Selective phenolic acylation of 10-hydroxycamptothecin using poly (ethylene glycol) carboxylic acid
- Bioorg Med Chem Lett. 2003 Feb 10;13(3):577-80. doi: 10.1016/s0960-894x(02)00926-5.
Affiliations
- 1. Enzon, Inc., 20 Kingsbridge Road, Piscataway, NJ 08854, USA. [email protected]
PMID: 12565975
DOI: 10.1016/s0960-894x(02)00926-5
Abstract
Selective acylation of the phenolic hydroxyl group of 10-hydroxycamptothecin has been accomplished using phenyl dichlorophosphate. Additional modification of the 10-OH as an ether permits a 20-acyl derivative to be synthesized. This result along with data from a 6-hydroxyquinoline model strongly suggests that powerful intermolecular hydrogen bonding exists in the parent molecule.