Synthesis and receptor binding affinity of conformationally restricted retinoic acid analogues

Man Fai Wong; Joyce J. Repa; Margaret Clagett-Dame; Robert W. Curley

doi:10.1016/S0960-894X(97)00420-4

Synthesis and receptor binding affinity of conformationally restricted retinoic acid analogues

Man Fai Wong, Joyce J. Repa, Margaret Clagett-Dame, Robert W. Curley

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8 Scopus citations

Abstract

In an effort to synthesize two conformationally restricted retinoids utilizing a cyclopropyl ring as bioisostere for the C9-C10 double bond, we describe the synthetic strategies and retinoid receptor binding affinity of the trans-cyclopropyl analogue and the unexpected epimerization of the cis-cyclopropyl analogue.

Original language	English (US)
Pages (from-to)	2313-2318
Number of pages	6
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	7
Issue number	17
DOIs	https://doi.org/10.1016/S0960-894X(97)00420-4
State	Published - Sep 9 1997

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

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10.1016/S0960-894X(97)00420-4

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title = "Synthesis and receptor binding affinity of conformationally restricted retinoic acid analogues",

abstract = "In an effort to synthesize two conformationally restricted retinoids utilizing a cyclopropyl ring as bioisostere for the C9-C10 double bond, we describe the synthetic strategies and retinoid receptor binding affinity of the trans-cyclopropyl analogue and the unexpected epimerization of the cis-cyclopropyl analogue.",

author = "Wong, {Man Fai} and Repa, {Joyce J.} and Margaret Clagett-Dame and Curley, {Robert W.}",

note = "Funding Information: Partial financial support from Public Health Service grants CA49837 and DK14881 is gratefully acknowledged.",

year = "1997",

month = sep,

day = "9",

doi = "10.1016/S0960-894X(97)00420-4",

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journal = "Bioorganic and Medicinal Chemistry Letters",

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TY - JOUR

T1 - Synthesis and receptor binding affinity of conformationally restricted retinoic acid analogues

AU - Wong, Man Fai

AU - Repa, Joyce J.

AU - Clagett-Dame, Margaret

AU - Curley, Robert W.

N1 - Funding Information: Partial financial support from Public Health Service grants CA49837 and DK14881 is gratefully acknowledged.

PY - 1997/9/9

Y1 - 1997/9/9

N2 - In an effort to synthesize two conformationally restricted retinoids utilizing a cyclopropyl ring as bioisostere for the C9-C10 double bond, we describe the synthetic strategies and retinoid receptor binding affinity of the trans-cyclopropyl analogue and the unexpected epimerization of the cis-cyclopropyl analogue.

AB - In an effort to synthesize two conformationally restricted retinoids utilizing a cyclopropyl ring as bioisostere for the C9-C10 double bond, we describe the synthetic strategies and retinoid receptor binding affinity of the trans-cyclopropyl analogue and the unexpected epimerization of the cis-cyclopropyl analogue.

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U2 - 10.1016/S0960-894X(97)00420-4

DO - 10.1016/S0960-894X(97)00420-4

M3 - Article

AN - SCOPUS:0030967894

SN - 0960-894X

VL - 7

SP - 2313

EP - 2318

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 17

ER -

Synthesis and receptor binding affinity of conformationally restricted retinoic acid analogues

Abstract

ASJC Scopus subject areas

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