Natural NO inhibitors from the leaves of Callicarpa kwangtungensis: Structures, activities, and interactions with iNOS

被引:24
作者
Li, Shen [1 ,2 ]
Sun, Xiaocong [1 ,2 ]
Li, Yang [1 ,2 ]
Liu, Feng [1 ,2 ]
Ma, Jun [1 ,2 ]
Tong, Ling [3 ]
Su, Guochen
Xu, Jing [1 ,2 ]
Ohizumi, Yasushi [4 ]
Lee, Dongho [5 ]
Guo, Yuanqiang [1 ,2 ]
机构
[1] Nankai Univ, Coll Pharm, State Key Lab Med Chem Biol, Tianjin 300350, Peoples R China
[2] Nankai Univ, Tianjin Key Lab Mol Drug Res, Tianjin 300350, Peoples R China
[3] Tasly Acad, Pharmaceut Anal Inst, State Key Lab Core Technol Innovat Chinese Med, Tianjin 300410, Peoples R China
[4] Univ Shizuoka, Sch Pharmaceut Sci, Dept Med Biochem, Shizuoka, Japan
[5] Korea Univ, Coll Life Sci & Biotechnol, Dept Biosyst & Biotechnol, Seoul 02841, South Korea
基金
中国国家自然科学基金;
关键词
Callicarpa kwangtungensis; 9,10-seco-Abietane diterpenoid; NO inhibitory activities; iNOS; Molecular docking; Terpenoids; NITRIC-OXIDE PRODUCTION; PHENYLETHANOID GLYCOSIDES; BIOACTIVE DITERPENOIDS; NEURITE OUTGROWTH; PC12; CELLS; NUDIFLORA; TRITERPENOIDS; CONSTITUENTS; ABIETANE; SYNTHASE;
D O I
10.1016/j.bmcl.2016.11.044
中图分类号
R914 [药物化学];
学科分类号
100705 [微生物与生化药学];
摘要
A phytochemical investigation to obtain new NO inhibitors resulted in the isolation of a new diterpenoid with a rare 9,10-seco-abietane skeleton (1) and twelve known terpenoids (2-13) from Callicarpa kwangtungensis. Their structures were elucidated on the basis of extensive 1D and 2D NMR spectroscopic data analyses, and the absolute configuration of compound 1 was established by comparison of the calculated and experimental electronic circular dichroism (ECD) spectra. The inhibitory activities on lipopolysaccharide-induced NO production in murine microglial BV-2 cells of these terpenoids were evaluated, and all of the compounds showed inhibitory effects. The following molecular docking studies showed interactions of the bioactive compounds with the iNOS protein. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码:670 / 674
页数:5
相关论文
共 37 条
[1]
[Anonymous], 2010, GAUSSIAN 09 REVISION
[2]
[Anonymous], 201308 MOE CHEM COMP
[3]
NITRIC-OXIDE - A PHYSIOLOGICAL MESSENGER MOLECULE [J].
BREDT, DS ;
SNYDER, SH .
ANNUAL REVIEW OF BIOCHEMISTRY, 1994, 63 :175-195
[4]
Bioactive abietane and seco-abietane diterpenoids from Salvia prionitis [J].
Chen, X ;
Ding, J ;
Ye, YM ;
Zhang, JS .
JOURNAL OF NATURAL PRODUCTS, 2002, 65 (07) :1016-1020
[5]
Randainins A-D, Based on Unique Diterpenoid Architectures, from Callicarpa randaiensis [J].
Cheng, Ho-Hsi ;
Cheng, Yuan-Bin ;
Hwang, Tsong-Long ;
Kuo, Yao-Haur ;
Chen, Chung-Hsiung ;
Shen, Ya-Ching .
JOURNAL OF NATURAL PRODUCTS, 2015, 78 (08) :1823-1828
[6]
Potential targets by pentacyclic triterpenoids from Callicarpa farinosa against methicillin-resistant and sensitive Staphylococcus aureus [J].
Chung, Pooi Yin ;
Chung, Lip Yong ;
Navaratnam, Parasakthi .
FITOTERAPIA, 2014, 94 :48-54
[8]
DELCORRAL JMM, 1994, MAGN RESON CHEM, V32, P774
[9]
Nitric oxide in neurodegeneration: potential benefits of non-steroidal anti-inflammatories [J].
Doherty, Gayle Helane .
NEUROSCIENCE BULLETIN, 2011, 27 (06) :366-382
[10]
Two new 3,4-seco-labdane diterpenoids from Callicarpa nudiflora and their inhibitory activities against nitric oxide production [J].
Dong, Lin ;
Zhang, Lei ;
Zhang, Xiaopo ;
Liu, Mingsheng ;
Wang, Jinhui ;
Wang, Yi .
PHYTOCHEMISTRY LETTERS, 2014, 10 :127-131