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At least 19 recordsLinked to original sources
PubMed2003

Terphenyl cyclooctatetraenyl compounds of samarium.

The syntheses and molecular structures of a number of terphenyl-based compounds of the lanthanide element samarium are reported. Reaction of 2 equiv of DppLi (Dpp = 2,6-diphenylphenyl) with 1 equiv of SmCl(3) in tetrahydrofuran at room temperature yields (Dpp)(2)SmCl(micro-Cl)Li(THF)(3) (1). The one-pot reaction of 1 equiv of K(2)COT (COT(2)(-) = cyclooctatetraenyl dianion) with 1 equiv SmCl(3) in tetrahydrofuran at room temperature followed by addition of 1 equiv of terphenyllithium salt DppLi, DmpLi (Dmp = 2,6-dimesitylphenyl), or DanipLi (Danip = 2,6-di(o-anisol)phenyl) produces DppSmCOT(micro-Cl)Li(THF)(3) (2), DmpSm(THF)COT (3), and DanipSm(THF)COT (4), respectively. In the case of the Danip-based compound 4 the order of addition of reagents can be reversed producing the same compound, however, in considerably lower yield. Compound 2 can also be prepared by reaction of 1 with 1 equiv of K(2)COT in tetrahydrofuran. The molecular structure of the bis(terphenyl) compound 1 exhibits a formally four-coordinate metal atom. The molecular structures of the terphenyl COT compounds 2-4 feature monomeric complexes which are obtained either as a lithium chloride adduct (2) or as tetrahydrofuran adducts (3, 4). In 4 the Danip ligand adopts the meso form.

Journal Article↗
PubMed1980

Comparative activity of 4,4'-diaminobiphenyl (benzidine) and its terphenyl analogue, 4,4'-diaminoterphenyl, in two in vitro assays for potential carcinogenicity.

The carcinogen 4,4'-diaminobiphenyl (benzidine) has been compared in vitro with its terphenyl analogue 4,4''-diaminoterphenyl using the Salmonella reverse mutation assay and the BHK cell-transformation assay. The responses observed, taken together with a consideration of chemical structures, indicate that the terphenyl compound is a potential carcinogen. These findings may contribute to an understanding of the mechanism of action of benzidine as a carcinogen.

Animals↗
PubMed2000

Curtisians A-D, new free radical scavengers from the mushroom Paxillus curtisii.

In our continuous investigation for free radical scavengers from extracts of fruit body of basidiomycetes, we have isolated four new p-terphenyl compounds, designated as curtisians A-D, from the methanolic extract of the fruit body of Paxillus curtisii. These compounds were isolated by silica gel and Sephadex LH-20 column chromatographies, preparative-TLC and HPLC, consecutively. The structures of curtisians were assigned as p-terphenyls with substituents of acetyl, benzoyl, phenylbutyryl, 3-hydroxybutyryl and 3-acetoxybutyryl. Curtisians A, B, C and D exhibited inhibitory activity against lipid peroxidation with IC50, values of 0.15, 0.17, 0.24 and 0.14 microg/ml, respectively.

Agaricales↗
PubMed2002

Radiopacity in bone cements using an organo-bismuth compound.

In a joint replacement surgery it is vital for bone cement to be radiologically detectable. Consequently, heavy metal salts of barium and zirconia are incorporated as a contrast medium for this purpose. The addition of such particulate additives, however, can be detrimental to some of the physical, mechanical and biological properties. The present study reports the feasibility of using an organo-bismuth compound, namely. triphenyl bismuth (TPB) as a radiopaque agent for orthopaedic bone cements. TPB was incorporated in the bone cement matrix by two methods, (i) blending: TPB was added to the polymer phase of the bone cement and (ii) dissolution: by dissolving TPB in the monomer phase methylmethacrylate. The results showed that the inclusion of TPB at concentrations of 15% and 25% by weight of the polymer, in the bone cement matrix did not affect the polymerisation exotherm temperature and setting time. Furthermore, the addition of TPB via the dissolution method provided a statistically significant increase in the strain to failure in comparison to commercial acrylic cements containing barium sulphate, thus reducing the brittleness of the cement. The detrimental effects on the mechanical properties post conditioning in water, was also much less pronounced in the homogeneous TPB cements in comparison to barium sulphate containing cements. These observations can be attributed to the formation of a homogeneous and continuous matrix of the resultant bone cement with a much lower porosity.

Bismuth↗
PubMed1978

Synthesis and antitumor properties of some isoindolylalkylphosphonium salts.

Antitumor evaluation of 2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)ethyltriphenylphosphonium bromide (1) revealed significant activity in P-388 lymphocytic leukemia (T/C = 160%). As a follow-up to this chemical lead, a series of closely related phosphonium salts was prepared in which the 1,3-dihydro-1,3-dioxo-2H-isoindole ring system was maintained or in which it was replaced by other moieties such as maleimido, bromo, methoxy, and isoindoline. Syntheses generally involved treatment of the appropriate N-(bromoalkyl)phthalimide with the required phosphine or condensation of the K salt of the substituted imide with beta-(bromoethyl)triphenylphosphonium bromide (12). From the biological data obtained for these compounds, several requirements can be defined for substantial antileukemic activity. Of utmost importance is the presence of a triarylphosphonium halide moiety, coupled to an alkyl chain of two or three carbon atoms. The preferred terminus of the alkyl chain is the 1,3-dihydro-1,3-dioxo-2H-isoindole ring system, although the observed activity of beta-(bromoethyl)-triphenylphosphonium bromide (12) (T/C = 127%) would suggest that a superior carrier molecule could be developed.

