Alkaloids with Different Carbon Units from Myrioneuron faberi

  • J Nat Prod. 2015 Nov 25;78(11):2609-16. doi: 10.1021/acs.jnatprod.5b00543.
Ming-Ming Cao  1  2 Yu Zhang  1 Sheng-Dian Huang  1 Ying-Tong Di  1 Zong-Gen Peng  3 Jian-Dong Jiang  3 Chun-Mao Yuan  1 Duo-Zhi Chen  1 Shun-Lin Li  1 Hong-Ping He  1 Xiao-Jiang Hao  1
Affiliations
  • 1. State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences , Kunming 650201, Yunnan, People's Republic of China.
  • 2. College of Food Science and Technology, Nanjing Agricultural University , Nanjing 210095, Jiangsu, People's Republic of China.
  • 3. Institute of Medicinal Biotechnology, Chinese Academy of Medical Sciences and Peking Union Medical College , Beijing 10050, People's Republic of China.
Abstract

Three new Myrioneuron Alkaloids, myrifamines A-C (1-3), with unique skeletons were isolated from Myrioneuron faberi. The absolute configuration of 1 was confirmed by single-crystal X-ray diffraction analysis, and the stereochemistry of the Other two Alkaloids was determined using a combination of ROESY experiments and calculated and experimental electronic circular dichroism spectra. Myrifamine C (3) is the first example of a symmetric dimer among the Myrioneuron Alkaloids. Known Alkaloids myrionamide (4) and schoberine (5) were also isolated, and experimental NMR and X-ray diffraction data suggest their structural revision. Compound 2 showed significant inhibitory activity toward the hepatitis C virus in vitro, with a therapeutic index (CC50/EC50) greater than 108.7.