Novel palladium(II) and platinum(II) complexes with a fluoropiperazinyl based ligand exhibiting high cytotoxicity and anticancer activity in vitro

cis-Dichloro-palladium(II) and cis-dichloro-platinum(II) complexes (2, 4) of the general formula [M(N-N)Cl2] (M=Pd(II) and Pt(II), N-N= 1,2-diamino-4-fluoro-5-(4-methyl-1-piperazinyl) benzene, (DFMPB)) and the dicationic palladium(II) complex [Pd(N-N)(CH3CN)2](BF4)2 (3) have been prepared and characterized by elemental analysis, 1H-NMR-, mass spectroscopy, and IR spectroscopy. The cytotoxic effect of these complexes against MDA-231 and MCF-7 human breast cancer cell lines and K562 human leukemia cell line has been studied. The influence was dose dependent and varies with cell type. The palladium(II) complex (2) showed superior cytotoxic effect compared with the corresponding platinum(II) complex and the standard, cisplatin, when tested against all the above cell lines. 2016 Kayed A. Abu-Safieh et al.Scopu

Anodic Oxidation Potentials of Substituted Pyrroles: Derivation and Analysis of Substituent Partial Potentials

With cyclic voltammetry, anodic oxidation potentials for a series of 117 substituted pyrroles have been measured and analyzed. The pyrroles studied are useful intermediates for the synthesis of polypyrrole pigments, and the information gained is related to reactivity in pyrrole systems and should be applicable to synthetic endeavors. Substituent partial potentials for the various common peripheral groups are derived by using a least-squares analysis and are interpreted. With a few exceptions, on the basis of the derived substituent contributions it is possible to deduce accurate calculated oxidation potentials for virtually any common substituted pyrrole. Calculated and measured oxidation potentials differ in two major circumstances: (a) when two strongly electron-with drawing substituents are located at the 2-and 5-positions and (b) when an unsubstituted 2-position occurs concomitantly with a strongly electron-with drawing 5-position substituent. Though correlations between electrochemical substituent partial potentials and standard σp and σm coefficients are not apparent, a good correlation was obtained between pKa and oxidation potential for a series of pyrrole-5-carboxylic acids. © 1984, American Chemical Society. All rights reserved

Neighboring group participation by the pyrrole nucleus

Using proton and carbon-13 NMR spectroscopy, the transformation of 2-hydroxyethylpyrroles (5,15) into 2-haloethylpyrroles by treatment with thionyl chloride or carbon tetrabromide/triphenylphosphine is shown to proceed by randomization of the two side-chain carbon atoms. A spirocyclopropylpyrrolium ion (19) is postulated as an intermediate in this unexpected process. © 1981

Isolation, purification, and partial characterization of prunellin, an anti-HIV component from aqueous extracts of Prunella vulgaris

Prunellin, an anti-HIV active compound, was isolated from aqueous extracts of the Chinese medicinal herb, Prunella vulgaris, and purified to chromatographic homogeneity. Infrared and NMR spectroscopy identified prunellin as a polysaccharide. Elemental analyses, precipitation with calcium(II), barium(II), or 9-aminoacridine suggest a sulfated polysaccharide. Paper chromatography of the exhaustively hydrolyzed material indicates the presence of glucose, galactose, xylose, gluconic acid, galactonic acid and galactosamine as the constituent monosaccharides. The molecular size of prunellin, as determined by gel permeation chromatography and the Squire method on Sephadex G-75, is about 10 kDa. © 1989

On the partial synthesis of optically pure bacteriopheophorbides -C and -D

Methyl bacteriopheophorbides-c or -d (obtained by partial synthesis, or by Markownikoff hydration of methyl pyropheophorbide-a, respectively) are obtained as a mixture of the (R,S) diastereomers at the 2(1-hydroxyethyl) group; these can be efficiently and completely separated using reverse phase high performance liquid chromatography (HPLC). Purity of the resolved mixture is demonstrated by 360 MHz NMR spectra. © 1980

Polyformylation of copper(II) complexes of octa-alkylporphyrins

Vilsmeier formylation of copper(II) octaethylporphyrin (1) affords the copper(II) complexes of α-formyloctaethylporphyrin, α,γ- and α,β-diformyloctaethylporphyrins, α,β,γ-triformyloctaethylporphyrin, and α,β,γ,ƍ-tetraformyloctaethylporphyrin [(13), (2), (3), (14), and (15), respectively]. Similar results are obtained when copper(II) etioporphyrin-I (5) is formylated. It therefore appears that there exists no difference in regioselectivity in the diformylation reactions between the copper(II) octaethyl- and copper(II) etioporphyrin-I series. Earlier work which indicated that in the octaethylporphyrin series there is a preference for formation only of the copper(II)α,γ-diformylporphyrin (2) is suggested to be a result of preferential crystallization of the least-soluble α,γ-compound from an almost equal mixture of the two isomers. © Royal Society of Chemistry