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Kendomycin
Kendomycin is an anticancer macrolide first isolated from Streptomyces violaceoruber. It has potent activity as an endothelin receptor antagonist and anti-osteoporosis agent. It also has strong cytotoxicity against various tumor cell lines.
Total synthesis
Because of its potent biological activities, kendomycin has attracted interest as a target of total synthesis. The first total synthesis of kendomycin was accomplished by Lee and Yuan in 2004. The total number of syntheses stands at 6.
References
References
- [http://www.alexis-biochemicals.com/Kendomycin.5+M5acc5c8c65d.0.html Kendomycin] {{Webarchive. link. (2008-05-16 at Alexis-Biochemicals)
- (2000). "Structure and biosynthesis of kendomycin, a carbocyclic ansa-compound from Streptomyces". J. Chem. Soc. Perkin Trans. 1.
- [http://www.chem.wisc.edu/~burke/Kendo.htm Burke Research Group] {{Webarchive. link. (2006-08-29 University of Wisconsin)
- (2004). "Total Synthesis of Kendomycin: A Macro−C−Glycosidation Approach". J. Am. Chem. Soc..
- (2006). "Evolution of a Total Synthesis of (−)-Kendomycin Exploiting a Petasis−Ferrier Rearrangement/Ring-Closing Olefin Metathesis Strategy". J. Am. Chem. Soc..
- (2008). "Total Synthesis of (−)-Kendomycin". Org. Lett..
- J. Am. Chem. Soc.. (2008). "Formal Synthesis of (−)-Kendomycin Featuring a Prins-Cyclization to Construct the Macrocycle"
- (2009). "Total Synthesis of the Antibiotic Kendomycin by Macrocyclization using Photo-Fries Rearrangement and Ring-Closing Metathesis". Angewandte Chemie International Edition.
- (2010). "In Pursuit of a Competitive Target: Total Synthesis of the Antibiotic Kendomycin". Angewandte Chemie International Edition.
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