Naturalproductman’s Blog

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Archive for the ‘Polyprenylated’ Category

Nocardioazines

Posted by naturalproductman on April 26, 2011

Robert Capon and co-workers at the University of Queensland have reported in Organic Letters on the isolation of prenylated diketopiperazines.  Nocardioazine A had an IC50 of 59 micromolar against colon cancer cell lines (SW620).

nocarioazines

OL paper

Posted in Alkaloids, Cancer, colon, Piperazines, Polyprenylated | Leave a Comment »

Synthesis of Ent-Hyperforin

Posted by naturalproductman on January 11, 2010

Masakatsu Shibasaki and co-workers at the University of Tokyo have recently published in ACIEE on the total synthesis of ent-hyperforin, a polyprenylated acylphloroglucinol.  One of the key reactions was an asymmetric Diels-Alder cycloaddition that involved the use of a cationic iron complex using a chiral pybox ligand.

hyperforin

ACIEE paper

Posted in Cascade Reactions, Claisen rearrangement, Cycloaddition, Glucinols, Methodology, Named Reactions, Polyprenylated, Pummerer rearrangement, Transition Metal | Leave a Comment »

Polyprenylated Compounds

Posted by naturalproductman on January 9, 2010

Hong-Xi Xu and co-workers from the Hong Kong Jockey Club Institute of Chinese Medicine have recently published in the Journal of Natural Products on the isolation of garcicowin A, a polyprenylated acylphloroglucinol derivative from the twigs of Garcinia cowa.  However, the previously isolated 30-epicambogin had more impressive cytotoxicity properties with an IC50 value of 5.1 micromolar against HT-29 cells – it was more cytotoxic than cisplatin (26.6 micromolar).

polyprenylated

JNP paper

Posted in Glucinols, Polyenes, Polyprenylated | Leave a Comment »

 
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