Synthesis of Hybrid Natural Product Analogues with Anti-tumour Properties

Stephania Christou; Alyn Edwards; Robin Pritchard; Peter Quayle; Yiwei Song; Ian Stratford; Katharine Williams; Roger Whitehead

doi:10.1016/j.tet.2016.07.033

Synthesis of Hybrid Natural Product Analogues with Anti-tumour Properties

Stephania Christou, Alyn Edwards, Robin Pritchard, Peter Quayle, Yiwei Song, Ian Stratford, Katharine Williams, Roger Whitehead

Pharmacy

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Abstract

High yielding and diastereoselective conjugate addition reactions of a (-)-quinic acid derived enone have provided access to a small library of hybrid analogues of the anti-tumour natural products antheminone A and COTC. The novel compounds were assessed for their antiproliferative activities towards the A549 non-small-cell lung cancer cell line revealing some useful structure-activity relationships.

Original language	English
Pages (from-to)	5433–5443
Journal	Tetrahedron
Volume	72
Issue number	35
Early online date	11 Jul 2016
DOIs	https://doi.org/10.1016/j.tet.2016.07.033
Publication status	Published - 1 Sept 2016

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10.1016/j.tet.2016.07.033

Hybrid Analogues revampTet revisionacceptedAccepted author manuscript, 918 KB

CCDC 950707: Experimental Crystal Structure Determination
Christou, S. (Contributor), Edwards, A. (Contributor), Pritchard, R. (Contributor), Quayle, P. (Contributor), Song, Y. (Contributor), Stratford, I. (Contributor), Williams, K. (Contributor) & Whitehead, R. (Contributor), Cambridge Crystallographic Data Centre, 1 Jan 2016
DOI: 10.5517/ccdc.csd.cc10x8z5, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc10x8z5&sid=DataCite
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title = "Synthesis of Hybrid Natural Product Analogues with Anti-tumour Properties",

abstract = "High yielding and diastereoselective conjugate addition reactions of a (-)-quinic acid derived enone have provided access to a small library of hybrid analogues of the anti-tumour natural products antheminone A and COTC. The novel compounds were assessed for their antiproliferative activities towards the A549 non-small-cell lung cancer cell line revealing some useful structure-activity relationships.",

author = "Stephania Christou and Alyn Edwards and Robin Pritchard and Peter Quayle and Yiwei Song and Ian Stratford and Katharine Williams and Roger Whitehead",

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T1 - Synthesis of Hybrid Natural Product Analogues with Anti-tumour Properties

AU - Christou, Stephania

AU - Edwards, Alyn

AU - Pritchard, Robin

AU - Quayle, Peter

AU - Song, Yiwei

AU - Stratford, Ian

AU - Williams, Katharine

AU - Whitehead, Roger

PY - 2016/9/1

Y1 - 2016/9/1

N2 - High yielding and diastereoselective conjugate addition reactions of a (-)-quinic acid derived enone have provided access to a small library of hybrid analogues of the anti-tumour natural products antheminone A and COTC. The novel compounds were assessed for their antiproliferative activities towards the A549 non-small-cell lung cancer cell line revealing some useful structure-activity relationships.

AB - High yielding and diastereoselective conjugate addition reactions of a (-)-quinic acid derived enone have provided access to a small library of hybrid analogues of the anti-tumour natural products antheminone A and COTC. The novel compounds were assessed for their antiproliferative activities towards the A549 non-small-cell lung cancer cell line revealing some useful structure-activity relationships.

U2 - 10.1016/j.tet.2016.07.033

DO - 10.1016/j.tet.2016.07.033

M3 - Article

SN - 0040-4020

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SP - 5433

EP - 5443

JO - Tetrahedron

JF - Tetrahedron

IS - 35

ER -

Synthesis of Hybrid Natural Product Analogues with Anti-tumour Properties

Abstract

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CCDC 950707: Experimental Crystal Structure Determination

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