Synthesis and Analysis of Natural-Product-Like Macrocycles by Tandem Oxidation/Oxa-Conjugate Addition Reactions.
Journal Article
As traditional small-molecule drug discovery programs focus on a relatively narrow range of chemical space, most human proteins are viewed as unreachable targets. Consequently, there is a strong interest in expanding the chemical space in drug discovery beyond traditional small molecules. Here, a strategy for the preparation of a broad natural-product-like macrocyclic library by using the tandem allylic oxidation/oxa-conjugate addition and macrocyclization reactions is reported. Cheminformatic analyses demonstrate that this tetrahydropyran-containing macrocyclic library shows a significant overlap with natural products in the chemical space. This approach can be used for designing libraries that may probe more deeply into natural-product-like space.
Full Text
Duke Authors
Cited Authors
- Lee, H; Sylvester, K; Derbyshire, ER; Hong, J
Published Date
- May 2019
Published In
Volume / Issue
- 25 / 26
Start / End Page
- 6500 - 6504
PubMed ID
- 30912197
Pubmed Central ID
- 30912197
Electronic International Standard Serial Number (EISSN)
- 1521-3765
International Standard Serial Number (ISSN)
- 0947-6539
Digital Object Identifier (DOI)
- 10.1002/chem.201900620
Language
- eng