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Isosteric analogs of lenalidomide and pomalidomide: synthesis and biological activity.

Authors :
Ruchelman AL
Man HW
Zhang W
Chen R
Capone L
Kang J
Parton A
Corral L
Schafer PH
Babusis D
Moghaddam MF
Tang Y
Shirley MA
Muller GW
Source :
Bioorganic & medicinal chemistry letters [Bioorg Med Chem Lett] 2013 Jan 01; Vol. 23 (1), pp. 360-5. Date of Electronic Publication: 2012 Oct 27.
Publication Year :
2013

Abstract

A series of analogs of the immunomodulary drugs lenalidomide (1) and pomalidomide (2), in which the amino group is replaced with various isosteres, was prepared and assayed for immunomodulatory activity and activity against cancer cell lines. The 4-methyl and 4-chloro analogs 4 and 15, respectively, displayed potent inhibition of tumor necrosis factor-α (TNF-α) in LPS-stimulated hPBMC, potent stimulation of IL-2 in a human T cell co-stimulation assay, and anti-proliferative activity against the Namalwa lymphoma cell line. Both of these analogs displayed oral bioavailability in rat.<br /> (Copyright © 2012 Elsevier Ltd. All rights reserved.)

Details

Language :
English
ISSN :
1464-3405
Volume :
23
Issue :
1
Database :
MEDLINE
Journal :
Bioorganic & medicinal chemistry letters
Publication Type :
Academic Journal
Accession number :
23168019
Full Text :
https://doi.org/10.1016/j.bmcl.2012.10.071