The University of Southampton
University of Southampton Institutional Repository

Solid-phase synthesis of a focused library of trypanothione reductase inhibitors

Solid-phase synthesis of a focused library of trypanothione reductase inhibitors
Solid-phase synthesis of a focused library of trypanothione reductase inhibitors
A focused library of inhibitors of the enzyme trypanothione reductase was prepared using solid-phase synthesis. The inhibitors were based on a previously identified, non-competitive, lead compound comprising of two Pmc (2,2,5,7,8-pentamethylchroman-6-sulfonyl) side-chain protected, N-capped arginine residues linked by a spermidine bridge. In total six protecting groups and four capping groups were used to generate a 24-membered library. All compounds bearing the 5-methoxyindole-3-acetic acid capping group were found to have good activity. The most potent inhibitor was observed to contain the Mtr (4-methoxy-2,3,6-trimethylbenzenesulphonyl) protecting group on the arginine residue, terminated with tryptophan as the capping group.
combinatorial chemistry, discovery, target
0040-4039
3195-3197
De Luca, S.
401fba20-4d0a-419c-ad2e-1c7f0cc1c53e
Ulhaq, S.
a959d8b9-90d5-4d98-9167-98a2c16086bc
Dixon, M. J.
4dda580f-59d6-4442-962b-bbb870ae5660
Essex, J.
1f409cfe-6ba4-42e2-a0ab-a931826314b5
Bradley, M.
078a34d6-96c4-4ce1-9aa1-454d9ee0030d
De Luca, S.
401fba20-4d0a-419c-ad2e-1c7f0cc1c53e
Ulhaq, S.
a959d8b9-90d5-4d98-9167-98a2c16086bc
Dixon, M. J.
4dda580f-59d6-4442-962b-bbb870ae5660
Essex, J.
1f409cfe-6ba4-42e2-a0ab-a931826314b5
Bradley, M.
078a34d6-96c4-4ce1-9aa1-454d9ee0030d

De Luca, S., Ulhaq, S., Dixon, M. J., Essex, J. and Bradley, M. (2003) Solid-phase synthesis of a focused library of trypanothione reductase inhibitors. Tetrahedron Letters, 44 (15), 3195-3197. (doi:10.1016/S0040-4039(03)00438-6).

Record type: Article

Abstract

A focused library of inhibitors of the enzyme trypanothione reductase was prepared using solid-phase synthesis. The inhibitors were based on a previously identified, non-competitive, lead compound comprising of two Pmc (2,2,5,7,8-pentamethylchroman-6-sulfonyl) side-chain protected, N-capped arginine residues linked by a spermidine bridge. In total six protecting groups and four capping groups were used to generate a 24-membered library. All compounds bearing the 5-methoxyindole-3-acetic acid capping group were found to have good activity. The most potent inhibitor was observed to contain the Mtr (4-methoxy-2,3,6-trimethylbenzenesulphonyl) protecting group on the arginine residue, terminated with tryptophan as the capping group.

This record has no associated files available for download.

More information

Published date: 7 April 2003
Keywords: combinatorial chemistry, discovery, target

Identifiers

Local EPrints ID: 19944
URI: http://eprints.soton.ac.uk/id/eprint/19944
ISSN: 0040-4039
PURE UUID: 9fac10f3-2aa3-4971-9dc6-fc8229e99082
ORCID for J. Essex: ORCID iD orcid.org/0000-0003-2639-2746

Catalogue record

Date deposited: 17 Feb 2006
Last modified: 27 Apr 2022 01:35

Export record

Altmetrics

Contributors

Author: S. De Luca
Author: S. Ulhaq
Author: M. J. Dixon
Author: J. Essex ORCID iD
Author: M. Bradley

Download statistics

Downloads from ePrints over the past year. Other digital versions may also be available to download e.g. from the publisher's website.

View more statistics

Atom RSS 1.0 RSS 2.0

Contact ePrints Soton: eprints@soton.ac.uk

ePrints Soton supports OAI 2.0 with a base URL of http://eprints.soton.ac.uk/cgi/oai2

This repository has been built using EPrints software, developed at the University of Southampton, but available to everyone to use.

We use cookies to ensure that we give you the best experience on our website. If you continue without changing your settings, we will assume that you are happy to receive cookies on the University of Southampton website.

×