Bacteriochlorophyll a Derivatives with Sulfur-Containing Amino Acids as Promising Photosensitizers for Cancer PDT

Mikhail A. Grin,^a Viktor A. Pogorilyy,^a@1 Alexey N. Noev,^a@2 Sergey I. Tikhonov,^a Alexander G. Majouga,^b,c and Andrey F. Mironov^a

Dedicated to Professor Oleg A. Golubchikov on the occasion of his 70-th birthday

^aMoscow Technological University, 119571 Moscow, Russia

^bD.I. Mendeleev University of Chemical Technology of Russia, 125047 Moscow, Russia

^cM.V. Lomonosov Moscow State University, Department of Chemistry, 119991 Moscow, Russia

^@1Corresponding author E-mail: pogorilviktor@gmail.com

^@2Corresponding author E-mail: aleksej-noev@yandex.ru

DOI: 10.6060/mhc180176p

Macroheterocycles 2018 11(1) 89-94

In present work sulfur amino acid-containing bacteriochlorophyll a residues were obtained. It has been found that the oxidation of free thiol groups in cysteine-containing bacteriopurpurinimide occurs under the action of atmospheric oxygen with the disulfide form formation. In cells this disulfide derivative undergoes monomerization with the participation of reduced form of glutathione. Oxidation of the methionine residue in the conjugate with dipropoxybacteriopurpurinimide results in the stable sulfoxide form. Mechanism for suppressing the antioxidant system of a cell under the action of sulfur-containing bacteriochlorophyll a derivatives is proposed.

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Bacteriochlorophyll a Derivatives with Sulfur-Containing Amino Acids as Promising Photosensitizers for Cancer PDT

References: