Stereoselective synthesis of (RP)-8-substituted-N6-acylated and N6-alkylated adenosine-3′,5′-cyclic phosphorothioic acids as cAMP antagonists

Andrei, Mioara; Bakkebø, Tina; Klaveness, Jo; Taskén, Kjetil; Undheim, Kjell

doi:10.1016/j.ejmech.2011.10.003

European Journal of Medicinal Chemistry

2011

DOI: 10.1016/j.ejmech.2011.10.003

|View full text |Cite

Stereoselective synthesis of (RP)-8-substituted-N6-acylated and N6-alkylated adenosine-3′,5′-cyclic phosphorothioic acids as cAMP antagonists

Mioara Andrei¹,

Tina Bakkebø

Jo Klaveness

et al.

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...

Citation Types

Supporting

Mentioning

Contrasting

Year Published

2012

2022

Publication Types

Select...

Article3

Relationship

Self Cite0

Independent3

Authors

Journals

Cited by 3 publications

References 18 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

ChemInform Abstract: Stereoselective Synthesis of (R_P)‐8‐Substituted‐N⁶‐acylated and N⁶‐Alkylated Adenosine‐3′,5′‐cyclic Phosphorothioic Acids as cAMP Antagonists.

Andrei¹,

Bakkeboe²,

Klaveness³

et al. 2012

ChemInform

View full text Add to dashboard Cite

Stereoselective Synthesis of (R P )-8-Substituted-N 6 -acylated and N 6 -Alkylated Adenosine-3',5'-cyclic Phosphorothioic Acids as cAMP Antagonists. -A strategy for the stereoselective preparation of N 6 -substituted (RP)-adenosine-3',5'-cyclic monophosphorothioic acids from cAMP is developed. The interim conversion into tributyl ammonium salts (VIII) is due to their enhanced solubility in several organic solvents; these salts are more applicable for chromatographic purification. N-Acyl dervatives are prepared similarly. Unfortunately, both N 6 -alkylation and N 6 -acylation lead to reduced protein kinase A antagonist activity. -(ANDREI, M.; BAKKEBOE, T.; KLAVENESS, J.; TASKEN, K.; UNDHEIM*, K.; Eur. J. Med. Chem. 46 (2011) 12, 5935-5940, http://dx.

show abstract

ChemInform Abstract: Stereoselective Synthesis of (R_P)‐8‐Substituted‐N⁶‐acylated and N⁶‐Alkylated Adenosine‐3′,5′‐cyclic Phosphorothioic Acids as cAMP Antagonists.

Andrei¹,

Bakkeboe²,

Klaveness³

et al. 2012

ChemInform

View full text Add to dashboard Cite

show abstract

cAMPS derivatives. A minireview over synthetic medicinal chemistry

Undheim

2019

Bioorganic Chemistry

View full text Add to dashboard Cite

Nucleoside cyclic 3′,5′-phosphorothioates with purine and pyrimidine scaffolds. A chemical minireview

Undheim

2022

European Journal of Medicinal Chemistry Reports

View full text Add to dashboard Cite

scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.

Contact Info

hi@scite.ai

10624 S. Eastern Ave., Ste. A-614

Henderson, NV 89052, USA

Blog Terms and Conditions API Terms Privacy Policy Contact Cookie Preferences Do Not Sell or Share My Personal Information

Made with 💙 for researchers

Part of the Research Solutions Family.

Stereoselective synthesis of (RP)-8-substituted-N6-acylated and N6-alkylated adenosine-3′,5′-cyclic phosphorothioic acids as cAMP antagonists

Cited by 3 publications

References 18 publications

ChemInform Abstract: Stereoselective Synthesis of (R_P)‐8‐Substituted‐N⁶‐acylated and N⁶‐Alkylated Adenosine‐3′,5′‐cyclic Phosphorothioic Acids as cAMP Antagonists.

ChemInform Abstract: Stereoselective Synthesis of (R_P)‐8‐Substituted‐N⁶‐acylated and N⁶‐Alkylated Adenosine‐3′,5′‐cyclic Phosphorothioic Acids as cAMP Antagonists.

cAMPS derivatives. A minireview over synthetic medicinal chemistry

Nucleoside cyclic 3′,5′-phosphorothioates with purine and pyrimidine scaffolds. A chemical minireview

Contact Info

Product

Resources

About

Stereoselective synthesis of (RP)-8-substituted-N6-acylated and N6-alkylated adenosine-3′,5′-cyclic phosphorothioic acids as cAMP antagonists

Cited by 3 publications

References 18 publications

ChemInform Abstract: Stereoselective Synthesis of (RP)‐8‐Substituted‐N6‐acylated and N6‐Alkylated Adenosine‐3′,5′‐cyclic Phosphorothioic Acids as cAMP Antagonists.

ChemInform Abstract: Stereoselective Synthesis of (RP)‐8‐Substituted‐N6‐acylated and N6‐Alkylated Adenosine‐3′,5′‐cyclic Phosphorothioic Acids as cAMP Antagonists.

cAMPS derivatives. A minireview over synthetic medicinal chemistry

Nucleoside cyclic 3′,5′-phosphorothioates with purine and pyrimidine scaffolds. A chemical minireview

Contact Info

Product

Resources

About

ChemInform Abstract: Stereoselective Synthesis of (R_P)‐8‐Substituted‐N⁶‐acylated and N⁶‐Alkylated Adenosine‐3′,5′‐cyclic Phosphorothioic Acids as cAMP Antagonists.

ChemInform Abstract: Stereoselective Synthesis of (R_P)‐8‐Substituted‐N⁶‐acylated and N⁶‐Alkylated Adenosine‐3′,5′‐cyclic Phosphorothioic Acids as cAMP Antagonists.