33659-45-9Relevant articles and documents
Gold(I) Phosphine Derivatives with Improved Selectivity as Topically Active Drug Leads to Overcome 5-Nitroheterocyclic Drug Resistance in Trichomonas vaginalis
Miyamoto, Yukiko,Aggarwal, Shubhangi,Celaje, Jeff Joseph A.,Ihara, Sozaburo,Ang, Jonathan,Eremin, Dmitry B.,Land, Kirkwood M.,Wrischnik, Lisa A.,Zhang, Liangfang,Fokin, Valery V.,Eckmann, Lars
, p. 6608 - 6620 (2021/05/29)
Trichomonas vaginalis causes the most common, nonviral sexually transmitted infection. Only metronidazole (Mz) and tinidazole are approved for treating trichomoniasis, yet resistance is a clinical problem. The gold(I) complex, auranofin, is active against T. vaginalis and other protozoa but has significant human toxicity. In a systematic structure-activity exploration, we show here that diversification of gold(I) complexes, particularly as halides with simple C1-C3 trialkyl phosphines or as bistrialkyl phosphine complexes, can markedly improve potency against T. vaginalis and selectivity over human cells compared to that of the existing antirheumatic gold(I) drugs. All gold(I) complexes inhibited the two most abundant isoforms of the presumed target enzyme, thioredoxin reductase, but a subset of compounds were markedly more active against live T. vaginalis than the enzyme, suggesting that alternative targets exist. Furthermore, all tested gold(I) complexes acted independently of Mz and were able to overcome Mz resistance, making them candidates for the treatment of Mz-refractory trichomoniasis.
Diphenylphosphide-bridged diiron derivatives of [Fe 2(η5-C5H5)2(μ-H) (μ-PPh2)(CO)2]
Alvarez, Celedonio M.,Garcia, M. Esther,Ruiz, Miguel A.,Connelly, Neil G.
, p. 4750 - 4758 (2008/10/09)
The complex trans-[Fe2Cp2(μ-H)(μ-PPh 2)(CO)2] is obtained in 91% yield by refluxing toluene solutions of [Fe2Cp2(CO)4] (Cp = μ5-C5H5) and the secondary phosphine PPh2H. This compound isomerizes upon irradiation with visible - UV light under a CO atmosphere to yield cis-[Fe2Cp2(μ-H) (μ-PPh2)(CO)2]. The above hydride complexes react under photochemical conditions with 1 equiv of secondary phosphines PR2H (R = Et, Ph) to give the corresponding monocarbonyl compounds [Fe 2Cp2(μ-PPh2)(μ-PR2)(μ-CO)] via the hydride intermediates [Fe2Cp2(μ-H)(μ- PPh2)(CO)(PR2H)] (detected and isolated for R = Et). Deprotonation of trans[Fe2Cp2(μ-H)(μ-PPh 2)(CO)2] with LiBu gives the binuclear anion [Fe 2Cp2(μ-PPh2)(CO)2]. This highly nucleophilic carbonylate reacts rapidly with [AuCl(PiPr3)] or MeI to give the corresponding gold diiron cluster [AuFe2Cp 2(μ-PPh2)(CO)2(PiPr3)] or methyl derivative [Fe2Cp2(Me)(μ-PPh 2)(μ-CO)(CO)2], respectively. Both hydrides cis- and trans- [Fe2Cp2(μ-H)(μPPh2)(CO) 2] can be reversibly oxidized at low temperature to the corresponding cation radicals cis- and trans- [Fe2Cp2(μ-H)(H- PPh2)(CO)2]-. At room temperature, however, the trans dicarbonyl cation isomerizes to its cis isomer, which in turn experiences a degradation process involving the reductive elimination of the bridging groups. The structures of the new complexes are analyzed on the basis of the corresponding IR and NMR (1H, 31P and 13C) spectroscopic data. The nature of the new radical cations is analyzed also on the basis of cyclic voltammetry and ESR measurements.
Preparation and Structure of Hexakismethanium(2+) Salts (2+)(X(1-))2 with L = Et3P, iPr3P and X = BF4(1-), B3O3F4(1-)
Schmidbaur, Hubert,Brachthaeuser, Benno,Steigelmann, Oliver,Beruda, Holger
, p. 2705 - 2710 (2007/10/02)
Hexaaurated carbon complexes of the type (BF4)2, R = Et (2a), iPr (2b) have been prepared by the reaction of the appropriate (phosphane)gold(I) chlorides R3PAuCl (1a and 1b) with tetrakis(dimethoxyboryl)methane, (13)C-enriched at the central carbon atom, in the presence of excess of CsF in HMPT at room temperature.The products 2a and 2b are characterized by standard spectroscopic methods including direct detection of the interstitial C atoms by (13)C-NMR spectroscopy.The crystal structure of the compound (B3O3F4)2*3CH2Cl2 (3), obtained from partial (anion) hydrolysis has been determined.It contains dications with a central carbon atom surrounded by six (phosphane)gold(I) units.The edges of the CAu6 octahedron represent short Au-Au contacts (aprox. 3.0 Angstroem), which strongly contribute to the formation and stability of these hypercoordinated species.Attempts to prepare a corresponding hexaauriomethanium dication starting from tBu3PAuCl (1c) failed owing to the bulkiness of the (tri-tert-butylphosphane)gold(I) unit.The X-ray structure analysis for 1c verifies an extremly crowded environment of the gold atom with small Au-P-C-angles of only 107 deg leading to efficient shielding of the metal atom by methyl groups. Key Words: Auriophilicity / Gold(I), phosphane complexes / Methanium, hexaaurio(I) compounds