Microwave‐Assisted Multicomponent Synthesis of New 6‐Arylated 5‐Hydroxy‐benzo[a]phenazine Derivatives and Their Potential Anti‐inflammatory Activity

Author:

Nguyen Ha Thanh12ORCID,Nguyen Thi Thu Ha12,Braire Julien3,Dang Thi Tuyet Anh12,Nguyen Van Tuyen12

Affiliation:

1. Institute of Chemistry Vietnam Academy of Science and Technology 18 Hoang Quoc Viet, Cau Giay 11307 Hanoi Vietnam

2. Graduate University of Science and Technology Vietnam Academy of Science and Technology 18 Hoang Quoc Viet, Cau Giay 11307 Hanoi Vietnam

3. Université Rennes 1 2 Av. du Professeur Léon Bernard 35042 Rennes France

Abstract

AbstractA convenient two step “one‐pot” four‐component synthetic approach was developed for the synthesis of new 6‐arylated 5‐hydroxy‐benzo[a]phenazine derivatives using 2‐hydroxy‐1,4‐naphthoquinone, a variety of aromatic aldehydes, benzene‐1,2‐diamine, and tetronic acid. In all cases, the synthesis proceededviathree key steps including condensation, Michael addition, and tautomerization. The structure of synthesized compounds was elucidated by spectral data. The inhibitory effect of newly synthesized compounds on nitric oxide (NO) production in lipopolysaccharide (LPS)‐ stimulated murine macrophage RAW 264.7 cells was assessed. All products exhibited the highly potential NO production inhibition activity with the IC50values in the range of 3.68–12.14 μM, indicating the critical role of these compounds in the development of potential anti‐inflammation agents.

Funder

Vietnam Academy of Science and Technology

Publisher

Wiley

Subject

General Chemistry

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