The synthesis of 2-oxyalkyl-cyclohex-2-enones, related to the bioactive natural products COTC and antheminone A, which possess anti-tumour properties

Claire L. Arthurs; Gareth A. Morris; Michela Piacenti; Robin G. Pritchard; Ian J. Stratford; Tanja Tatic; Roger C. Whitehead; Katharine F. Williams; Natasha S. Wind

doi:10.1016/j.tet.2010.08.072

The synthesis of 2-oxyalkyl-cyclohex-2-enones, related to the bioactive natural products COTC and antheminone A, which possess anti-tumour properties

Claire L. Arthurs, Gareth A. Morris, Michela Piacenti, Robin G. Pritchard, Ian J. Stratford, Tanja Tatic, Roger C. Whitehead, Katharine F. Williams, Natasha S. Wind

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

Abstract

The syntheses of five novel 2-oxyalkyl-cyclohex-2-enones, structurally related to the natural products COTC and antheminone A, are described. The target structures were selected in order to probe the influence of several key structural parameters on in vitro anti-cancer bioactivity. The results of a cytotoxicity bioassay of the compounds against non-small-cell lung cancer cell lines A549 and H460 are reported. The biological data provides useful information, which will help guide the future design of compounds in this class with enhanced anti-cancer activity. © 2010 Elsevier Ltd. All rights reserved.

Original language	English
Pages (from-to)	9049-9060
Number of pages	11
Journal	Tetrahedron
Volume	66
Issue number	46
DOIs	https://doi.org/10.1016/j.tet.2010.08.072
Publication status	Published - 13 Nov 2010

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10.1016/j.tet.2010.08.072

CCDC 764787: Experimental Crystal Structure Determination
Arthurs, C. L. (Contributor), Morris, G. (Contributor), Piacenti, M. (Contributor), Pritchard, R. (Contributor), Stratford, I. (Contributor), Tatic, T. (Contributor), Whitehead, R. (Contributor), Williams, K. F. (Contributor) & Wind, N. S. (Contributor), Cambridge Crystallographic Data Centre, 1 Jan 2011
DOI: 10.5517/cctntkt, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cctntkt&sid=DataCite
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Arthurs, C. L., Morris, G. A., Piacenti, M., Pritchard, R. G., Stratford, I. J., Tatic, T., Whitehead, R. C., Williams, K. F., & Wind, N. S. (2010). The synthesis of 2-oxyalkyl-cyclohex-2-enones, related to the bioactive natural products COTC and antheminone A, which possess anti-tumour properties. Tetrahedron, 66(46), 9049-9060. https://doi.org/10.1016/j.tet.2010.08.072

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abstract = "The syntheses of five novel 2-oxyalkyl-cyclohex-2-enones, structurally related to the natural products COTC and antheminone A, are described. The target structures were selected in order to probe the influence of several key structural parameters on in vitro anti-cancer bioactivity. The results of a cytotoxicity bioassay of the compounds against non-small-cell lung cancer cell lines A549 and H460 are reported. The biological data provides useful information, which will help guide the future design of compounds in this class with enhanced anti-cancer activity. {\textcopyright} 2010 Elsevier Ltd. All rights reserved.",

author = "Arthurs, {Claire L.} and Morris, {Gareth A.} and Michela Piacenti and Pritchard, {Robin G.} and Stratford, {Ian J.} and Tanja Tatic and Whitehead, {Roger C.} and Williams, {Katharine F.} and Wind, {Natasha S.}",

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T1 - The synthesis of 2-oxyalkyl-cyclohex-2-enones, related to the bioactive natural products COTC and antheminone A, which possess anti-tumour properties

AU - Arthurs, Claire L.

AU - Morris, Gareth A.

AU - Piacenti, Michela

AU - Pritchard, Robin G.

AU - Stratford, Ian J.

AU - Tatic, Tanja

AU - Whitehead, Roger C.

AU - Williams, Katharine F.

AU - Wind, Natasha S.

N1 - Times Cited: 0

PY - 2010/11/13

Y1 - 2010/11/13

N2 - The syntheses of five novel 2-oxyalkyl-cyclohex-2-enones, structurally related to the natural products COTC and antheminone A, are described. The target structures were selected in order to probe the influence of several key structural parameters on in vitro anti-cancer bioactivity. The results of a cytotoxicity bioassay of the compounds against non-small-cell lung cancer cell lines A549 and H460 are reported. The biological data provides useful information, which will help guide the future design of compounds in this class with enhanced anti-cancer activity. © 2010 Elsevier Ltd. All rights reserved.

AB - The syntheses of five novel 2-oxyalkyl-cyclohex-2-enones, structurally related to the natural products COTC and antheminone A, are described. The target structures were selected in order to probe the influence of several key structural parameters on in vitro anti-cancer bioactivity. The results of a cytotoxicity bioassay of the compounds against non-small-cell lung cancer cell lines A549 and H460 are reported. The biological data provides useful information, which will help guide the future design of compounds in this class with enhanced anti-cancer activity. © 2010 Elsevier Ltd. All rights reserved.

U2 - 10.1016/j.tet.2010.08.072

DO - 10.1016/j.tet.2010.08.072

M3 - Article

SN - 0040-4020

VL - 66

SP - 9049

EP - 9060

JO - Tetrahedron

JF - Tetrahedron

IS - 46

ER -

The synthesis of 2-oxyalkyl-cyclohex-2-enones, related to the bioactive natural products COTC and antheminone A, which possess anti-tumour properties

Abstract

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CCDC 764787: Experimental Crystal Structure Determination

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