Oral gold. Antiarthritic properties of alkylphosphinegold coordination complexes

Sutton, Blaine M.; McGusty, Elizabeth; Walz, D. T.; DiMartino, Michael J.

doi:10.1021/jm00281a001

Cited by 199 publications

(95 citation statements)

References 6 publications

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“…The recently synthesized and pharmacologically characterized phosphine-gold coordination compounds [30][31][32][33] differ substantially from sodium aurothiomalate and gold thioglucose in their apparent mode of action [31 ].…”

Section: Discussionmentioning

confidence: 99%

Inhibition of synovial fluid lysosomal glycosidases by anti-Arthritic gold preparations

et al. 1978

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The ability of currently available anti-arthritic gold preparations to inhibit lysosomal glycosidases from rheumatoid synovial fluid and normal human serum was studied in vitro.It was shown that these preparations differ markedly in their ability to inhibit the enzymes. Gold thioglucose (Solganal) did not inh~it ~-glucuronidase ~-GLUC), ~-Nacetylglucosaminldase (t-NAG) or hyaluronidasc (HASE). Chloro(triethylphosphine)gnld (SK&F 36914) was a potent inhibitor oft-NAG only. Sodium aurothlomalate (Myochrysine and sodium 3-aurnthio-2-prupanol-l-snlphonate (Allyoehrysine) were inhibiturs of all three enzymes, notably #-GLUC.Kinetic analysis of inhibition by aurothiomalate demonstrated apparent competitive inhibition with fl-GLUC, but non-competitive inhibition with HASE and t-NAG fl-GLUC was also strongly inhibited by silver and copper thiomalates.

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Section: Discussionmentioning

confidence: 99%

Inhibition of synovial fluid lysosomal glycosidases by anti-Arthritic gold preparations

et al. 1978

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“…7), an orally absorbed gold (I) phosphine complex, had been used for the treatment of rheumatoid arthritis [51]. Early reports in the 1970s and 1980s manifested that this compound and other gold phosphine complexes were also active against the growth of cultured tumour cells in vitro [52 -55].…”

Section: Cobalt Compoundsmentioning

confidence: 99%

Non Platinum Metal Complexes as Anti‐cancer Drugs

Ott¹,

Gust

2007

Archiv der Pharmazie

529

403

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The development of metal complexes with platinum central atoms such as cisplatin or carboplatin had an enormous impact on current cancer chemotherapy. However, the spectrum of cancers that can be treated with platinum agents is narrow and treatment efficacy suffers from side effects and resistance phenomena. These unresolved problems in platinum-based anti-cancer therapy have stimulated increased research efforts in the search for novel non platinum-containing metal species as cytostatic agents. Preclinical and clinical investigations showed that the development of new metal agents with modes of action different from cisplatin is possible. Thus, complexes with iron, cobalt, or gold central atoms have shown promising results in preclinical studies and compounds with titanium, ruthenium, or gallium central atoms have already been evaluated in phase I and phase II trials. This review covers some relevant examples of preclinical and clinical research on novel non platinum metal complexes.

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“…Gold(I) starting materials (μ-1,2-bis(diphenylphosphino)ethane)bis(chlorogold) [49], (μ-1,3-bis(diphenylphosphino)propane)bis(chlorogold) [50], (μ-1,5-bis(diphenylphosphino)pentane)bis(chlorogold) [51], (μ-1,6-bis(diphenylphosphino)hexane)bis(chlorogold) [52] and chloro(trimethylphosphine)gold [53] were prepared by substitution of tetrahydrothiophene (tht) in [(tht)AuCl] [54,55] with the appropriate phosphine. The synthesis of (μ-1,2-bis(dimethylphosphino)ethane)bis (chlorogold) followed the same method.…”

Section: Synthesis and Characterizationmentioning

confidence: 99%

Amides of gold(I) diphosphines prepared from N-heterocyclic sources and their in vitro and in vivo screening for anticancer activity

Horvath

Dobrzańska

Strasser

et al. 2012

Journal of Inorganic Biochemistry

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Synopsis __________________________________________________________________________Among a new series of gold(I) complexes that contain diphosphine and deprotonated N-heterocyclic ring systems as ligands, the compounds containing diphenyl(phosphino)pentane and pyrazolate (lypophilic) or 1,2,4,-triazolate (hydrophilic) have high anti-tumour specificities. They induce an apoptic cell death pathway and have the maximum tolerated dose of 1.5 μmol/kg when administered to Balb/C mice. ___________________________________________________________________ *Synopsis for the Graphical abstract  In 25 new complexes diphosphines and azolate-type ligands coordinate to gold  Solvent molecules and counterions appear within channels of a crystalline complex  Cytotoxicity is dependent upon aliphatic C chain length in the ligands  An apoptosis cell death with certain mitochondrial involvement is indicated  Tolerated doses compared to [Au(dppe) 2 ]Cl, tumour specificity is much better *Highlights A B S T R A C T ------------------------------------------------------------------------A series of new neutral mononuclear or dinuclear gold(I) complexes and a cyclic cationic tetranuclear amidogold(I) complex comprising of the phosphines 1,2-bis(dimethylphosphino)ethane (dmpe), μ-1,2-bis(diphenylphosphino)ethane (dppe), μ-1,3-bis(diphenylphosphino)propane (dppp), μ-1,5-bis(diphenylphosphino)pentane (dpppe), μ-1,6-bis(diphenylphosphino)hexane (dpph) or trimethylphosphine, and several N-heterocyclic ring systems (imidazolate, pyrazolate, 1,2,3-triazolate, 1,2,4-triazolate, pyrrolate, 9H-purine-9-ate or 9H-purine-6-amine-9-ate) as ligands, reveal intermolecular aurophilic interactions and 2D channels available for solvent molecules in some of their crystal structures. The antitumou r 2 activity of the acyclic gold(I) compounds is highly dependent on the substituents on the phosphorus atoms being highest for phenyl groups and lower for methyl groups. The activity of these compounds against selected cell lines is linked to the length of the carbon bridge between the two phosphorus atoms being highest with a bridge consisting of 5 or 6 carbons. Two compounds with the highest tumour specifities that contain dpppe and pyrazolate (a lipophilic compound) or 1,2,4-triazolate (a hydrophilic compound) induce the apoptic cell death pathway and tolerate a maximum dose of 1.5 μmol/kg when administered to Balb/C mice.

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Oral gold. Antiarthritic properties of alkylphosphinegold coordination complexes

Cited by 199 publications

References 6 publications

Inhibition of synovial fluid lysosomal glycosidases by anti-Arthritic gold preparations

Inhibition of synovial fluid lysosomal glycosidases by anti-Arthritic gold preparations

Non Platinum Metal Complexes as Anti‐cancer Drugs

Amides of gold(I) diphosphines prepared from N-heterocyclic sources and their in vitro and in vivo screening for anticancer activity

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