22-Oxocholestane oximes as potential anti-inflammatory drug candidates

被引：20
|
作者：
Zeferino-Diaz, Reyna [1 ,2 ]
Olivera-Castillo, Leticia [3 ]
Davalos, Alberto [4 ]
Grant, George [5 ]
Kantun-Moreno, Nuvia [3 ]
Rodriguez-Canul, Rossanna [3 ]
Bernes, Sylvain [6 ]
Sandoval-Ramirez, Jesus [2 ]
Fernandez-Herrera, Maria A. [1 ]
机构：
[1] Ctr Invest & Estudios Avanzados, Dept Fis Aplicada, Unidad Merida, Km 6 Antigua Carretera Progreso Apdo Postal 73, Merida 97310, Yuc, Mexico
[2] Benemerita Univ Autonoma Puebla, Fac Ciencias Quim, Ciudad Univ, Puebla 72570, Pue, Mexico
[3] Ctr Invest & Estudios Avanzados, Dept Recursos Mar, Unidad Merida, Km 6 Antigua Carretera Progreso Apdo Postal 73, Merida 97310, Yuc, Mexico
[4] CEI UAM CSIC, IMDEA Food Inst, Carretera Cantoblanco 8, Madrid 28049, Spain
[5] Univ Aberdeen, Sch Med Med Sci & Nutr, Aberdeen AB25 2ZD, Scotland
[6] Benemerita Univ Autonoma Puebla, Inst Fis, Ciudad Univ, Puebla 72570, Pue, Mexico
来源：
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2019年 / 168卷
关键词：
22-Oxocholestanes; Hydroxyimino steroids; Mouse ear inflammation model; Expression of proinflammatory genes; CYTOTOXIC AGENTS STRUCTURE/ACTIVITY; BETA-D-GLUCOPYRANOSIDE; STEROIDAL OXIMES; DERIVATIVES; INHIBITORS; RING;
D O I：
10.1016/j.ejmech.2019.02.035
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
22-Oxocholestanes bearing the oxime functionality in the side chain have been synthesized from diosgenin and evaluated in vivo as anti-inflammatory agents in an acute inflammation mouse ear model, against the commercial glucocorticoid dexamethasone. The final compounds were all regioselectively obtained with an E configuration at the oxime double bond. The title compounds reduced ear-induced inflammation and edema. The most active oximes repressed the expression of proinflammatory genes TNF-alpha, COX-2, and IL-6; including macrophage migration inhibitory factor. Overall, our data suggest that 22-oxocholestane oximes exert a strong in vivo anti-inflammatory activity. (C) 2019 Elsevier Masson SAS. All rights reserved.
引用
收藏
页码：78 / 86
页数：9
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