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Bioorg Chem. 2019 Jun;87:714-719. doi: 10.1016/j.bioorg.2019.03.069. Epub 2019 Mar 28.

Glycopentanolones A-D, four new geranylated quinolone alkaloids from Glycosmis pentaphylla.

Author information

1
Bio-Center, Gyeonggido Business & Science Accelerator (GBSA), Suwon 16229, Republic of Korea; Department of Biosystems and Biotechnology, College of Life Sciences and Biotechnology, Korea University, Seoul 02841, Republic of Korea.
2
Bio-Center, Gyeonggido Business & Science Accelerator (GBSA), Suwon 16229, Republic of Korea.
3
Biological Genetic Resources Utilization Division, National Institute of Biological Resources (NIBR), Incheon 22689, Republic of Korea.
4
College of Pharmacy, Dankook University, Cheonan 330-714, Republic of Korea.
5
Department of Biosystems and Biotechnology, College of Life Sciences and Biotechnology, Korea University, Seoul 02841, Republic of Korea. Electronic address: dongholee@korea.ac.kr.
6
Bio-Center, Gyeonggido Business & Science Accelerator (GBSA), Suwon 16229, Republic of Korea. Electronic address: bestgene@gbsa.or.kr.

Abstract

The ethanolic extract obtained from the stems of Glycosmis pentaphylla was found to suppress antigen-mediated degranulation of rat basophilic leukemia (RBL-2H3) cells. Four new geranylated 2-quinolone alkaloids, named glycopentanolones A-D (1-4), and 12 known metabolites (5-16) were isolated from the ethanolic extract from the stems of G. pentaphylla using bioassay-guided fractionation. Their structures were elucidated by a combination of 1D and 2D NMR, and HRESI-MS. The inhibitory effects of the isolated constituents on β-hexosaminidase release from RBL-2H3 cells were examined, and compounds 1, 5, 8 and 11 exhibited potent inhibitory activity with IC50 values between 0.05 and 4.28 μM.

KEYWORDS:

2-Quinolone alkaloid; Glycopentanolone; Glycosmis pentaphylla; β-hexosaminidase

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