Synthesis and biological evaluation of arylated novobiocin analogs as Hsp90 inhibitors

Bhaskar Reddy Kusuma; Adam S. Duerfeldt; Brian S.J. Blagg

doi:10.1016/j.bmcl.2011.09.073

Synthesis and biological evaluation of arylated novobiocin analogs as Hsp90 inhibitors

Bhaskar Reddy Kusuma
, Adam S. Duerfeldt
, Brian S.J. Blagg

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

17 Scopus citations

Abstract

Novobiocin analogs lacking labile glycosidic ether have been designed, synthesized and evaluated for Hsp90 inhibitory activity. Replacement of the synthetically complex noviose sugar with simple aromatic side chains produced analogs that maintain moderate cytotoxic activity against MCF7 and SkBR3 breast cancer cell-lines. Rationale for the preparation of des-noviose novobiocin analogs in addition to their synthesis and biological evaluation are presented herein.

Original language	English (US)
Pages (from-to)	7170-7174
Number of pages	5
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	21
Issue number	23
DOIs	https://doi.org/10.1016/j.bmcl.2011.09.073
State	Published - Dec 1 2011
Externally published	Yes

Bibliographical note

Funding Information:
The authors gratefully acknowledge the support of this project by NIH CA120458, the Madison and Lila Self Graduate Fellowship (A.S.D.), the American Foundation of Pharmaceutical Education Pre-doctoral Fellowship (A.S.D.) and the Institute for Advancing Medical Innovation Pre-doctoral Fellowship (A.S.D.) for financial support.

UN SDGs

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

SDG 3 Good Health and Well-being

Keywords

Chaperone
Hsp90
Inhibitors
Novobiocin

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10.1016/j.bmcl.2011.09.073

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abstract = "Novobiocin analogs lacking labile glycosidic ether have been designed, synthesized and evaluated for Hsp90 inhibitory activity. Replacement of the synthetically complex noviose sugar with simple aromatic side chains produced analogs that maintain moderate cytotoxic activity against MCF7 and SkBR3 breast cancer cell-lines. Rationale for the preparation of des-noviose novobiocin analogs in addition to their synthesis and biological evaluation are presented herein.",

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author = "Kusuma, \{Bhaskar Reddy\} and Duerfeldt, \{Adam S.\} and Blagg, \{Brian S.J.\}",

note = "Funding Information: The authors gratefully acknowledge the support of this project by NIH CA120458, the Madison and Lila Self Graduate Fellowship (A.S.D.), the American Foundation of Pharmaceutical Education Pre-doctoral Fellowship (A.S.D.) and the Institute for Advancing Medical Innovation Pre-doctoral Fellowship (A.S.D.) for financial support. ",

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doi = "10.1016/j.bmcl.2011.09.073",

language = "English (US)",

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journal = "Bioorganic and Medicinal Chemistry Letters",

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AU - Kusuma, Bhaskar Reddy

AU - Duerfeldt, Adam S.

AU - Blagg, Brian S.J.

N1 - Funding Information: The authors gratefully acknowledge the support of this project by NIH CA120458, the Madison and Lila Self Graduate Fellowship (A.S.D.), the American Foundation of Pharmaceutical Education Pre-doctoral Fellowship (A.S.D.) and the Institute for Advancing Medical Innovation Pre-doctoral Fellowship (A.S.D.) for financial support.

PY - 2011/12/1

Y1 - 2011/12/1

N2 - Novobiocin analogs lacking labile glycosidic ether have been designed, synthesized and evaluated for Hsp90 inhibitory activity. Replacement of the synthetically complex noviose sugar with simple aromatic side chains produced analogs that maintain moderate cytotoxic activity against MCF7 and SkBR3 breast cancer cell-lines. Rationale for the preparation of des-noviose novobiocin analogs in addition to their synthesis and biological evaluation are presented herein.

AB - Novobiocin analogs lacking labile glycosidic ether have been designed, synthesized and evaluated for Hsp90 inhibitory activity. Replacement of the synthetically complex noviose sugar with simple aromatic side chains produced analogs that maintain moderate cytotoxic activity against MCF7 and SkBR3 breast cancer cell-lines. Rationale for the preparation of des-noviose novobiocin analogs in addition to their synthesis and biological evaluation are presented herein.

KW - Chaperone

KW - Hsp90

KW - Inhibitors

KW - Novobiocin

UR - https://www.scopus.com/pages/publications/80255138632

UR - https://www.scopus.com/pages/publications/80255138632#tab=citedBy

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DO - 10.1016/j.bmcl.2011.09.073

M3 - Article

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AN - SCOPUS:80255138632

SN - 0960-894X

VL - 21

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EP - 7174

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 23

ER -

Synthesis and biological evaluation of arylated novobiocin analogs as Hsp90 inhibitors

Abstract

Bibliographical note

UN SDGs

Keywords

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