A chemoenzymatic total synthesis of ent-bengamide E.
The cis-1,2-dihydrocatechol 3, which can be obtained in enantiomerically pure form by microbial dihydroxylation of bromobenzene, has been converted into the enantiomer, ent-1, of the cyclolysine-based marine natural product bengamide E (1).
Banwell
M G
MG
Research School of Chemistry, Institute of Advanced Studies, The Australian National University, Canberra, ACT 0200, Australia. mgb@rsc.anu.edu.au
McRae
K J
KJ
D000818:Animals; D000871:Anthelmintics / Q000138:chemical synthesis; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001381:Azepines / Q000138:chemical synthesis* / Q000494:pharmacology; D002396:Catechols / Q000737:chemistry; D002455:Cell Division / Q000187:drug effects; D004730:Endothelium, Vascular / Q000166:cytology; D006801:Humans; D020128:Inhibitory Concentration 50; D011161:Porifera / Q000737:chemistry; D013237:Stereoisomerism; D014407:Tumor Cells, Cultured; D014471:Umbilical Veins
D000871:Anthelmintics; D000970:Antineoplastic Agents; D001381:Azepines; D002396:Catechols; C427481:bengamide E