Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 2010 Jan 12;15(1):288-304.
doi: 10.3390/molecules15010288.

Investigating the activity spectrum for ring-substituted 8-hydroxyquinolines

Robert Musiol  1 , Josef Jampilek, Jacek E Nycz, Matus Pesko, James Carroll, Katarina Kralova, Marcela Vejsova, Jim O'Mahony, Aidan Coffey, Anna Mrozek, Jaroslaw Polanski
Affiliations

Investigating the activity spectrum for ring-substituted 8-hydroxyquinolines

Robert Musiol et al. Molecules. .

Abstract

In this study, a series of fourteen ring-substituted 8-hydroxyquinoline derivatives were prepared. The synthesis procedures are presented. The compounds were analyzed using RP-HPLC to determine lipophilicity. They were tested for their activity related to inhibition of photosynthetic electron transport (PET) in spinach (Spinacia oleracea L.) chloroplasts. Primary in vitro screening of the synthesized compounds was also performed against four mycobacterial strains and against eight fungal strains. Several compounds showed biological activity comparable with or higher than the standards isoniazid or fluconazole. For all the compounds, the relationships between the lipophilicity and the chemical structure of the studied compounds are discussed.

PubMed Disclaimer

Figures

Scheme 1
Scheme 1
Synthesis of studied compounds.
Figure 1
Figure 1
Comparison of the computed log P/Clog P values using two programs with the calculated log k values.
See this image and copyright information in PMC

Similar articles

See all similar articles

Cited by

See all "Cited by" articles

References

    1. Roth H.J., Fenner H. Arzneistoffe. 3rd. Deutscher Apotheker Verlag; Stuttgart, Germany: 2000. pp. 51–114.
    1. Harris C.R., Thorarensen A. Advances in the discovery of novel antibacterial agents during the year 2002. Curr. Med. Chem. 2004;11:2213–2243. doi: 10.2174/0929867043364658. - DOI - PubMed
    1. Andries K., Verhasselt P., Guillemont J., Gohlmann H.W., Neefs J.M., Winkler H., van Gestel J., Timmerman P., Zhu M., Lee E., Williams P., de Chaffoy D., Huitric E., Hoffner S., Cambau E., Truffot-Pernot C., Lounis N., Jarlier V. A diarylquinoline drug active on the ATP synthase of Mycobacterium tuberculosis. Science. 2005;307:223–227. - PubMed
    1. Vangapandu S., Jain M., Jain R., Kaur S., Singh P.P. Ring-substituted quinolines as potential anti-tuberculosis agents. Bioorg. Med. Chem. 2004;12:2501–2508. doi: 10.1016/j.bmc.2004.03.045. - DOI - PubMed
    1. Carta A., Piras S., Palomba M., Jabes D., Molicotti P., Zanetti S. Anti-mycobacterial activity of quinolones. Triazoloquinolones a new class of potent anti-mycobacterial agents. Anti-Infective Agents Med. Chem. 2008;7:134–147. doi: 10.2174/187152108783954641. - DOI

Publication types

MeSH terms

LinkOut - more resources