Conjugates of Pyropheophorbide a with Androgen Receptor Ligands

Vladimir A. Zolottsev,^a Olga V. Zazulina,^a Galina E. Morozevich,^a Maria G. Zavialova,^a Alexander Y. Misharin,^a Roman A. Novikov,^b Vladimir P. Timofeev,^b Oskar I. Koifman,^c and Gelii V. Ponomarev^a@

^aInstitute of Biomedical Chemistry, 119121 Moscow, Russia

^bEngelhardt Institute of Molecular Biology, Russian Academy of Sciences, 119991 Moscow, Russia

^cResearch Institute of Macroheterocycles, Ivanovo State University of Chemistry and Technology, 153000 Ivanovo, Russia

^@Corresponding author E-mail: gelii@yandex.ru

DOI: 10.6060/mhc160857p

Macroheterocycles 2017 10(1) 77-80

Two new conjugates of pyropheophorbide a with testosterone and dihydrotestosterone: 17³[2-(17β-hydroxy-3-oxopregn-4-en-21-oylamido)ethylamido]pyropheophorbide a (10) and 17³[2-(17β-hydroxy-3-oxopregnan-21-oylamido)ethyl-amido]pyropheophorbide a (11) were synthesized. IC₅₀ for conjugates 10 and 11 at 96 h incubation in LNCaP and PC-3 prostate carcinoma cells were 1.4 μM and 3.3 μM for compound 10, and 4.5 μM and 6.1 μM for compound 11, respectively. Irradiation with light at wavelength of 660 nm increased toxicity of the conjugates.

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