118477-18-2Relevant articles and documents
Preparation, characterization, DNA binding, and in Vitro cytotoxicity of the enantiomers of the platinum(II) complexes N-methyl-, N-ethyl- and N,N- dimethyl-(R)- and -(S)-3-aminohexahydroazepinedichloroplatinum(II)
Rezler, Evonne M.,Fenton, Ronald R.,Esdale, Warren J.,McKeage, Mark J.,Russell, Pamela J.,Hambley, Trevor W.
, p. 3508 - 3515 (1997)
A series of chiral diaminedichloroplatinum(II) complexes derived from [Pt(ahaz)Cl2] (ahaz = 3-aminohexahydroazepine) have been synthesized and tested for cytotoxic activity. Novel synthetic pathways were developed to produce the structural derivatives of the ahaz ligand, with alkyl substituents on the exocyclic nitrogen atom. The platinum(II) complexes of these ligands were synthesized and characterized by NMR and CD spectroscopy, confirming isomeric and enantiomeric purity. The crystal structures of three of these complexes, [Pt(S-meahaz)Cl2], [Pt(R-etahaz)Cl2], and [Pt(S- dimeahaz)Cl2] (meahaz = N-methylahaz, etahaz = N-ethylahaz, dimeahaz = N,N- dimethylahaz), have been determined to establish the orientation of the protons and alkyl substituents on the nitrogen donor atoms. In vitro assays of the cytotoxic activity of the complexes have revealed a significant and reproducible enantioselective trend with the R-enantiomers more active than the S-enantiomers in all cell lines. Increasing the steric bulk on the amine groups was found to have only a modest effect on activity. No enantioselectivity was observed in the binding of R- and S-[Pt(etahaz)Cl2] to calf-thymus DNA.
Syntesis and Amnesia-Reversal Activity of a Series of 7- and 5-Membered 3-Acylamino Lactams
Angelucci, Luciano,Calvisi, Pina,Catini, Roberto,Cosentino, Ugo,Cozzolino, Roberto,et al.
, p. 1511 - 1519 (2007/10/02)
A series of 3-(acylamino)-ε-caprolactams and 3-(acylamino)-2-pyrrolidinones was synthesized.Some of these compounds reversed at different degrees electroconvulsive shock- and Scopolamine-induced amnesia, using a step-through passive avoidance in mice.Classical nootropic drugs, i.e., Aniracetam, Oxiracetam, and Piracetam, were used as reference compounds.Within the analyses of data performed, we introduced a new parameter, the confrontation index (CI), which is a function of Mann-Whitney's U statistic.The CI permits a common scale of activity of substances to be generated, independently of probabilistic hypotheses, with higher scores representing higher activities.The most active compounds were characterized by the formylamino and amino groups in the 3-position of the ring.None of the substances assayed showed any effect on spontaneous behavior and neurovegetative system.
