BIOMAT Database Logo BIOMAT Database Logo

Substituted 1,8-naphthyridin-2(1H)-ones as selective phosphodiesterase IV inhibitors. 1994

A Matsuura, and N Ashizawa, and R Asakura, and T Kumonaka, and T Aotsuka, and T Hase, and C Shimizu, and T Kurihara, and F Kobayashi
Pharmaceutical Research Laboratories, Sapporo Breweries Limited, Shizuoka, Japan.

New substituted 1,8-naphthyridin-2(1H)-ones have been found to exhibit highly selective phosphodiesterase (PDE) IV inhibition. These compounds inhibited polymorphonuclear leukocyte activation induced by N-formylmethionyl-leucyl-phenylalanine and caused relaxation of isolated guinea pig trachea precontracted by histamine or leukotriene D4. In anesthetized guinea pigs, presensitized with the antigen, these compounds also alleviated airway constriction induced by the antigen. Since these compounds differ in their chemical structure compared with theophylline and other PDE IV inhibitors so far reported and some of them have been shown to be well tolerated in acute toxicity studies, they will provide a new tool for investigating the possible relationship between PDE IV inhibition and anti-asthmatic activity.

UI MeSH Term Description Entries
D007527 Isoenzymes Structurally related forms of an enzyme. Each isoenzyme has the same mechanism and classification, but differs in its chemical, physical, or immunological characteristics. Alloenzyme,Allozyme,Isoenzyme,Isozyme,Isozymes,Alloenzymes,Allozymes
D008297 Male Males
D009126 Muscle Relaxation That phase of a muscle twitch during which a muscle returns to a resting position. Muscle Relaxations,Relaxation, Muscle,Relaxations, Muscle
D009130 Muscle, Smooth Unstriated and unstriped muscle, one of the muscles of the internal organs, blood vessels, hair follicles, etc. Contractile elements are elongated, usually spindle-shaped cells with centrally located nuclei. Smooth muscle fibers are bound together into sheets or bundles by reticular fibers and frequently elastic nets are also abundant. (From Stedman, 25th ed) Muscle, Involuntary,Smooth Muscle,Involuntary Muscle,Involuntary Muscles,Muscles, Involuntary,Muscles, Smooth,Smooth Muscles
D009287 Naphthyridines A group of two-ring heterocyclic compounds consisting of a NAPHTHALENES double ring in which two carbon atoms, one per each ring, are replaced with nitrogens.
D009504 Neutrophils Granular leukocytes having a nucleus with three to five lobes connected by slender threads of chromatin, and cytoplasm containing fine inconspicuous granules and stainable by neutral dyes. LE Cells,Leukocytes, Polymorphonuclear,Polymorphonuclear Leukocytes,Polymorphonuclear Neutrophils,Neutrophil Band Cells,Band Cell, Neutrophil,Cell, LE,LE Cell,Leukocyte, Polymorphonuclear,Neutrophil,Neutrophil Band Cell,Neutrophil, Polymorphonuclear,Polymorphonuclear Leukocyte,Polymorphonuclear Neutrophil
D010726 Phosphodiesterase Inhibitors Compounds which inhibit or antagonize the biosynthesis or actions of phosphodiesterases. Phosphodiesterase Antagonists,Phosphodiesterase Inhibitor,Phosphoric Diester Hydrolase Inhibitors,Antiphosphodiesterases,Inhibitor, Phosphodiesterase
D010727 Phosphoric Diester Hydrolases A class of enzymes that catalyze the hydrolysis of one of the two ester bonds in a phosphodiester compound. EC 3.1.4. Phosphodiesterase,Phosphodiesterases,Hydrolases, Phosphoric Diester
D006168 Guinea Pigs A common name used for the genus Cavia. The most common species is Cavia porcellus which is the domesticated guinea pig used for pets and biomedical research. Cavia,Cavia porcellus,Guinea Pig,Pig, Guinea,Pigs, Guinea
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

Related Publications

A Matsuura, and N Ashizawa, and R Asakura, and T Kumonaka, and T Aotsuka, and T Hase, and C Shimizu, and T Kurihara, and F Kobayashi
Antiallergy agents. 1. Substituted 1,8-naphthyridin-2(1H)-ones as inhibitors of SRS-A release.
November 1988, Journal of medicinal chemistry,
A Matsuura, and N Ashizawa, and R Asakura, and T Kumonaka, and T Aotsuka, and T Hase, and C Shimizu, and T Kurihara, and F Kobayashi
Inhibition of gastric acid secretion by 1,8-naphthyridin-2(1H)-ones.
March 1979, Journal of medicinal chemistry,
A Matsuura, and N Ashizawa, and R Asakura, and T Kumonaka, and T Aotsuka, and T Hase, and C Shimizu, and T Kurihara, and F Kobayashi
Substituted 1,8-naphthyridin-2(1H)-ones are superior to thymine in the recognition of adenine in duplex as well as triplex structures.
April 2002, Journal of the American Chemical Society,
A Matsuura, and N Ashizawa, and R Asakura, and T Kumonaka, and T Aotsuka, and T Hase, and C Shimizu, and T Kurihara, and F Kobayashi
Novel cAMP PDE III inhibitors: 1,6-naphthyridin-2(1H)-ones.
December 1992, Journal of medicinal chemistry,
A Matsuura, and N Ashizawa, and R Asakura, and T Kumonaka, and T Aotsuka, and T Hase, and C Shimizu, and T Kurihara, and F Kobayashi
Synthesis and structure-activity relationships of 7-substituted 3-(2, 6-dichlorophenyl)-1,6-naphthyridin-2(1H)-ones as selective inhibitors of pp60(c-src).
August 2000, Journal of medicinal chemistry,
A Matsuura, and N Ashizawa, and R Asakura, and T Kumonaka, and T Aotsuka, and T Hase, and C Shimizu, and T Kurihara, and F Kobayashi
QSAR study of 1,8-naphthyridin-4-ones as inhibitors of photosystem II.
January 2001, Journal of chemical information and computer sciences,
A Matsuura, and N Ashizawa, and R Asakura, and T Kumonaka, and T Aotsuka, and T Hase, and C Shimizu, and T Kurihara, and F Kobayashi
Domino Aldol-SNAr-Dehydration Sequence for [3+3] Annulations to Prepare Quinolin-2(1H)-ones and 1,8-Naphthyridin-2(1H)-ones.
August 2023, Molecules (Basel, Switzerland),
A Matsuura, and N Ashizawa, and R Asakura, and T Kumonaka, and T Aotsuka, and T Hase, and C Shimizu, and T Kurihara, and F Kobayashi
Antitumor agents. 178. Synthesis and biological evaluation of substituted 2-aryl-1,8-naphthyridin-4(1H)-ones as antitumor agents that inhibit tubulin polymerization.
September 1997, Journal of medicinal chemistry,
A Matsuura, and N Ashizawa, and R Asakura, and T Kumonaka, and T Aotsuka, and T Hase, and C Shimizu, and T Kurihara, and F Kobayashi
7-Amino-1,8-naphthyridin-2(1H)-one monohydrate.
September 2011, Acta crystallographica. Section E, Structure reports online,
A Matsuura, and N Ashizawa, and R Asakura, and T Kumonaka, and T Aotsuka, and T Hase, and C Shimizu, and T Kurihara, and F Kobayashi
Synthesis and biological evaluation of 3-(1,3,4-oxadiazol-2-yl)-1,8-naphthyridin-4(1H)-ones as cisplatin sensitizers.
November 2018, MedChemComm,
Copied contents to your clipboard!