TY - JOUR
T1 - 6-Substituted 2-oxo-2H-1-benzopyran-3-carboxylic acid derivatives in a new approach of the treatment of cancer cell invasion and metastasis
AU - Kempen, I.
AU - Hemmer, M.
AU - Counerotte, S.
AU - de Tullio, P.
AU - Pirotte, B.
AU - Pochet, L.
AU - Foidart, J.-M.
AU - Blacher, S.
AU - Noël, A.
AU - Frankenne, F.
PY - 2008/12/1
Y1 - 2008/12/1
N2 - Novel 6-substituted 2-oxo-2H-1-benzopyran-3-carboxylic acid derivatives were synthesized and their potency in reducing the invasive behaviour of HT 1080 fibrosarcoma cells was evaluated. Structure-activity relationships were deduced from biological results and will be used in further design of new active compounds. In particular, the acetoxymethyl substituent found at the 6-position of previously described active compounds can be replaced by an acetamidomethyl substituent without loss of potency; while the presence of an aryl ester function at the 3-position was preferred to a thioester or an amide function to induce marked biological activity. This work confirms the interest of aryl esters of 6-substituted coumarin-3-carboxylic acids as potential new anti-cancer agents.
AB - Novel 6-substituted 2-oxo-2H-1-benzopyran-3-carboxylic acid derivatives were synthesized and their potency in reducing the invasive behaviour of HT 1080 fibrosarcoma cells was evaluated. Structure-activity relationships were deduced from biological results and will be used in further design of new active compounds. In particular, the acetoxymethyl substituent found at the 6-position of previously described active compounds can be replaced by an acetamidomethyl substituent without loss of potency; while the presence of an aryl ester function at the 3-position was preferred to a thioester or an amide function to induce marked biological activity. This work confirms the interest of aryl esters of 6-substituted coumarin-3-carboxylic acids as potential new anti-cancer agents.
UR - http://www.scopus.com/inward/record.url?scp=56949090985&partnerID=8YFLogxK
U2 - 10.1016/j.ejmech.2008.01.024
DO - 10.1016/j.ejmech.2008.01.024
M3 - Article
AN - SCOPUS:56949090985
SN - 0223-5234
VL - 43
SP - 2735
EP - 2750
JO - European Journal of Medicinal Chemistry
JF - European Journal of Medicinal Chemistry
IS - 12
ER -