Synthesis and vasodilative activity of tanshinone IIA derivatives

被引:35
作者
Bi, Yue-Feng [1 ,2 ]
Xu, Hai-Wei [1 ,2 ,3 ]
Liu, Xiao-Qing [1 ]
Zhang, Xiao-Juan [1 ]
Wang, Zhen-Ji [1 ]
Liu, Hong-Min [1 ,2 ]
机构
[1] Zhengzhou Univ, Sch Pharmaceut Sci, Zhengzhou 450001, Peoples R China
[2] Zhengzhou Univ, New Drug Res & Dev Ctr, Zhengzhou 450001, Peoples R China
[3] Furen Sci & Technol Pharmaceut, Zhengzhou 450003, Peoples R China
关键词
Synthesis; Vasodilative activity; Tanshinone; SALVIA-MILTIORRHIZA; NITRIC-OXIDE; CELLS;
D O I
10.1016/j.bmcl.2010.06.076
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 series of 2,2'-(substituted methylene)bis-(1,6,6-trimethyl-6,7,8,9-tetrahydrophenanthro[1,2-b]furan-10,11-dione) derivatives were synthesized by the reaction of tanshinone IIA (D(1)) and aromatic aldehyde in the presence of p-TsOH. Bromination derivative of D(1) and hydrolysis product of cryptotanshinone (D(2)) were also prepared in this work. Vasodilation activity in vitro of them was valuated on the contractile response of vascular thoracic aorta smooth muscle from Wistar rats for the first time. Most of them exhibited a concentration-dependent inhibition on the contractile response of norepinephrine. (c) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4892 / 4894
页数:3
相关论文
共 14 条
[1]
Direct electrochemical measurement of nitric oxide in vascular endothelium [J].
Brovkovych, V ;
Stolarczyk, E ;
Oman, J ;
Tomboulian, P ;
Malinski, T .
JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS, 1999, 19 (1-2) :135-143
[2]
Tanshinone IIA inhibits atherosclerotic plaque formation by down-regulating MMP-2 and MMP-9 expression in rabbits fed a high-fat diet [J].
Fang, Zhi-yuan ;
Lin, Rong ;
Yuan, Bing-xiang ;
Liu, Yu ;
Zhang, Hui .
LIFE SCIENCES, 2007, 81 (17-18) :1339-1345
[3]
HONDA G, 1988, CHEM PHARM BULL, V36, P408
[4]
THE STRUCTURE OF ROSMARIQUINONE - A NEW ANTIOXIDANT ISOLATED FROM ROSMARINUS-OFFICINALIS L [J].
HOULIHAN, CM ;
HO, CT ;
CHANG, SS .
JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY, 1985, 62 (01) :96-98
[5]
Investigation of the effect of tanshinone IIA on nitric oxide production in human vascular endothelial cells by fluorescence imaging [J].
Huang, Ke-Jing ;
Wang, Hong ;
Xie, Wan-Zhen ;
Zhang, Hua-Shan .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2007, 68 (05) :1180-1186
[6]
Qin JK, 2005, CHINESE CHEM LETT, V16, P1451
[7]
In vitro and in vivo vasodilator activity of racemic tramadol and its enantiomers in Wistar rats [J].
Raimundo, JM ;
Sudo, RT ;
Pontes, LB ;
Antunes, F ;
Trachez, MM ;
Zapata-Sudo, G .
EUROPEAN JOURNAL OF PHARMACOLOGY, 2006, 530 (1-2) :117-123
[8]
Synthesis and vasodilatory activity of new N-acylhydrazone derivatives, designed as LASSBio-294 analogues [J].
Silva, AG ;
Zapata-Sudo, G ;
Kummerle, AE ;
Fraga, CAM ;
Barreiro, EJ ;
Sudo, RT .
BIOORGANIC & MEDICINAL CHEMISTRY, 2005, 13 (10) :3431-3437
[9]
Tanshinone: An inhibitor of proliferation of vascular smooth muscle cells [J].
Wang, H ;
Gao, XM ;
Zhang, BL .
JOURNAL OF ETHNOPHARMACOLOGY, 2005, 99 (01) :93-98
[10]
Tanshinone IIA elicited vasodilation in rat coronary arteriole: Roles of nitric oxide and potassium channels [J].
Wu, Guo-bao ;
Zhou, En-xiang ;
Qing, Du-xin .
EUROPEAN JOURNAL OF PHARMACOLOGY, 2009, 617 (1-3) :102-107