Synthesis and biological activities of new heterocyclic aromatic retinoids

P. Diaz; S. Michel; L. Stella; B. Charpentier

doi:10.1016/S0960-894X(97)00405-8

Synthesis and biological activities of new heterocyclic aromatic retinoids

P. Diaz
, S. Michel
, L. Stella
, B. Charpentier

Research output: Contribution to journal › Article › peer-review

9 Scopus citations

Abstract

A series of 3-aryl-2H-1-benzopyrancarboxylic acid derivatives was synthesized and evaluated as Retinoic Acid Receptor (RAR) agonists. By modifications of the 3-aryl group, we have obtained new retinoids exhibiting potent cellular differentiating activities and high affinities for RARs. Moreover, hydrogenation of the 2H-1-benzopyran ring led to the 3-(5,6,7,8-tetrahydro-5,5,8,8,-tetramethyl -naphthalen-2-yl)-3,4-dihydro-2H-1-benzopyran-7-yl carboxylic acid, characterized by a RARβ binding profile.

Original language	English
Pages (from-to)	2289-2294
Number of pages	6
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	7
Issue number	17
DOIs	https://doi.org/10.1016/S0960-894X(97)00405-8
State	Published - Sep 9 1997

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title = "Synthesis and biological activities of new heterocyclic aromatic retinoids",

abstract = "A series of 3-aryl-2H-1-benzopyrancarboxylic acid derivatives was synthesized and evaluated as Retinoic Acid Receptor (RAR) agonists. By modifications of the 3-aryl group, we have obtained new retinoids exhibiting potent cellular differentiating activities and high affinities for RARs. Moreover, hydrogenation of the 2H-1-benzopyran ring led to the 3-(5,6,7,8-tetrahydro-5,5,8,8,-tetramethyl -naphthalen-2-yl)-3,4-dihydro-2H-1-benzopyran-7-yl carboxylic acid, characterized by a RARβ binding profile.",

author = "P. Diaz and S. Michel and L. Stella and B. Charpentier",

year = "1997",

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TY - JOUR

T1 - Synthesis and biological activities of new heterocyclic aromatic retinoids

AU - Diaz, P.

AU - Michel, S.

AU - Stella, L.

AU - Charpentier, B.

PY - 1997/9/9

Y1 - 1997/9/9

N2 - A series of 3-aryl-2H-1-benzopyrancarboxylic acid derivatives was synthesized and evaluated as Retinoic Acid Receptor (RAR) agonists. By modifications of the 3-aryl group, we have obtained new retinoids exhibiting potent cellular differentiating activities and high affinities for RARs. Moreover, hydrogenation of the 2H-1-benzopyran ring led to the 3-(5,6,7,8-tetrahydro-5,5,8,8,-tetramethyl -naphthalen-2-yl)-3,4-dihydro-2H-1-benzopyran-7-yl carboxylic acid, characterized by a RARβ binding profile.

AB - A series of 3-aryl-2H-1-benzopyrancarboxylic acid derivatives was synthesized and evaluated as Retinoic Acid Receptor (RAR) agonists. By modifications of the 3-aryl group, we have obtained new retinoids exhibiting potent cellular differentiating activities and high affinities for RARs. Moreover, hydrogenation of the 2H-1-benzopyran ring led to the 3-(5,6,7,8-tetrahydro-5,5,8,8,-tetramethyl -naphthalen-2-yl)-3,4-dihydro-2H-1-benzopyran-7-yl carboxylic acid, characterized by a RARβ binding profile.

UR - https://www.scopus.com/pages/publications/0030984431

U2 - 10.1016/S0960-894X(97)00405-8

DO - 10.1016/S0960-894X(97)00405-8

M3 - Article

AN - SCOPUS:0030984431

SN - 0960-894X

VL - 7

SP - 2289

EP - 2294

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 17

ER -

Synthesis and biological activities of new heterocyclic aromatic retinoids

Abstract

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