Chung, J. H. and Tang, A. H. and Geraghty, K. and Corcilius, L. and Kaiser, M. and Payne, R.J.. (2020) Total synthesis and antitrypanosomal activity of janadolide and simplified analogues. Organic letters, 22. pp. 3089-3093.
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Official URL: https://edoc.unibas.ch/78530/
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Abstract
Janadolide is a cyclic depsipeptide natural product isolated from the marine cyanobacterium Okeania sp. Herein, we describe the total synthesis of janadolide, along with eight simplified analogues, via an efficient solid-phase strategy. Crucial to the synthesis of the natural product was the construction of a key polyketide fragment via an enantioselective (-)-B-chlorodiisopinocampheylborane-mediated reduction and a B-alkyl Suzuki reaction. Janadolide and the simplified analogues exhibited antitrypanosomal activity against pathogenic Trypanosoma brucei rhodesiense and Trypanosoma cruzi parasites.
Faculties and Departments: | 09 Associated Institutions > Swiss Tropical and Public Health Institute (Swiss TPH) > Department of Medical Parasitology and Infection Biology (MPI) > Parasite Chemotherapy (Mäser) |
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UniBasel Contributors: | Kaiser, Marcel |
Item Type: | Article, refereed |
Article Subtype: | Further Journal Contribution |
ISSN: | 1523-7060 |
Note: | Publication type according to Uni Basel Research Database: Journal item |
Identification Number: |
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Last Modified: | 19 Dec 2022 08:55 |
Deposited On: | 19 Dec 2022 08:54 |
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