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Novel Ferrocenic Steroidal Drug Derivatives and Their Bioactivities

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posted on 2010-05-27, 00:00 authored by Jiradej Manosroi, Kanjana Rueanto, Korawinwich Boonpisuttinant, Worapaka Manosroi, Christophe Biot, Hiroyuki Akazawa, Toshihiro Akihisa, Witchapong Issarangporn, Aranya Manosroi
Seven novel ferrocenic derivatives, compounds 17, were synthesized from steroidal drugs by Aldol condensation reaction. The derivatives were purified by chromatography, and their structures were determined on the basis of HR-ESI-MS and two-dimensional NMR spectroscopy. The purity of all derivatives was more than 95%. Compounds 15 demonstrated anti-proliferative activity on HeLa cell line by SRB assay more than their parent compounds. All seven derivatives showed anti-oxidative activities evaluated by DPPH scavenging and metal ion chelating, while their parent compounds gave no activity. Compound 1 indicated the most potent anti-proliferative activity similar to doxorubicin, with the GI50 at 0.223 ± 0.014 μg/mL. Compounds 6 and 7 demonstrated similar potent in vivo anti-inflammatory to their parent compounds (prednisolone and hydrocortisone) at 80.99 ± 13.5 and 68.24 ± 10.4% edema inhibition, respectively. This study has suggested that the novel compound 1 was the most potential derivative that can be further developed for cancer treatment.

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