Total Syntheses and Biological Evaluation of 3‐ O ‐Methylfunicone and Its Derivatives Prepared by TMPZnCl·LiCl‐Mediated Halogenation and Carbonylative Stille Cross‐Coupling | Zendy

Ehrlich Michael | Zendy; Carell Thomas | Zendy

Premium

Total Syntheses and Biological Evaluation of 3‐ O ‐Methylfunicone and Its Derivatives Prepared by TMPZnCl·LiCl‐Mediated Halogenation and Carbonylative Stille Cross‐Coupling

Author(s) -

Ehrlich Michael,

Carell Thomas

Publication year - 2013

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201201256

Subject(s) - stille reaction , chemistry , halogenation , regioselectivity , natural product , stereochemistry , ketone , organic chemistry , medicinal chemistry , catalysis

The total syntheses of the natural product 3‐ O ‐methylfunicone ( 1 ), a member of the funicone class of compounds, and its derivatives is reported. The key reactions in the construction of the biaryl ketone core are a regioselective TMPZnCl · LiCl halogenation and a carbonylative Stille cross‐coupling reaction. In addition, the inhibitory activities of the funicones against Y‐family DNA polymerase κ (pol κ) and polymerase η (pol η) were determined. We found that 1 and 12 exhibit inhibitory activity against pol η and 1 also against pol κ.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research