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1.
Mol Divers ; 24(1): 61-67, 2020 Feb.
Article in English | MEDLINE | ID: mdl-30820742

ABSTRACT

An effective technique for one-stage synthesis of new polycyclic nitrogen-containing compounds has been developed. The procedure involves refluxing mixtures of camphoric acid with aliphatic or aromatic diamine without catalysts. In cases where the starting amine has a low boiling point (less than 200 °C), phenol is used as a solvent, as it is the most optimal one for obtaining products with good yields. It has been shown that the use of Lewis acids as catalysts reduces the yield of the reaction products. A set of compounds have been synthesized, which can be attributed to synthetic analogues of alkaloids. In vitro screening for activity influenza virus A was carried out for the obtained compounds. The synthesized quinazoline-like agent 14 has inhibitory activity against different strains of influenza viruses.


Subject(s)
Alkaloids/chemical synthesis , Alkaloids/pharmacology , Antiviral Agents/chemical synthesis , Antiviral Agents/pharmacology , Chemistry Techniques, Synthetic , Dose-Response Relationship, Drug , Influenza A Virus, H1N1 Subtype/drug effects , Microbial Sensitivity Tests , Models, Molecular , Molecular Conformation , Molecular Structure , Structure-Activity Relationship
2.
J Org Chem ; 80(3): 1618-31, 2015 Feb 06.
Article in English | MEDLINE | ID: mdl-25575160

ABSTRACT

Reductive dimerization of acetylenic anthraquinones provides synthetic access to flexible nonplanar polyaromatics with a tetracenedione core. In solution, these nonplanar, contorted polycycles exist as equilibrating mixtures of two symmetric conformers. The fused tetracenediones are easily reduced and exhibit rich electrochemical behavior.

3.
European J Org Chem ; 2012(3)2012 Jan.
Article in English | MEDLINE | ID: mdl-24294110

ABSTRACT

Triarylmethanols - the direct precursors of persistent trityl radicals - are racemic mixtures of chiral three-bladed molecular propellers. Depending on bulkiness of aryl groups they exhibit various liabilities to interconversion, the half- life time of room temperature racemization varying in a range between 8.4 hours and 1.32 years. NOESY/EXSY experiment performed on two representative models strongly supports the two-ring flip mechanism for the configurational interchange.

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