Hydrosulfide Adducts of Organo-Iridium Anticancer Complexes
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https://figshare.com/articles/dataset/Hydrosulfide_Adducts_of_Organo_Iridium_Anticancer_Complexes/2078689
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资源简介：
Novel half-sandwich hydrosulfidoiridium(III)
complexes [(η5-Cp*)Ir(phen)(SH)]PF6 (1), [(η5-Cp*)Ir(bpy)(SH)]PF6 (2), [(η5-Cpbiph)Ir(phen)(SH)]PF6 (3), and [(η5-Cpbiph)Ir(bpy)(SH)]PF6 (4) were prepared from the chlorido complexes by dechlorination
and treatment with excess NaSH·xH2O; phen = 1,10-phenanthroline, bpy = 2,2′-bipyridine, Cp*
= 1,2,3,4,5-pentamethylcyclopentadienyl, and Cpbiph = 1,2,3,4-tetramethyl-5-biphenylcyclopentadienyl.
Complexes 1–4 were characterized
by various techniques including electrospray ionization mass spectrometry,
NMR spectroscopy (δ(SH) ca. −2 ppm), and a single-crystal
X-ray analysis. Complex [(η5-Cp*)Ir(phen)(SH)]BPh4 (1′) shows a typical piano-stool geometry
with Ir–S bond length of 2.388(2) Å. Cpbiph complexes 3 (IC50 = 0.98 μM) and 4 (IC50 = 0.61 μM) showed significantly higher
(p < 0.005) in vitro antiproliferative activity
against A2780 human ovarian cancer cells, as compared with their Cp*
analogues 1 (IC50 = 49.5 μM) and 2 (IC50 = 48.4 μM), and potency similar to
the anticancer drug cisplatin. The complexes were relatively stable
in aqueous solution toward hydrolysis and reactions with reduced glutathione
(GSH), 9-ethylguanine, or 9-methyladenine. Interestingly, GSH was
readily oxidized to glutathione disulfide in the presence of Cpbiph complexes 3 and 4, as judged
by 1H NMR, perhaps indicative of a possible redox-linked
mechanism of action.
创建时间：
2016-03-01
