Heliaquanoids A–E, five sesquiterpenoid dimers from Inula helianthus-aquatica

Heliaquanoid A (1), the first exo-2,4-linked Diels−Alder adduct between a pseudoguaianolide dienophile and a guaianolide diene, and heliaquanoids B−E (2−5), four new 2,4-linked Diels−Alder adducts between a xanthanolide dienophile and a guaianolide diene, were isolated from stems and leaves of Inula...

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Main Authors: Zheng, Zai-Qin, Wei, Wen-Jun, Zhang, Junmin, Li, Hang-Ying, Xu, Kai, Xu, Jiayuan, Tang, Bencan, Li, Ya, Gao, Kun
Format: Article
Language:English
Published: American Chemical Society 2019
Online Access:https://eprints.nottingham.ac.uk/56622/
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author Zheng, Zai-Qin
Wei, Wen-Jun
Zhang, Junmin
Li, Hang-Ying
Xu, Kai
Xu, Jiayuan
Tang, Bencan
Li, Ya
Gao, Kun
author_facet Zheng, Zai-Qin
Wei, Wen-Jun
Zhang, Junmin
Li, Hang-Ying
Xu, Kai
Xu, Jiayuan
Tang, Bencan
Li, Ya
Gao, Kun
author_sort Zheng, Zai-Qin
building Nottingham Research Data Repository
collection Online Access
description Heliaquanoid A (1), the first exo-2,4-linked Diels−Alder adduct between a pseudoguaianolide dienophile and a guaianolide diene, and heliaquanoids B−E (2−5), four new 2,4-linked Diels−Alder adducts between a xanthanolide dienophile and a guaianolide diene, were isolated from stems and leaves of Inula helianthus-aquatica. Their structures were determined by the NMR spectroscopy, modified Mosher′s method, electronic circular dichroism, and X-ray diffraction analysis. Compounds 2 and 3 exhibited moderate cytotoxic activities against HL-60 cells with IC50 values of 7.5 and 4.9 μM, respectively.
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publishDate 2019
publisher American Chemical Society
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spelling nottingham-566222020-03-18T04:30:15Z https://eprints.nottingham.ac.uk/56622/ Heliaquanoids A–E, five sesquiterpenoid dimers from Inula helianthus-aquatica Zheng, Zai-Qin Wei, Wen-Jun Zhang, Junmin Li, Hang-Ying Xu, Kai Xu, Jiayuan Tang, Bencan Li, Ya Gao, Kun Heliaquanoid A (1), the first exo-2,4-linked Diels−Alder adduct between a pseudoguaianolide dienophile and a guaianolide diene, and heliaquanoids B−E (2−5), four new 2,4-linked Diels−Alder adducts between a xanthanolide dienophile and a guaianolide diene, were isolated from stems and leaves of Inula helianthus-aquatica. Their structures were determined by the NMR spectroscopy, modified Mosher′s method, electronic circular dichroism, and X-ray diffraction analysis. Compounds 2 and 3 exhibited moderate cytotoxic activities against HL-60 cells with IC50 values of 7.5 and 4.9 μM, respectively. American Chemical Society 2019-04-05 Article PeerReviewed application/pdf en https://eprints.nottingham.ac.uk/56622/1/jo-2018-03284g.R2.pdf Zheng, Zai-Qin, Wei, Wen-Jun, Zhang, Junmin, Li, Hang-Ying, Xu, Kai, Xu, Jiayuan, Tang, Bencan, Li, Ya and Gao, Kun (2019) Heliaquanoids A–E, five sesquiterpenoid dimers from Inula helianthus-aquatica. Journal of Organic Chemistry, 84 (7). pp. 4473-4477. ISSN 0022-3263 http://dx.doi.org/10.1021/acs.joc.8b03284 doi:10.1021/acs.joc.8b03284 doi:10.1021/acs.joc.8b03284
spellingShingle Zheng, Zai-Qin
Wei, Wen-Jun
Zhang, Junmin
Li, Hang-Ying
Xu, Kai
Xu, Jiayuan
Tang, Bencan
Li, Ya
Gao, Kun
Heliaquanoids A–E, five sesquiterpenoid dimers from Inula helianthus-aquatica
title Heliaquanoids A–E, five sesquiterpenoid dimers from Inula helianthus-aquatica
title_full Heliaquanoids A–E, five sesquiterpenoid dimers from Inula helianthus-aquatica
title_fullStr Heliaquanoids A–E, five sesquiterpenoid dimers from Inula helianthus-aquatica
title_full_unstemmed Heliaquanoids A–E, five sesquiterpenoid dimers from Inula helianthus-aquatica
title_short Heliaquanoids A–E, five sesquiterpenoid dimers from Inula helianthus-aquatica
title_sort heliaquanoids a–e, five sesquiterpenoid dimers from inula helianthus-aquatica
url https://eprints.nottingham.ac.uk/56622/
https://eprints.nottingham.ac.uk/56622/
https://eprints.nottingham.ac.uk/56622/