This invention discloses a class of tumor-targeting
prodrug compounds that synergistically enhance photodynamic /
chemotherapy through azoreductase activation, their preparation method, and their application in selectively killing
cancer cells and treating tumors. The first objective is to provide a class of tumor-targeting
prodrug compounds that synergistically enhance photodynamic /
chemotherapy through azoreductase activation. These compounds possess the properties of positively charged
cyanine dyes, allowing them to target tumor sites and localize to the mitochondria of
cancer cells to a certain extent. Through simultaneous activation of azoreductase, photosensitizers and
chemotherapeutic drugs are released, achieving selective killing of
cancer cells and targeted
tumor therapy. The second objective is to provide a method for preparing the
prodrug compound. In an
anhydrous system, an
indole compound containing an R1 group and modified with different substituents at the
benzene ring position is reacted with 2-chloro-3-(hydroxymethylene)-1-
cyclohexene-1-carboxaldehyde to obtain compound IV. Then, compound IV is reacted with m-
nitrophenol and reduced to obtain compound V. Finally, compound V undergoes a diazotization reaction with
sodium nitrite, and a compound containing an R2 group is added to continue the reaction to obtain the target prodrug compound.