scholarly journals Organometallic Nucleosides: Synthesis and Biological Evaluation of Substituted Dicobalt Hexacarbonyl 2′-Deoxy-5-oxopropynyluridines

ChemistryOpen ◽  
2018 ◽  
Vol 7 (3) ◽  
pp. 237-247 ◽  
Author(s):  
Renata Kaczmarek ◽  
Dariusz Korczyński ◽  
Karolina Królewska-Golińska ◽  
Kraig A. Wheeler ◽  
Ferman A. Chavez ◽  
...  
Keyword(s):  
Biological Evaluation ◽  
Dicobalt Hexacarbonyl ◽  
Synthesis And Biological Evaluation

scholarly journals Organometallic Nucleosides: Synthesis and Biological Evaluation of Substituted Dicobalt Hexacarbonyl Alkynyl Modified 2′-Deoxyuridines

Proceedings ◽  
2019 ◽  
Vol 22 (1) ◽  
pp. 62
Author(s):  
Roman Dembinski ◽  
Renata Kaczmarek ◽  
Dariusz Korczyński ◽  
Karolina Królewska-Golińska
Keyword(s):  
Cell Line ◽  
K562 Cells ◽  
Biological Evaluation ◽  
Oxygen Species ◽  
K562 Cell Line ◽  
Dicobalt Octacarbonyl ◽  
Cobalt Compounds ◽  
Dicobalt Hexacarbonyl ◽  
Synthesis And Biological Evaluation ◽  
Related Compounds

In continuation of synthetic pursuit of metallo-nucleosides, in particular dicobalt hexacarbonyl 5-alkynyl-2′-deoxyuridines, novel compounds with alkynyl groups were synthesized, starting from 5-iodo-2′-deoxyuridine. Reactions of dicobalt octacarbonyl [Co2(CO)8] with 2′-deoxy-5-oxopropynyluridines and related compounds gave dicobalt hexacarbonyl nucleoside complexes (83–31%). The growth inhibition of HeLa and K562 cancer cell lines by organometallic nucleosides was examined and compared to that by alkynyl nucleoside precursors. Coordination of the dicobalt carbonyl moiety to the 2′-deoxy-5-alkynyluridines led to a significant increase in its cytotoxic potency. The cobalt compounds antiproliferative activities against the HeLa cell line and the K562 cell line will be described. Coordination of an acetyl-substituted cobalt nucleoside was expanded using the 1,1-bis(diphenylphosphino)methane (dppm) ligand, resulting in cytotoxicity at comparable levels. The formation of reactive oxygen species in the presence of cobalt compounds was determined in K562 cells. The results indicate that the mechanism of action for most antiproliferative cobalt compounds may be related to the induction of oxidative stress.

scholarly journals Cover Feature: Organometallic Nucleosides: Synthesis and Biological Evaluation of Substituted Dicobalt Hexacarbonyl 2′-Deoxy-5-oxopropynyluridines (ChemistryOpen 3/2018)

ChemistryOpen ◽  
2018 ◽  
Vol 7 (3) ◽  
pp. 213-213
Author(s):  
Renata Kaczmarek ◽  
Dariusz Korczyński ◽  
Karolina Królewska-Golińska ◽  
Kraig A. Wheeler ◽  
Ferman A. Chavez ◽  
...  
Keyword(s):  
Biological Evaluation ◽  
Dicobalt Hexacarbonyl ◽  
Synthesis And Biological Evaluation

Synthesis and Biological Evaluation of the Antimicrobial Natural Product Lipoxazolidinone A

2018 ◽  
Author(s):  
Jonathan J. Mills ◽  
Kaylib R. Robinson ◽  
Troy E. Zehnder ◽  
Joshua G. Pierce
Keyword(s):  
Natural Products ◽  
Natural Product ◽  
Mechanism Of Action ◽  
Marine Natural Products ◽  
Biological Evaluation ◽  
Lead Compounds ◽  
Follow Up Studies ◽  
Initial Resistance ◽  
Synthesis And Biological Evaluation

The lipoxazolidinone family of marine natural products, with an unusual 4-oxazolidinone heterocycle at their core, represents a new scaffold for antimicrobial discovery; however, questions regarding their mechanism of action and high lipophilicity have likely slowed follow-up studies. Herein, we report the first synthesis of lipoxazolidinone A, 15 structural analogs to explore its active pharmacophore, and initial resistance and mechanism of action studies. These results suggest that 4-oxazolidinones are valuable scaffolds for antimicrobial development and reveal simplified lead compounds for further optimization.

Sign in / Sign up

Export Citation Format

Share Document