N‐Heterocyclic carbenes derived from imidazo‐[1,5‐a]pyridines related to natural products: synthesis, structure and potential biological activity of some corresponding gold(I) and silver(I) complexes

Abstract

A series of Au(I) complexes (12-16) and Ag(I) complexes (17)(18)(19)(20) derived from imidazo[1,5-a]pyridin-3-ylidenes were synthesized from AuCl(SMe 2 ) or by reacting silver(I) acetate with 2,5-dimethylimidazo[1,5-a]pyridin-2-ium iodide or imidazo[1,5-a]pyridin-2-ium salts, and were characterized using NMR spectroscopy, mass spectrometry and elemental analyses. In addition, the Au(I) complex 13 and the Ag(I) complex 19 were characterized using single-crystal X-ray diffraction. Using paclitaxel as a standard, all Au(I) and Ag(I) N-heterocyclic carbene complexes were evaluated for their in vitro anti-tumour activity against 12 cell lines using a monolayer cell survival and proliferation assay. The highest anticancer activity was found for complexes 15, 13 and 14 with mean IC 50 values of 10.09, 10.42 and 12.28 μM, respectively.

Synthesis of moxifloxacin–Au (III) and Ag (I) metal complexes and their biological activities

“…The antibacterial activity of the moxifloxacin drug and its metal complexes (as a standard moxifloxacin) was tested against bacteria because bacteria can achieve resistance to antibiotics through biochemical and morphological modifications (Sultana et al 2014;Mihorianu et al 2016;Maftei et al 2016a;Maftei et al 2016b). The organisms used in the present investigations included Staphylococcus aureus (S. aureus), Streptococcus features (S. features) and Bacillus subtillis (B. subtilis) (as gram-positive bacteria) and Proteus mirabilis (P. mirabilis), Pseudomonas aereuguinosa (P. aereuguinosa), and Escherichia coli (E. coli) (as gram-negative bacteria).…”

“…The development of noble metal-based drugs with promising pharmacological application may offer unique therapeutic opportunities (Rafique et al 2010). The inorganic chemistry is provided with better opportunities to use the noble metal complexes (Mihorianu et al 2016;Maftei et al 2016a) as therapeutic agents on living organisms which is different from transition metals and non-metals. The noble metal-drug complexes have significant applications (Maftei et al 2016b;Neda et al 1993a) …”

Synthesis, Crystal Structure, and Cytotoxic Activity of a Novel Eight-Coordinated Dinuclear Ca(II)-Schiff Base Complex

“…The peaks at 1253 cm −1 and 1,192 cm −1 demonstrate the existence of coordination bonds between SO3 − groups and Ca(II) [27]. 13 …”

“…Many metal complexes with transition metals as center ions show excellent antibacterial and antitumor activities, such as Cu(II) [1][2][3], Zn(II) [4][5][6], Mn(II) [7][8][9], Ni(II) [10][11][12], Ag(I) [13][14][15], and so on. Meanwhile, hydrazone compounds also exhibit good biological activities and are a kind of good ligand [16][17][18].…”

“…In this work, we synthesized a novel eight-coordinated dinuclear Ca(II) complex, [Ca 2 (L) 2 (H 2 O) 10 ]·H 2 O (1), by the reaction of 3-pyridinecarboxylic hydrazide, disodium 4-formylbenzene-1,3-disulfonate, and Ca(ClO 4 ) 2 ·4H 2 O. Complex 1 was characterized by elemental analysis, IR spectrum, 1 H-NMR, 13 C-NMR, and single crystal X-ray crystallography. The in vitro cytotoxic activity of 1 against HL-60 and MLTC-1 was also investigated.…”