1.
ChemMedChem
; 8(2): 217-20, 2013 Feb.
Article
in English
| MEDLINE
| ID: mdl-23225780
ABSTRACT
From insects to cancer: N-Cyano sulfoximines were evaluated for COX inhibition and antiproliferative activity against a panel of cancer cell lines. The most active compound exhibited potent COX-2 inhibition, some selectivity for COX-2 over COX-1, only slight cytotoxicity towards healthy cells (HaCaT skin cells), and no mutagenic potential (as determined by an Ames assay).
Subject(s)
Antineoplastic Agents/chemistry , Antineoplastic Agents/pharmacology , Cyclooxygenase Inhibitors/chemistry , Cyclooxygenase Inhibitors/pharmacology , Nitriles/chemistry , Nitriles/pharmacology , Sulfur Compounds/chemistry , Sulfur Compounds/pharmacology , Animals , Antineoplastic Agents/toxicity , Cell Line , Cell Line, Tumor , Cell Proliferation/drug effects , Cyclooxygenase Inhibitors/toxicity , Humans , Insecta , Neoplasms/drug therapy , Neoplasms/enzymology , Prostaglandin-Endoperoxide Synthases/metabolism
2.
Angew Chem Int Ed Engl
; 51(18): 4440-3, 2012 Apr 27.
Article
in English
| MEDLINE
| ID: mdl-22434743
3.
Org Lett
; 13(5): 1044-7, 2011 Mar 04.
Article
in English
| MEDLINE
| ID: mdl-21348534
ABSTRACT
A highly enantioselective Friedel-Crafts reaction catalyzed by a chiral phosphoric acid was developed. N-Boc-protected ethyl trifluoropyruvate imine was activated by 6 mol % of catalyst and reacted with a wide variety of indole derivatives to afford quaternary α-amino acids in excellent yields (up to 99%) and high enantioselectivities (up to 98:2 er).
