Synthesis and biological activity of simplified denoviose-coumarins related to novobiocin as potent inhibitors of heat-shock protein 90 (hsp90)

Christine Radanyi; Gaëlle Le Bras; Samir Messaoudi; Céline Bouclier; Jean François Peyrat; Jean Daniel Brion; Véronique Marsaud; Jack Michel Renoir; Mouâd Alami

doi:10.1016/j.bmcl.2008.01.128

Synthesis and biological activity of simplified denoviose-coumarins related to novobiocin as potent inhibitors of heat-shock protein 90 (hsp90)

Christine Radanyi
, Gaëlle Le Bras
, Samir Messaoudi
, Céline Bouclier
, Jean François Peyrat
, Jean Daniel Brion
, Véronique Marsaud
, Jack Michel Renoir
, Mouâd Alami

Université Paris-Saclay

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

Abstract

A new series of coumarin inhibitors of hsp90 lacking the noviose moiety as well as substituents on C-7 and C-8 positions of the aromatic ring was synthesised and their hsp90 inhibitory activity has been delineated: for example, their capacity to induce the degradation of client proteins and to inhibit estradiol-induced transcription in human breast cancer cells. In cell proliferation assay, the most active compound 5g was ∼8 times more potent than the parent novobiocin natural compound.

Original language	English
Pages (from-to)	2495-2498
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	18
Issue number	7
DOIs	https://doi.org/10.1016/j.bmcl.2008.01.128
Publication status	Published - 1 Apr 2008
Externally published	Yes

Keywords

Anti-tumour
Coumarin inhibitors
Novobiocin
Steroid receptors
hsp90

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1016/j.bmcl.2008.01.128

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Radanyi, C., Le Bras, G., Messaoudi, S., Bouclier, C., Peyrat, J. F., Brion, J. D., Marsaud, V., Renoir, J. M., & Alami, M. (2008). Synthesis and biological activity of simplified denoviose-coumarins related to novobiocin as potent inhibitors of heat-shock protein 90 (hsp90). Bioorganic and Medicinal Chemistry Letters, 18(7), 2495-2498. https://doi.org/10.1016/j.bmcl.2008.01.128

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title = "Synthesis and biological activity of simplified denoviose-coumarins related to novobiocin as potent inhibitors of heat-shock protein 90 (hsp90)",

abstract = "A new series of coumarin inhibitors of hsp90 lacking the noviose moiety as well as substituents on C-7 and C-8 positions of the aromatic ring was synthesised and their hsp90 inhibitory activity has been delineated: for example, their capacity to induce the degradation of client proteins and to inhibit estradiol-induced transcription in human breast cancer cells. In cell proliferation assay, the most active compound 5g was ∼8 times more potent than the parent novobiocin natural compound.",

keywords = "Anti-tumour, Coumarin inhibitors, Novobiocin, Steroid receptors, hsp90",

author = "Christine Radanyi and \{Le Bras\}, Ga{\"e}lle and Samir Messaoudi and C{\'e}line Bouclier and Peyrat, \{Jean Fran{\c c}ois\} and Brion, \{Jean Daniel\} and V{\'e}ronique Marsaud and Renoir, \{Jack Michel\} and Mou{\^a}d Alami",

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doi = "10.1016/j.bmcl.2008.01.128",

language = "English",

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Radanyi, C, Le Bras, G, Messaoudi, S, Bouclier, C, Peyrat, JF, Brion, JD, Marsaud, V, Renoir, JM & Alami, M 2008, 'Synthesis and biological activity of simplified denoviose-coumarins related to novobiocin as potent inhibitors of heat-shock protein 90 (hsp90)', Bioorganic and Medicinal Chemistry Letters, vol. 18, no. 7, pp. 2495-2498. https://doi.org/10.1016/j.bmcl.2008.01.128

TY - JOUR

T1 - Synthesis and biological activity of simplified denoviose-coumarins related to novobiocin as potent inhibitors of heat-shock protein 90 (hsp90)

AU - Radanyi, Christine

AU - Le Bras, Gaëlle

AU - Messaoudi, Samir

AU - Bouclier, Céline

AU - Peyrat, Jean François

AU - Brion, Jean Daniel

AU - Marsaud, Véronique

AU - Renoir, Jack Michel

AU - Alami, Mouâd

PY - 2008/4/1

Y1 - 2008/4/1

N2 - A new series of coumarin inhibitors of hsp90 lacking the noviose moiety as well as substituents on C-7 and C-8 positions of the aromatic ring was synthesised and their hsp90 inhibitory activity has been delineated: for example, their capacity to induce the degradation of client proteins and to inhibit estradiol-induced transcription in human breast cancer cells. In cell proliferation assay, the most active compound 5g was ∼8 times more potent than the parent novobiocin natural compound.

AB - A new series of coumarin inhibitors of hsp90 lacking the noviose moiety as well as substituents on C-7 and C-8 positions of the aromatic ring was synthesised and their hsp90 inhibitory activity has been delineated: for example, their capacity to induce the degradation of client proteins and to inhibit estradiol-induced transcription in human breast cancer cells. In cell proliferation assay, the most active compound 5g was ∼8 times more potent than the parent novobiocin natural compound.

KW - Anti-tumour

KW - Coumarin inhibitors

KW - Novobiocin

KW - Steroid receptors

KW - hsp90

U2 - 10.1016/j.bmcl.2008.01.128

DO - 10.1016/j.bmcl.2008.01.128

M3 - Article

C2 - 18304811

AN - SCOPUS:41349108858

SN - 0960-894X

VL - 18

SP - 2495

EP - 2498

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 7

ER -

Synthesis and biological activity of simplified denoviose-coumarins related to novobiocin as potent inhibitors of heat-shock protein 90 (hsp90)

Abstract

Keywords

UN SDGs

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