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.

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