title: Novel hybrids of natural isochroman-4-one bearing N-substituted isopropanolamine as potential antihypertensive candidates.
abstract: A series of novel hybrids of natural isochroman-4-one bearing isopropanolamine moiety were designed, synthesized and evaluated for their antihypertensive activity. It was found that compound IIId, prepared by hybridizing N-isopropyl substituted isopropanolamine functionality to a phenolic oxygen of isochroman-4-one, exhibited potent β(1)-adrenoceptor blocking effect comparable to the well-known antihypertensive drug propranolol. Additionally, IIId significantly reduced the systolic and diastolic blood pressure in SHRs by over 40%, which was obviously stronger than the lead compounds 7,8-dihydroxy-3-methyl-isochroman-4-one (XJP) and its analogue XJP-B. Overall, IIId may be a promising antihypertensive candidate for further investigation.
authors.affiliation: Department of Medicinal Chemistry, China Pharmaceutical University, 24 Tong Jia Xiang, Nanjing 210009, PR China.
authors.forename: Renren
authors.initials: R
authors.lastname: Bai
authors.forename: Xiaojing
authors.initials: X
authors.lastname: Huang
authors.forename: Xue
authors.initials: X
authors.lastname: Yang
authors.forename: Wen
authors.initials: W
authors.lastname: Hong
authors.forename: Yiqun
authors.initials: Y
authors.lastname: Tang
authors.forename: Hequan
authors.initials: H
authors.lastname: Yao
authors.forename: Jieyun
authors.initials: J
authors.lastname: Jiang
authors.forename: Jie
authors.initials: J
authors.lastname: Liu
authors.forename: Mingqin
authors.initials: M
authors.lastname: Shen
authors.forename: Xiaoming
authors.initials: X
authors.lastname: Wu
authors.forename: Jinyi
authors.initials: J
authors.lastname: Xu
mesh_terms: D000319:Adrenergic beta-Antagonists / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D000818:Animals; D000959:Antihypertensive Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D001794:Blood Pressure / Q000187:drug effects; D002867:Chromones / Q000737:chemistry*; D004305:Dose-Response Relationship, Drug; D006973:Hypertension / Q000188:drug therapy*; D008297:Male; D011412:Propanolamines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D051381:Rats; D017207:Rats, Sprague-Dawley; D011943:Receptors, Adrenergic, beta / Q000378:metabolism; D013329:Structure-Activity Relationship
chemical_list: D000319:Adrenergic beta-Antagonists; D000959:Antihypertensive Agents; D002867:Chromones; D011412:Propanolamines; D011943:Receptors, Adrenergic, beta; C008544:monoisopropanolamine