6-Substituted 2-oxo-2H-1-benzopyran-3-carboxylic acid derivatives in a new approach of the treatment of cancer cell invasion and metastasis

I. Kempen; M. Hemmer; S. Counerotte; P. de Tullio; B. Pirotte; L. Pochet; J.-M. Foidart; S. Blacher; A. Noël; F. Frankenne

doi:10.1016/j.ejmech.2008.01.024

6-Substituted 2-oxo-2H-1-benzopyran-3-carboxylic acid derivatives in a new approach of the treatment of cancer cell invasion and metastasis

I. Kempen, M. Hemmer, S. Counerotte, P. de Tullio, B. Pirotte, L. Pochet, J.-M. Foidart, S. Blacher, A. Noël, F. Frankenne

Namur Research Institute for Life Sciences

Résultats de recherche: Contribution à un journal/une revue › Article › Revue par des pairs

Résumé

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.

langue originale	Anglais
Pages (de - à)	2735-2750
Nombre de pages	16
journal	European Journal of Medicinal Chemistry
Volume	43
Numéro de publication	12
Les DOIs	https://doi.org/10.1016/j.ejmech.2008.01.024
Etat de la publication	Publié - 1 déc. 2008

Accès au document

10.1016/j.ejmech.2008.01.024

Link to publication in Scopus

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Contient cette citation

Kempen, I., Hemmer, M., Counerotte, S., de Tullio, P., Pirotte, B., Pochet, L., Foidart, J-M., Blacher, S., Noël, A., & Frankenne, F. (2008). 6-Substituted 2-oxo-2H-1-benzopyran-3-carboxylic acid derivatives in a new approach of the treatment of cancer cell invasion and metastasis. European Journal of Medicinal Chemistry, 43(12), 2735-2750. https://doi.org/10.1016/j.ejmech.2008.01.024

Kempen, I. ; Hemmer, M. ; Counerotte, S. ; de Tullio, P. ; Pirotte, B. ; Pochet, L. ; Foidart, J.-M. ; Blacher, S. ; Noël, A. ; Frankenne, F. / 6-Substituted 2-oxo-2H-1-benzopyran-3-carboxylic acid derivatives in a new approach of the treatment of cancer cell invasion and metastasis. Dans: European Journal of Medicinal Chemistry. 2008 ; Vol 43, Numéro 12. p. 2735-2750.

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title = "6-Substituted 2-oxo-2H-1-benzopyran-3-carboxylic acid derivatives in a new approach of the treatment of cancer cell invasion and metastasis",

abstract = "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.",

author = "I. Kempen and M. Hemmer and S. Counerotte and {de Tullio}, P. and B. Pirotte and L. Pochet and J.-M. Foidart and S. Blacher and A. No{\"e}l and F. Frankenne",

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doi = "10.1016/j.ejmech.2008.01.024",

language = "English",

volume = "43",

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Kempen, I, Hemmer, M, Counerotte, S, de Tullio, P, Pirotte, B, Pochet, L, Foidart, J-M, Blacher, S, Noël, A & Frankenne, F 2008, '6-Substituted 2-oxo-2H-1-benzopyran-3-carboxylic acid derivatives in a new approach of the treatment of cancer cell invasion and metastasis', European Journal of Medicinal Chemistry, VOL. 43, Numéro 12, p. 2735-2750. https://doi.org/10.1016/j.ejmech.2008.01.024

6-Substituted 2-oxo-2H-1-benzopyran-3-carboxylic acid derivatives in a new approach of the treatment of cancer cell invasion and metastasis. / Kempen, I.; Hemmer, M.; Counerotte, S.; de Tullio, P.; Pirotte, B.; Pochet, L.; Foidart, J.-M.; Blacher, S.; Noël, A.; Frankenne, F.

Dans: European Journal of Medicinal Chemistry, Vol 43, Numéro 12, 01.12.2008, p. 2735-2750.

Résultats de recherche: Contribution à un journal/une revue › Article › Revue par des pairs

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

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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.

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