From the lab of Gary Firestone in UC Berkeley came a paper in PNAS in 2008 on the identification of I3C, indole-3-carbinol, that was shown to have anti-carcinogenic properties towards breast and prostate cancer cells. What’s interesting about this molecule is that it’s found in many vegetables such as broccoli and brussell sprouts, so eat up on those greens folks.
Archive for August, 2009
Indole-3-Carbinol
Posted by naturalproductman on August 31, 2009
Posted in Aromatic | Leave a Comment »
Mg Catalyzed C-H Activation
Posted by naturalproductman on August 29, 2009
Daniel Seidel and co-workers at Rutgers have recently published in JACS on a C-H activation to form a new C-C bond through a magnesium catalyst.
Posted in Aromatic, C-H activation, Methodology, Ring forming | Leave a Comment »
Ipomoeassin Syntheses
Posted by naturalproductman on August 28, 2009
Furstner and co-workers at the Max Planck Institute in Germany have recently published in Chemistry A European Journal on the syntheses of Ipomoeassins A-F, which have nanomolar IC50s against OVCAR cancer cell lines.
Posted in Glycosides | Leave a Comment »
Allene Formation
Posted by naturalproductman on August 26, 2009
It’s not a Grob fragmentation but as I was reading this JACS paper recently out by Lawrence Williams’ group from Rutgers, I saw some similarities. He was able to access a cyclic allene compound using a enol triflate in conjugation with a TMS enol ether in the presence of TBAF.
Posted in Allenes, C-C Bond Breaking, Cascade Reactions, Methodology, Ring expansion | Leave a Comment »
Phosphine Catalyzed [3+2]
Posted by naturalproductman on August 25, 2009
Zhengjie He and co-workers at Nankai University in China have recently published in Chemistry a European Journal on a phosphine catalyzed [3+2] using allenoates and aryl aldehydes to yield substituted tetrahydrofurans. However, Ohyun Kwon’s group at UCLA has used similar substrates to form pyrones.
Posted in Allenes, Cascade Reactions, Cycloaddition, Methodology | Leave a Comment »
Enantioselective 2,3-Wittig Rearrangement
Posted by naturalproductman on August 25, 2009
Naoyoshi Maezaki and co-workers at Osaka Ohtani University in Japane have recently published in Chemistry a European Journal on an asymmetric 2,3-Wittig rearrangement using a bisoxazoline ligand and t-BuLi as the deprotonating base. There was no transition state proposed in this paper.
Posted in Asymmetric, Methodology, Sigmatropic Rearrangements | Leave a Comment »
Labeling Cancer Cells Using Chemistry
Posted by naturalproductman on August 21, 2009
Ralph Weissleder and co-workers at the Massachusetts General Hospital have recently published in ACIEE on a fascinating to visualize cancer cells. Cetuximab antibodies containing cyclooctene moieties were used to bind the the EGFR (epidermal growth factor receptor) of A549 lung cancer cells. These alkenes were then subjected to a Diels Alder reaction with a tetrazine unit that had a fluorophore attached.
Posted in Cycloaddition, Methodology | Leave a Comment »