BIOMAT Database Logo BIOMAT Database Logo

Bradykinin analogs containing beta-homoamino acids. 1975

M A Ondetti, and S L Engel

Two new analogs of bradykinin, [8-beta-homophenylalanine]- and [7-beta-homoproline]bradykinin, have been synthesized by the solid-phase technique. In the anesthetized rat, [7-beta-HPro]bradykinin was equipotent with bradykinin and 30-100 times more potent than [8-beta-HPhe]bradykinin in vasodepressor activity. Both analogs were resistant to degradation in vitro by dipeptidylcarboxypeptidase from rabbit lung. Only the 7-beta-HPro analog seemed to be resistant to this type of degradation in vivo, since its hypotensive effect in the anesthetized rat was not potentiated by SQ 20881 (BPP9a), an inhibitor of dipeptidylcarboxypeptidase.

UI MeSH Term Description Entries
D010649 Phenylalanine An essential aromatic amino acid that is a precursor of MELANIN; DOPAMINE; noradrenalin (NOREPINEPHRINE), and THYROXINE. Endorphenyl,L-Phenylalanine,Phenylalanine, L-Isomer,L-Isomer Phenylalanine,Phenylalanine, L Isomer
D011392 Proline A non-essential amino acid that is synthesized from GLUTAMIC ACID. It is an essential component of COLLAGEN and is important for proper functioning of joints and tendons. L-Proline,L Proline
D001794 Blood Pressure PRESSURE of the BLOOD on the ARTERIES and other BLOOD VESSELS. Systolic Pressure,Diastolic Pressure,Pulse Pressure,Pressure, Blood,Pressure, Diastolic,Pressure, Pulse,Pressure, Systolic,Pressures, Systolic
D001920 Bradykinin A nonapeptide messenger that is enzymatically produced from KALLIDIN in the blood where it is a potent but short-lived agent of arteriolar dilation and increased capillary permeability. Bradykinin is also released from MAST CELLS during asthma attacks, from gut walls as a gastrointestinal vasodilator, from damaged tissues as a pain signal, and may be a neurotransmitter. Arg-Pro-Pro-Gly-Phe-Ser-Pro-Phe-Arg,Bradykinin Acetate, (9-D-Arg)-Isomer,Bradykinin Diacetate,Bradykinin Hydrochloride,Bradykinin Triacetate,Bradykinin, (1-D-Arg)-Isomer,Bradykinin, (2-D-Pro)-Isomer,Bradykinin, (2-D-Pro-3-D-Pro-7-D-Pro)-Isomer,Bradykinin, (2-D-Pro-7-D-Pro)-Isomer,Bradykinin, (3-D-Pro)-Isomer,Bradykinin, (3-D-Pro-7-D-Pro)-Isomer,Bradykinin, (5-D-Phe)-Isomer,Bradykinin, (5-D-Phe-8-D-Phe)-Isomer,Bradykinin, (6-D-Ser)-Isomer,Bradykinin, (7-D-Pro)-Isomer,Bradykinin, (8-D-Phe)-Isomer,Bradykinin, (9-D-Arg)-Isomer,Arg Pro Pro Gly Phe Ser Pro Phe Arg
D003864 Depression, Chemical The decrease in a measurable parameter of a PHYSIOLOGICAL PROCESS, including cellular, microbial, and plant; immunological, cardiovascular, respiratory, reproductive, urinary, digestive, neural, musculoskeletal, ocular, and skin physiological processes; or METABOLIC PROCESS, including enzymatic and other pharmacological processes, by a drug or other chemical. Chemical Depression,Chemical Depressions,Depressions, Chemical
D004357 Drug Synergism The action of a drug in promoting or enhancing the effectiveness of another drug. Drug Potentiation,Drug Augmentation,Augmentation, Drug,Augmentations, Drug,Drug Augmentations,Drug Potentiations,Drug Synergisms,Potentiation, Drug,Potentiations, Drug,Synergism, Drug,Synergisms, Drug
D000596 Amino Acids Organic compounds that generally contain an amino (-NH2) and a carboxyl (-COOH) group. Twenty alpha-amino acids are the subunits which are polymerized to form proteins. Amino Acid,Acid, Amino,Acids, Amino
D000818 Animals Unicellular or multicellular, heterotrophic organisms, that have sensation and the power of voluntary movement. Under the older five kingdom paradigm, Animalia was one of the kingdoms. Under the modern three domain model, Animalia represents one of the many groups in the domain EUKARYOTA. Animal,Metazoa,Animalia
D013722 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. BPP-9a,Bradykinin-Potentiating Peptide 9a,Nonapeptide-Converting Enzyme Inhibitor,SQ-20881,Bradykinin Potentiating Peptide 9a,Enzyme Inhibitor, Nonapeptide-Converting,Nonapeptide Converting Enzyme Inhibitor,Peptide 9a, Bradykinin-Potentiating
D051381 Rats The common name for the genus Rattus. Rattus,Rats, Laboratory,Rats, Norway,Rattus norvegicus,Laboratory Rat,Laboratory Rats,Norway Rat,Norway Rats,Rat,Rat, Laboratory,Rat, Norway,norvegicus, Rattus

Related Publications

M A Ondetti, and S L Engel
Circular dichroism spectra of bradykinin analogs containing beta-homoamino acids.
April 1977, Biochemical and biophysical research communications,
M A Ondetti, and S L Engel
Synthesis of beta-alanine-containing analogs of bradykinin.
September 1966, Chemical & pharmaceutical bulletin,
M A Ondetti, and S L Engel
Analogs of bradykinin containing dehydrophenylalanine.
January 1983, Advances in experimental medicine and biology,
M A Ondetti, and S L Engel
CITRULLINE-CONTAINING ANALOGS OF BRADYKININ.
January 1963, Journal of medicinal chemistry,
M A Ondetti, and S L Engel
Bradykinin analogs containing alpha-aminoisobutyric acid (Aib).
January 1980, Peptides,
M A Ondetti, and S L Engel
[Cyclic analogs of bradykinin, containing a carboxyl group].
November 1990, Bioorganicheskaia khimiia,
M A Ondetti, and S L Engel
Analogs of bradykinin containing -2-thienyl-L-alanine.
September 1971, Journal of medicinal chemistry,
M A Ondetti, and S L Engel
[Synthesis of bradykinin analogs with D-amino acids (all-D-bradykinin and all-D-retro-bradykinin)].
January 1966, Helvetica chimica acta,
M A Ondetti, and S L Engel
Bradykinin analogues containing N alpha-methyl amino acids.
July 1980, Journal of medicinal chemistry,
M A Ondetti, and S L Engel
Synthetic bradykinin analogs.
November 1966, Journal of medicinal chemistry,
Copied contents to your clipboard!