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Updated: Jan 15, 2026

Facile Preparation of 4-Substituted Quinazoline Derivatives
Published on: February 15, 2016
Improved synthesis and anti-inflammatory activity of new fluorinated dihydropyranonaphthoquinone compounds
Quynh Giang Nguyen Thi1, Ha Thanh Nguyen2, Tuyet Anh Dang Thi2
1Institute of Chemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Hanoi, Viet Nam.
Abstract:
This study presents the synthesis of new fluorinated dihydropyranonapthoquinone compounds by means of microwave-prompted four-component reactions using lawson, fluorinated aromatic aldehydes, ethyl 4,4,4-trifluoroacetoacetate and ammonium acetate. The products were thoroughly characterized by spectroscopic methods and assessed for their anti-inflammatory activity in lipopolysaccharide-stimulated RAW264.7 macrophage cells. All synthesized compounds demonstrated notable inhibitory effects on NO production with IC50 ranging from 1.67 ± 0.02 to 28.81 ± 2.44 μM without causing significant toxicity. Interestingly, compound 8n showed the most potent NO inhibitory activity in lipopolysaccharide (LPS)-stimulated RAW264.7 macrophage cells with IC50 value of 1.67 ± 0.02 μM. Moreover, compounds 8c,h,i,l significantly decreased the levels of pro-inflammatory cytokines IL-1β and IL-6 in LPS-stimulated RAW264.7 macrophages. These results indicate the potential of these compounds as promising candidates for the development of new anti-inflammatory agents.
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