Bioactive Triterpenoid Saponins From the Seeds of Aesculus chinensis Bge. var. chekiangensis
Phytochemical investigation of Aesculus chinensis Bge. var. chekiangensis (Hu et Fang) Fang obtained 33 triterpenoid saponins, including 14 new ones, aesculiside C–P (1–14). The structure elucidations were performed through comprehensive MS, 1D and 2D-NMR analysis, and their absolute configuration w...
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doaj-bfcbbb58600f419aa96d3671fd50feed2020-11-25T02:19:42ZengFrontiers Media S.A.Frontiers in Chemistry2296-26462020-01-01710.3389/fchem.2019.00908507054Bioactive Triterpenoid Saponins From the Seeds of Aesculus chinensis Bge. var. chekiangensisNan Zhang0Nan Zhang1Shuxiang Wei2Shuxiang Wei3Shijie Cao4Shijie Cao5Qiang Zhang6Qiang Zhang7Ning Kang8Ning Kang9Liqin Ding10Feng Qiu11Feng Qiu12School of Chinese Materia Medica, Tianjin University of Traditional Chinese Medicine, Tianjin, ChinaTianjin State Key Laboratory of Modern Chinese Medicine, Tianjin University of Traditional Chinese Medicine, Tianjin, ChinaSchool of Chinese Materia Medica, Tianjin University of Traditional Chinese Medicine, Tianjin, ChinaTianjin State Key Laboratory of Modern Chinese Medicine, Tianjin University of Traditional Chinese Medicine, Tianjin, ChinaSchool of Chinese Materia Medica, Tianjin University of Traditional Chinese Medicine, Tianjin, ChinaTianjin State Key Laboratory of Modern Chinese Medicine, Tianjin University of Traditional Chinese Medicine, Tianjin, ChinaSchool of Chinese Materia Medica, Tianjin University of Traditional Chinese Medicine, Tianjin, ChinaTianjin State Key Laboratory of Modern Chinese Medicine, Tianjin University of Traditional Chinese Medicine, Tianjin, ChinaSchool of Chinese Materia Medica, Tianjin University of Traditional Chinese Medicine, Tianjin, ChinaTianjin State Key Laboratory of Modern Chinese Medicine, Tianjin University of Traditional Chinese Medicine, Tianjin, ChinaTianjin State Key Laboratory of Modern Chinese Medicine, Tianjin University of Traditional Chinese Medicine, Tianjin, ChinaSchool of Chinese Materia Medica, Tianjin University of Traditional Chinese Medicine, Tianjin, ChinaTianjin State Key Laboratory of Modern Chinese Medicine, Tianjin University of Traditional Chinese Medicine, Tianjin, ChinaPhytochemical investigation of Aesculus chinensis Bge. var. chekiangensis (Hu et Fang) Fang obtained 33 triterpenoid saponins, including 14 new ones, aesculiside C–P (1–14). The structure elucidations were performed through comprehensive MS, 1D and 2D-NMR analysis, and their absolute configuration was unambiguously determined by X-ray diffraction analysis as well as Mo2(OAc)4-induced ECD method for the first time. All the substances were examined for their cytotoxic activities against three tumor cell lines, Hep G2, HCT-116, and MGC-803. Of these, compounds 8, 9, 14–16, 18, and 22 exhibited potent cytotoxicities against all cell lines with IC50 of 2–21 μM, while compounds 3, 6, 7, 17–19, 20, 24, and 28 depicted moderate activity (IC50 13 to >40 μM). On these bases, the preliminary structure-activity correlations were also discussed. Meanwhile the neuroprotective properties of triterpenoid saponins from Aesculus genus were evaluated for the first time. Among them, compounds 1, 4, 12, 20, 22, 25, 29, and 31 exhibited moderate activities against COCl2-induced PC12 cell injury.https://www.frontiersin.org/article/10.3389/fchem.2019.00908/fullAesculus chinensis Bge. var. chekiangensis (Hu et Fang) Fangphytochemistrytriterpenoid saponinscytotoxic activitiesneuroprotective activities |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
Nan Zhang Nan Zhang Shuxiang Wei Shuxiang Wei Shijie Cao Shijie Cao Qiang Zhang Qiang Zhang Ning Kang Ning Kang Liqin Ding Feng Qiu Feng Qiu |
spellingShingle |
Nan Zhang Nan Zhang Shuxiang Wei Shuxiang Wei Shijie Cao Shijie Cao Qiang Zhang Qiang Zhang Ning Kang Ning Kang Liqin Ding Feng Qiu Feng Qiu Bioactive Triterpenoid Saponins From the Seeds of Aesculus chinensis Bge. var. chekiangensis Frontiers in Chemistry Aesculus chinensis Bge. var. chekiangensis (Hu et Fang) Fang phytochemistry triterpenoid saponins cytotoxic activities neuroprotective activities |
author_facet |
Nan Zhang Nan Zhang Shuxiang Wei Shuxiang Wei Shijie Cao Shijie Cao Qiang Zhang Qiang Zhang Ning Kang Ning Kang Liqin Ding Feng Qiu Feng Qiu |
author_sort |
Nan Zhang |
title |
Bioactive Triterpenoid Saponins From the Seeds of Aesculus chinensis Bge. var. chekiangensis |
title_short |
Bioactive Triterpenoid Saponins From the Seeds of Aesculus chinensis Bge. var. chekiangensis |
title_full |
Bioactive Triterpenoid Saponins From the Seeds of Aesculus chinensis Bge. var. chekiangensis |
title_fullStr |
Bioactive Triterpenoid Saponins From the Seeds of Aesculus chinensis Bge. var. chekiangensis |
title_full_unstemmed |
Bioactive Triterpenoid Saponins From the Seeds of Aesculus chinensis Bge. var. chekiangensis |
title_sort |
bioactive triterpenoid saponins from the seeds of aesculus chinensis bge. var. chekiangensis |
publisher |
Frontiers Media S.A. |
series |
Frontiers in Chemistry |
issn |
2296-2646 |
publishDate |
2020-01-01 |
description |
Phytochemical investigation of Aesculus chinensis Bge. var. chekiangensis (Hu et Fang) Fang obtained 33 triterpenoid saponins, including 14 new ones, aesculiside C–P (1–14). The structure elucidations were performed through comprehensive MS, 1D and 2D-NMR analysis, and their absolute configuration was unambiguously determined by X-ray diffraction analysis as well as Mo2(OAc)4-induced ECD method for the first time. All the substances were examined for their cytotoxic activities against three tumor cell lines, Hep G2, HCT-116, and MGC-803. Of these, compounds 8, 9, 14–16, 18, and 22 exhibited potent cytotoxicities against all cell lines with IC50 of 2–21 μM, while compounds 3, 6, 7, 17–19, 20, 24, and 28 depicted moderate activity (IC50 13 to >40 μM). On these bases, the preliminary structure-activity correlations were also discussed. Meanwhile the neuroprotective properties of triterpenoid saponins from Aesculus genus were evaluated for the first time. Among them, compounds 1, 4, 12, 20, 22, 25, 29, and 31 exhibited moderate activities against COCl2-induced PC12 cell injury. |
topic |
Aesculus chinensis Bge. var. chekiangensis (Hu et Fang) Fang phytochemistry triterpenoid saponins cytotoxic activities neuroprotective activities |
url |
https://www.frontiersin.org/article/10.3389/fchem.2019.00908/full |
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