Elucidation and synthesis of selected pentapeptides

Details Elucidation and synthesis of selected pentapeptides Elucidation and synthesis of selected pentapeptides

1993-01-26

1998-07-14

Hill, Jr., Robert J.

Chemistry: natural resins or derivatives; peptides or proteins;

Peptides of 3 to 100 amino acid residues

4 to 5 amino acid residues in defined sequence

514 17, 514 18, A61K 3808

Patent

active

057805881

ABSTRACT:
The sea hare Dolabella auricularia has yielded many structurally distinct peptides which possess antineoplastic activity. Presently the compound denominated "dolastatin 10" represents the most important of such peptides because of its demonstrated potential as an anticancer drug.
The present invention relates to the systematic creation of five unique pentapeptides by selectively coupling a tripeptide-trifluoroacetate salt with a preselected dipeptide-trifluoroacetate salt which provide active molecules capable of emulating the measured therapeutic effect of dolastatin 10. The pentapeptides hereof have the structure shown below: ##STR1## wherein R is selected from the following group of substituents: ##STR2##

REFERENCES:
Jacobsen, J. Natl Cancer Inst 83, 1672, 1991.
Bai Biochem Pharmacol, 40, 1859, 1990.

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