1,10-Phenanthroline platinum(ii) complex: a simple molecule for efficient G-quadruplex stabilization

Abstract

Two simple complexes [Pt(phen)(2)](PF(6))(2) and [Pt(bpy)(2)](PF(6))(2) exhibit high stabilization potential for G-quadruplex DNA with [Pt(phen)(2)](PF(6))(2) possessing higher capability due to its greater planarity.

Conjugates between minor groove binders and Zn(II)-tach complexes: Synthesis, characterization, and interaction with plasmid DNA

“…Infrared spectra (IR) were recorded with a Nicolet Nexus 870 instrument operating in the ATR mode on a diamond crystal. All-cis-3,5-N,N-di-tert-butyloxycarbonyl-1-N-(4-aminobutyl)-1,3,5-triaminocyclohexane 8 (10), All-cis-3,5-N,N-di-tert-butyloxycarbonyl-1-N-(6-aminohexyl)-1,3,5-triaminocyclohexane 8 (11), All-cis-3,5-N,N-di-tert-butyloxycarbonyl-1-N-(8-aminooctyl)-1,3,5- triaminocyclohexane (12), 8 N-Benzyloxycarbonyl-2-bromo-ethylamine (15), 30 All-cis-3,5-N,N-di-tert-Butyloxycarbonyl-1,3,5-triaminocyclohexane (21, tach-DIBOC 8 ), All-cis-5-N-tert-Butyloxycarbonyl-1,3,5-triaminocyclohexane (28, tach-MONOBOC 8 ), 5-[((1H-Indol-2'-yl)carbonyl)amino]-lH-indole-2-carboxylic acid 28 (31), 5-[((Benzofuro-2'-yl)carbonyl)amino]-1H-indole-2-carboxylic acid 28 (32), were synthesized as reported.…”

“…This last approach is particularly interesting because a tailored DNA binder may contemporaneously ensure high affinity and sequence selectivity. Following this rationale, several systems have been reported in which the hydrolytically active metal ion complex is conjugated to base pairs intercalators, 8e12 major groove binders, 13 nucleobases, 14,15 DNA or PNA fragments, 16,17 simple positively charged group, 18,19 etc. In general, but not always, the increased affinity of the conjugate for the substrate ensures higher activity with respect to the isolated metal complex.…”

V-Shaped Dinuclear Pt(II) Complexes: Selective Interaction with Human Telomeric G-quadruplex and Significant Inhibition towards Telomerase

“…We have previously reported a series of mononuclear and tetranuclear Pt(II) complexes as G-quadruplex binders28293132. To further investigate the structure-activity relationship of various Pt(II) complexes, herein we synthesized a new bridged ligand by quaternizing a branch of a trigeminal star-like molecule, 4-[4,6-di(4-pyridyl)-1,3,5-(2-triazinyl)]-1-methylpyridine-1-ium iodide (dptmp·I) (CCDC 894005), and its derivative V-shaped dinuclear platinum(II) complexes, {[Pt(dien)] 2 (dptmp)}(PF 6 ) 5 ( 1 ) (CCDC 894006) and {[Pt(dpa)] 2 (dptmp)}(PF 6 ) 5 ( 2 ).…”

Selective recognition of specific G-quadruplex vs. duplex DNA by a phenanthroline derivative

“…Recently, several structures containing 1,10-phenanthrolines have been shown as G-quadruplex ligands, for example, the 2,9-disubstituted derivatives [36][37][38][39][40][41][42][43], the 4,7-diamino derivatives [44], a neomycin-capped structure [45,46], and complexes with platinum, ruthenium, and other transition metals [47][48][49]. Although, the phenanthroline bisquinolinium derivatives show highly efficient recognition of G-quadruplex by introducing two cationic side-arms together with accurate match of these structures to quadruplex.…”