Animals↗
PubMed1999

Organophosphorus-induced neurotoxicity in the absence of neuropathy target esterase inhibition: the effects of triphenyl phosphine in the European ferret.

Abou-Donia et al. (in Toxicologist, Vol. 30, 1996) have reported that repeated oral administration of the organo-phosphorus compound triphenyl phosphine (TPPn) to the domestic chicken results in neuropathological changes in the spinal cord and peripheral nerves, accompanied by ataxia and paralysis. This study also noted that single doses of TPPn resulted in no inhibition of the enzymes neuropathy target esterase (NTE) and acetylcholinesterase (AChE). We undertook the present study to determine the biochemical, neuropathological, and clinical effects of single doses of TPPn in the European ferret, a mammalian species shown to be susceptible to organophosphorus-induced neurotoxicity. Eight 12-week-old ferrets were each injected subcutaneously with either 250 mg TPPn/kg bw or 500 mg TPPn/kg bw, or with the peanut oil/ethyl ether vehicle. Twenty-four h after dosing, the brains of 5 animals from each dose group were examined for NTE and AChE activities. The remaining 3 animals in each group were observed for 6 days for the development of clinical signs, after which their brains were processed for the presence of axonal degeneration using the Fink-Heimer silver impregnation method. Single injections of TPPn had no effect on the activities of whole-brain NTE or AChE 24 h after injection. The animals observed for clinical signs showed increasing trunk and hindlimb ataxia beginning 4 days after injection, culminating in fore-and hindlimb paralysis 6 days after injection. All brains exposed to either dose of TPPn showed widespread axonal degeneration extending from the brainstem and cerebellum into midbrain and forebrain areas. The results of this study support the hypothesis that TPPn-induced neurotoxicity is a separate and distinct form of organophosphorus-induced neurotoxicity not dependent on NTE inhibition, and therefore not a variant of organophosphorus-induced delayed neurotoxicity (OPIDN).

Acetylcholinesterase↗
PubMed2004

Triphenylphosphane complex formation with hexyn-1-yl silver.

Hexyn-1-yl silver shows broad signals in 1H, 13C and 109Ag NMR. In the presence of 1 equiv. of triphenylphosphane, the signals are much sharper and at low temperature 109Ag,31P and 107Ag,31P coupling can be observed. On 109Ag decoupling, the 31P spectrum still shows the 107Ag,31P coupling indicating the formation of a coordination complex.

Alkynes↗
PubMed1978

Complexes of trivalent oxygenated phosphorus compounds with cytochrome P-450 and cytochrome P-420: the origin of double Soret spectra.

Trivalent oxygenated phosphorus ligands include alkyl and aryl phosphites, (RO)3P, phosphonites, (RO)2PR, and phosphinites, ROPR2. All such compounds tested, with the exception of triphenyl phosphite, interact with ferrous cytochrome P-450 and its denatured form, cytochrome P-420, to produce complexes having two peaks in the Soret region of their optical difference spectra. Careful evaluation of these spectra indicate that they arise for different reasons for each of the two cytochromes. Clear evidence shows that cytochrome P-450 is not denatured by these ligands. The high affinity of these ligands for heme iron is indicated by small Ks values. The experimental results are used to substantiate a theory of the origin of microsomal double Soret spectra and the nature of the environments available for microsomal cytochromes P-450 and P-420.

Animals↗
PubMed1989

Structure of antischistosome compounds. V 1,6-Hexanediylbis(triphenylphosphonium) dibromide.

C42H42P2(2+).2Br-, Mr = 768.6, triclinic, P1, a = 13.328 (2), b = 23.110 (3), c = 9.417 (1) A, alpha = 90.75 (1), beta = 109.62 (1), gamma = 91.23 (1) degrees, V = 2730.86 A3, Z = 3, Dx = 1.402 g cm3, graphite-monochromatized Cu K alpha radiation, lambda = 1.5418 A, mu = 52.0 cm-1, F(000) = 1182, T = 292 K. Final R = 0.051 for 5225 reflections with I greater than 3 sigma (I). Structure solved by Patterson methods and delta F syntheses. One molecule is located at the center of symmetry of the unit cell. The hexane moieties of all three molecules are in the trans extended conformation. However, one of the P-C-C-C torsion angles in the complete molecule in the asymmetric unit is 118.4 (6) degrees, the corresponding P-C-C-C torsion angle about the other P atom being 178.7 (5) degrees. This creates a conformational asymmetry in an otherwise symmetric molecule. This conformation permits the formation of a nearly square, planar, noncovalent interaction involving this P atom with one of the Br- ions and a symmetry-related Br--P interaction. The remaining P atoms and Br- ions are noncovalently linked to this square, approximately along the alpha axis. This noncovalent network is nearly parallel to the [011] plane, but does not extend beyond the [020] and [020] planes. The half-molecule in the asymmetric unit is approximately 45 degrees to the whole molecule, with two of its phenyl rings directed toward and perpendicular to one of the phenyl rings of the asymmetric triphenylphosphonium group of the whole molecule.(ABSTRACT TRUNCATED AT 250 WORDS)

Crystallization↗