Enantioselective Synthesis of a Cyclopropane Derivative of Spliceostatin A and Evaluation of Bioactivity.
Org Lett
; 20(22): 7293-7297, 2018 11 16.
Article
in En
| MEDLINE
| ID: mdl-30394756
ABSTRACT
Spliceostatin A is a potent inhibitor of spliceosomes and exhibits excellent anticancer activity against multiple human cancer cell lines. We describe here the design and synthesis of a stable cyclopropane derivative of spliceostatin A. The synthesis involved a cross-metathesis or a Suzuki cross-coupling reaction as the key step. The functionalized epoxy alcohol ring was constructed from commercially available optically active tri- O-acetyl-d-glucal. The biological properties of the cyclopropyl derivative revealed that it is active in human cells and inhibits splicing in vitro comparable to spliceostatin A.
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Main subject:
Pyrans
/
Spiro Compounds
/
Cyclopropanes
/
Antineoplastic Agents
Limits:
Humans
Language:
En
Journal:
Org Lett
Journal subject:
BIOQUIMICA
Year:
2018
Document type:
Article
Affiliation country:
United States