Anti-Neurodegenerative Biflavonoid Glycosides from Impatiens balsamina

  • J Nat Prod. 2017 Feb 24;80(2):471-478. doi: 10.1021/acs.jnatprod.6b00981.
Chung Sub Kim  1 ,  Munhyung Bae  2 ,  Joonseok Oh  3  4 ,  Lalita Subedi  5  6 ,  Won Se Suh  1 ,  Sang Zin Choi  7 ,  Mi Won Son  7 ,  Sun Yeou Kim  5  6 ,  Sang Un Choi  8 ,  Dong-Chan Oh  2 ,  Kang Ro Lee  1
Affiliations
  • 1. Natural Products Laboratory, School of Pharmacy, Sungkyunkwan University , Suwon 16419, Republic of Korea.
  • 2. Natural Products Research Institute, College of Pharmacy, Seoul National University , Seoul 08826, Republic of Korea.
  • 3. Department of Chemistry, Yale University , New Haven, Connecticut 06520, United States.
  • 4. Chemical Biology Institute, Yale University , West Haven, Connecticut 06516, United States.
  • 5. Gachon Institute of Pharmaceutical Science, Gachon University , Incheon 21936, Republic of Korea.
  • 6. College of Pharmacy, Gachon University , #191, Hambakmoero, Yeonsu-gu, Incheon 21936, Republic of Korea.
  • 7. Dong-A ST Research Institute , Kiheung, Yongin 17073, Republic of Korea.
  • 8. Korea Research Institute of Chemical Technology , Daejeon 34114, Republic of Korea.
PMID: 28165740 DOI: 10.1021/acs.jnatprod.6b00981
Abstract

Four biflavonoid glycosides, balsamisides A-D (1-4), and nine known compounds (5-13) were obtained from the white petals of Impatiens balsamina. The 2D structures of the purified phytochemicals were established using conventional NMR techniques in addition to the new long-range HSQMBC NMR experiment. Acid hydrolysis followed by experimental and quantum-mechanics-based ECD data analysis permitted full configurational assignment of the purified metabolites. Compounds 1-13 were assessed for their potential to impede the generation of nitric oxide in lipopolysaccharide-stimulated BV2 cells. They were also investigated for potential neuroprotective activity using C6 cells and cytotoxicity against some human tumor cell lines, but were inactive (IC50 > 10 μM) against all the cell lines.