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Tetrahydroxanthones by sequential Pd-catalyzed C−O and C−C bond construction and use in the identification of the “antiausterity” pharmacophore of the kigamicins
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Turner, Penelope A., Griffin, Ellanna M., Whatmore, Jacqueline and Shipman, Michael (2011) Tetrahydroxanthones by sequential Pd-catalyzed C−O and C−C bond construction and use in the identification of the “antiausterity” pharmacophore of the kigamicins. Organic Letters, Volume 13 (Number 5). pp. 1056-1059. doi:10.1021/ol103103n ISSN 1523-7060.
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Official URL: http://dx.doi.org/10.1021/ol103103n
Abstract
Readily available C-acylated cycloalkanones undergo efficient Pd catalyzed ring closure/cross-coupling providing 7-substituted tetra-hydroxanthones in a single operation. One of the synthesized derivatives (depicted) is shown to selectively kill pancreatic cancer (PANC-1) cells under conditions of nutrient deprivation indicating that the tetrahydroxanthone is responsible, in part, for the "antiausterity" effects of the naturally occurring kigamicins.
Item Type: | Journal Article | ||||
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Subjects: | Q Science > QD Chemistry Q Science > QP Physiology R Medicine > RM Therapeutics. Pharmacology |
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Divisions: | Faculty of Science, Engineering and Medicine > Science > Chemistry | ||||
Library of Congress Subject Headings (LCSH): | Antineoplastic agents, Antiobiotics, Xanthone, Arylation, Drugs -- Structure-activity relationships | ||||
Journal or Publication Title: | Organic Letters | ||||
Publisher: | American Chemical Society | ||||
ISSN: | 1523-7060 | ||||
Official Date: | 4 March 2011 | ||||
Dates: |
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Volume: | Volume 13 | ||||
Number: | Number 5 | ||||
Page Range: | pp. 1056-1059 | ||||
DOI: | 10.1021/ol103103n | ||||
Status: | Peer Reviewed | ||||
Publication Status: | Published | ||||
Access rights to Published version: | Restricted or Subscription Access | ||||
Funder: | Cancer Research UK (CRUK), Advantage West Midlands (AWM), Birmingham Science City | ||||
Grant number: | C1252/A9196 (CRUK) |
Data sourced from Thomson Reuters' Web of Knowledge
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