Naturalproductman’s Blog

Hey, is that a natural product?!

Archive for the ‘Enediynes’ Category

Neocarzinostatin

Posted by naturalproductman on December 23, 2010

Der-Hang Chin and co-workers at National Chung Hsing University in Taiwan have published in Chemistry a European Journal on a neat carrier protein that cyclizes neocarzinostatin, an enediyne.

enediyne

 

Chemistry a European Journal paper

Posted in Chemical Biology, Enediynes, Proteins | Leave a Comment »

Maduropeptin Synthesis

Posted by naturalproductman on August 5, 2009

From the group that brought you a synthesis of merrilactone comes another paper in JACS on the synthesis of Maduropeptin.  Osamu Hirama’s group at Tohoku University in Japan has recently published in this journal on the synthesis of a molecule, maduropeptin, that was isolated by a group from Bristol Meyers Squibb.  Maduropeptin has the ability to cleave DNA by undergoing a Bergman cyclization and forming a p-benzyne biradical, which in turn abstracts hydrogens.
maduropeptin

JACS 2007 paper

JACS paper

Posted in Cascade Reactions, Enediynes, Methodology, Ring forming | Leave a Comment »

Uncialamycin Progress

Posted by naturalproductman on July 29, 2009

Nicolau has already synthesized uncialamycin.  However, just because one person has completed the synthesis, it doesn’t mean there will be more elegant ways to access the same target molecule.  This enediyne natural product was isolated from a streptomycete isolated from the surface of a lichen, Cladonia uncialis.  It has interesting anti-tumor activities.  The highlight of the synthesis from Pierre van de Weghe from the Universite de Rennes in France is the intramolecular imino-alkyne diels alder to form a subsituted quinoline.  You can check out the synthesis in JOC.

uncialamycin
JOC paper

Posted in Cycloaddition, Enediynes, Methodology | Leave a Comment »

C-1027 Has pM Activity Against Human Hepatic Carcinoma JHH-7

Posted by naturalproductman on June 2, 2009

From the lab of Masayuki Inoue and Masahiro Hirama in Tohoku University in Japan (the same people who synthesized merrilactone) comes this JACS article on an enediyne with very excellent IC50 at 6.1 pM for the JHH-7 cancer cell line.

enediyne

JACS article

Posted in Enediynes | Leave a Comment »

 
Follow

Get every new post delivered to your Inbox.

Join 70 other followers