Synthesis, G-quadruplexes DNA binding, and photocytotoxicity of novel cationic expanded porphyrins

Surface complex of ZnTMPyP4 metalloporphyrin with double-stranded Poly(A)-Poly(U)

“…S2). This is consistent with experimental evidence that metalloporphyrin is attached via Zn(II) coordination to the outside PO 4 − group of Poly(A)-Poly(U).…”

“…A number of cationic metalloporphyrins MeTMPyP4 (Me = Ni(II), Pt (II), Pd(II), Cd(II), Pb(II), Cu(II), Co(II), Mn(II), Zn(II), Au(III), Bi(III), VO 2+ , H 2 TMPyP4 is 5,10,15,20-tetrakis(1-methyl-4-pyridyl)-21H,23H-porphine that can nonspecifically interact to double-stranded (ds) DNA and RNA or bind selectively to specific DNA and RNA sequences have recently received considerable attention because of their potential applications in the development of anti-tumor drugs [1][2][3][4][5][6][7][8][9][10][11]. Furthermore, the medical relevance of cationic metalloporphyrins was stressed by the discovery that certain derivatives can inhibit telomerase activity [12,13].…”

Gold(III) porphyrins: Synthesis and interaction with G-quadruplex DNA

“…We measure their affinity and selectivity for G-quadruplex DNA through fluorescence-based Förster resonance energy transfer (FRET)-melting assay. We observe that, in the present new series of bulky cationic porphyrins (and as previously observed for other series of cationic porphyrins) [33,[46][47][48][49][50], the number of positive charges is crucial for affinity. The decrease of G4-binding affinity with the reduction of the number of charges is significant.…”

“…They bind to G4s by electrostatic and external -stacking interactions [29,30]. In addition to the most studied porphyrin, meso-5,10,15,20-tetrakis(N-methylpyridinium-4-yl)porphyrin, TMPyP4 [31], second-generation of cationic porphyrin derivatives with better affinity and selectivity toward Gquadruplex DNA were reported [32][33][34][35][36][37]. Some of them exhibit significant antiviral properties against HIV-1 [38], in particular porphyrin 1 (Scheme 1) [38,39].…”

VEGF aptamer/i-motif-grafted multi-functional SPION nanocarrier for chemotherapeutic/phototherapeutic synergistic research

“…16 Meanwhile, many researchers including our group have previously evidenced that TMPyP, an effective photosensitizer, was conformationally suitable to be loaded by quadruplex DNA structures. 17,18 These work evidenced the feasibility of co-delivery for the chemotherapeutic and photodynamic agents by nucleic acid.…”