title: Amide alkaloids from Scopolia tangutica.
abstract: Four new hydroxycinnamic acid amides, scotanamines A-D (1-4), and seven known alkaloids, including N (1),N (10)-di-dihydrocaffeoylspermidine (5), scopolamine (6), anisodamine (7), hyoscyamine (8), anisodine (9), caffeoylputrescine (10), and N (1)-caffeoyl-N (3)-dihydrocaffeoylspermidine (11), were obtained from the roots of Scopolia tangutica. The present study represents the first recognition of hydroxycinnamic acid amides containing putrescine or spermidine in S. tangutica. Compound 1, in particular, contains a moiety resulting from the condensation of nortropinone and putrescine. Compound 2 exhibited moderate agonist activity at the µ-opioid receptor (EC50=7.3 µM). Compound 2 was tested in vivo and induced analgesia in mice. The analgesic effect was recorded using the tail-flick assay and was reversed by naloxone.
authors.affiliation: Key Laboratory of Separation Science for Analytical Chemistry, Key Lab of Natural Medicine, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian, People's Republic of China.
authors.forename: Zhen
authors.initials: Z
authors.lastname: Long
authors.affiliation: Department of Pharmacology, University of California, Irvine, California, United States.
authors.forename: Yan
authors.initials: Y
authors.lastname: Zhang
authors.affiliation: Key Laboratory of Separation Science for Analytical Chemistry, Key Lab of Natural Medicine, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian, People's Republic of China.
authors.forename: Zhimou
authors.initials: Z
authors.lastname: Guo
authors.affiliation: Department of Pharmacology, University of California, Irvine, California, United States.
authors.forename: Lien
authors.initials: L
authors.lastname: Wang
authors.affiliation: Key Laboratory of Separation Science for Analytical Chemistry, Key Lab of Natural Medicine, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian, People's Republic of China.
authors.forename: Xingya
authors.initials: X
authors.lastname: Xue
authors.affiliation: Key Laboratory of Separation Science for Analytical Chemistry, Key Lab of Natural Medicine, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian, People's Republic of China.
authors.forename: Xiuli
authors.initials: X
authors.lastname: Zhang
authors.affiliation: School of Pharmaceutical Science and Technology, Dalian University of Technology, Dalian, People's Republic of China.
authors.forename: Shisheng
authors.initials: S
authors.lastname: Wang
authors.affiliation: Department of Pharmacology, University of California, Irvine, California, United States.
authors.forename: Zhiwei
authors.initials: Z
authors.lastname: Wang
authors.affiliation: Department of Pharmacology, University of California, Irvine, California, United States.
authors.forename: Olivier
authors.initials: O
authors.lastname: Civelli
authors.affiliation: Key Laboratory of Separation Science for Analytical Chemistry, Key Lab of Natural Medicine, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian, People's Republic of China.
authors.forename: Xinmiao
authors.initials: X
authors.lastname: Liang
mesh_terms: D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D000700:Analgesics / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D000818:Animals; D002478:Cells, Cultured; D008297:Male; D051379:Mice; D010936:Plant Extracts / Q000737:chemistry; D018517:Plant Roots / Q000737:chemistry; D017450:Receptors, Opioid, mu / Q000737:chemistry; D032603:Scopolia / Q000737:chemistry*
chemical_list: D000470:Alkaloids; D000700:Analgesics; D010936:Plant Extracts; D017450:Receptors, Opioid, mu