Combined chemical and biosynthetic route to access a new apoptolidin congener.
AUTHORS
Ghidu
VPVictor P ,
Ntai
I Ioanna ,
Wang
J Jingqi ,
Jacobs
AT Aaron T ,
Marnett
LJ Lawrence J ,
Bachmann
BO Brian O ,
Sulikowski
GA Gary A .
Organic letters. 2009 7 16; 11(14).
3032-4
- PMID: 19552384[PubMed].
- PMCID: PMC2720611.
- NIHMSID: NIHMS127848
ABSTRACT
Glycosylation of a synthetic aglycone using precursor-directed biosynthesis is facilitated by a chemical ketosynthase “knockdown” of the apoptolidin producer Nocardiopsis sp. This synthetic approach facilitated the preparation of an unnatural disaccharide derivative of apoptolidin D that substantially restores cytotoxicity against H292 cells and deconvolutes the role of the decorating sugars in apoptolidin bioactivity.