A general strategy for diversifying complex natural products to polycyclic scaffolds with medium-sized rings

Changgui Zhao, Zhengqing Ye, Zhi-xiong Ma, Scott A. Wildman, Stephanie A. Blaszczyk, Lihong Hu, Ilia A. Guizei and Weiping Tang ()
Additional contact information
Changgui Zhao: University of Wisconsin-Madison
Zhengqing Ye: University of Wisconsin-Madison
Zhi-xiong Ma: University of Wisconsin-Madison
Scott A. Wildman: University of Wisconsin
Stephanie A. Blaszczyk: University of Wisconsin-Madison
Lihong Hu: Nanjing University of Chinese Medicine
Ilia A. Guizei: University of Wisconsin-Madison
Weiping Tang: University of Wisconsin-Madison

Nature Communications, 2019, vol. 10, issue 1, 1-10

Abstract: Abstract The interrogation of complex biological pathways demands diverse small molecule tool compounds, which can often lead to important therapeutics for the treatment of human diseases. Since natural products are the most valuable source for the discovery of therapeutics, the derivatization of natural products has been extensively investigated to generate molecules for biological screenings. However, most previous approaches only modified a limited number of functional groups, which resulted in a limited number of skeleta. Here we show a general strategy for the preparation of a library of complex small molecules by combining state-of-the-art chemistry – the site-selective oxidation of C-H bonds - with reactions that expand rigid, small rings in polycyclic steroids to medium-sized rings. This library occupies a unique chemical space compared to selected diverse reference compounds. The diversification strategy developed herein for steroids can also be expanded to other types of natural products.

Date: 2019
References: Add references at CitEc
Citations: View citations in EconPapers (1)

Downloads: (external link)
https://www.nature.com/articles/s41467-019-11976-2 Abstract (text/html)

Related works:
This item may be available elsewhere in EconPapers: Search for items with the same title.

Export reference: BibTeX RIS (EndNote, ProCite, RefMan) HTML/Text

Persistent link: https://EconPapers.repec.org/RePEc:nat:natcom:v:10:y:2019:i:1:d:10.1038_s41467-019-11976-2

Ordering information: This journal article can be ordered from
https://www.nature.com/ncomms/

DOI: 10.1038/s41467-019-11976-2

Access Statistics for this article

Nature Communications is currently edited by Nathalie Le Bot, Enda Bergin and Fiona Gillespie

More articles in Nature Communications from Nature
Bibliographic data for series maintained by Sonal Shukla () and Springer Nature Abstracting and Indexing ().