The Alstoscholarisine Alkaloids: Isolation, Structure Determination, Biogenesis, Biological Evaluation, and Synthesis.


Journal

The Alkaloids. Chemistry and biology
ISSN: 1099-4831
Titre abrégé: Alkaloids Chem Biol
Pays: United States
ID NLM: 9812842

Informations de publication

Date de publication:
Historique:
entrez: 28 1 2019
pubmed: 28 1 2019
medline: 18 4 2019
Statut: ppublish

Résumé

The alstoscholarisines are a small family of biologically and structurally interesting polycyclic monoterpenoid indole alkaloids isolated from the leaf extracts of Alstonia scholaris. The alkaloids can be divided into three different subtypes based upon their structures and putative biogenesis: (1) (-)-alstoscholarisines A-E, (2) (+)-alstoscholarisine G, and (3) (+)-alstoscholarisines H-J. This review discusses the isolation, structure determination, biological activity, and proposed biosynthesis of these metabolites. In addition, synthetic studies on the alkaloids are described including total syntheses of racemic alstoscholarisines A-E, a total synthesis of (-)-alstoscholarisine A, and a synthesis of racemic alstoscholarisine H.

Identifiants

pubmed: 30685049
pii: S1099-4831(18)30028-2
doi: 10.1016/bs.alkal.2018.09.001
pii:
doi:

Substances chimiques

Secologanin Tryptamine Alkaloids 0

Types de publication

Journal Article Review

Langues

eng

Sous-ensembles de citation

IM

Pagination

115-150

Informations de copyright

© 2019 Elsevier Inc. All rights reserved.

Auteurs

Jeremy D Mason (JD)

Department of Chemistry, The Pennsylvania State University, University Park, PA, United States.

Steven M Weinreb (SM)

Department of Chemistry, The Pennsylvania State University, University Park, PA, United States. Electronic address: smw@chem.psu.edu.

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Classifications MeSH