Total Synthesis and Biological Activity of Natural Product Urukthapelstatin A
Organic Letters2013Vol. 15(14), pp. 3574–3577
Citations Over TimeTop 11% of 2013 papers
Abstract
Herein we report the first total synthesis of the natural product Urkuthaplestatin A (Ustat A) utilizing a convergent synthetic strategy. The characterization and biological activity match those of the previously published natural product. Interestingly, several intermediates, including the linear and serine cyclized precursors, show a 100-fold decrease in cytotoxicity, with IC50's in the low micromolar range. These data indicate that the rigidity and the consecutive aromatic heterocyclic system are responsible for the biological activity.
Related Papers
- → Total Synthesis, Structure Revision, and Absolute Configuration of (+)-Yatakemycin(2004)99 cited
- → Total synthesis of ent-(−)-azonazine using a biomimetic direct oxidative cyclization and structural reassignment of natural product(2014)24 cited
- → Total Synthesis of the Chlorinated Marine Natural Product Dysamide B(2006)57 cited
- → Total Synthesis of a Marine Macrolide Natural Product, Iriomoteolide-2a: The Fundamental Role of Total Synthesis in Natural Product Chemistry(2019)2 cited
- → ChemInform Abstract: Merging Chemical Synthesis and Biosynthesis: A New Chapter in the Total Synthesis of Natural Products and Natural Product Libraries(2012)