Unknown

Dataset Information

0

One-Step Synthesis of Chiral Oxindole-type Analogues with Potent Anti-inflammatory and Analgesic Activities.


ABSTRACT: Here we report a facile approach to synthesize highly optically active oxindole-type analogues with both high yield and enantioselectivity. This single-step synthesis strategy represents a substantial improvement upon existing methods that are often involved with multi-step routes and have suboptimal atomic economy. One such compound, namely Q4c, showed remarkable in vivo anti-inflammatory activity with efficiency approaching to that of a steroidal compound dexamethasone. Moreover, Q4c alleviated pain in mouse models with comparable activity to morphine. Further investigation suggested that nitric oxide signaling pathway is involved in the anti-inflammatory and analgesic activities of Q4c. Notably, this is the first time that chiral oxindole-type analogues have been identified to be both anti-inflammatory and analgesic, and our study also paved the way for future development of oxindoles as drug candidates in this field.

SUBMITTER: Sun Y 

PROVIDER: S-EPMC4555174 | biostudies-literature | 2015 Sep

REPOSITORIES: biostudies-literature

altmetric image

Publications

One-Step Synthesis of Chiral Oxindole-type Analogues with Potent Anti-inflammatory and Analgesic Activities.

Sun Yulong Y   Liu Jia J   Jiang Xianxing X   Sun Tao T   Liu Luping L   Zhang Xiaoyuan X   Ding Shaoli S   Li Jingyi J   Zhuang Yan Y   Wang Yiqing Y   Wang Rui R  

Scientific reports 20150901


Here we report a facile approach to synthesize highly optically active oxindole-type analogues with both high yield and enantioselectivity. This single-step synthesis strategy represents a substantial improvement upon existing methods that are often involved with multi-step routes and have suboptimal atomic economy. One such compound, namely Q4c, showed remarkable in vivo anti-inflammatory activity with efficiency approaching to that of a steroidal compound dexamethasone. Moreover, Q4c alleviate  ...[more]

Similar Datasets

| S-EPMC4332549 | biostudies-literature
| S-EPMC5464344 | biostudies-literature
| S-EPMC2268908 | biostudies-literature
| S-EPMC6268254 | biostudies-literature
| S-EPMC5096746 | biostudies-literature
| S-EPMC10448495 | biostudies-literature
| S-EPMC8510368 | biostudies-literature
| S-EPMC4207570 | biostudies-literature
| S-EPMC4249970 | biostudies-literature
| S-EPMC6274191 | biostudies-literature