Coordination compounds of Group IB metals. I. Triethylphosphine complexes of gold(I) mercaptides

Coates, GE; Kowala, C.; Swan, JM

doi:10.1071/ch9660539

Cited by 33 publications

(13 citation statements)

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“…Several attempts to obtain crystals of complexes (1), (2), and (3) were performed and showed that the complex had a tendency to decompose when dissolved in organic solvents, releasing ligand, Au(PEt 3 )Cl or Au(PPh 3 )Cl and a yellow precipitate. According to the literature (Coates et al 1966) it could be characterized as an insoluble polymer of gold(I) mercaptide. Stability of the complex is related to the chemical structure of the sulfur ligands attached to the gold atom.…”

Section: Resultsmentioning

confidence: 99%

Synthesis, characterization, cytotoxic and antitubercular activities of new gold(I) and gold(III) complexes containing ligands derived from carbohydrates

et al. 2015

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Novel gold(I) and gold(III) complexes containing derivatives of D-galactose, D-ribose and D-glucono-1,5-lactone as ligands were synthesized and characterized by IR, (1)H, and (13)C NMR, high resolution mass spectra and cyclic voltammetry. The compounds were evaluated in vitro for their cytotoxicity against three types of tumor cells: cervical carcinoma (HeLa) breast adenocarcinoma (MCF-7) and glioblastoma (MO59J) and one non-tumor cell line: human lung fibroblasts (GM07492A). Their antitubercular activity was evaluated as well expressed as the minimum inhibitory concentration (MIC90) in μg/mL. In general, the gold(I) complexes were more active than gold(III) complexes, for example, the gold(I) complex (1) was about 8.8 times and 7.6 times more cytotoxic than gold(III) complex (8) in MO59J and MCF-7 cells, respectively. Ribose and alkyl phosphine derivative complexes were more active than galactose and aryl phosphine complexes. The presence of a thiazolidine ring did not improve the cytotoxicity. The study of the cytotoxic activity revealed effective antitumor activities for the gold(I) complexes, being more active than cisplatin in all the tested tumor cell lines. Gold(I) compounds (1), (2), (3), (4) and (6) exhibited relevant antitubercular activity even when compared with first line drugs such as rifampicin.

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Section: Resultsmentioning

confidence: 99%

Synthesis, characterization, cytotoxic and antitubercular activities of new gold(I) and gold(III) complexes containing ligands derived from carbohydrates

et al. 2015

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“…Cysteinmethyl-und -ethylesterhydrochlorid redu zieren T etrachloroaurat(III) ebenso wie Cystein und andere Verbindungen mit Thiolgruppen [5] zu den farblosen, in allen üblichen Lösungsmitteln schwer löslichen und polymer gebauten Gold(I)-thiokomplexen 4. …”

Section: Die Reaktion Von A-a M Inosäuren (G Lyo H a Lao H V Alo unclassified

“…Ü ber Gold-Komplexe mit a-Aminosäuren ist wenig bekannt. Mit verschiedenen A m i nosäuren konnten Verbindungen des Typs [AuIL2]+ [A umCl4]~ isoliert werden [4], Mit Cysteinat und Penicillaminat w urden verschiedene Gold(I)-Verbindungen beschrieben [5], Interessant und möglicher weise biologisch relevant ist die Beobachtung, daß sich Gold in wäßrigen a-A m inosäurelösungen in G e genwart von Sauerstoff unter Komplexbildung auf löst [6]. Im folgenden berichten wir über U m setzun gen von a-A m inosäuren und deren Estern mit was serfreiem A u2C16 in Thionylchlorid als Lösungs mittel.…”

Section: Introductionunclassified

Metallkomplexe mit biologisch wichtigen Liganden, XXXIII. Reaktionen von α-Aminosäuren und α-Aminosäurederivaten mit Gold(III)-chlorid/ Metal Complexes with Biological Important Ligands, XXXIII. Reactions of α-Amino Acids and Derivatives there of with Gold(III) Chloride

Ambach

Singh

Nagel

et al. 1984

Zeitschrift Für Naturforschung B

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AbstractThe hydrochlorides of a-aminoacid esters react with Au2Cl6 in thionyl chloride to give the ammonium salts [H3NCHRCO2R′]+AuCl4- (R = H , Me, R′ = H , Me, Et). The X-ray structure of [H3NCH(Me)CO2Me]+AuCl4- has been determined. The reactions of a-aminoacids with Au2Cl6 in SOCl2 afford mixtures of ammonium tetrachloroaurate(III) salts with a-amino acids, a-amino acid chlorides or a-amino acid anhydrides as amine components. Cysteine esters reduce gold(III) to give the gold(I) compounds [AuSCH2CH(N H2)CO2R]n (R = Me, Et).

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“…31 The factors causing the very low solubility of AuSCy at neutral pH are unknown, but they apparently drive many reactions involving gold and cysteine to completion.…”

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Competition of thiols and cyanide for gold(I)

Lewis¹,

Shaw²

1986

Inorg. Chem.

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Thiol ligands are capable of partially displacing cyanide from Au(CN),-, demonstrating that their affinity for gold(1) is very high. Raman and 13C N M R evidence for the formation in solution of mixed-ligand complexes, RSAuCN-, which disproportionate to Au(CN),-and (RS),Au-, is presented. With use of literature values for reduction potentials, the conditional equilibrium formation constants at pH 7.0 of (cysteinato)gold(I), K = 1.5 X and bis(cysteinato)gold(I), K = 3 X IO2*, were calculated for comparison to the formation constants of Au(CN),-. A potential gold metabolite, bis(glutathionato)goId(I), was generated in situ, characterized by "C N M R , and studied in reactions with cyanide.

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Coordination compounds of Group IB metals. I. Triethylphosphine complexes of gold(I) mercaptides

Cited by 33 publications

References 0 publications

Synthesis, characterization, cytotoxic and antitubercular activities of new gold(I) and gold(III) complexes containing ligands derived from carbohydrates

Synthesis, characterization, cytotoxic and antitubercular activities of new gold(I) and gold(III) complexes containing ligands derived from carbohydrates

Metallkomplexe mit biologisch wichtigen Liganden, XXXIII. Reaktionen von α-Aminosäuren und α-Aminosäurederivaten mit Gold(III)-chlorid/ Metal Complexes with Biological Important Ligands, XXXIII. Reactions of α-Amino Acids and Derivatives there of with Gold(III) Chloride

Competition of thiols and cyanide for gold(I)

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