Crown ether ring-fused nucleosides: synthesis and conformational properties
Cinzia Coppola1, Jennifer D'Onofrio, Giovanni Di Fabio
1Dipartimento di Chimica Organica e Biochimica, Università degli Studi di Napoli Federico II, Complesso Universitario di Monte S. Angelo, via Cinthia, Napoli, Italy.
Researchers synthesized novel crown ether ring-fused nucleosides. These compounds are being evaluated for potential antiviral and antitumoral activities.
Area of Science:
- Medicinal Chemistry
- Organic Synthesis
- Nucleoside Chemistry
Background:
- Nucleoside analogs are crucial in antiviral and anticancer therapies.
- Crown ethers are known for their ion-binding properties and potential biological applications.
Purpose of the Study:
- To synthesize novel bicyclic ribonucleoside derivatives incorporating 18-crown-6 ether moieties.
- To explore the potential of these unique nucleoside analogs as antiviral and antitumoral agents.
Main Methods:
- Synthesis of crown ether ring-fused nucleosides via attachment of 18-crown-6 ether moieties.
- Characterization of the synthesized compounds using standard organic chemistry techniques.
Main Results:
- Successful synthesis of the first examples of crown ether ring-fused nucleosides.
- The novel derivatives possess unique structural features combining nucleoside and crown ether characteristics.
Conclusions:
- The synthesized compounds represent a new class of potential therapeutic agents.
- Further evaluation is warranted to determine their efficacy as antiviral and antitumoral drugs.
More Related Videos
11:37Protocol for the Solid-phase Synthesis of Oligomers of RNA Containing a 2'-O-thiophenylmethyl Modification and Characterization via Circular Dichroism
Published on: July 28, 2017
11:45Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
Related Concept Videos
Crown Ethers
Base-Catalyzed Ring-Opening of Epoxides
Structure and Nomenclature of Ethers
Ethers are organic compounds with an ether functional group which is characterized by an oxygen atom connected to two — identical or different — alkyl, aryl, or vinyl groups. The C–O–C linkage in dimethyl ether — the simplest ether — has an approximately tetrahedral bond angle of 110.3 degrees. The oxygen atom is sp3- hybridized, with the C–O distance being about 140 pm.
Classification of Ethers
Based on their attached substituent groups, ethers can be classified into two...
Acid-Catalyzed Ring-Opening of Epoxides
Structure and Nomenclature of Epoxides
Thermal Electrocyclic Reactions: Stereochemistry
Selection Rules: Thermal Activation
Conjugated systems containing an even number of π-electron pairs undergo a conrotatory ring closure. For example, thermal electrocyclization of (2E,4E)-2,4-hexadiene, a conjugated diene containing two π-electron pairs, gives trans-3,4-dimethylcyclobutene.
