吲哚丙基-1,3,4-噁二唑衍生物的合成及蛋白酪氨酸磷酸酯酶1B抑制活性研究

引用本文: 梅雯雯, 郭跃伟, 李佳, 蔡妹艺, 马文泉, 龚景旭, 王学东. 吲哚丙基-1,3,4-噁二唑衍生物的合成及蛋白酪氨酸磷酸酯酶1B抑制活性研究[J]. 有机化学, 2016, 36(3): 533-539. doi: 10.6023/cjoc201509024 shu

Citation: Mei Wenwen, Guo Yuewei, Li Jia, Cai Meiyi, Ma Wenquan, Gong Jingxu, Wang Xuedong. Synthesis and Protein-Tyrosine Phosphatase 1B Inhibitory Activity Evaluation of Indolepropyl Based 1,3,4-Oxadiazole Derivatives[J]. Chinese Journal of Organic Chemistry, 2016, 36(3): 533-539. doi: 10.6023/cjoc201509024 shu

吲哚丙基-1,3,4-噁二唑衍生物的合成及蛋白酪氨酸磷酸酯酶1B抑制活性研究

梅雯雯 ^a,b, ,
郭跃伟 ^b, ,
李佳 ^b, ,
蔡妹艺 ^a, ,
马文泉 ^c, ,
龚景旭 ^{b,
,} ,
王学东 ^{a,
,}

1.
a 潍坊医学院药学院潍坊 261053;
2.
b 中国科学院上海药物研究所新药研究国家重点实验室上海 201203;
3.
c 潍坊生物医药创新创业服务中心潍坊 261205

通讯作者: 龚景旭, 王学东; 龚景旭, 王学东

基金项目:
国家海洋"863"项目(Nos. 2013AA092902, 2012AA092105) (Nos. 2013AA092902, 2012AA092105)

国家自然科学基金(Nos. 81520108028, 81273430, 41306130, 41506187, 81302692, 41476063) (Nos. 81520108028, 81273430, 41306130, 41506187, 81302692, 41476063)

山东省自然科学基金(No. U1406402) (No. U1406402)

上海市科委项目(Nos. 14431901100, 15431901000) (Nos. 14431901100, 15431901000)

新药研究国家重点实验室/上海药物所自主项目(Nos. SIMM1501ZZ-03, CASIMM0120152039)资助项目. (Nos. SIMM1501ZZ-03, CASIMM0120152039)

摘要: 以吲哚丁酸为原料, 通过酯化、酰肼化、环化、取代四步反应得到了一系列吲哚丙基-1,3,4-噁二唑衍生物. 对所合成的目标化合物进行了抗蛋白酪氨酸磷酸酯酶1B (PTP1B)活性测试, 发现其中5个化合物具有明显的体外抗PTP1B活性, 其中化合物5g活性最强, 其 IC₅₀为6.74 μg·mL^-1. 该系列化合物是首次报道的具有PTP1B抑制活性的吲哚烷基-噁二唑衍生物.

关键词:

English

Synthesis and Protein-Tyrosine Phosphatase 1B Inhibitory Activity Evaluation of Indolepropyl Based 1,3,4-Oxadiazole Derivatives

Mei Wenwen ^a,b, ,
Guo Yuewei ^b, ,
Li Jia ^b, ,
Cai Meiyi ^a, ,
Ma Wenquan ^c, ,
Gong Jingxu ^{b,
,} ,
Wang Xuedong ^{a,
,}

1.
a College of Pharmacy, Weifang Medical University, Weifang 261053;
2.
b State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203;
3.
c Weifang Biomedical Innovation and Entrepreneurship Service Center, Weifang 261205

Corresponding author: 龚景旭, 王学东; 龚景旭, 王学东

Received Date: 21 September 2015
Available Online: 04 December 2015
Fund Project:
国家海洋"863"项目(Nos. 2013AA092902, 2012AA092105)

国家自然科学基金(Nos. 81520108028, 81273430, 41306130, 41506187, 81302692, 41476063)

山东省自然科学基金(No. U1406402)

上海市科委项目(Nos. 14431901100, 15431901000)

新药研究国家重点实验室/上海药物所自主项目(Nos. SIMM1501ZZ-03, CASIMM0120152039)资助项目.

Abstract: A series of indolepropyl based 1,3,4-oxadiazole derivatives were synthesized by esterification, hydrazidation, cyclization and substitution using indolebutyric acid as starting material. The inhibitory activity against protein tyrosine phosphatase 1B (PTP1B) was evaluated. The results indicated that five compounds displayed obviously inhibitory effect against PTP1B in vitro, for instance, compound 5g exhibited the strongest PTP1B inhibitory activity with an IC₅₀ value of 6.74 μg· mL^-1 . It was the first example of indolealkyl based oxadiazole derivatives showing PTP1B inhibitory activity.

Key words:

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吲哚丙基-1,3,4-噁二唑衍生物的合成及蛋白酪氨酸磷酸酯酶1B抑制活性研究

通讯作者: 龚景旭, 王学东; 龚景旭, 王学东

English

Synthesis and Protein-Tyrosine Phosphatase 1B Inhibitory Activity Evaluation of Indolepropyl Based 1,3,4-Oxadiazole Derivatives

Corresponding author: 龚景旭, 王学东; 龚景旭, 王学东

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通讯作者: 陈斌, bchen63@163.com

中国化学会秘书处

吲哚丙基-1,3,4-噁二唑衍生物的合成及蛋白酪氨酸磷酸酯酶1B抑制活性研究

通讯作者: 龚景旭, 王学东; 龚景旭, 王学东

English

Synthesis and Protein-Tyrosine Phosphatase 1B Inhibitory Activity Evaluation of Indolepropyl Based 1,3,4-Oxadiazole Derivatives

Corresponding author: 龚景旭, 王学东; 龚景旭, 王学东

CCS Chemistry：嵌段共聚物自组装成 “三明治”二维有机材料，实现纳米级压力传感功能

CCS Chemistry：颜徐州、鲍哲南： 你的皮肤可能是一片SPMs

CCS Chemistry：工作高效不疲劳，只须让催化剂动起来

CCS Chemistry：静电组装导向聚合- 聚电解质纳米凝胶量化制备新策略

CCS Chemistry：金黄色葡萄球菌醛基脱氢酶是如何识别特异性底物的？

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