Total Synthesis of Dahurelmusin A and <i>epi</i>-Dahurelmusin A: Effect of a Single Stereocenter Change on Biological Activity

Reported herein is a total synthesis of the peptide-polyketide natural product dahurelmusin A along with its C10 epimer (<i>epi</i>-dahurelmusin A). The syntheses benefited from well-established aldol and macrocyclization technologies. Access to the natural product and its C10 epimer provided opportunities to test the importance of the C10 stereocenter in the biological activity of the natural product.

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Publication Details

Journal
Organic Letters
Published
2025-08-28
DOI
https://doi.org/10.1021/acs.orglett.5c03361
Primary Topic
Traditional and Medicinal Uses of Annonaceae
Type
article
Field-Weighted Citation Impact
0.00

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article

Total Synthesis of Dahurelmusin A and epi-Dahurelmusin A: Effect of a Single Stereocenter Change on Biological Activity

Taku Okada, Richmond Sarpong, Blane P. Zavesky, Pierre Thesmar
Organic Letters
Traditional and Medicinal Uses of Annonaceae
article

Total Synthesis of Dahurelmusin A and epi-Dahurelmusin A: Effect of a Single Stereocenter Change on Biological Activity

Taku Okada, Richmond Sarpong, Blane P. Zavesky, Pierre Thesmar
article en

Abstract

Reported herein is a total synthesis of the peptide-polyketide natural product dahurelmusin A along with its C10 epimer (<i>epi</i>-dahurelmusin A). The syntheses benefited from well-established aldol and macrocyclization technologies. Access to the natural product and its C10 epimer provided opportunities to test the importance of the C10 stereocenter in the biological activity of the natural product.

Organic LettersVol. 27(36)
University of California System (US), Corteva (United States) (US), University of California, Berkeley (US)
Corteva Agriscience, Schweizerischer Nationalfonds zur Förderung der Wissenschaftlichen Forschung, Astellas Foundation for Research on Metabolic Disorders, National Institutes of Health
Zero hunger
Openalex Percentile: Top 78%
Traditional and Medicinal Uses of Annonaceae
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Total Synthesis of Dahurelmusin A and <i>epi</i>-Dahurelmusin A: Effect of a Single Stereocenter Change on Biological Activity — Taku Okada, Richmond Sarpong, et al. · Organic Letters (2025) | TGRS Research Map | TGRS