GB895345A - Polypeptides - Google Patents
PolypeptidesInfo
- Publication number
- GB895345A GB895345A GB22981/59A GB2298159A GB895345A GB 895345 A GB895345 A GB 895345A GB 22981/59 A GB22981/59 A GB 22981/59A GB 2298159 A GB2298159 A GB 2298159A GB 895345 A GB895345 A GB 895345A
- Authority
- GB
- United Kingdom
- Prior art keywords
- cbo
- methyl ester
- ester
- tryptophylglycine
- benzyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
- A61K38/16—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
- A61K38/17—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans
- A61K38/33—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans derived from pro-opiomelanocortin, pro-enkephalin or pro-dynorphin
- A61K38/34—Melanocyte stimulating hormone [MSH], e.g. alpha- or beta-melanotropin
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Gastroenterology & Hepatology (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Immunology (AREA)
- Medicinal Chemistry (AREA)
- Endocrinology (AREA)
- Zoology (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Preparation (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Peptides Or Proteins (AREA)
Abstract
The invention comprises L-glutamyl- or L-glutaminyl - L - histidyl - L - phenylalanyl - L - a a - (lower aminoalkyl) - a - aminoacetyl - L - tryptophylglycine (in which the lower alkyl groups contain up to 4 carbon atoms and the amino group may be unsubstituted or amidinosubstituted), esters thereof and derivatives in which the primary amino group is protected by a group which can be split off by hydrogenation, such as triphenylmethyl (trityl), carbobenzyloxy (Cbo-) and p1-(p-methoxyphenylazo)benzyloxy-carbonyl-(MZ-) groups. The polypeptide may be prepared by methods known per se for building up peptides from amino acid and/or smaller peptide molecules. The compounds are prepared by a series of condensations wherein the following intermediates are formed in the given sequence and where the blocking and ester groups are removed by hydrolysis or hydrogenolysis accordingly: (1) N-trityltryptophane methyl ester, N-trityltryptophane, N-trityltryptophylglycine p-nitrobenzyl ester, tryptophylglycine p-nitrobenzyl ester (also Cbo-tryptophylglycine benzyl ester and MZ-tryptophylglycine benzyl ester); MZ-phenylalanylarginine methyl ester (also Cbo-phenylalanylarginin methyl ester), phenylalanylarginine methyl ester, Na -Cbo-N-(im)-benzyl-histidylphenylalanylarginine methyl ester, the free acid, Na -Cbo-N(im)-benzylhistidylphenylalanylarginyltryptophylglycine p-nitrobenester, N - (im) benzylhistidylphenylalanylarginyltryptophylglycine p-nitrobenzyl ester, Cbo-g -benzyl - glutamyl - N(m) - benzylhistidylphenylalanylarginyltryptophylglycine p-nitrobenzyl ester and the free unprotected hexapeptide. (2) Cbo-phenylalanyl-nitro-arginine methyl esters, phenylalanylarginine methyl ester, di-Cbo-histidylphenylalanyl-nitro-arginine methyl ester, histidyl phenylalanylarginine methyl ester, Cbo-glutaminylhistidylphenylalanylarginine methyl ester, the free acid, Cbo-glutaminylhistidylphenylalanylarginyltryptophylglycine p - nitro - benzyl ester, Cbo - glutaminylhistidylphenylalanylarginyltryptophylglycine and the free hexapeptide. (3) Cbo-glutaminylhistidine methyl ester, and Cbo - glutaminylhistidine; MZ - glutamine, MZ - glutaminylhistidine methyl ester and MZ - glutaminylhistidine; Cbo - phenylalanyl - nitro - arginyltryptophylglycine methyl ester, phenylalanylarginyltryptophylglycinemethylester and MZ - glutaminylhistidylphenylalanylarginyltryptophylglycine. The Cbo-hexapeptide methyl ester is also prepared from Cbo-glutaminylhistodylphenylalanylarginine and tryptophylglycine methyl ester or from Cbo-glutaminylhistidine and phenylalanylarginyltryptophylglycine methyl ester. Specification 895,344 is referred to.ALSO:Pharmaceutical compositions comprise the hexapeptides L-glutaminyl- or L-glutamyl-L-histidyl - L - phenylalanyl - L - a - (lower aminoalkyl) - a - aminoacetyl - L - tryptophylglycine, esters thereof and derivatives in which the primary amino group is protected by a protecting group which can be split off by hydrogenation and acid addition salts thereof, in admixture or in conjunction with a carrier suitable for enteral or parenteral administration. In the foregoing "lower alkyl" indicates a group containing 1-4 carbon atoms, "amino" includes amidino-substituted amino, and groups removable by hydrogenation include triphenyl-methyl, carbobenzyloxy, -benzyl, p-nitrobenzyl, and p - (p1 - methoxyphenylazo) - benzoyloxycarbonyl. The preparations may be in the form of tablets, dragees, powders, ointments, creams, suppositories, solutions, suspensions or emulsions, using conventional excipients; the preparations may contain further therapeutically useful substances. Specification 895,344 is referred to.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH895345X | 1958-07-03 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB895345A true GB895345A (en) | 1962-05-02 |
Family
ID=4546170
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB22981/59A Expired GB895345A (en) | 1958-07-03 | 1959-07-03 | Polypeptides |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB895345A (en) |
-
1959
- 1959-07-03 GB GB22981/59A patent/GB895345A/en not_active Expired
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