Increasing the diversity of peptide cyclization methods is an effective way of accessing new types of macrocyclic chemotypes featuring a wide variety of ring sizes and topologies. Multicomponent reactions (MCRs) are processes capable of generating great levels of molecular diversity and complexity at low synthetic cost. In an attempt to further exploit MCRs in the field of cyclopeptides, we des...

Macrocycles are a structural class bearing great promise for future challenges in medicinal chemistry. Nevertheless, there are few flexible approaches for the rapid generation of structurally diverse macrocyclic compound collections. Here, an efficient method for the generation of novel macrocyclic peptide-based scaffolds is reported. The process, named here as "MacroEvoLution", is based on a c...

The photomagnetic properties of a new Fe(II) macrocyclic family [Fe(L(xyz)N5)(CN)2]·nH2O were investigated with respect to the T(LIESST) versus T(1/2) relationship. These compounds are diamagnetic below 400 K with T(LIESST) values above 100 K, which indicates that this family presents an unconventional LIESST effect that is much higher than the expected T0 = 180 K line for macrocyclic complexes.

The protonation constants of new group of peptidomimetic cyclophanes with valine or phenylalanine moieties incorporated into the macrocyclic skeleton as well as their linear analogues were determined by potentiometric measurements in solutions of methanol-water mixtures at 25°C and constant ionic strength. The influence of cavity size, location of protonation sites, and attached substituents of...

The title compound, [Ni(C6H4NO2)2(C16H38N6)], was prepared through self-assembly of a nickel(II) aza-macrocyclic complex with isonicotinic acid. The Ni(II) atom is located on an inversion center and exhibits a distorted octa-hedral N4O2 coordination environment, with the four secondary N atoms of the aza-macrocyclic ligand in the equatorial plane [average Ni-Neq = 2.064 (11) Å] and two O atoms ...

Some new macrocyclic dibenzotetraoxadiamides, tribenzotetraoxadimides, tribenzopentaoxadiamide, tribenzohexaoxadiamide, and tetrabenzoheptaoxadiamide 15-22 have been prepared. These compounds were obtained in the macrocyclization step by reacting the diamines 6 and 7 with appropriate dicarboxylic acid dichlorides 8-14. The cyclization does not require high dilution techniques or template ef...

There has been much discussion of the potential desirability of macrocyclic molecules for the development of tool compounds and drug leads. But there is little experimental data comparing otherwise equivalent macrocyclic and linear compound libraries as a source of protein ligands. In this Letter, we probe this point in the context of peptoid libraries. Bead-displayed libraries of macrocyclic a...

Key to the pharmaceutical utility of certain macrocyclic drugs is a 'chameleonic' ability to change their conformation to expose polar groups in aqueous solution, but bury them when traversing lipid membranes. Based on analysis of the structures of 20 macrocyclic compounds that are approved oral drugs, we propose that good solubility requires a topological polar surface area (TPSA, in Å(2)) of ...

Four heteronuclear complexes Mn(CuL)2(SCN)2 (1), {[Mn(CuL)2(mu-dca)2].2H2O}n (2), Zn(CuL)2(SCN)2 (3), and [Fe(CuL)(N3)2]2 (4) incorporating macrocyclic oxamide ligands have been synthesized and structurally characterized. L is the dianion of diethyl 5,6,7,8,15,16-hexahydro-6,7-dioxodibenzo[1,4,8,11]-tetraazacyclotetradecine-13,18-dicarboxylate, and dca is the dicyanamide. The structure of 1 or ...

Telomestatin (TMS: 1) is as a potent and selective telomeric G-quadruplex binder. Two molecules of TMS were suggested to be intercalated to one telomeric G-quadruplex according to docking study. In this paper, we designed and synthesized hexaoxazole TMS derivative (6OTD) dimer, and evaluated its G-quadruplex stabilizing ability.