A β-carboline-1-one mimic of the anticancer Amaryllidaceae constituent pancratistatin: Synthesis and biological evaluation: Angewandte Chemie - International Edition

U. Rinner; T. Hudlicky; H. Gordon; G.R. Pettit

doi:10.1002/anie.200460218

A β-carboline-1-one mimic of the anticancer Amaryllidaceae constituent pancratistatin: Synthesis and biological evaluation: Angewandte Chemie - International Edition

U. Rinner, T. Hudlicky, H. Gordon, G.R. Pettit

Research output: Contribution to journal › Article › peer-review

Abstract

New drug design possibilities are suggested by the results of a biological evaluation of the indole derivative 1 of pancratistatin, a known anticancer agent, in a panel of cancer cell lines. Enzymatic dihydroxylation was one of the key steps in the short, enantioselective synthesis of 1.

Original language	English
Pages (from-to)	5342-5346
Number of pages	5
Journal	Angew. Chem. Int. Ed.
Volume	43
Issue number	40
DOIs	https://doi.org/10.1002/anie.200460218
Publication status	Published - 5 Oct 2004
Externally published	Yes

Keywords

Antitumor agents
Asymmetric synthesis
Natural products
Pancratistatin
Synthetic methods
Amaryllidaceae Alkaloids
Antineoplastic Agents, Phytogenic
Carbolines
Hydrogen Bonding
Isoquinolines
Molecular Mimicry
Molecular Structure
Plants, Medicinal
Stereoisomerism
Cells
Synthesis (chemical)
Tumors
7 deoxypancratistatin
beta carbolin 1 one
beta carboline derivative
hydroxyl group
lycoricidine
narciclasine
natural product
pancratistatin
phenanthridine derivative
unclassified drug
amaryllidaceae
antineoplastic activity
article
asymmetric synthesis
electricity
geometry
molecular model
nuclear magnetic resonance imaging
pharmacophore
plant
RNA transcription
Enzymatic dihydroxylation
Indole derivatives
Drug therapy

Research fields

Alkaloids
Amaryllidaceae alkaloids
Total Synthesis
Stereoselective synthesis
Structure-activity relationship

IMC Research Focuses

Materials science

ÖFOS 2012 - Austrian Fields of Study

104015 Organic chemistry
104013 Natural product chemistry
301305 Medical chemistry

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

Access to Document

10.1002/anie.200460218

https://www.scopus.com/inward/record.uri?eid=2-s2.0-7244260408&doi=10.1002%2fanie.200460218&partnerID=40&md5=671e1de7a87897bb9a2c0b5a12d1a180

Cite this

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title = "A β-carboline-1-one mimic of the anticancer Amaryllidaceae constituent pancratistatin: Synthesis and biological evaluation: Angewandte Chemie - International Edition",

abstract = "New drug design possibilities are suggested by the results of a biological evaluation of the indole derivative 1 of pancratistatin, a known anticancer agent, in a panel of cancer cell lines. Enzymatic dihydroxylation was one of the key steps in the short, enantioselective synthesis of 1.",

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author = "U. Rinner and T. Hudlicky and H. Gordon and G.R. Pettit",

note = "Export Date: 13 June 2023; Cited By: 78; Correspondence Address: T. Hudlicky; Department of Chemistry, Brock University, St. Catharines, Ont. L2S 3A1, 500 Glenridge Avenue, Canada; email: [email protected]; CODEN: ACIEA",

year = "2004",

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doi = "10.1002/anie.200460218",

language = "English",

volume = "43",

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AU - Hudlicky, T.

AU - Gordon, H.

AU - Pettit, G.R.

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KW - Asymmetric synthesis

KW - Natural products

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KW - Synthetic methods

KW - Amaryllidaceae Alkaloids

KW - Antineoplastic Agents, Phytogenic

KW - Carbolines

KW - Hydrogen Bonding

KW - Isoquinolines

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KW - Molecular Structure

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A β-carboline-1-one mimic of the anticancer Amaryllidaceae constituent pancratistatin: Synthesis and biological evaluation: Angewandte Chemie - International Edition

Abstract

Keywords

Research fields

IMC Research Focuses

ÖFOS 2012 - Austrian Fields of Study

UN SDGs

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