Ethacrynic acid analogues lacking the alpha,beta-unsaturated carbonyl unit--potential anti-metastatic drugs.
A series of ethacrynic acid analogues, lacking the alpha,beta-unsaturated carbonyl unit, was synthesized and subsequently evaluated for their ability to inhibit the migration of human breast cancer cells, MCF-7/AZ. Several of the analogues were already active in the low micromolar range, whereas ethacrynic acid itself shows no potential to inhibit the migration of these cancer cells. Preliminary studies show that the presence of one or more methoxy groups at the phenyl ring of ethacrynic acid is important in order for the ethacrynic acid analogues to demonstrate an inhibitory effect on the migration.
Janser
Romy F J
RF
Laboratory of Organic Synthesis, Catalysis and Biochemistry (LOSCB), Department of Chemistry, New Mexico Institute of Mining and Technology, Socorro, NM 87801, USA.
Meka
Ranjith K
RK
Bryant
Zack E
ZE
Adogla
Enoch A
EA
Vogel
Elizabeth K
EK
Wharton
Jaimie L
JL
Tilley
Cynthia M
CM
Kaminski
Catherine N
CN
Ferrey
Seth L
SL
Van Slambrouck
Severine
S
Steelant
Wim F A
WF
Janser
Ingo
I
D045744:Cell Line, Tumor; D004976:Ethacrynic Acid / Q000031:analogs & derivatives* / Q000494:pharmacology; D006801:Humans; D009362:Neoplasm Metastasis / Q000517:prevention & control*
D004976:Ethacrynic Acid