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Synthesis and evaluation of a novel E-ring modified α-hydroxy keto ether analogue of camptothecin

Du, W and Curran, DP and Bevins, RL and Zimmer, SG and Zhang, J and Burke, TG (2002) Synthesis and evaluation of a novel E-ring modified α-hydroxy keto ether analogue of camptothecin. Bioorganic and Medicinal Chemistry, 10 (1). 103 - 110. ISSN 0968-0896

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Abstract

The synthesis of a novel E-ring modified keto ether analogue of camptothecin and homocamptothecin by the cascade radical annulation route is reported. The analogue, Du1441, is an isomer of homocamptothecin, but includes the α-hydroxy carbonyl functionality that camptothecin possesses and homocamptothecin lacks. Despite these similarities, the new keto ether analogue is inactive in cell assays, and implications for the structure/activity relationship are discussed. Copyright © 2001 Elsevier Science Ltd.


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Details

Item Type: Article
Status: Published
Creators/Authors:
CreatorsEmailPitt UsernameORCID
Du, W
Curran, DPcurran@pitt.eduCURRAN
Bevins, RL
Zimmer, SG
Zhang, J
Burke, TG
Date: 1 January 2002
Date Type: Publication
Journal or Publication Title: Bioorganic and Medicinal Chemistry
Volume: 10
Number: 1
Page Range: 103 - 110
DOI or Unique Handle: 10.1016/s0968-0896(01)00252-8
Schools and Programs: Dietrich School of Arts and Sciences > Chemistry
Refereed: Yes
ISSN: 0968-0896
MeSH Headings: Antineoplastic Agents, Phytogenic--chemical synthesis; Antineoplastic Agents, Phytogenic--pharmacology; Camptothecin--analogs & derivatives; Camptothecin--chemical synthesis; Camptothecin--pharmacology; Chromatography, High Pressure Liquid; Ethers--chemistry; Humans; Molecular Structure; Spectrum Analysis; Tumor Cells, Cultured
PubMed ID: 11738612
Date Deposited: 13 Feb 2014 19:25
Last Modified: 02 Feb 2019 16:58
URI: http://d-scholarship.pitt.edu/id/eprint/20520

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