Highly Stereoselective Synthesis of a Compound Collection Based on the Bicyclic Scaffolds of Natural Products

Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry
Murali AnnamalaiKamal Kumar

Abstract

Despite the great contribution of natural products in the history of successful drug discovery, there are significant limitations that persuade the pharmaceutical industry to evade natural products in drug discovery research. The extreme scarcity as well as structural complexity of natural products renders their practical synthetic access and further modifications extremely challenging. Although other alternative technologies, particularly combinatorial chemistry, were embraced by the pharmaceutical industry to get quick access to a large number of small molecules with simple frameworks that often lack three-dimensional complexity, hardly any success was achieved in the discovery of lead molecules. To acquire chemotypes beholding structural features of natural products, for instance highsp³ character, the synthesis of compound collections based on core-scaffolds of natural products presents a promising strategy. Here, we report a natural product inspired synthesis of six different chemotypes and their derivatives for drug discovery research. These bicyclic hetero- and carbocyclic scaffolds are highly novel, rich insp³ features and with ideal physicochemical properties to display drug likeness. The functional groups on the scaff...Continue Reading

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Citations

Aug 21, 2019·Chemistry : a European Journal·Oleksandr O GrygorenkoDuncan B Judd
Apr 13, 2018·Organic & Biomolecular Chemistry·Anthony AimonAdam Nelson
Oct 6, 2020·Organic & Biomolecular Chemistry·Tsubasa NakashimaTakashi Ooi

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Methods Mentioned

BETA
acylation
column chromatography

Software Mentioned

JChem
ChemAxon
ELF

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