Synthesis and in vitro and in vivo anti-inflammatory activity of novel 4-ferrocenylchroman-2-one derivatives

被引：17

作者：

Guo, Wei-Yun ^{[1
]}

Chen, Liu-Zeng ^{[2
]}

Shen, Bang-Nian ^{[1
]}

Liu, Xin-Hua ^{[2
]}

Tai, Guang-Ping ^{[3
]}

Li, Qing-Shan ^{[1
]}

Gao, Li ^{[1
]}

Ruan, Ban-Feng ^{[1
]}

机构：

[1] Hefei Univ Technol, Sch Food & Biol Engn, Hefei 230009, Anhui, Peoples R China

[2] Anhui Med Univ, Sch Pharm, Anhui Prov Key Lab Major Autoimmune Dis, Hefei, Anhui, Peoples R China

[3] Hefei Univ, Anhui Higher Educ Inst Ctr Adv Biofabricat, Key Lab Biofabricat, Hefei, Anhui, Peoples R China

来源：

JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY | 2019年 / 34卷 / 01期

基金：

中国国家自然科学基金;

关键词：

Ferrocene; chroman-2-one; design; synthesis; anti-inflammatory activity; ADJUVANT-INDUCED ARTHRITIS; RHEUMATOID-ARTHRITIS; KAPPA-B; NF-KB; INHIBITORS; DISCOVERY; CYTOKINES; PATHWAY; POTENT;

D O I：

10.1080/14756366.2019.1664499

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

A series of novel 4-ferrocenylchroman-2-one derivatives were designed and synthesised to discover potent anti-inflammatory agents for treatment of arthritis. All the target compounds had been screened for their anti-inflammatory activity by evaluating the inhibition effect of LPS-induced NO production in RAW 264.7 macrophages. Among them, 4-ferrocenyl-3,4-dihydro-2H-benzo[g]chromen-2-one (3h) was found to be the most potent compound in inhibiting the productions of NO with low toxicity. This compound also exhibited significant inhibition of the productions of IL-6 and TNF-alpha in RAW 264.7 macrophages. Preliminary mechanism studies indicated that compound 3h could inhibit the activation of LPS-induced NF-kappa B and MAPKs signalling pathways. The in vivo anti-inflammatory effect of this compound was determined in the rat adjuvant-induced arthritis model.

引用

页码：1678 / 1689

页数：12

共 27 条

[1] Rheumatoid arthritis: Recent advances on its etiology, role of cytokines and pharmacotherapy [J].

Alam, Javaid ;

Jantan, Ibrahim ;

Bukhari, Syed Nasir Abbas .

BIOMEDICINE & PHARMACOTHERAPY, 2017, 92 :615-633

[2] The role of nuclear factor-kappa B in cytokine gene regulation [J].

Blackwell, TS ;

Christman, JW .

AMERICAN JOURNAL OF RESPIRATORY CELL AND MOLECULAR BIOLOGY, 1997, 17 (01) :3-9

[3] Luteolin exhibits anti-inflammatory effects by blocking the activity of heat shock protein 90 in macrophages [J].

Chen, Dan ;

Bi, Aijing ;

Dong, Xiaoliang ;

Jiang, Yi ;

Rui, Bing ;

Liu, Jinjiao ;

Yin, Zhimin ;

Luo, Lan .

BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 2014, 443 (01) :326-332

[4] Novel resveratrol-based flavonol derivatives: Synthesis and anti-inflammatory activity in vitro and in vivo [J].

Chen, Liu Zeng ;

Yao, Li ;

Jiao, Ming Ming ;

Shi, Jing Bo ;

Tan, Yue ;

Ruan, Ban Feng ;

Liu, Xin Hua .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2019, 175 :114-128

[5] Role of nitric oxide and reactive oxygen species in arthritis [J].

Cuzzocrea, Salvatore .

CURRENT PHARMACEUTICAL DESIGN, 2006, 12 (27) :3551-3570

[6] Anti-rheumatoid arthritis effects in adjuvant-induced arthritis in rats and molecular docking studies of Polygonum orientale L. extracts [J].

Gou, Kai-Jun ;

Zeng, Rui ;

Ren, Xiao-Dong ;

Dou, Qi-Ling ;

Yang, Qing-Bo ;

Dong, Yan ;

Qu, Yan .

IMMUNOLOGY LETTERS, 2018, 201 :59-69

[7] Rheumatoid arthritis: pathological mechanisms and modern pharmacologic therapies [J].

Guo, Qiang ;

Wang, Yuxiang ;

Xu, Dan ;

Nossent, Johannes ;

Pavlos, Nathan J. ;

Xu, Jiake .

BONE RESEARCH, 2018, 6

[8] A systematic review on the role of eicosanoid pathways in rheumatoid arthritis [J].

Hoxha, Malvina .

ADVANCES IN MEDICAL SCIENCES, 2018, 63 (01) :22-29

[9] The cyclooxygenase-2/thromboxane A2 pathway: a bridge from rheumatoid arthritis to lung cancer? [J].

Huang, Qing-Chun ;

Huang, Run-Yue .

CANCER LETTERS, 2014, 354 (01) :28-32

[10] Identification of Potent and Selective Diphenylpropanamide RORγ Inhibitors [J].

Huh, Jun R. ;

Englund, Erika E. ;

Wang, Hang ;

Huang, Ruili ;

Huang, Pengxiang ;

Rastinejad, Fraydoon ;

Inglese, James ;

Austin, Christopher P. ;

Johnson, Ronald L. ;

Huang, Wenwei ;

Littman, Dan R. .

ACS MEDICINAL CHEMISTRY LETTERS, 2013, 4 (01) :79-84

← 1 2 3 →