Synthesis and Biological Evaluations of Electrophilic Steroids Inspired by the Taccalonolides

Nicholas A. Clanton; Shayne D. Hastings; Griffin B. Foultz; Julie A. Contreras; Samantha S. Yee; Hadi D. Arman; April L. Risinger; Doug E. Frantz

doi:10.1021/acsmedchemlett.0c00534

Synthesis and Biological Evaluations of Electrophilic Steroids Inspired by the Taccalonolides

Nicholas A. Clanton, Shayne D. Hastings, Griffin B. Foultz, Julie A. Contreras, Samantha S. Yee, Hadi D. Arman, April L. Risinger, Doug E. Frantz

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

Abstract

Natural products have served as inspirational scaffolds for the design and synthesis of novel antineoplastic agents. Here we present our preliminary efforts on the synthesis and biological evaluation of a new class of electrophilic steroids inspired by the naturally occurring taccalonolides. We demonstrate that these simplified analogs exhibit highly persistent antiproliferative properties similar to the taccalonolides and retain activity against resistant cancer cell lines that warrants further preclinical development.

Original language	English (US)
Pages (from-to)	2534-2543
Number of pages	10
Journal	ACS Medicinal Chemistry Letters
Volume	11
Issue number	12
DOIs	https://doi.org/10.1021/acsmedchemlett.0c00534
State	Published - Dec 10 2020
Externally published	Yes

Keywords

natural products
ovarian cancer
steroids
triple negative breast cancer

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1021/acsmedchemlett.0c00534

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Synthesis and Biological Evaluations of Electrophilic Steroids Inspired by the Taccalonolides. / Clanton, Nicholas A.; Hastings, Shayne D.; Foultz, Griffin B.; Contreras, Julie A.; Yee, Samantha S.; Arman, Hadi D.; Risinger, April L.; Frantz, Doug E.

In: ACS Medicinal Chemistry Letters, Vol. 11, No. 12, 10.12.2020, p. 2534-2543.

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

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abstract = "Natural products have served as inspirational scaffolds for the design and synthesis of novel antineoplastic agents. Here we present our preliminary efforts on the synthesis and biological evaluation of a new class of electrophilic steroids inspired by the naturally occurring taccalonolides. We demonstrate that these simplified analogs exhibit highly persistent antiproliferative properties similar to the taccalonolides and retain activity against resistant cancer cell lines that warrants further preclinical development. ",

keywords = "natural products, ovarian cancer, steroids, triple negative breast cancer",

author = "Clanton, {Nicholas A.} and Hastings, {Shayne D.} and Foultz, {Griffin B.} and Contreras, {Julie A.} and Yee, {Samantha S.} and Arman, {Hadi D.} and Risinger, {April L.} and Frantz, {Doug E.}",

note = "Funding Information: This work was supported by the Cancer Prevention & Research Institute of Texas (CPRIT no. RP170714). Funding Information: D.E.F. thanks the Max and Minnie Tomerlin Voelcker Fund for providing unrestricted funds in support of this work. A.L.R. also thanks the Max and Minnie Tomerlin Voelcker Fund for supporting this work through its Young Investigator Award. The UTSA NMR and X-ray facilities are supported by the NSF (CHE-1625963 and CHE-1920057). Publisher Copyright: {\textcopyright} ",

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doi = "10.1021/acsmedchemlett.0c00534",

language = "English (US)",

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AU - Contreras, Julie A.

AU - Yee, Samantha S.

AU - Arman, Hadi D.

AU - Risinger, April L.

AU - Frantz, Doug E.

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PY - 2020/12/10

Y1 - 2020/12/10

N2 - Natural products have served as inspirational scaffolds for the design and synthesis of novel antineoplastic agents. Here we present our preliminary efforts on the synthesis and biological evaluation of a new class of electrophilic steroids inspired by the naturally occurring taccalonolides. We demonstrate that these simplified analogs exhibit highly persistent antiproliferative properties similar to the taccalonolides and retain activity against resistant cancer cell lines that warrants further preclinical development.

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Synthesis and Biological Evaluations of Electrophilic Steroids Inspired by the Taccalonolides

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Keywords

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