Page last updated: 2024-12-06

teprotide

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth

Description

Teprotide: A synthetic nonapeptide (Pyr-Trp-Pro-Arg-Pro-Gln-Ile-Pro-Pro) which is identical to the peptide from the venom of the snake, Bothrops jararaca. It inhibits kininase II and ANGIOTENSIN I and has been proposed as an antihypertensive agent. [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID443376
CHEMBL ID408983
CHEBI ID9444
SCHEMBL ID613757
SCHEMBL ID11855843
MeSH IDM0021171

Synonyms (36)

Synonym
angiotensin-converting enzyme inhibitor
D06076
teprotide (usan/inn)
teprotide
bradykinin potentiator b, 2-l-tryptophan-3-de-l-leucine-4-de-l-proline-8-l-glutamine-
sq-20881
teprotidum [inn-latin]
teprotido [inn-spanish]
5-oxo-l-prolyl-l-tryptophyl-l-prolyl-l-arginyl-l-prolyl-l-glutaminyl-l-isoleucyl-l-prolyl-l-proline
sq 20881
chebi:9444 ,
tepromide
so-20881
so 20881
CHEMBL408983 ,
(2s)-1-[(2s)-1-[(2s,3s)-2-[[(2s)-5-amino-2-[[(2s)-1-[(2s)-5-(diaminomethylideneamino)-2-[[(2s)-1-[(2s)-3-(1h-indol-3-yl)-2-[[(2s)-5-oxopyrrolidine-2-carbonyl]amino]propanoyl]pyrrolidine-2-carbonyl]amino]pentanoyl]pyrrolidine-2-carbonyl]amino]-5-oxopentano
AC1L9EJT ,
teprotido
teprotide [usan:inn:ban]
unii-c3e5qbf1r6
teprotidum
ccris 9333
c3e5qbf1r6 ,
SCHEMBL613757
SCHEMBL11855843
UUUHXMGGBIUAPW-CSCXCSGISA-N
pyroglutamyl-tryptophyl-prolyl-arginyl-prolyl-glutaminyl-isoleucyl-prolyl-proline
l-pyroglutamyl-l-tryptophyl-l-prolyl-l-arginyl-l-prolyl-l-glutaminyl-l-isoleucyl-l-prolyl-l-proline
(2s)-1-[(2s)-1-[(2s,3s)-2-[[(2s)-5-amino-2-[[(2s)-1-[(2s)-5-guanidino-2-[[(2s)-1-[(2s)-3-(1h-indol-3-yl)-2-[[(2s)-5-oxopyrrolidine-2-carbonyl]amino]propanoyl]pyrrolidine-2-carbonyl]amino]pentanoyl]pyrrolidine-2-carbonyl]amino]-5-oxo-pentanoyl]amino]-3-met
teprotide [inn]
teprotide [usan]
teprotide [mart.]
angiotensin converting enzyme inhibitor, >=95% (tlc)
pyr-trp-pro-arg-pro-gln-ile-pro-pro
Q7701390
DTXSID301029698

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" Adverse effects are reviewed as those associated with sulfhydryl compounds and as those considered class-specific adverse effects of angiotensin converting enzyme inhibitors."( Safety profiles of the angiotensin converting enzyme inhibitors captopril and enalapril.
Irvin, JD; Viau, JM, 1986
)
0.27

Bioavailability

ExcerptReferenceRelevance
" Enalapril bioavailability is unaffected by food, whereas captopril availability is suppressed by food."( Pharmacology of angiotensin converting enzyme inhibitors. A review.
Nelson, EB; Pool, JL; Taylor, AA, 1986
)
0.27

Dosage Studied

ExcerptRelevanceReference
" On the rat isolated uterus, angiotensin II and the heptapeptide displayed non-parallel dose-response curves."( A comparison of the effects of angiotensin II and heptapeptide on smooth muscle (vascular and uterine).
HAll, MM; Khairallah, PA; Moore, AF, 1976
)
0.26
" The dose-response curves for both peptides were identical."( Stimulation of corticosteroid biosynthesis by angiotensin I [des-asp1]angiotensin I, angiotensin II and [des-asp1]-angiotensin II in bovine adrenal fasciculata cells.
Grillet, C; Hepp, R; Peytremann, A; Vallotton, MB, 1977
)
0.26
" The specific therapy can then be effectively and safely delivered by a careful analysis of the dose-response relation as identified by hemodynamic monitoring."( Contributions of hemodynamic monitoring to the treatment of chronic congestive heart failure.
Armstrong, PW, 1979
)
0.26
" Dose-response curves of ATII obtained in presence of increasing concentrations of 8-Gly-ATII are gradually displaced to the right, but high doses of the antagonist depressed the maximum contractions caused by ATII."( Characterization of angiotensin receptors in rabbit isolated atria.
Park, WK; Regoli, D; Rioux, F, 1976
)
0.26
" The dose-response regression lines for the antihypertensive effect of each inhibitor, unlike those for ACE inhibition, were flat."( Relationship between angiotensin I blockade and antihypertensive properties of single doses of MK-421 and captopril in spontaneous and renal hypertensive rats.
Arbegast, PT; Blaine, EH; Gaul, SL; Gross, DM; Sweet, CS, 1981
)
0.26
" These results suggest that renin and angiotensin II are increased up to 20 weeks after clipping, that there is no change in the net vascular responsiveness to endogenous angiotensin II at any stage in this experimental model and that the acute effect of angiotensin II is determined solely by its position in the same dose-response curve."( The importance of the renin-angiotensin system in the development and maintenance of hypertension in the two-kidney one-clip hypertensive rat.
Morton, JJ; Wallace, EC, 1983
)
0.27
" Due to tachyphylaxis second dose-response run was used for comparison."( Kallikrein potentiation of angiotensin I-induced contraction on isolated mesenteric artery.
Larsson-Backstrom, C, 1983
)
0.27
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
peptideAmide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another with formal loss of water. The term is usually applied to structures formed from alpha-amino acids, but it includes those derived from any amino carboxylic acid. X = OH, OR, NH2, NHR, etc.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Bioassays (2)

Assay IDTitleYearJournalArticle
AID37964Inhibition of Angiotensin I converting enzyme in normotensive rat1988Journal of medicinal chemistry, Mar, Volume: 31, Issue:3
Synthesis and biological activity of ketomethylene-containing nonapeptide analogues of snake venom angiotensin converting enzyme inhibitors.
AID37635Compound is evaluated for the inhibition of porcine plasma Angiotensin I converting enzyme1980Journal of medicinal chemistry, Dec, Volume: 23, Issue:12
Synthesis and biological activity of a ketomethylene analogue of a tripeptide inhibitor of angiotensin converting enzyme.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (456)

TimeframeStudies, This Drug (%)All Drugs %
pre-1990401 (87.94)18.7374
1990's14 (3.07)18.2507
2000's25 (5.48)29.6817
2010's16 (3.51)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials8 (1.61%)5.53%
Reviews58 (11.67%)6.00%
Case Studies10 (2.01%)4.05%
Observational0 (0.00%)0.25%
Other421 (84.71%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]