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Design, synthesis and biological activity of L-arginine/active aldimine derivatives
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Xiao-han BU1, Meng-shuang HUANG2, Hui-qin CHEN1, Yu-jie GENG1, Hong LIU1, 3, Yong-ping YU1, 4, Zhang-jian HUANG1, 2, 5, *, Paruke AIBIBULA1, *
Acta Pharmaceutica Sinica | 2025, 60(6) : 1791 - 1798
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Acta Pharmaceutica Sinica | 2025, 60(6): 1791-1798
• Original Articles •
Design, synthesis and biological activity of L-arginine/active aldimine derivatives
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Xiao-han BU1, Meng-shuang HUANG2, Hui-qin CHEN1, Yu-jie GENG1, Hong LIU1, 3, Yong-ping YU1, 4, Zhang-jian HUANG1, 2, 5, *, Paruke AIBIBULA1, *
Affiliations
  • 1College of Pharmacy, Xinjiang Medical University, Urumqi 830011, China
  • 2State Key Laboratory of Natural Medicines, China Pharmaceutical University, Nanjing 211198, China
  • 3Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China
  • 4College of Pharmaceutical Sciences, Zhejiang University, Hangzhou 310058, China
  • 5Xinjiang Key Laboratory of Biomedical Equipment, Xinjiang Medical University, Urumqi 830011, China
Published: 2025-06-12 doi: 10.16438/j.0513-4870.2025-0226
Outline
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Ischemic stroke (IS) is a disease with high mortality and disability rate worldwide, and there are few clinical treatment drugs. The natural active ingredients of traditional Chinese medicine, such as cinnamaldehyde and anisaldehyde, have antioxidant and anti-inflammatory effects, which can reduce the oxidative stress injury caused by ischemic stroke. In addition, studies have found that L-arginine is a substrate of nitric oxide synthase (NOS), which can be converted into NO in the body to dilate blood vessels and increase blood flow in the cerebral ischemic area. In this paper, 10 new L-arginine/active aldimine derivatives were designed and synthesized, and the neuroprotective effects of ischemic stroke were evaluated biologically. The results of oxygen glucose deprivation/reperfusion (OGD/R) cell model showed that the cell survival rate of the arginine imine derivative AI-2 group formed by L-arginine and 2-methoxycinnamaldehyde was higher than that of the positive drug butylphthalide (NBP) group, and it could effectively release L-arginine, significantly reduce the levels of reactive oxygen species and malondialdehyde, increase the level of superoxide dismutase, and had a high antioxidant effect. The results of in vivo experiments showed that AI-2 (5 mg·kg-1) could significantly improve the neurological function score of transient middle cerebral artery occlusion model in rats and effectively reduce cerebral infarction, which was superior to butylphthalide. In this study, a class of L-arginine/active aldimine derivatives with neuroprotective activity were found, which provided lead compounds for the treatment of ischemic stroke. All operations in the experiment were approved by the Animal Ethics Committee of China Pharmaceutical University, approval No. YSL-202503102.

ischemic stroke  /  L-arginine  /  active aldehyde  /  OGD/R model  /  transient middle cerebral artery occlusion model
步霄晗, 黄梦霜, 陈惠琴, 耿宇杰, 柳红, 俞永平, 黄张建, 帕如克·艾毕布拉. L-精氨酸/活性醛亚胺衍生物的设计、合成和生物活性研究. 药学学报, 2025 , 60 (6) : 1791 -1798 . DOI: 10.16438/j.0513-4870.2025-0226
Xiao-han BU, Meng-shuang HUANG, Hui-qin CHEN, Yu-jie GENG, Hong LIU, Yong-ping YU, Zhang-jian HUANG, Paruke AIBIBULA. Design, synthesis and biological activity of L-arginine/active aldimine derivatives[J]. Acta Pharmaceutica Sinica, 2025 , 60 (6) : 1791 -1798 . DOI: 10.16438/j.0513-4870.2025-0226
Year 2025 volume 60 Issue 6
226
108
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Article Info
doi: 10.16438/j.0513-4870.2025-0226
  • Receive Date:2025-03-02
  • Online Date:2026-09-20
  • Published:2025-06-12
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History
  • Received:2025-03-02
  • Revised:2025-04-08
Affiliations
    1College of Pharmacy, Xinjiang Medical University, Urumqi 830011, China
    2State Key Laboratory of Natural Medicines, China Pharmaceutical University, Nanjing 211198, China
    3Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China
    4College of Pharmaceutical Sciences, Zhejiang University, Hangzhou 310058, China
    5Xinjiang Key Laboratory of Biomedical Equipment, Xinjiang Medical University, Urumqi 830011, China
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表12种不同金属材料的力学参数
科
Family
属数
Number of
genus
种数
Number of
species
占总种数比例
Percentage of
total species (%)
属
Genus
种数
Number of
species
占总种数比例
Percentage of total
species (%)
鹅膏菌科Amanitaceae 2 11 5.26 鹅膏菌属 Amanita 10 4.78
小菇科 Mycenaceae 2 12 5.74 丝盖伞属 Inocybe 5 2.39
多孔菌科 Polyporaceae 8 14 6.70 蜡蘑属 Laccaria 5 2.39
红菇科 Russulaceae 3 23 11.00 小皮伞属 Marasmius 6 2.87
小菇属 Mycena 11 5.26
光柄菇属 Pluteus 5 2.39
红菇属 Russula 17 8.13
栓菌属 Trametes 5 2.39
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