posted on 2016-08-18, 00:00authored byMaria Luisa Navacchia, Aurore Fraix, Nicola Chinaglia, Eleonora Gallerani, Daniela Perrone, Venera Cardile, Adriana
C. E. Graziano, Massimo L. Capobianco, Salvatore Sortino
This
contribution reports the synthesis of some novel bioconjugates
with anticancer activity and able to release nitric oxide (NO) under
visible light excitation. The 4-nitro-2-(trifluoromethyl)aniline derivative,
a suitable NO photodonor, was conjugated with 2′-deoxyadenosine
and urso- and cheno-deoxycholic acid derivatives, through a thioalkylic
chain or the 4-alkyl-1,2,3-triazole moiety. Photochemical experiments
demonstrated the effective release of NO from 2′-deoxyadenosine
and ursodeoxycholic acid conjugates under the exclusive control of
visible light inputs. Studies for the in vitro antiproliferative
activity against leukemic K562 and colon carcinoma HCT116 cell lines
are reported for all the compounds as well as a case study of photocytotoxicity
against HCT116.