Synthesis and antimycobacterial activity of novel camphane-based agents

Bioorganic & Medicinal Chemistry Letters
Georgi StavrakovGeorgi Momekov

Abstract

A series of six new amidoalcohols was designed and synthesized on the base of the camphor scaffold. Natural amino acids were transformed into their α-hydroxy analogues with retention of configuration, and attached to isobornylamine. The compounds were evaluated for their in vitro activity against Mycobacterium tuberculosis H37Rv. Some of the new compounds show 25 times higher activity than the classical anti-TB drug ethambutol. The activity shifts from micromolar to nanomolar inhibitory concentrations depending on the α-hydroxy acid moiety. Two of the most potent compounds exert low level of cytotoxic activity. These camphane-based amido-alcohols present promising potential lead compounds for further elaboration of antimycobacterial agents.

References

Jul 23, 2003·Trends in Pharmacological Sciences·Ali Gorji
Mar 29, 2007·Natural Product Reports·Brent R Copp, A Norrie Pearce

❮ Previous
Next ❯

Citations

May 27, 2014·Journal of Molecular Graphics & Modelling·Georgi StavrakovIrini Doytchinova
Mar 28, 2016·Molecular Diversity·Uroš GrošeljJurij Svete
May 20, 2014·Bioorganic & Medicinal Chemistry Letters·Shengtao XuJinyi Xu
Nov 26, 2015·Acta Crystallographica. Section E, Crystallographic Communications·Dmitrijs StepanovsMaris Turks
Nov 14, 2017·Chemical Biology & Drug Design·Irena PhilipovaGeorgi Stavrakov
Jul 15, 2015·Bioorganicheskaia khimiia·A S SokolovaN F Salakhutdinov

❮ Previous
Next ❯

Related Concepts

Related Feeds

Antitubercular Agents (ASM)

Antitubercular agents are pharmacologic agents for treatment of tuberculosis. Discover the latest research on antitubercular agents here.

Antifungals (ASM)

An antifungal, also known as an antimycotic medication, is a pharmaceutical fungicide or fungistatic used to treat and prevent mycosis such as athlete's foot, ringworm, candidiasis, cryptococcal meningitis, and others. Discover the latest research on antifungals here.

Antitubercular Agents

Antitubercular agents are pharmacologic agents for treatment of tuberculosis. Discover the latest research on antitubercular agents here.

Antifungals

An antifungal, also known as an antimycotic medication, is a pharmaceutical fungicide or fungistatic used to treat and prevent mycosis such as athlete's foot, ringworm, candidiasis, cryptococcal meningitis, and others. Discover the latest research on antifungals here.