Abstract
A new and more efficient synthesis of combretastatin A-3 (2a) was completed (8.4% overall yield) starting from methyl gallate and isovanillin with aldehyde 5 and phosphonium salt 8 as key intermediates. Conversion of combretastatin A-3 (2a) to a series of diphosphate prodrugs (10a-1) was readily achieved. Both the diphosphate sodium (10a) and potassium salts (10c) displayed aqueous solubility in excess of 220 mg/ml at room temperature and good cancer cell line inhibitory activity.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 397-403 |
| Number of pages | 7 |
| Journal | Anti-Cancer Drug Design |
| Volume | 15 |
| Issue number | 6 |
| State | Published - 2000 |
Keywords
- Cation salts
- Combretastatin A-3
- Diphosphate
- Prodrugs
ASJC Scopus subject areas
- Biochemistry
- General Biochemistry, Genetics and Molecular Biology
- Oncology
- Pharmacology
- Drug Discovery
- Organic Chemistry