An efficient synthesis of argifin: A natural product chitinase inhibitor with chemotherapeutic potential

The first synthesis of the cyclopentapeptide family 18 chitinase inhibitor argifin has been achieved by a combination of solid phase and solution chemistry. Synthetic argifin is a nanomolar inhibitor of chitinase B1 from Aspergillus fumigatus and the high-resolution X-ray structure of the synthesize...

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Veröffentlicht in:Bioorganic & medicinal chemistry letters 2005-11, Vol.15 (21), p.4717-4721
Hauptverfasser: Dixon, Mark J., Andersen, Ole A., van Aalten, Daan M.F., Eggleston, Ian M.
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container_end_page 4721
container_issue 21
container_start_page 4717
container_title Bioorganic & medicinal chemistry letters
container_volume 15
creator Dixon, Mark J.
Andersen, Ole A.
van Aalten, Daan M.F.
Eggleston, Ian M.
description The first synthesis of the cyclopentapeptide family 18 chitinase inhibitor argifin has been achieved by a combination of solid phase and solution chemistry. Synthetic argifin is a nanomolar inhibitor of chitinase B1 from Aspergillus fumigatus and the high-resolution X-ray structure of the synthesized material in complex with the same enzyme is identical to that previously obtained for the natural product.
doi_str_mv 10.1016/j.bmcl.2005.07.068
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subjects Analytical, structural and metabolic biochemistry
Antineoplastic Agents - chemical synthesis
Antineoplastic Agents - pharmacology
Aspergillus fumigatus - enzymology
Biological and medical sciences
Biological Products - chemical synthesis
Biological Products - chemistry
Chitinase inhibitor
Chitinases - antagonists & inhibitors
Chitinases - chemistry
Crystallography, X-Ray
Cyclic peptide
Enzymes and enzyme inhibitors
Fundamental and applied biological sciences. Psychology
Hydrolases
Kinetics
Medical sciences
Miscellaneous
Models, Molecular
Natural product
Peptides, Cyclic - chemical synthesis
Peptides, Cyclic - chemistry
Pharmacology. Drug treatments
Solid phase synthesis
Structure-Activity Relationship
title An efficient synthesis of argifin: A natural product chitinase inhibitor with chemotherapeutic potential
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