Synthesis, X-ray crystal structure study, and cytostatic and antiviral evaluation of the novel cycloalkyl-N-aryl-hydroxamic acids.

Abstract

In vitro evaluation of the novel cycloalkyl-N-(4-chlorophenyl)-hydroxamic acids (2a-g) demonstrated that 2b,d,e exhibited rather marked inhibitory activity (IC50 = 7-10 microM) against pancreatic carcinoma, 2b-d against colon carcinoma, 2d against laryngeal carcinoma, and 2b,d against breast carcinoma. 2e showed the most pronounced anti-cytomegalovirus activity (EC50 = 1.5 and 0.8 microg mL(-1)) only at > or = 5-fold lower than the cytotoxic concentration. 2d and 2f showed modest, albeit selective, activity against cytomegalovirus (2d, EC50 = 7.3-8.9 microg mL(-1), selectivity index 7-10; 2f, EC50 = 7-13 microg mL(-1), selectivity index 10).

• Authors: Monika Barbarić, Stanko Ursić, Viktor Pilepić, Branka Zorc, Antonija Hergold-Brundić, Ante Nagl, Mira Grdisa, Kresimir Pavelić, Robert Snoeck, Graciela Andrei, Jan Balzarini, Erik De Clercq, Mladen Mintas
• Journal: Journal of medicinal chemistry (J Med Chem) Vol. 48 Issue 3 Pg. 884-7 (Feb 10 2005) ISSN: 0022-2623 [Print] United States
• PMID: 15689173 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

• Acetamides
• Antineoplastic Agents
• Antiviral Agents
• Hydroxamic Acids
• N-hydroxy-N-(4-chlorophenyl)adamantylformamide
• N-hydroxy-N-(4-chlorophenyl)cyclohexylacetamide
• Adamantane

Topics

• Acetamides (chemical synthesis, chemistry, pharmacology)
• Adamantane (analogs & derivatives, chemical synthesis, chemistry, pharmacology)
• Animals
• Antineoplastic Agents (chemical synthesis, chemistry, pharmacology)
• Antiviral Agents (chemical synthesis, chemistry, pharmacology)
• Cell Line
• Cell Line, Tumor
• Crystallography, X-Ray
• Cytomegalovirus (drug effects)
• Drug Screening Assays, Antitumor
• Humans
• Hydroxamic Acids (chemical synthesis, chemistry, pharmacology)
• Mice
• Molecular Structure
• Structure-Activity Relationship