Enhancement of cyclopamine via conjugation with nonmetabolic sugars

Randal D. Goff; Jon S. Thorson

doi:10.1021/ol300703z

Enhancement of cyclopamine via conjugation with nonmetabolic sugars

Randal D. Goff, Jon S. Thorson

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

24 Scopus citations

Abstract

The Veratrum alkaloid cyclopamine, an inhibitor of cancer stem cell growth, was used as a representative scaffold to evaluate the inhibitory impact of glycosylation with a group of nonmetabolic saccharides, such as d-threose. In a five-step divergent process, a 32-member glycoside library was created and assayed to determine that glycosides of such sugars notably improved the GI ₅₀ value of cyclopamine while metabolic sugars, such as d-glucose, did not.

Original language	English
Pages (from-to)	2454-2457
Number of pages	4
Journal	Organic Letters
Volume	14
Issue number	10
DOIs	https://doi.org/10.1021/ol300703z
State	Published - May 18 2012

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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

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10.1021/ol300703z

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abstract = "The Veratrum alkaloid cyclopamine, an inhibitor of cancer stem cell growth, was used as a representative scaffold to evaluate the inhibitory impact of glycosylation with a group of nonmetabolic saccharides, such as d-threose. In a five-step divergent process, a 32-member glycoside library was created and assayed to determine that glycosides of such sugars notably improved the GI 50 value of cyclopamine while metabolic sugars, such as d-glucose, did not.",

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AB - The Veratrum alkaloid cyclopamine, an inhibitor of cancer stem cell growth, was used as a representative scaffold to evaluate the inhibitory impact of glycosylation with a group of nonmetabolic saccharides, such as d-threose. In a five-step divergent process, a 32-member glycoside library was created and assayed to determine that glycosides of such sugars notably improved the GI 50 value of cyclopamine while metabolic sugars, such as d-glucose, did not.

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Enhancement of cyclopamine via conjugation with nonmetabolic sugars

Abstract

ASJC Scopus subject areas

UN SDGs

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