Biological evaluation of ent-narciclasine, ent-lycoricidine, and certain enantiomerically-related congeners.
The non-natural enantiomeric forms of narciclasine and lycoricidine ((-)-1 and (-)-2, respectively), as well as congeners 3-6 are available through chemoenzymatic synthesis. Accordingly, they have now been tested for their cytotoxic effects in a 13-member human cancer cell-line panel and found to be only weakly active. In contrast, an authentic sample of the natural enantiomeric form of narciclasine ((+)-1) was found to be highly active in the same screens.
Matveenko
Maria
M
Research School of Chemistry, Institute of Advanced Studies, The Australian National University, Canberra, ACT 0200, Australia.
Banwell
Martin G
MG
Joffe
Max
M
Wan
Soosan
S
Fantino
Emmanuelle
E
D047151:Amaryllidaceae Alkaloids / Q000737:chemistry / Q000494:pharmacology*; D000970:Antineoplastic Agents / Q000737:chemistry / Q000494:pharmacology*; D045744:Cell Line, Tumor; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D010617:Phenanthridines / Q000737:chemistry / Q000494:pharmacology*; D013237:Stereoisomerism
D047151:Amaryllidaceae Alkaloids; D000970:Antineoplastic Agents; D010617:Phenanthridines; C500283:lycoricidine; C010753:narciclasine