3 years ago

De Novo Synthesis of Possible Candidates for the Inagami–Tamura Endogenous Digitalis-like Factor

De Novo Synthesis of Possible Candidates for the Inagami–Tamura Endogenous Digitalis-like Factor
Toshio Nishikawa, Keiko Hashimoto, Takahiro Shibata, Ai Ikeda, Atsuo Nakazaki
De novo synthesis of possible candidates for the Inagami–Tamura endogenous digitalis-like factor (EDLF) was achieved to validate a previously proposed structure. Our synthetic approach involves a highly regio- and diastereoselective Mizoroki–Heck reaction and a Friedel–Crafts-type cyclodehydration to construct steroidal tetracycle 14 as a versatile common intermediate leading to seven 2,14β-dihydroxyestradiol analogues 1ac, 2ac, and 3 as possible candidates. By comparing the potency of inhibitory activity against Na+/K+-ATPase between the synthesized candidates and the EDLF, it was found that the proposed structure is not likely to be a true structure of the Inagami–Tamura EDLF.

Publisher URL: http://dx.doi.org/10.1021/acs.joc.7b01640

DOI: 10.1021/acs.joc.7b01640

You might also like
Never Miss Important Research

Researcher is an app designed by academics, for academics. Create a personalised feed in two minutes.
Choose from over 15,000 academics journals covering ten research areas then let Researcher deliver you papers tailored to your interests each day.

  • Download from Google Play
  • Download from App Store
  • Download from AppInChina

Researcher displays publicly available abstracts and doesn’t host any full article content. If the content is open access, we will direct clicks from the abstracts to the publisher website and display the PDF copy on our platform. Clicks to view the full text will be directed to the publisher website, where only users with subscriptions or access through their institution are able to view the full article.