Synthesis and antituberculosis activity of the first macrocyclic glycoterpenoids comprising glucosamine and diterpenoid isosteviol

Bulat F Garifullin; Irina Yu Strobykina; Radmila R Sharipova; Marionella A Kravchenko; Olga V Andreeva; Olga B Bazanova; Vladimir E Kataev

doi:10.1016/j.carres.2016.05.007

Synthesis and antituberculosis activity of the first macrocyclic glycoterpenoids comprising glucosamine and diterpenoid isosteviol

Carbohydr Res. 2016 Aug 5:431:15-24. doi: 10.1016/j.carres.2016.05.007. Epub 2016 May 25.

Authors

Bulat F Garifullin¹, Irina Yu Strobykina¹, Radmila R Sharipova¹, Marionella A Kravchenko², Olga V Andreeva¹, Olga B Bazanova¹, Vladimir E Kataev³

Affiliations

¹ Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, Arbuzova str., 8, Kazan, 420088, Russia.
² Ural Research Institute for Phtisiopulmonology, Ministry of Health Protection of the Russian Federation, XX Parts'ezda str., 50, Yekaterinburg, 620039, Russia.
³ Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, Arbuzova str., 8, Kazan, 420088, Russia. Electronic address: kataev@iopc.ru.

PMID: 27267064
DOI: 10.1016/j.carres.2016.05.007

Abstract

The first macrocyclic glycoterpenoids comprising glucosamine and diterpenoid isosteviol moieties were synthesized and evaluated for inhibition activity against Mycobacterium tuberculosis H37Rv.

Keywords: Antitubercular; Glucosamine; Glycoconjugates; Glycosides; Glycoterpenoids; Isosteviol; Macrocyclic; Tuberculosis.

MeSH terms

Antitubercular Agents / chemical synthesis*
Antitubercular Agents / chemistry
Antitubercular Agents / pharmacology
Diterpenes, Kaurane / chemistry*
Glucosamine / chemistry*
Macrocyclic Compounds / chemical synthesis*
Macrocyclic Compounds / chemistry
Macrocyclic Compounds / pharmacology
Microbial Sensitivity Tests
Molecular Structure
Mycobacterium tuberculosis / drug effects
Structure-Activity Relationship

Substances

Antitubercular Agents
Diterpenes, Kaurane
Macrocyclic Compounds
isosteviol
Glucosamine