Chemical and Pharmaceutical Bulletin p. 1463 - 1473 (1994)
Update date:2022-08-05
Topics: Synthesis Structure-activity relationships antihypertensive Dopaminergic (5R,8R,10R)-ergoline derivatives
Ohno
Adachi
Koumori
Mizukoshi
Nagasaka
Ichihara
Kato -
A series of new (5R,8R,10R)-ergoline derivatives was synthesized, and their antihypertensive and dopaminergic activities were tested in conscious spontaneously hypertensive rats and in rats with unilateral 6- hydroxydopamine-induced lesions of the substantia nigra. (5R,8R,10R)-6- Alkyl-8-ergolinemethanols, prepared from the corresponding ergolinecarboxylates, were converted to the tosylates, which were treated with various five-membered heterocycles containing nitrogen atoms to afford the new ergolines. (5R,8R,10R)-8-(1,2,4-Triazol-1-ylmethyl)-6-methylergoline (4s, maleate: BAM-1110) exhibited potent dopaminergic activity, about 18- fold greater than that of bromocriptine mesylate. (5R,8R,10R)-8-(1,2,4- Triazol-1-ylmethyl)-6-propylergoline (8b, fumarate: BAM-1602) showed extremely potent dopaminergic activity, being about 220 and 1.15 times more active than bromocriptine mesylate and pergolide mesylate, respectively. Several compounds exhibited potent antihypertensive activity. Structure- activity relationships for antihypertensive and dopaminergic activities are discussed.
View MoreShuanghe Bio-Technology Limited
Contact:+86-571-61710758,18968016640
Address:Jinqiao north road 916# Fuyang
Changzhou LanXu Chemical Co.,ltd.
Contact:86-0519-86330911,13656129734,15261186386
Address:Room 524, Depart.Chemical, Changzhou Science and Eductaion town, Jiangsu, China;Factory: Haian Fine Chemical Industry Park,Nantong,Jiangsu,China
Shandong Jusage Technology Co.,Ltd.
Contact:86-13406130167
Address:No.20,North Ride No.9 Road, Guangrao Economic Development Zone, Shandong Province
Guangzhou Reachin Chemical Co., Ltd
Contact:+86-20-37087379 ext.604
Address:A122C-1, Tianyuan Plaza, 401 Tianyuan Rd., Tianhe, Guangzhou, China
Jiangxi Dongbang Pharmaceutical Co., Ltd.
Contact:+86-795-4433603, 4433388
Address:Fengxin Industrial Park, Fengxin County, Jiangxi Province, P.R.C
Doi:10.1016/j.bmcl.2014.01.050
(2014)Doi:10.1002/anie.202106716
(2021)Doi:10.1021/jo500536b
(2014)Doi:10.1016/j.bmcl.2014.03.043
(2014)Doi:10.1134/S1070428014030063
(2014)Doi:10.1002/ejoc.201301717
(2014)