Amide alkaloids from Scopolia tangutica

  • Planta Med. 2014 Aug;80(13):1124-30. doi: 10.1055/s-0034-1382961.
Zhen Long  1 ,  Yan Zhang  2 ,  Zhimou Guo  1 ,  Lien Wang  2 ,  Xingya Xue  1 ,  Xiuli Zhang  1 ,  Shisheng Wang  3 ,  Zhiwei Wang  2 ,  Olivier Civelli  2 ,  Xinmiao Liang  1
Affiliations
  • 1. 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.
  • 2. Department of Pharmacology, University of California, Irvine, California, United States.
  • 3. School of Pharmaceutical Science and Technology, Dalian University of Technology, Dalian, People's Republic of China.
PMID: 25127021 DOI: 10.1055/s-0034-1382961
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.

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