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Total Synthesis of Englerin A

Total Synthesis of Englerin A

K C Nicolaou, Qiang Kang, Sin Yee Ng, David Y-K Chen

J Am Chem Soc. 2010 Jun 16;132(23):8219-22.

PMID: 20496885

Abstract:

Total synthesis of englerin A, a recently reported sesquiterpenoid exhibiting potent and selective growth inhibition against renal cancer cell lines, has been accomplished. The successful strategy featured a [5 + 2] cycloaddition reaction to cast the seven-membered oxabicyclic key intermediate in both racemic and optically active forms. Synthetic (+/-)-englerin A, (+/-)-englerin B, (+/-)-englerin B acetate, a hydroxy acetate, a tert-butyldimethylsilyl ether, and hydrogenated (+/-)-englerin A (31) were tested for their cytotoxicity against a selected panel of cancer cell lines, and the results are path-pointing to more focused structure-activity relationship studies.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP1094250131	(-)-Englerin B		1094250-13-1	Price

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