Journal article
Enantioselective synthesis and anti-parasitic properties of aporphine natural products
- Abstract:
- Chagas disease and visceral leishmaniasis are neglected protozoan diseases with significant impact in developing countries. Due to the limited number and toxicity of current therapies, new drug leads are urgently needed. In this work, four aporphine natural products were synthesized using an enantioselective, modular and convergent strategy, comprising eight steps in the longest linear sequence; key steps included Bischler-Napieralski cyclization/Noyori asymmetric reduction to construct the tetrahydroisoquinolines, and palladium-catalyzed arylation to close the C ring. Norglaucine, nordicentrine and dicentrine showed promising bioactivity against T. cruzi and L. infantum, suggesting potential for further development of these scaffolds as antiparasitic agents.
- Publication status:
- Published
- Peer review status:
- Peer reviewed
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- Files:
-
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(Preview, Accepted manuscript, pdf, 580.9KB, Terms of use)
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- Publisher copy:
- 10.1016/j.tet.2019.130814
Authors
- Publisher:
- Elsevier
- Journal:
- Tetrahedron More from this journal
- Volume:
- 76
- Issue:
- 2
- Article number:
- 130814
- Publication date:
- 2019-11-25
- Acceptance date:
- 2019-11-19
- DOI:
- EISSN:
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1464-5416
- ISSN:
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0040-4020
- Language:
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English
- Keywords:
- Pubs id:
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pubs:1078895
- UUID:
-
uuid:87fd9fdd-f8a4-4003-aaf5-f039df3f82cb
- Local pid:
-
pubs:1078895
- Source identifiers:
-
1078895
- Deposit date:
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2020-01-06
Terms of use
- Copyright holder:
- Elsevier Ltd
- Copyright date:
- 2019
- Rights statement:
- © 2019 Elsevier Ltd. All rights reserved.
- Notes:
-
This is the accepted manuscript version of the article. The final version is available from Elsevier at https://doi.org/10.1016/j.tet.2019.130814
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