The enone motif of (+)-grandifloracin is not essential for 'anti-austerity' antiproliferative activity

Monika Ali Khan; Pauline J. Wood; Natasha M. Lamb-Guhren; Lorenzo Caggiano; Gabriele Kociok-Köhn; David Tosh; Simon E. Lewis

doi:10.1016/j.bmcl.2014.04.111

The enone motif of (+)-grandifloracin is not essential for 'anti-austerity' antiproliferative activity

Monika Ali Khan, Pauline J. Wood, Natasha M. Lamb-Guhren, Lorenzo Caggiano, Gabriele Kociok-Köhn, David Tosh, Simon E. Lewis

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Abstract

We report the synthesis and biological evaluation of three analogues of the natural product (+)-grandifloracin (+)-1. All three analogues exhibit enhanced antiproliferative activity against PANC-1 and HT-29 cells compared to the natural product. The retention of activity in an analogue lacking the enone functional group, 9, implies this structural element is not an essential part of the (+)-grandifloracin pharmacophore.

Original language	English
Pages (from-to)	2815-2819
Number of pages	5
Journal	Bioorganic & Medicinal Chemistry Letters
Volume	24
Issue number	13
Early online date	5 May 2014
DOIs	https://doi.org/10.1016/j.bmcl.2014.04.111
Publication status	Published - 1 Jul 2014

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10.1016/j.bmcl.2014.04.111Licence: CC BY

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title = "The enone motif of (+)-grandifloracin is not essential for 'anti-austerity' antiproliferative activity",

abstract = "We report the synthesis and biological evaluation of three analogues of the natural product (+)-grandifloracin (+)-1. All three analogues exhibit enhanced antiproliferative activity against PANC-1 and HT-29 cells compared to the natural product. The retention of activity in an analogue lacking the enone functional group, 9, implies this structural element is not an essential part of the (+)-grandifloracin pharmacophore. ",

author = "{Ali Khan}, Monika and Wood, {Pauline J.} and Lamb-Guhren, {Natasha M.} and Lorenzo Caggiano and Gabriele Kociok-K{\"o}hn and David Tosh and Lewis, {Simon E.}",

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T1 - The enone motif of (+)-grandifloracin is not essential for 'anti-austerity' antiproliferative activity

AU - Ali Khan, Monika

AU - Wood, Pauline J.

AU - Lamb-Guhren, Natasha M.

AU - Caggiano, Lorenzo

AU - Kociok-Köhn, Gabriele

AU - Tosh, David

AU - Lewis, Simon E.

PY - 2014/7/1

Y1 - 2014/7/1

N2 - We report the synthesis and biological evaluation of three analogues of the natural product (+)-grandifloracin (+)-1. All three analogues exhibit enhanced antiproliferative activity against PANC-1 and HT-29 cells compared to the natural product. The retention of activity in an analogue lacking the enone functional group, 9, implies this structural element is not an essential part of the (+)-grandifloracin pharmacophore.

AB - We report the synthesis and biological evaluation of three analogues of the natural product (+)-grandifloracin (+)-1. All three analogues exhibit enhanced antiproliferative activity against PANC-1 and HT-29 cells compared to the natural product. The retention of activity in an analogue lacking the enone functional group, 9, implies this structural element is not an essential part of the (+)-grandifloracin pharmacophore.

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UR - http://dx.doi.org/10.1016/j.bmcl.2014.04.111

U2 - 10.1016/j.bmcl.2014.04.111

DO - 10.1016/j.bmcl.2014.04.111

M3 - Article

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VL - 24

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JO - Bioorganic & Medicinal Chemistry Letters

JF - Bioorganic & Medicinal Chemistry Letters

IS - 13

ER -

The enone motif of (+)-grandifloracin is not essential for 'anti-austerity' antiproliferative activity

Abstract

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Lorenzo Caggiano

MC2-Mass Spectrometry (MS)

MC2- Nuclear Magnetic Resonance (NMR)

MC2- X-ray diffraction (XRD)

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The enone motif of (+)-grandifloracin is not essential for 'anti-austerity' antiproliferative activity

Abstract

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Lorenzo Caggiano

Equipment

MC2-Mass Spectrometry (MS)

MC2- Nuclear Magnetic Resonance (NMR)

MC2- X-ray diffraction (XRD)

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