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Convenient synthesis of alternatively bridged tryptophan ketopiperazines and their activities against trypanosomatid parasites
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dc.contributor.author | Cockram, Peter E. | |
dc.contributor.author | Turner, Callum | |
dc.contributor.author | Slawin, Alexandra M. Z. | |
dc.contributor.author | Smith, Terry | |
dc.date.accessioned | 2023-01-05T00:40:42Z | |
dc.date.available | 2023-01-05T00:40:42Z | |
dc.date.issued | 2022-02-16 | |
dc.identifier | 277164719 | |
dc.identifier | 3b251ead-b1e0-44c8-8b15-5ae7f76373e7 | |
dc.identifier | 85122311219 | |
dc.identifier | 000739199300001 | |
dc.identifier.citation | Cockram , P E , Turner , C , Slawin , A M Z & Smith , T 2022 , ' Convenient synthesis of alternatively bridged tryptophan ketopiperazines and their activities against trypanosomatid parasites ' , ChemMedChem , vol. 17 , no. 4 , e202100664 . https://doi.org/10.1002/cmdc.202100664 | en |
dc.identifier.issn | 1860-7179 | |
dc.identifier.other | RIS: urn:A88986E7289AFF835FC33A98BA0A4416 | |
dc.identifier.other | ORCID: /0000-0002-9527-6418/work/105956359 | |
dc.identifier.uri | https://hdl.handle.net/10023/26675 | |
dc.description | Funding: This work was supported through funding from the EPSRC (grant number EP/J500549/1) and the University of St Andrews School of Chemistry. | en |
dc.description.abstract | There is an urgent need for the development of new treatments against trypanosomatid parasites; the causative agents of some of the most debilitating diseases in the developing world. This work targets an interesting 6-5-6-6 fused carboline scaffold, accessing a range of substituted derivatives through stereospecific intramolecular Pictet-Spengler condensation. Modification of the cyclisation conditions allowed retention of the carbamate protecting group and gave insight into the reaction mechanism. Compounds' bioactivities were measured against T. brucei, T. cruzi, L. major and HeLa cells. We have identified promising pan-trypanocidal lead compounds based on the core scaffold, and highlight key SAR trends which will be useful for the future development of these compounds as potent trypanocidal agents. | |
dc.format.extent | 10 | |
dc.format.extent | 1085264 | |
dc.language.iso | eng | |
dc.relation.ispartof | ChemMedChem | en |
dc.subject | Cyclization | en |
dc.subject | Polycycles | en |
dc.subject | Antiprotazoal agents | en |
dc.subject | Biological activity | en |
dc.subject | Structure activity relationships | en |
dc.subject | QD Chemistry | en |
dc.subject | DAS | en |
dc.subject | MCC | en |
dc.subject.lcc | QD | en |
dc.title | Convenient synthesis of alternatively bridged tryptophan ketopiperazines and their activities against trypanosomatid parasites | en |
dc.type | Journal article | en |
dc.contributor.institution | University of St Andrews. Sir James Mackenzie Institute for Early Diagnosis | en |
dc.contributor.institution | University of St Andrews. School of Biology | en |
dc.contributor.institution | University of St Andrews. School of Chemistry | en |
dc.contributor.institution | University of St Andrews. EaSTCHEM | en |
dc.contributor.institution | University of St Andrews. Biomedical Sciences Research Complex | en |
dc.identifier.doi | 10.1002/cmdc.202100664 | |
dc.description.status | Peer reviewed | en |
dc.date.embargoedUntil | 2023-01-05 |
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