The synthesis of water soluble prodrugs analogs of echinocandin B

Bioorganic and Medicinal Chemistry Letters

Volumn 9, Issue 13, 1999, Pages 1863-1868

  Rodriguez, Michael J ^a   Vasudevan, Vasu ^a   Jamison, James A ^a   Borromeo, Peter S ^a   Turner, William W ^a  

^a ELI LILLY AND COMPANY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIFUNGAL AGENT; ECHINOCANDIN B DERIVATIVE; ORGANOPHOSPHATE; PHOSPHONIC ACID DERIVATIVE; PRODRUG; WATER;

ANTIFUNGAL ACTIVITY; ARTICLE; CANDIDA ALBICANS; DRUG SOLUBILITY; DRUG STABILITY; DRUG SYNTHESIS; MINIMUM INHIBITORY CONCENTRATION; NONHUMAN;

ANTI-BACTERIAL AGENTS; ANTIFUNGAL AGENTS; CANDIDA ALBICANS; FUNGAL PROTEINS; HYDROGEN-ION CONCENTRATION; PEPTIDES; PEPTIDES, CYCLIC; PHOSPHATES; PHOSPHONIC ACIDS; PRODRUGS; TEMPERATURE; WATER;

EID: 0033526890     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(99)00290-5     Document Type: Article

References (8)

1. 1. Rodriguez, M. J.; Hitchcock, S. A. Exp. Opin. Ther. Patents 1997, 7, 829.
2. rd International Conference on Antimicrobial Agents and Chemotherapy, New Orleans, LA; American Society of Microbiology: Washington, DC, 1993, Abstract 358.
3. 6
4. 4. Balkovec, J. M.; Hammond, M. L.; Heck, J. V.; Zambias, R. A.; Abruzzo, G.; Bartizal, K.; Kropp, H.; Trainor, C.; Schwartz, R. E.; McFadden, D. C.; Nollstadt, K. H.; Pittarelli, L. A.; Powles, M. A.; Schmatz, D. M. J. Med. Chem. 1992, 35, 194.
5. 5. Jamison J. A.; LeGrandeur, L.; Rodriguez, M. J.; Turner, W.; Zeckner, D. J. Antibiot. 1998, 51, 239.
6. 6. Preparative reversed-phase HPLC analysis was performed with a Waters LC2000 prep system using 3X radial cartridges packed with Nova-pak® (C18-40/100 mm, 50:50 acetonitrile/water solvent systems) with flow rate of 40 mL/min and using UV detection at 280 nm.
7. 7. Balkovec, J. M.; Black, R. M. Tetrahedron Lett. 1992, 33, 4259.
8. 6 to afford 6 in 70% yield.