Structure of the lycorinine alkaloid nobilisitine A

Brett D Schwartz; Lorenzo V White; Martin G Banwell; Anthony C Willis

doi:10.1021/jo2016899

Structure of the lycorinine alkaloid nobilisitine A

J Org Chem. 2011 Oct 21;76(20):8560-3. doi: 10.1021/jo2016899. Epub 2011 Sep 27.

Authors

Brett D Schwartz¹, Lorenzo V White, Martin G Banwell, Anthony C Willis

Affiliation

¹ Research School of Chemistry, Institute of Advanced Studies, The Australian National University, Canberra ACT 0200, Australia.

PMID: 21899321
DOI: 10.1021/jo2016899

Abstract

The structure 3 recently proposed, on the basis of computed NMR chemical shifts, for the natural product nobilisitine A has been synthesized from its C5-epimer (+)-clividine (4). The spectral data derived from compound 3 match those reported for the natural product.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Amaryllidaceae Alkaloids / chemistry*
Amaryllidaceae Alkaloids / pharmacology
Antifungal Agents / chemistry*
Antifungal Agents / pharmacology
Antineoplastic Agents, Phytogenic / chemistry*
Antineoplastic Agents, Phytogenic / pharmacology
Catechols / chemistry
Chemistry, Pharmaceutical / methods*
Heterocyclic Compounds, 4 or More Rings* / analysis
Heterocyclic Compounds, 4 or More Rings* / chemical synthesis
Humans
Liliaceae / chemistry*
Magnetic Resonance Spectroscopy
Molecular Structure
Mycoses / drug therapy
Neoplasms / drug therapy
Plant Extracts / chemistry*
Plant Extracts / pharmacology
Stereoisomerism

Substances

Amaryllidaceae Alkaloids
Antifungal Agents
Antineoplastic Agents, Phytogenic
Catechols
Heterocyclic Compounds, 4 or More Rings
Plant Extracts
clividine
nobilisitine A