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Journal article

Identification, preclinical profile, and clinical proof of concept of a novel palindromic orally bio-available pro-drug of miridesap

Abstract:

Background and Purpose: Miridesap depletes serum amyloid P component (SAP) and forms a component of a novel approach to remove systemic amyloid deposits; low oral bioavailability necessitates parenteral administration. We sought to identify a pro-drug that preserves the pharmacological properties of miridesap while having adequate oral bioavailability and physical stability. The pharmacology of palindromic miridesap is unique; previous pro-drug efforts did not progress to the clinic.

Experimental Approach: Using a screening cascade focused on physicochemical properties, physical and gut stability and conversion to miridesap in liver microsomes and blood, we identified GSK3039294 (GSK294). Based on a favourable preclinical profile, we tested it in healthy participants.

Key Results: GSK294 was highly soluble and stable in simulated gastric and intestinal fluids, stable in intestinal microsomes, and permeable in MDCK-II cells. GSK294 was rapidly hydrolysed to miridesap and its mono pro-drug ester in blood and liver microsomes. GSK294 showed good oral bioavailability of miridesap in rats and dogs. Following administration of GSK294 600 mg QD for 7 days in humans, pharmacodynamically active concentrations of miridesap were achieved with substantial depletion of plasma SAP. The study was terminated due to arrhythmia, the relation of which to GSK294 remains unclear.

Conclusion and Implications: Our preclinical screening cascade, identified a novel palindromic orally dosed pro-drug that preserved the unique pharmacology of parenteral miridesap. The pro-drug depleted circulating SAP with a time course and extent similar to that of parenterally-administered miridesap. This is the first drug reported to lower SAP in the clinic following oral dosing.

Publication status:
Published
Peer review status:
Peer reviewed

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Publisher copy:
10.1111/bph.14956

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Institution:
University of Oxford
Department:
NDORMS
Sub department:
Botnar Research Centre
Oxford college:
St Hilda's College
Role:
Author
ORCID:
0000-0002-8093-7084


Publisher:
Wiley
Journal:
British Journal of Pharmacology More from this journal
Volume:
177
Issue:
8
Pages:
1853-1864
Publication date:
2020-02-11
Acceptance date:
2019-11-27
DOI:
EISSN:
1476-5381
ISSN:
0007-1188


Language:
English
Keywords:
Pubs id:
pubs:1075888
UUID:
uuid:025c2db0-4028-42c0-8d0a-b280cff821a4
Local pid:
pubs:1075888
Source identifiers:
1075888
Deposit date:
2019-12-02
ARK identifier:

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