Synthesis and antimicrobial activity of 2,3-bis(bromomethyl)quinoxaline derivatives

Hisato Ishikawa; Takayuki Sugiyama; Keisuke Kurita; Akihiro Yokoyama

doi:10.1016/j.bioorg.2011.12.002

Synthesis and antimicrobial activity of 2,3-bis(bromomethyl)quinoxaline derivatives

Bioorg Chem. 2012 Apr-Jun:41-42:1-5. doi: 10.1016/j.bioorg.2011.12.002. Epub 2011 Dec 29.

Authors

Hisato Ishikawa¹, Takayuki Sugiyama, Keisuke Kurita, Akihiro Yokoyama

Affiliation

¹ Department of Materials and Life Science, Faculty of Science and Technology, Seikei University, 3-3-1, Kichijoji-kitamachi, Musashino, Tokyo 180-8633, Japan.

PMID: 22245018
DOI: 10.1016/j.bioorg.2011.12.002

Abstract

We synthesized 12 derivatives of 2,3-bis(bromomethyl)quinoxaline with substituents at the 6- and/or 7-positions, and evaluated their activities against bacteria and fungi. Of the 12 compounds, nine (1a-h, 1j, and 1k) showed antibacterial activity. The derivative 1g, which bears a trifluoromethyl group at the 6-position, showed the highest activity against Gram-positive bacteria, while 1c, which has a fluoro-group at the 6-position, showed the widest antifungal activity spectrum. However, only the derivative with an ethyl ester substitution, 1k showed activity against Gram-negative bacteria.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Anti-Bacterial Agents / chemical synthesis*
Anti-Bacterial Agents / pharmacology
Antifungal Agents / chemical synthesis*
Antifungal Agents / pharmacology
Fungi / drug effects*
Fungi / growth & development
Gram-Negative Bacteria / drug effects*
Gram-Negative Bacteria / growth & development
Gram-Positive Bacteria / drug effects*
Gram-Positive Bacteria / growth & development
Microbial Sensitivity Tests
Quinoxalines / chemical synthesis*
Quinoxalines / pharmacology

Substances

Anti-Bacterial Agents
Antifungal Agents
Quinoxalines