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(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

Enantioselective synthesis and anti-parasitic properties of aporphine natural products

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Pieper, Pauline [1] ; McHugh, Eliza [1] ; Amaral, Maiara [2] ; Tempone, Andre G. [3] ; Anderson, Edward A. [1]
Total Authors: 5
[1] Univ Oxford, Chem Res Lab, 12 Mansfield Rd, Oxford OX1 3TA - England
[2] Univ Sao Paulo, Inst Med Trop, Programa Posgrad Med Trop, Av Dr Eneas de Carvalho Aguiar 470, BR-05403000 Sao Paulo - Brazil
[3] Adolfo Lutz Inst, Ctr Parasitol & Mycol, Av Dr Arnaldo 351, BR-01246000 Sao Paulo - Brazil
Total Affiliations: 3
Document type: Journal article
Source: Tetrahedron; v. 76, n. 2, SI JAN 10 2020.
Web of Science Citations: 0

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. (C) 2019 Elsevier Ltd. All rights reserved. (AU)

FAPESP's process: 18/10279-6 - Selection and Optimization of New Drug Candidates for Leishmaniasis and Chagas Disease
Grantee:André Gustavo Tempone Cardoso
Support type: Regular Research Grants
FAPESP's process: 18/25128-3 - Optimization of natural scaffolds as new therapeutic candidates for Visceral Leishmaniasis
Grantee:Maiara Amaral de Oliveira
Support type: Scholarships in Brazil - Doctorate