Synthesis and evaluation of benzoxazole derivatives as 5-lipoxygenase inhibitors

Hyunmin Song; Sei-Ryang Oh; Hyeong-Kyu Lee; Gyoonhee Han; Joo-Heon Kim; Hyeun Wook Chang; Kyung-Eun Doh; Hee-Kyung Rhee; Hea-Young Park Choo

doi:10.1016/j.bmc.2010.08.047

Synthesis and evaluation of benzoxazole derivatives as 5-lipoxygenase inhibitors

Bioorg Med Chem. 2010 Nov 1;18(21):7580-5. doi: 10.1016/j.bmc.2010.08.047. Epub 2010 Oct 1.

Authors

Hyunmin Song¹, Sei-Ryang Oh, Hyeong-Kyu Lee, Gyoonhee Han, Joo-Heon Kim, Hyeun Wook Chang, Kyung-Eun Doh, Hee-Kyung Rhee, Hea-Young Park Choo

Affiliation

¹ School of pharmacy, Ewha Womans University, Seoul 120-750, Republic of Korea.

PMID: 20870413
DOI: 10.1016/j.bmc.2010.08.047

Abstract

5-Lipoxygenase (5-LOX) is important enzyme in the biosynthesis of leukotrienes, and is a potential target in the treatment of asthma and allergy. We designed and synthesized a series of benzoxazoles and benzothiazoles as 5-LOX inhibitors. Fourteen compounds prepared showed the inhibition of LTC4 formation with IC(50) value of 0.12-23.88 μM. Also two compounds 2d and 2g showed improved airway hypersensitiveness.

Publication types

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

MeSH terms

Allergens / toxicity
Animals
Arachidonate 5-Lipoxygenase / chemistry*
Arachidonate 5-Lipoxygenase / metabolism
Asthma / chemically induced
Asthma / drug therapy
Asthma / pathology
Benzoxazoles / chemical synthesis
Benzoxazoles / chemistry*
Benzoxazoles / therapeutic use
Lipoxygenase Inhibitors / chemical synthesis*
Lipoxygenase Inhibitors / chemistry
Lipoxygenase Inhibitors / therapeutic use
Mice
Structure-Activity Relationship

Substances

Allergens
Benzoxazoles
Lipoxygenase Inhibitors
Arachidonate 5-Lipoxygenase