Synthesis, Anti-inflammatory Activity and Safety of Hydrocortisone Derivatives Coupled with Furoxans and Nitrates

Chin. J. Org. Chem. ›› 2008, Vol. 28 ›› Issue (05): 841-850. Previous Articles Next Articles

Original Articles

氢化可的松与有机硝酸酯及呋咱氮氧化合物偶联物的合成、抗炎活性及安全性研究

房雷^a，黄张建^a，张奕华*^,a，季晖^b，丁大永^b

(^a中国药科大学新药研究中心南京 210009)
(^b中国药科大学药理学教研室南京 210009)

收稿日期:2007-04-14 修回日期:2007-11-07 发布日期:2008-05-20
通讯作者: 张奕华

Synthesis, Anti-inflammatory Activity and Safety of Hydrocortisone Derivatives Coupled with Furoxans and Nitrates

FANG Lei^a,HUANG Zhang-Jian^a,ZHANG Yi-Hua*^,a,JI Hui^b,DING Da-Yong^b

(^a Center of Drug Discovery, China Pharmaceutical University, Nanjing 210009)
(^b Department of Pharmacology, China Pharmaceutical University, Nanjing 210009)

Received:2007-04-14 Revised:2007-11-07 Published:2008-05-20
Contact: ZHANG Yi-Hua

Abstract

In order to search for novel anti-inflammatory agents with high potency and safety, hydrocortisone was used as a leading compound and coupled with two groups of NO donors furoxans and nitrates through linkers with different length and flexibility. Compounds I₁～I₇ and II₁～II₈ were obtained and their structures were confirmed by MS, IR, ¹H NMR spectra and elemental analysis. Compounds I₃, II₃ and II₅ showed a good anti-inflammatory activity in the primary pharmacological screening. Furthermore II₅ alsoexhibited a potent anti-inflammatory activity in acute, sub-acute and immune inflammatory models. Compared with hydrocortisone II₅ could effectively prevent bone loss and avoid inducing hypertension in the safety screenings, indicating that it should have a better safety.

Key words: furoxan, safety, nitrate, anti-inflammatory activity, NO donor, hydrocortisone

Cite this article

FANG Lei^a,HUANG Zhang-Jian^a,ZHANG Yi-Hua*^,a,JI Hui^b,DING Da-Yong^b. Synthesis, Anti-inflammatory Activity and Safety of Hydrocortisone Derivatives Coupled with Furoxans and Nitrates[J]. Chin. J. Org. Chem., 2008, 28(05): 841-850.

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氢化可的松与有机硝酸酯及呋咱氮氧化合物偶联物的合成、抗炎活性及安全性研究

Synthesis, Anti-inflammatory Activity and Safety of Hydrocortisone Derivatives Coupled with Furoxans and Nitrates

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