Synthesis, bioactivity evaluation of dibenzoyl methane halophenols and their interactions with CAV-1
10.16438/j.0513-4870.2021-1051
- VernacularTitle:二苯甲酰甲烷类卤酚的合成、活性评价及与CAV-1的相互作用
- Author:
Heng-jiang LIU
1
;
Ning-ning CHENG
1
;
Meng-ru ZHANG
1
;
Hong-xia YUAN
2
;
Yuan-lin ZHANG
2
;
Xiu-e FENG
1
;
Qing-shan LI
1
,
3
Author Information
1. School of Pharmaceutical Science, Shanxi Medical University, Taiyuan 030001, China
2. Shanxi Key Laboratory of Innovative Drug for the Treatment of Serious Diseases Basing on the Chronic Inflammation, Shanxi University of Chinese Medicine, Jinzhong 030619, China
3. Shanxi Key Laboratory of Innovative Drug for the Treatment of Serious Diseases Basing on the Chronic Inflammation, Shanxi University of Chinese Medicine, Jinzhong 030619, China
- Publication Type:Research Article
- Keywords:
ibenzoyl methane;
synthesis;
caveolin-1;
anti-inflammation;
anti-oxidation
- From:
Acta Pharmaceutica Sinica
2021;56(12):3493-3502
- CountryChina
- Language:Chinese
-
Abstract:
Caveolin-1 (CAV-1) is related to inflammation, oxidative damage, and immunity. In order to obtain a series of dibenzoylmethane halophenols with strong anti-inflammatory and antioxidant effects targeting CAV-1, twenty-nine target compounds were therefore synthesized by Baker-Ventaraman rearrangement and demethylation reaction, starting from the substituted benzoyl chloride and o-hydroxyacetophenone, and their interactions with CAV-1 were investigated by BLI technique. Their in vitro anti-inflammatory and antioxidant properties were also evaluated. The results showed that compounds A6, A17, A18, and A29 not only specifically bind to CAV-1, but also present strong anti-inflammatory and antioxidant effects. These results suggest that this class of compounds can affect the signaling pathways related to inflammation and oxidative stress by directly acting on CAV-1. In particular, these compounds exhibit the most significantly inhibitory effects on IL-1β and COX-2 release. IL-1β plays a key regulatory role in the development of arthritis. Therefore, it is worth expecting for the application of such compounds in the prevention and treatment of arthritis.
