Synthesis and Biological Activity of Novel L-Amino Acid Based Analgesic Compounds

被引:1
作者
Pan, Junzhu [1 ]
Wang, Qianqian [1 ]
He, Gu [1 ,2 ]
Ouyang, Liang [1 ]
Guo, Li [1 ]
机构
[1] Sichuan Univ, W China Sch Pharm, Minist Educ,Dept Med Chem, Key Lab Drug Targeting & Drug Delivery Syst, Chengdu 610041, Peoples R China
[2] Sichuan Univ, W China Hosp, State Key Lab Biotherapy, Chengdu 610041, Peoples R China
基金
中国国家自然科学基金;
关键词
Analgesic; Calcium antagonist; Synthesis; Hot-plate test; L-amino acid; CALCIUM-CHANNEL BLOCKERS; NEUROPATHIC PAIN; CA2+ CHANNEL; DERIVATIVES; EFFICACY;
D O I
10.2174/157018010791163497
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Synthesis and analgesic activity studies of a series of L-amino acid based compounds were described. These compounds were designed as potential N-type Calcium Channel Blockers and their structures were confirmed by (1)H NMR and ESI-MS spectra. Some of the compounds exhibited significant analgesic activity in Mouse Hot-Plate tests. According to the data of pharmacological experiments, we carried out preliminary structure-activity studies and the results indicated that this kind of compounds was useful for the development of new analgesic drugs.
引用
收藏
页码:359 / 364
页数:6
相关论文
共 15 条
[1]   OPTICALLY-ACTIVE 4-OXAPROLINE DERIVATIVES - NEW USEFUL CHIRAL SYNTHONS DERIVED FROM SERINE AND THREONINE [J].
FALORNI, M ;
CONTI, S ;
GIACOMELLI, G ;
COSSU, S ;
SOCCOLINI, F .
TETRAHEDRON-ASYMMETRY, 1995, 6 (01) :287-294
[2]  
FRANCIS MF, 1987, CAN J CHEM, V65, P613
[3]   CALCIUM CHANNELS IN VERTEBRATE CELLS [J].
HESS, P .
ANNUAL REVIEW OF NEUROSCIENCE, 1990, 13 :337-356
[4]   Synthesis and antinociceptive activities of some pyrazoline derivatives [J].
Kaplancikli, Zafer Asim ;
Turan-Zitouni, Guelhan ;
Ozdemir, Ahmet ;
Can, Oezguer Devrim ;
Chevallet, Pierre .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2009, 44 (06) :2606-2610
[5]  
Ouyang L, 2006, ACTA CHIM SINICA, V64, P1379
[6]   The therapeutic potential of Na+ and Ca2+ channel blockers in pain management [J].
Sabido-David, C ;
Faravelli, L ;
Salvati, P .
EXPERT OPINION ON INVESTIGATIONAL DRUGS, 2004, 13 (10) :1249-1261
[7]   Suppression of inflammatory and neuropathic pain symptoms in mice lacking the N-type Ca2+ channel [J].
Saegusa, H ;
Kurihara, T ;
Zong, S ;
Kazuno, A ;
Matsuda, Y ;
Nonaka, T ;
Han, W ;
Toriyama, H ;
Tanabe, T .
EMBO JOURNAL, 2001, 20 (10) :2349-2356
[8]   Structure-activity study of L-amino acid-based N-type calcium channel blockers [J].
Seko, T ;
Kato, M ;
Kohno, H ;
Ono, S ;
Hashimura, K ;
Takimizu, H ;
Nakai, K ;
Maegawa, H ;
Katsube, N ;
Toda, M .
BIOORGANIC & MEDICINAL CHEMISTRY, 2003, 11 (08) :1901-1913
[9]   L-cysteine based N-type calcium channel blockers: Structure-activity relationships of the C-terminal lipophilic moiety, and oral analgesic efficacy in rat pain models [J].
Seko, T ;
Kato, M ;
Kohno, H ;
Ono, S ;
Hashimura, K ;
Takenobu, Y ;
Takimizu, H ;
Nakai, K ;
Maegawa, H ;
Katsube, N ;
Toda, M .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2002, 12 (17) :2267-2269
[10]   Structure-activity study of L-cysteine-based N-type calcium channel blockers: Optimization of N- and C-terminal substituents [J].
Seko, T ;
Kato, M ;
Kohno, H ;
Ono, S ;
Hashimura, K ;
Takimizu, H ;
Nakai, K ;
Maegawa, H ;
Katsube, N ;
Toda, M .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2002, 12 (06) :915-918