Two new ent-kaurane glucosides from the fruits of Xanthium strumarium subsp. sibiricum
The chemical investigation of the fruits of Xanthium strumarium (Asteraceae) led to the isolation of two new ent-kauranoid glucosides named 2-O-(6-O-isocaleryl-β-D-glucopyranosyl) atractyligenin (1) and 2-O-(2-O-isovaleryl-β-D-glucopyranosyl) atractyligenin (2), together with one known compound. The...
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Published in | Natural product research Vol. 36; no. 7; pp. 1820 - 1826 |
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Main Authors | , , , , , , , |
Format | Journal Article |
Language | English |
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Taylor & Francis
03.04.2022
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Abstract | The chemical investigation of the fruits of Xanthium strumarium (Asteraceae) led to the isolation of two new ent-kauranoid glucosides named 2-O-(6-O-isocaleryl-β-D-glucopyranosyl) atractyligenin (1) and 2-O-(2-O-isovaleryl-β-D-glucopyranosyl) atractyligenin (2), together with one known compound. Their structures were established by comprehensive spectroscopic analysis coupled with single-crystal X-ray diffraction and electronic circular dichroism data. All compounds and their aglycone were evaluated for their anti-proliferative activities in vitro against three human cancer cell lines. |
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AbstractList | The chemical investigation of the fruits of Xanthium strumarium (Asteraceae) led to the isolation of two new ent-kauranoid glucosides named 2-O-(6-O-isocaleryl-β-D-glucopyranosyl) atractyligenin (1) and 2-O-(2-O-isovaleryl-β-D-glucopyranosyl) atractyligenin (2), together with one known compound. Their structures were established by comprehensive spectroscopic analysis coupled with single-crystal X-ray diffraction and electronic circular dichroism data. All compounds and their aglycone were evaluated for their anti-proliferative activities in vitro against three human cancer cell lines. The chemical investigation of the fruits of (Asteraceae) led to the isolation of two new -kauranoid glucosides named 2- -(6- -isocaleryl- -D-glucopyranosyl) atractyligenin ( ) and 2- -(2- -isovaleryl- -D-glucopyranosyl) atractyligenin ( ), together with one known compound. Their structures were established by comprehensive spectroscopic analysis coupled with single-crystal X-ray diffraction and electronic circular dichroism data. All compounds and their aglycone were evaluated for their anti-proliferative activities against three human cancer cell lines. |
Author | Liu, Da Cao, Shijie Kang, Ning Wang, Jiaxin Yu, Yaqin Qiu, Feng Yao, Tie Duan, Jingshi |
Author_xml | – sequence: 1 givenname: Tie surname: Yao fullname: Yao, Tie organization: School of Chinese Materia Medica and Tianjin State Key Laboratory of Modern Chinese Medicine, Tianjin University of Traditional Chinese Medicine – sequence: 2 givenname: Jiaxin surname: Wang fullname: Wang, Jiaxin organization: School of Chinese Materia Medica and Tianjin State Key Laboratory of Modern Chinese Medicine, Tianjin University of Traditional Chinese Medicine – sequence: 3 givenname: Shijie surname: Cao fullname: Cao, Shijie organization: Tianjin State Key Laboratory of Modern Chinese Medicine, Tianjin University of Traditional Chinese Medicine – sequence: 4 givenname: Da surname: Liu fullname: Liu, Da organization: Department of Biochemistry, School of Integrative Medicine, Tianjin University of Traditional Chinese Medicine – sequence: 5 givenname: Jingshi surname: Duan fullname: Duan, Jingshi organization: Department of Biochemistry, School of Integrative Medicine, Tianjin University of Traditional Chinese Medicine – sequence: 6 givenname: Yaqin surname: Yu fullname: Yu, Yaqin organization: Department of Biochemistry, School of Integrative Medicine, Tianjin University of Traditional Chinese Medicine – sequence: 7 givenname: Ning surname: Kang fullname: Kang, Ning organization: Department of Biochemistry, School of Integrative Medicine, Tianjin University of Traditional Chinese Medicine – sequence: 8 givenname: Feng surname: Qiu fullname: Qiu, Feng organization: School of Chinese Materia Medica and Tianjin State Key Laboratory of Modern Chinese Medicine, Tianjin University of Traditional Chinese Medicine |
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Cites_doi | 10.1021/np300080w 10.1080/14786419.2010.539182 10.1002/hlca.201100272 10.1080/14786419.2014.985678 10.1016/j.jep.2015.11.020 10.1080/10286020.2018.1526788 10.1016/j.jep.2014.05.023 10.1016/0031-9422(95)00719-9 10.1080/14786410600906780 10.1080/14786419.2018.1479701 10.1007/s10600-013-0800-0 10.3390/molecules23123175 10.1016/j.canlet.2010.01.032 10.1021/np500951s 10.1080/10286020.2015.1099525 10.1016/j.tetlet.2017.02.044 10.1016/j.ejmech.2014.11.060 10.1016/S0040-4020(01)98184-0 10.1016/j.phytol.2016.10.007 |
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Snippet | The chemical investigation of the fruits of Xanthium strumarium (Asteraceae) led to the isolation of two new ent-kauranoid glucosides named... The chemical investigation of the fruits of (Asteraceae) led to the isolation of two new -kauranoid glucosides named 2- -(6- -isocaleryl- -D-glucopyranosyl)... |
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SubjectTerms | Diterpenes, Kaurane - chemistry ent-kaurane glucosides Fruit Glucosides - chemistry Glucosides - pharmacology Humans structural elucidation Xanthium - chemistry Xanthium strumarium |
Title | Two new ent-kaurane glucosides from the fruits of Xanthium strumarium subsp. sibiricum |
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