BIOMAT Database Logo BIOMAT Database Logo

Synthesis of new N(6)-substituted 2-phenyl-8-azaadenosines. Their affinity for adenosine A1 and A2 receptors. A comparison with the corresponding 2-phenyl-9-benzyl-8-azaadenines. VI. 1995

G Biagi, and I Giorgi, and O Livi, and V Scartoni, and A Lucacchini, and C Martini, and P Tacchi
Dipartimento di Scienze Farmaceutiche, Facoltà di Farmacia, Università di Pisa.

Comparison of the affinity towards adenosine receptors of 2-phenyl-8-azaadenosines, bearing a lipophilic substituent on N(6), with the corresponding 2-phenyl-8-azaadenines was carried out. The compounds have good A1 affinity and high A1 selectivity. The obtained Ki(rib)/Ki(benz) ratios for A1 receptors, which showed variable values depending on the structure of the N(6) substituent, confirmed that 2-phenyl-8-azaadenines are characterized by greater freedom inside A1 receptors. This situation may be a favourable test of the hypothesized double disposition of these exogenous molecules within A1 receptors.

UI MeSH Term Description Entries
D000225 Adenine A purine base and a fundamental unit of ADENINE NUCLEOTIDES. Vitamin B 4,4, Vitamin B,B 4, Vitamin
D000241 Adenosine A nucleoside that is composed of ADENINE and D-RIBOSE. Adenosine or adenosine derivatives play many important biological roles in addition to being components of DNA and RNA. Adenosine itself is a neurotransmitter. Adenocard,Adenoscan
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
D001372 Aza Compounds Organic chemicals where carbon atoms have been replaced by nitrogen atoms. Compounds, Aza
D012756 Sheep Any of the ruminant mammals with curved horns in the genus Ovis, family Bovidae. They possess lachrymal grooves and interdigital glands, which are absent in GOATS. Ovis,Sheep, Dall,Dall Sheep,Ovis dalli
D013237 Stereoisomerism The phenomenon whereby compounds whose molecules have the same number and kind of atoms and the same atomic arrangement, but differ in their spatial relationships. (From McGraw-Hill Dictionary of Scientific and Technical Terms, 5th ed) Molecular Stereochemistry,Stereoisomers,Stereochemistry, Molecular,Stereoisomer
D013329 Structure-Activity Relationship The relationship between the chemical structure of a compound and its biological or pharmacological activity. Compounds are often classed together because they have structural characteristics in common including shape, size, stereochemical arrangement, and distribution of functional groups. Relationship, Structure-Activity,Relationships, Structure-Activity,Structure Activity Relationship,Structure-Activity Relationships
D018047 Receptors, Purinergic P1 A class of cell surface receptors that prefer ADENOSINE to other endogenous PURINES. Purinergic P1 receptors are widespread in the body including the cardiovascular, respiratory, immune, and nervous systems. There are at least two pharmacologically distinguishable types (A1 and A2, or Ri and Ra). Adenosine Receptors,P1 Purinoceptors,Purinergic P1 Receptors,Receptors, Adenosine,Adenosine Receptor,P1 Purinoceptor,Receptor, Purinergic P1,P1 Receptor, Purinergic,P1 Receptors, Purinergic,Purinergic P1 Receptor,Purinoceptor, P1,Purinoceptors, P1,Receptor, Adenosine

Related Publications

G Biagi, and I Giorgi, and O Livi, and V Scartoni, and A Lucacchini, and C Martini, and P Tacchi
2-(N-acyl) and 2-N-acyl-N(6)-substituted analogues of adenosine and their affinity at the human adenosine receptors.
March 2004, Bioorganic & medicinal chemistry letters,
G Biagi, and I Giorgi, and O Livi, and V Scartoni, and A Lucacchini, and C Martini, and P Tacchi
8-Substituted xanthines as antagonists at A1- and A2-adenosine receptors.
October 1988, Biochemical pharmacology,
G Biagi, and I Giorgi, and O Livi, and V Scartoni, and A Lucacchini, and C Martini, and P Tacchi
Amino-substituted 1,8-naphthyridines and pyrido[2,3-d]pyrimidines: new compounds with affinity for A1- and A2-adenosine receptors.
December 1994, Die Pharmazie,
G Biagi, and I Giorgi, and O Livi, and V Scartoni, and A Lucacchini, and C Martini, and P Tacchi
N-[9-(ortho-fluorobenzyl)-2-phenyl-8-azapurin-6-yl]-amides as potent and selective ligands for A₁ adenosine receptors.
July 2013, Chemical biology & drug design,
G Biagi, and I Giorgi, and O Livi, and V Scartoni, and A Lucacchini, and C Martini, and P Tacchi
Structure-activity relationships for 2-substituted adenosines at A1 and A2 adenosine receptors.
January 1993, Pharmacology,
G Biagi, and I Giorgi, and O Livi, and V Scartoni, and A Lucacchini, and C Martini, and P Tacchi
Activity of N6-substituted 2-chloroadenosines at A1 and A2 adenosine receptors.
December 1991, Journal of medicinal chemistry,
G Biagi, and I Giorgi, and O Livi, and V Scartoni, and A Lucacchini, and C Martini, and P Tacchi
Synthesis of 6-substituted 9-benzyl-8-hydroxypurines with potential interferon-inducing activity.
May 2003, Chemical & pharmaceutical bulletin,
G Biagi, and I Giorgi, and O Livi, and V Scartoni, and A Lucacchini, and C Martini, and P Tacchi
A novel 8-phenyl-substituted xanthine derivative is a selective antagonist at adenosine A1-receptors in vivo.
October 1985, Acta physiologica Scandinavica,
G Biagi, and I Giorgi, and O Livi, and V Scartoni, and A Lucacchini, and C Martini, and P Tacchi
The antihypertensive effect of 2-alkynyladenosines and their selective affinity for adenosine A2 receptors.
April 1991, European journal of pharmacology,
G Biagi, and I Giorgi, and O Livi, and V Scartoni, and A Lucacchini, and C Martini, and P Tacchi
NEW BASE-ALTERED ADENOSINE ANALOGUES: SYNTHESIS AND AFFINITY AT ADENOSINE A1 and A2A RECEPTORS.
December 1997, Bioorganic & medicinal chemistry letters,
Copied contents to your clipboard!