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Design, synthesis and evaluation of retinoids with novel bulky hydrophobic partial structures.

Abstract：

:Many synthetic retinoids contain an aromatic structure with a bulky hydrophobic fragment. In order to obtain retinoids with therapeutic potential that do not bind to or activate retinoic acid X receptors (RXRs), we focused on the introduction of novel hydrophobic moieties, that is, metacyclophane, phenalene and benzoheptalene derivatives. The designed compounds were synthesized and their agonistic activities towards RARs and RXRs were evaluated. Most of the active compounds showed selectivity for RARα and RARβ over RARγ, and higher RARβ transactivating activity seemed to correlate with higher cell differentiation-inducing activity towards promyelocytic leukemia cell line HL-60. These compounds showed no agonistic activity towards RXRs.

journal_name

Bioorg Med Chem

journal_title

Bioorganic & medicinal chemistry

authors

Amano Y,Noguchi M,Nakagomi M,Muratake H,Fukasawa H,Shudo K

doi

10.1016/j.bmc.2013.04.053

subject

Has Abstract

pub_date

2013-07-15 00:00:00

pages

4342-50

issue

14

eissn

0968-0896

issn

1464-3391

pii

S0968-0896(13)00379-9

journal_volume

21

pub_type

杂志文章

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