2-[(1,3-Dihydro-2H-isoindol-2-yl)methyl]melatonin – a novel MT2-selective melatonin receptor antagonist

David Heckman; Mohamed I. Attia; Mira A. M. Behnam; Amal M. Y. Mohsen; Christian Markl; Justin Julius; Shalini Sethi; Paula A. Witt-Enderby; Darius P. Zlotos

doi:10.1039/C1MD00149C

You do not have JavaScript enabled. Please enable JavaScript to access the full features of the site or access our non-JavaScript page.

2-[(1,3-Dihydro-2H-isoindol-2-yl)methyl]melatonin – a novel MT₂-selective melatonin receptor antagonist†

David Heckman,^a Mohamed I. Attia,‡^b Mira A. M. Behnam,^c Amal M. Y. Mohsen,^c Christian Markl,^b Justin Julius,^a Shalini Sethi,^a Paula A. Witt-Enderby^a and Darius P. Zlotos*^c

Author affiliations

* Corresponding authors

^a Division of Pharmaceutical Sciences, School of Pharmacy, Duquesne University, 421 Mellon Hall, Pittsburgh, PA, USA

^b Institute of Pharmacy and Food Chemistry, Pharmaceutical Chemistry, University of Würzburg, Am Hubland, Würzburg, Germany

^c The German University in Cairo, New Cairo City, 11835 Cairo, Egypt
E-mail: darius.zlotos@guc.edu.eg
Fax: +20 2 2758 1041
Tel: +20 2 2758 1041

Abstract

A synthesis and pharmacological evaluation of new melatonin receptor ligands obtained by 2-substitution of melatonin with (indol-1-yl)methyl, (isoindolin-2-yl)methyl, and (tetrahydroiso-quinolin-2-yl)methyl groups is reported. The isoindoline analogue a displays high MT₂ binding affinity (K_i = 2 nM) and high selectivity towards the MT₂ subtype (K_i MT₁/K_i MT₂ = 124) behaving as an MT₂-antagonist.

Download options Please wait...

Supplementary files

Supplementary information PDF (416K)

Article information

DOI: https://doi.org/10.1039/C1MD00149C
Article type: Concise Article
Submitted: 13 Jun 2011
Accepted: 01 Aug 2011
First published: 25 Aug 2011

Download Citation

Med. Chem. Commun., 2011,2, 991-994

Permissions

Request permissions

2-[(1,3-Dihydro-2H-isoindol-2-yl)methyl]melatonin – a novel MT₂-selective melatonin receptor antagonist

D. Heckman, M. I. Attia, M. A. M. Behnam, A. M. Y. Mohsen, C. Markl, J. Julius, S. Sethi, P. A. Witt-Enderby and D. P. Zlotos, Med. Chem. Commun., 2011, 2, 991 DOI: 10.1039/C1MD00149C

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Fetching data from CrossRef.
This may take some time to load.

MedChemComm