1. Academic Validation
  2. Securinega Alkaloids from the Twigs of Securinega suffruticosa and Their Biological Activities

Securinega Alkaloids from the Twigs of Securinega suffruticosa and Their Biological Activities

  • J Nat Prod. 2019 May 24;82(5):1345-1353. doi: 10.1021/acs.jnatprod.9b00142.
Kyoung Jin Park 1 Chung Sub Kim 1 Zahra Khan 2 3 Joonseok Oh 4 5 Sun Yeou Kim 2 3 Sang Un Choi 6 Kang Ro Lee 1
Affiliations

Affiliations

  • 1 Natural Products Laboratory, School of Pharmacy , Sungkyunkwan University , Suwon 16419 , Republic of Korea.
  • 2 Gachon Institute of Pharmaceutical Science , Gachon University , Incheon 21936 , Republic of Korea.
  • 3 College of Pharmacy , Gachon University , #191, Hambakmoero , Yeonsu-gu, Incheon 21936 , Republic of Korea.
  • 4 Department of Chemistry , Yale University , New Haven , Connecticut 06520 , United States.
  • 5 Chemical Biology Institute , Yale University , West Haven , Connecticut 06516 , United States.
  • 6 Korea Research Institute of Chemical Technology , Daejeon 34114 , Republic of Korea.
Abstract

Seven new Securinega Alkaloids, securingines A-G (1-7), together with seven known analogues (8-14), were isolated from the twigs of Securinega suffruticosa. Their chemical structures were elucidated by a combined approach of spectroscopic analysis, chemical methods, ECD calculations, and DP4+ probability analysis. The full NMR assignments and the absolute configuration of compound 8 are also reported. In addition, all the isolated phytochemicals (1-14) were assessed for their cytotoxic, anti-inflammatory, and potential neuroprotective activities. Compound 4 showed cytotoxic activity (IC50 values of 1.5-6.8 μM) against four human cell lines (A549, SK-OV-3, SK-MEL-2, and HCT15). Compounds 3, 10, 12, and 13 showed potent inhibitory effects on nitric oxide production (IC50 values of 12.6, 12.1, 1.1, and 7.7 μM, respectively) in lipopolysaccharide-stimulated murine microglia BV-2 cells. Compound 5 exhibited a nerve growth factor production effect (172.6 ± 1.2%) in C6 glioma cells at 20 μg/mL.

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