新型丹参素衍生物的合成与抗心肌缺血活性研究

田霖; 郭海霞; 张洁; 焦育强; 吴秋业; 张川

doi:10.3969/j.issn.1006-0111.2015.06.012

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新型丹参素衍生物的合成与抗心肌缺血活性研究

田霖, 郭海霞, 张洁, 焦育强, 吴秋业, 张川

文章导航 > 药学实践与服务 > 2015 > 33(6): 525-528,535

田霖, 郭海霞, 张洁, 焦育强, 吴秋业, 张川. 新型丹参素衍生物的合成与抗心肌缺血活性研究[J]. 药学实践与服务, 2015, 33(6): 525-528,535. doi: 10.3969/j.issn.1006-0111.2015.06.012

引用本文:

TIAN Lin, GUO Haixia, ZHANG Jie, JIAO Yuqiang, WU Qiuye, ZHANG Chuan. Synthesis and anti-myocardial ischemia activities of novel Danshensu derivatives[J]. Journal of Pharmaceutical Practice and Service, 2015, 33(6): 525-528,535. doi: 10.3969/j.issn.1006-0111.2015.06.012

Citation:

TIAN Lin, GUO Haixia, ZHANG Jie, JIAO Yuqiang, WU Qiuye, ZHANG Chuan. Synthesis and anti-myocardial ischemia activities of novel Danshensu derivatives[J]. Journal of Pharmaceutical Practice and Service, 2015, 33(6): 525-528,535. doi: 10.3969/j.issn.1006-0111.2015.06.012

新型丹参素衍生物的合成与抗心肌缺血活性研究

doi: 10.3969/j.issn.1006-0111.2015.06.012

田霖¹,
郭海霞²,
张洁³,
焦育强⁴,
吴秋业⁵,
张川^1,

1.
福建中医药大学药学院, 福建福州 350122;第二军医大学药学院中药鉴定教研室上海 200433
2.
解放军266医院医务处, 河北承德 067000
3.
国防大学第二门诊部, 北京 100039
4.
福建中医药大学药学院, 福建福州 350122;第二军医大学药学院上海 200433
5.
第二军医大学药学院有机化学教研室, 上海 200433

Synthesis and anti-myocardial ischemia activities of novel Danshensu derivatives

1.
niversity of Traditional Chinese Medicine, Fuzhou 350122, China;Department of Science for Identifying Chinese Materia Medica, Second Military Medical University, Shanghai 200433, China
2.
No.266 Hospital of PLA, Chengde 067000, China
3.
Second Out-patient Department, National Defence University, Beijing 100039, China
4.
niversity of Traditional Chinese Medicine, Fuzhou 350122, China;Second Military Medical University, Shanghai 200433, China
5.
Department of Organic Chemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, China

摘要: 目的通过对丹参素进行结构改造,以改善其稳定性和药理活性。方法以中药提取的丹参素钠为起始化合物,经酯化反应、甲氧基保护酚羟基、硝化反应等合成新型的丹参素衍生物。建立心肌细胞缺氧模型,用MTT方法检测丹参素及其衍生物对缺氧H9c2细胞的保护作用。结果合成了15个全新的丹参素衍生物,并对其进行结构验证;药理活性实验显示,只有少数目标化合物在浓度为5 μmol/L时表现出强于丹参素的活性。结论多数化合物的最大药理活性未显现在所选浓度范围内,其活性未必低于丹参素,尚需做进一步探讨。
- 丹参素 /
- 结构修饰 /
- 合成 /
- 药理活性
Abstract: Objective To design and synthesize novel Danshensu derivatives in order to improve their stability and cardio-protective effect against myocardial ischemia. Methods Novel Danshensu derivatives were synthesized chiefly via esterification,methoxy phenol hydroxyl protection,nitration and amine solution reaction. All the target compounds were evaluated their biological effects on anti-myocardial ischemia with H9c2 cells in vitro. Results 15 compounds were synthesized and further confirmed by ¹H NMR and MS. Pharmacological studies showed that few synthetic derivatives at 5 μmol/L performed a higher biological effect than Danshensu. Conclusion Most derivatives didn't show the best activity at the chosen concentration gradient that a further pharmacological trial need to be done.
- Danshensu /
- structure modification /
- synthesis /
- pharmacological activity

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新型丹参素衍生物的合成与抗心肌缺血活性研究

doi: 10.3969/j.issn.1006-0111.2015.06.012

1. 福建中医药大学药学院, 福建福州 350122;第二军医大学药学院中药鉴定教研室上海 200433

2. 解放军266医院医务处, 河北承德 067000

3. 国防大学第二门诊部, 北京 100039

4. 福建中医药大学药学院, 福建福州 350122;第二军医大学药学院上海 200433

5. 第二军医大学药学院有机化学教研室, 上海 200433

收稿日期: 2015-01-23
修回日期: 2015-04-02

关键词:

丹参素 /

结构修饰 /

合成 /

药理活性

摘要: 目的通过对丹参素进行结构改造,以改善其稳定性和药理活性。方法以中药提取的丹参素钠为起始化合物,经酯化反应、甲氧基保护酚羟基、硝化反应等合成新型的丹参素衍生物。建立心肌细胞缺氧模型,用MTT方法检测丹参素及其衍生物对缺氧H9c2细胞的保护作用。结果合成了15个全新的丹参素衍生物,并对其进行结构验证;药理活性实验显示,只有少数目标化合物在浓度为5 μmol/L时表现出强于丹参素的活性。结论多数化合物的最大药理活性未显现在所选浓度范围内,其活性未必低于丹参素,尚需做进一步探讨。

English Abstract

Synthesis and anti-myocardial ischemia activities of novel Danshensu derivatives

1. niversity of Traditional Chinese Medicine, Fuzhou 350122, China;Department of Science for Identifying Chinese Materia Medica, Second Military Medical University, Shanghai 200433, China

2. No.266 Hospital of PLA, Chengde 067000, China

3. Second Out-patient Department, National Defence University, Beijing 100039, China

4. niversity of Traditional Chinese Medicine, Fuzhou 350122, China;Second Military Medical University, Shanghai 200433, China

5. Department of Organic Chemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, China

Received Date: 2015-01-23
Rev Recd Date: 2015-04-02

Keywords:

Abstract: Objective To design and synthesize novel Danshensu derivatives in order to improve their stability and cardio-protective effect against myocardial ischemia. Methods Novel Danshensu derivatives were synthesized chiefly via esterification,methoxy phenol hydroxyl protection,nitration and amine solution reaction. All the target compounds were evaluated their biological effects on anti-myocardial ischemia with H9c2 cells in vitro. Results 15 compounds were synthesized and further confirmed by ¹H NMR and MS. Pharmacological studies showed that few synthetic derivatives at 5 μmol/L performed a higher biological effect than Danshensu. Conclusion Most derivatives didn't show the best activity at the chosen concentration gradient that a further pharmacological trial need to be done.