.S. , Krasnovsky A.A. , Mironov A.F.
Bacteriochlorin-containing triad: Structure and photophysical properties
Dyes and Pigments. 2015. V.121. P.21-29. DOI: 10.1016/j.dyepig.2015.04.034 WOS Scopus OpenAlex

≡ Web of science:	WOS:000358808400004
≡ Scopus:	2-s2.0-84930011971
≡ OpenAlex:	W776450801