Journal of Medicinal Chemistry p. 3310 - 3316 (1991)
Update date:2022-09-26
Topics:
Compton
Prescott Jr.
Martin
Siegel
Gordon
Razdan
The primary goal of this research was to synthesize a series of ether analogues of the cannabinoid drug class and to evaluate their agonist and antagonist pharmacological properties in either the mouse or the rat. Agonist and antagonist activity was evaluated in mice using a multiple-evaluation procedure (locomotor activity, tail-flick latency, hypothermia, ring immobility) and activity in rats determined in a discriminative stimulus paradigm. Additionally, novel analogues were evaluated for their ability to bind to the THC receptor site labeled by 3H-CP-55,940. None of the cannabinoid analogues were capable of attenuating the effects of Δ9-THC (3 mg/kg) in either the rat (doses up to 10 mg/kg) or in the mouse (doses up to 30 mg/kg). It also appears that the compounds with minimal in vivo activity are not mixed agonist/antagonists. These data would suggest that the phenolic hydroxyl is important for receptor recognition (binding) and in vivo potency. Additionally, cannabinoid methyl ethers previously considered inactive have been found to produce limited activity. Lastly, data suggest that Δ9,11- THC is more potent than previous reports indicated, and does possess pharmacological activity.
View MoreSHANGHAI SYSTEAM BIOCHEM CO., LTD
website:http://www.systeambc.com
Contact:86-021-58380978
Address:Building 87,Lane 669, Dong Jing Road Shanghai,P.R.China
Shanghai Balmxy Pharmaceutical Co., Ltd
Contact:0086-21-24206007
Address:Room 402, 15#, No. 909 wangyue Road, shanghai, P. R. China
Sinoway International (Jiangsu) Co., Ltd.
Contact:+86-25-86630167
Address:17 Beijing Road (West), Nanjing, China
QINGDAO HONG JIN CHEMICAL CO.,LTD.
website:http://www.hongjinchem.com
Contact:+86-532-83657313
Address:2ND Building, 8 Shangqing Road, Qingdao, Shandong Province, China.
ShangHai Ruiyi Medical Technology Co.,Ltd.
Contact:+86-21-54718086
Address:No951 Jianchuan RD,Minhang District
Doi:10.1016/j.bbamem.2011.04.020
(2011)Doi:10.1021/ja00006a054
(1991)Doi:10.1039/c29700000650
(1970)Doi:10.1021/jacs.8b09851
(2018)Doi:10.1039/P19900002745
(1990)Doi:10.1016/s0020-1693(99)00133-4
(1999)