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Practical synthesis of bredemolic acid, a natural inhibitor of glycogen phosphorylase.
- Source :
-
Journal of natural products [J Nat Prod] 2008 Nov; Vol. 71 (11), pp. 1877-80. Date of Electronic Publication: 2008 Oct 11. - Publication Year :
- 2008
-
Abstract
- Bredemolic acid (3) is a naturally occurring 2β,3α-isomer of maslinic acid (1) that is an allosteric site inhibitor of glycogen phosphorylase (GP). A practical synthesis of 3 was accomplished (18% yield) in five steps starting from the readily available 2β,3β-diol 6a. In a similar fashion, 2β,3α-dihydroxyurs-12-en-28-oic acid (4) was synthesized as a natural 2β,3α-isomer of corosolic acid (2). Compounds 3 and 4 exhibited significant inhibitory activity against rabbit muscle GPa with IC(50) values of 6.25 and 1.1 μM, respectively.
Details
- Language :
- English
- ISSN :
- 1520-6025
- Volume :
- 71
- Issue :
- 11
- Database :
- MEDLINE
- Journal :
- Journal of natural products
- Publication Type :
- Academic Journal
- Accession number :
- 18847277
- Full Text :
- https://doi.org/10.1021/np8003886