1. Academic Validation
  2. New Amides and Phenylpropanoid Glucosides from the Fruits of Piper retrofractum

New Amides and Phenylpropanoid Glucosides from the Fruits of Piper retrofractum

  • Nat Prod Bioprospect. 2019 Jun;9(3):231-241. doi: 10.1007/s13659-019-0208-z.
Rong Tang 1 2 Ya-Qiong Zhang 3 Dong-Bao Hu 4 Xue-Fei Yang 1 5 Jun Yang 1 5 Myint Myint San 6 Thaung Naing Oo 6 Yi Kong 7 Yue-Hu Wang 8 9
Affiliations

Affiliations

  • 1 Key Laboratory of Economic Plants and Biotechnology and the Yunnan Key Laboratory for Wild Plant Resources, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, 650201, People's Republic of China.
  • 2 University of Chinese Academy of Sciences, Beijing, 100049, People's Republic of China.
  • 3 School of Life Science & Technology, China Pharmaceutical University, Nanjing, 210009, People's Republic of China.
  • 4 School of Chemical Biology and Environment, Yuxi Normal University, Yuxi, 653100, People's Republic of China.
  • 5 Southeast Asia Biodiversity Research Institute, Chinese Academy of Sciences, Yezin, Nay Pyi Taw, 05282, Myanmar.
  • 6 Forest Research Institute, Yezin, Nay Pyi Taw, 05282, Myanmar.
  • 7 School of Life Science & Technology, China Pharmaceutical University, Nanjing, 210009, People's Republic of China. yikong668@163.com.
  • 8 Key Laboratory of Economic Plants and Biotechnology and the Yunnan Key Laboratory for Wild Plant Resources, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, 650201, People's Republic of China. wangyuehu@mail.kib.ac.cn.
  • 9 Southeast Asia Biodiversity Research Institute, Chinese Academy of Sciences, Yezin, Nay Pyi Taw, 05282, Myanmar. wangyuehu@mail.kib.ac.cn.
Abstract

Two new amides (E)-N-cinnamoyl-2-methoxypiperidine (1) and (R)-1-(2-oxopyrrolidin-3-yl)-5,6-dihydropyridin-2(1H)-one (2), four new amide glucosides, retrofractosides A-D (3-6), and two new phenylpropanoid glucosides, retrofractosides E (7) and F (8), together with 24 known compounds (9-32) were isolated from the fruits of Piper retrofractum. The chemical structures of these new compounds were elucidated based on extensive spectroscopic analysis. All of these isolates (1-32) were evaluated for inhibitory activity against mouse platelet aggregation induced by the peptide AYPGKF-NH2. (E)-N-(Tetrahydro-2H-pyran-2-yl)cinnamamide (9) showed a weak inhibitory effect, with an inhibition ratio of 52.0% at a concentration of 150 μM.

Keywords

Amides; Antiplatelet; Phenylpropanoids; Piper retrofractum; Piperaceae.

Figures
Products