1. LC-MS guided isolation of cytotoxic saponins from the flower buds of Lonicera macranthoides.
- Author
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Wang, Yiwei, Shi, Tao, Zhang, Guodong, Wu, Junzhi, Dai, Yan, Wang, Xiangying, Feng, Xu, Shan, Yu, and Chen, Yu
- Abstract
Two undescribed triterpenoid saponins (1 and 3) along with six known saponins (2 , 4 - 8) were isolated from the flower buds of Lonicera macranthoides by an LC-MS guided fractionation method. Natural products 1 , 3 , 5 and 7 are the monodesmosidic saponins of ambradiolic acid, 23-hydroxybetulinic acid, hederagenin and oleanolic acid, respectively, sharing the same single sugar chain at C-3 of each aglycone. Furthermore, compounds 2 , 4 , 6 and 8 are their bisdesmosidic saponins with a further identical sugar chain at C-28 of the aglycone. All structures were identified by interpretation of their spectroscopic data. Compounds 1 - 8 were evaluated for in vitro cytotoxicity against the HeLa, HTC-116, B16 and MDA-MB-468 cell lines. Results showed that all monodesmosidic saponins exhibited moderate activity with compound 7 showing the most pronounced cytotoxicity against the four human cancer cell lines, with IC 50 values of 1.9–13.5 μM. The preliminary structure-activity relationships of the natural products are also discussed. [Display omitted] • LC–MS guided isolation for saponins containing the same sugar chain was proposed and validated. • Two new and six known saponins (1 - 8) were isolated from the flowers of Lonicera macranthoides. • Their structures were elucidated by NMR and HR-ESI-MS experiments. • Saponin 7 exhibited appreciable cytotoxicity against the HeLa, HTC-116, B16 and MDA-MB-468 cell lines. [ABSTRACT FROM AUTHOR]
- Published
- 2023
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