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
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
7 April 2003
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), .
(doi:10.1016/S0040-4039(03)00438-6).
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.
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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
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Date deposited: 17 Feb 2006
Last modified: 16 Mar 2024 02:45
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Author:
S. De Luca
Author:
S. Ulhaq
Author:
M. J. Dixon
Author:
M. Bradley
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