Access to a Structurally Complex Compound Collection via Ring Distortion of the Alkaloid Sinomenine

Alfredo Garcia, Bryon S. Drown, Paul J. Hergenrother

Research output: Contribution to journalArticle

Abstract

Many compound collections used in high-throughput screening are composed of members whose structural complexity is considerably lower than that of natural products. We previously reported a strategy for the synthesis of complex and diverse small molecules from natural products using ring-distortion reactions, called complexity-to-diversity (CtD), and herein, CtD is applied in the synthesis of 16 diverse scaffolds and 65 total compounds from the alkaloid natural product sinomenine. Chemoinformatic analysis shows that these compounds possess complex ring systems and marked three-dimensionality.

Original languageEnglish (US)
Pages (from-to)4852-4855
Number of pages4
JournalOrganic Letters
Volume18
Issue number19
DOIs
StatePublished - Oct 7 2016

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complex compounds
alkaloids
Biological Products
Alkaloids
rings
products
structural members
Structural members
synthesis
Scaffolds
Screening
screening
Throughput
Molecules
sinomenine
molecules

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Access to a Structurally Complex Compound Collection via Ring Distortion of the Alkaloid Sinomenine. / Garcia, Alfredo; Drown, Bryon S.; Hergenrother, Paul J.

In: Organic Letters, Vol. 18, No. 19, 07.10.2016, p. 4852-4855.

Research output: Contribution to journalArticle

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