Total synthesis and antihypertensive activity of (+/-)7,8-dihydroxy-3-methyl-isochromanone-4.
This letter describes the total synthesis, preliminary biological evaluation and mechanism studies of a novel and structurally unique isochromanone, (+/-)7,8-dihydroxy-3-methyl-isochromanone-4 (1), a nature product contained in banana (Musa sapientum L.) peel. The bioassay showed that compound 1 displays potent antihypertensive activity in renal hypertensive rats and further mechanism studies revealed that it is an ACE inhibitor.
Liu
Jie
J
Department of Medicinal Chemistry, China Pharmaceutical University, Tongjia Xiang 24, Nanjing, Jiangsu 210009, China.
Ren
Hao
H
Xu
Jinyi
J
Bai
Renren
R
Yan
Qi
Q
Huang
Wenlong
W
Wu
Xiaoming
X
Fu
Jihua
J
Wang
Qiujuan
Q
Wu
Qian
Q
Fu
Rong
R
D000806:Angiotensin-Converting Enzyme Inhibitors / Q000737:chemistry* / Q000494:pharmacology; D000818:Animals; D000959:Antihypertensive Agents / Q000737:chemistry* / Q000494:pharmacology; D002626:Chemistry, Pharmaceutical / Q000379:methods*; D002867:Chromones / Q000737:chemistry* / Q000494:pharmacology; D015195:Drug Design; D006977:Hypertension, Renal / Q000188:drug therapy* / Q000378:metabolism; D008099:Liver / Q000187:drug effects; D008956:Models, Chemical; D015394:Molecular Structure; D028521:Musa / Q000378:metabolism; D010936:Plant Extracts / Q000494:pharmacology; D051381:Rats; D013329:Structure-Activity Relationship
C542962:7,8-dihydroxy-3-methyl-isochromanone-4; D000806:Angiotensin-Converting Enzyme Inhibitors; D000959:Antihypertensive Agents; D002867:Chromones; D010936:Plant Extracts