Total Synthesis of Four Classes of Daphniphyllum Alkaloids

The macrodaphniphyllamine-type, calyciphylline A-type, daphnilongeranin A-type, and daphnicyclidin D-type alkaloids are four structurally related classes of Daphniphyllum alkaloids. On the basis of a systematic analysis of the biogenetic network of these classes, we developed synthetic strategies centered on the C4-N and C1-C8 bonds of calyciphylline A, which took full advantage of the suitable substrates, reactions, and pathways that are altered from their counterparts in the postulated biogenetic network. Through this generalized biomimetic approach, we achieved the first synthesis of 14 Daphniphyllum alkaloids from the four subfamilies.

Medienart:

E-Artikel

Erscheinungsjahr:

2023

Erschienen:

2023

Enthalten in:

Zur Gesamtaufnahme - volume:145

Enthalten in:

Journal of the American Chemical Society - 145(2023), 49 vom: 13. Dez., Seite 26569-26579

Sprache:

Englisch

Beteiligte Personen:

Zhang, Wenhao [VerfasserIn]
Lu, Ming [VerfasserIn]
Ren, Lu [VerfasserIn]
Zhang, Xiang [VerfasserIn]
Liu, Shaonan [VerfasserIn]
Ba, Mengyu [VerfasserIn]
Yang, Peng [VerfasserIn]
Li, Ang [VerfasserIn]

Links:

Volltext

Themen:

Alkaloids
Journal Article
Research Support, Non-U.S. Gov't

Anmerkungen:

Date Completed 16.12.2023

Date Revised 14.02.2024

published: Print-Electronic

Citation Status MEDLINE

doi:

10.1021/jacs.3c06088

funding:

Förderinstitution / Projekttitel:

PPN (Katalog-ID):

NLM365234338