Human cancer inhibitory pentapeptide amides and esters

• US 5,521,284 A
• Filed: 08/01/1994
• Issued: 05/28/1996
• Est. Priority Date: 08/01/1994
• Status: Expired due to Term

• Current Assignee: Board of Trustees University of Arizona
• Original Assignee: Arizona Board of Regents (University of Arizona)
• Inventors: Pettit, George R., Srirangam, Jayaram K.
• Primary Examiner(s): Chan, Christina Y.
• Assistant Examiner(s): DAVENPORT, AVIS MICHELLE
• Application Number:
  US08/283,806
• Time in Patent Office: 666 Days
• Field of Search: 530/330, 530/331
• US Class Current: 530/330
• CPC Class Codes: A61K 38/00 Medicinal preparations containing peptides peptides containing beta-lactam rings A61K31/00; cyclic dipeptides not having in their molecule any other peptide link than those which form their ring, e.g. piperazine-2,5-diones, A61K31/00; ergot alkaloids of the cyclic peptide type A61K31/48; containing macromolecular compounds having statistically distributed amino acid units A61K31/74; medicinal preparations containing antigens or antibodies A61K39/00; medicinal preparations characterised by the non-active ingredients, e.g. peptides as drug carriers, A61K47/00
• CPC Class Codes: A61P 35/00 Antineoplastic agents
• CPC Class Codes: C07K 5/0205 containing the structure -NH-(X)3-C(=0)-, e.g. statine or derivatives thereof
• CPC Class Codes: C07K 7/02 Linear peptides containing at least one abnormal peptide link

Abstract

The isolation, elucidation and synthetic replication of novel pentapeptidemides and esters are described. The compounds have the general structure ##STR1## in which R₁ and R₂ are selected as shown below: ##STR2##

R.sub.1 =CH.sub.3 ; R.sub.2 =--O--CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2

CH₃ 16a)

R.sub.1 =CH.sub.3 ; R.sub.2 =--O--CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2

CH₂ CH₂ CH₂ CH₃ 16b)

R.sub.1 =CH.sub.3 ; R.sub.2 =--NH--CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2

CH₂ CH₃ 16c)

Claims

1. A composition of matter having the general structure appearing below:

##STR5## in which R₁ and R₂ are selected from the substituents as shown below;

##STR6##

space="preserve" listing-type="equation">R.sub.1 =CH.sub.3 ;

R.sub.2 =--O--CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3 16a)

space="preserve" listing-type="equation">R.sub.1 =CH.sub.3 ;

R.sub.2 =--O--CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3 16b)

space="preserve" listing-type="equation">R.sub.1 =CH.sub.3 ;

R.sub.2 =--NH--CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3. 16c)

2. A composition of matter according to claim 1 in which ##STR7##

3. A composition of matter according to claim 1 in which R₁ =CH₃ ;

R₂ =--O--CH₂ CH₂ CH₂ CH₂ CH₃ .

4. A composition of matter according to claim 1 in which R₁ =CH₃ ;

R₂ =--O--CH₂ CH₂ CH₂ CH₂ CH₂ CH₂ CH₂ CH₃.

5. A composition of matter according to claim 1 in which R₁ =CH₃ ;

R₂ =--NH--CH₂ CH₂ CH₂ CH₂ CH₂ CH₃.