Anticancer activity and X-ray structure determination of gold(I) complexes of 2-(diphenylphosphanyl)-1-aminocyclohexane

Recent development of gold(i) and gold(iii) complexes as therapeutic agents for cancer diseases

“…The mechanistic study showed that TrxR represented the most relevant target for anticancer gold( i ) complexes. 123 In 2021, Espinosa et al synthesized and characterized four gold complexes 163a – b , 164a – b , and their anticancer activity were evaluated. According to the result, all complexes showed higher selectivity indexes when compared to cisplatin.…”

Novel dinuclear gold(i) complexes containing bis(diphenylphosphano)alkanes and (biphenyl-2-yl)(di-tert-butyl)phosphane: synthesis, structural characterization and anticancer activity

“…In the IR spectra of the complexes (1-4), the n(P-C) bands of phosphane ligands were observed around 1100 cm À1 and 1000 cm À1 . 14,15 The n(CQC) modes of the aromatic ring were detected at about 1470 cm À1 . The medium intensity bands in the region of 2900 cm À1 in the IR spectra are assigned to n(C-H)(aliphatic) vibrations, while those above 3000 cm À1 represent the aromatic C-H stretches.…”

“…Anticancer gold(I) complexes bearing phosphane ligands have been an attractive field of research over the past few years. [1][2][3][4][5][6][7][8][9][10][11][12][13][14][15][16] The antirheumatic drug auranofin [(2,3,4,6-tetra-O-acetyl-L-thiob-D-glyco-pyranosato-S-)(triethylphosphane)gold(I)] 17,18 has demonstrated remarkable cytotoxic activity in various in vitro and in vivo tumor models including the cisplatin-resistant cell lines. [19][20][21][22][23][24][25] Importantly, the Messori group has demonstrated that the presence of the thiosugar moiety in auranofin is not essential for its pharmacological action, suggesting that the tuning of some relevant chemical properties, such as lipophilicity, could be exploited to improve its bioavailability without losing its antiproliferative properties.…”

“…40 Mitochondria were regarded as the primary targets in apoptosis induced by the mixed phosphine gold species in melanoma cell lines. 41 Considering these studies and in continuation of our focus on the structural and antitumor properties of the gold(I) complexes of phosphanes, [13][14][15][16][42][43][44][45] we report here the synthesis of a novel series of gold(I) complexes (1-4) containing both mono-phosphane {(biphenyl-2-yl)di-tert-butylphosphane, Bdbp} and diphosphanes {1,2-bis(diphenylphosphano)ethane, Dppe; 1,3-bis(diphenylphosphano)propane, Dppp; 1,4-bis(diphenylphosphano)butane, Dppb and bis [2-(diphenylphosphano)methyl]amine, Dpma} ligands. The complexes were characterized by FTIR, NMR ( 1 H and 13 C) spectroscopic methods, and their structures were determined by single crystal X-ray diffraction analysis.…”

Design, Synthesis, and Preclinical Activity in Ovarian Cancer Models of New Phosphanegold(I)-N-heterocyclic Carbene Complexes

“…The investigation of anticancer activity of gold­(I) complexes of N-heterocyclic carbenes (NHCs) is a rapidly growing field of research in organometallic chemistry. − This may be correlated to their enhanced stability under biological conditions that arises on the basis of strong σ-donation of NHCs, which is comparable to that of phosphanes. ,,− The lipophilicity of the gold-NHCs could be tuned more easily by modulating the nature of the substituents of the heterocyclic rings. , The antirheumatic gold­(I)-phosphane drug auranofin [(2,3,4,6-tetra- O -acetyl- l -thio-β- d -glycopyranosato- S -)­(triethylphosphane)­gold­(I)] represents the guide compound for the anticancer gold­(I) compounds. − Recently, several gold­(I)-phosphane complexes have been shown to exhibit promising antitumor activity. − The crystal structure analyses of NHC-gold­(I) complexes reveal a linear geometry around gold­(I). ,− ,, Some of these complexes are characterized by aurophilic interactions. , …”