Bioactive scalemic caged xanthones from the leaves of Garcinia bracteata
| Autor: | Hongsheng Tan, Rong Wu, Jin-Ling Yang, Hong-Xi Xu, Changwu Zheng, Zhang Baojun, Wenwei Fu, Song Zhijun, Bing-Xiong Yan, Cai-Yun Yao |
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| Rok vydání: | 2018 |
| Předmět: |
Circular dichroism
Stereochemistry Cell Survival Xanthones 01 natural sciences Biochemistry HeLa Structure-Activity Relationship Cell Line Tumor Drug Discovery Ic50 values Humans Molecular Biology Cell Proliferation biology 010405 organic chemistry Chemistry Organic Chemistry Stereoisomerism Garcinia bracteata biology.organism_classification Antineoplastic Agents Phytogenic 0104 chemical sciences Chiral column chromatography Plant Leaves 010404 medicinal & biomolecular chemistry Enantiomer Garcinia |
| Zdroj: | Bioorganic chemistry. 82 |
| ISSN: | 1090-2120 |
| Popis: | Four pairs of previously undescribed caged xanthones (1–4) and twelve known caged xanthones (5–16) were isolated from the leaf extract of Garcinia bracteata. Their structures were unambiguously elucidated on the basis of spectroscopic methods. The planar structure and relative configuration of 1 was confirmed by X-ray crystallographic analysis. The enantiomers of compounds 1, 2, 4 were further resolved by semi-preparative chiral HPLC, and the absolute configurations of enantiomers of compounds 1 and 4 were determined by measurement and calculation of electronic circular dichroism (ECD) spectra and specific rotations. The inhibitory activities of the isolated compounds against human HeLa, A549, PC-3, HT-29, and WPMY-1 cell lines were assayed, and garcibractatin A (4) showed the most potent inhibitory activities in vitro with IC50 values from 1.11 to 2.93 μM. A preliminary structure-activity relationship has been discussed, and some helpful conclusions have been drawn. |
| Databáze: | OpenAIRE |
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