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Open AccessCommunication
Molecules 2015, 20(12), 22565-22577; doi:10.3390/molecules201219856

Seven New Tetrahydroanthraquinones from the Root of Prismatomeris connata and Their Cytotoxicity against Lung Tumor Cell Growth

1
Key Laboratory of South Subtropical Plant Diversity, Fairy Lake Botanical Garden, Shenzhen & Chinese Academy of Sciences, Shenzhen 518004, China
2
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650204, China
3
School of Life Sciences, Anhui Normal University, Wuhu 241000, China
4
Department of Urologic Sciences, University of British Columbia, Vancouver, BC V6H 3Z6, Canada
*
Authors to whom correspondence should be addressed.
Academic Editor: Derek J. McPhee
Received: 11 November 2015 / Revised: 6 December 2015 / Accepted: 7 December 2015 / Published: 17 December 2015
(This article belongs to the Section Natural Products)
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Abstract

The root of Prismatomeris connata has been used in China for centuries as the medicinal herb “Huang Gen” (HG), but its phytochemicals or active ingredients are not well understood. In this study, we performed chemical analysis of the ethyl acetate fraction of a HG ethanol extract. We thus isolated seven new tetrahydroanthraquinones, prisconnatanones C–I (compounds 17) from the root of P. connata and identified their structures using spectroscopic analyses. Their absolute configurations were established by both modified Mosher’s and Mo2OAc4 methods, and ORD techniques. Their cytotoxicity was tested in a panel of human lung tumor cells (H1229, HTB179, A549 and H520 cell lines). Prisconnatanone I (7) showed the highest activity, with an IC50 value ranging from 2.7 µM to 3.9 µM in the suppression of tumor cell growth, and the others with chelated phenolic hydroxyls exhibited relatively lower activity (IC50: 8–20 µM). In conclusion, these data suggest that some of the natural tetrahydroanthraquinones in HG are bioactive, and hydroxylation at C-1 significantly increases the cytotoxicity of these compounds against lung tumor cell growth. View Full-Text
Keywords: natural compound; Prismatomeris connata; tetrahydroanthraquinones; prisconnatanones C–I; HPLC-NMR; anti-tumor activity natural compound; Prismatomeris connata; tetrahydroanthraquinones; prisconnatanones C–I; HPLC-NMR; anti-tumor activity
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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Wang, C.; Ding, X.; Feng, S.-X.; Guan, Q.; Zhang, X.-P.; Du, C.; Di, Y.-T.; Chen, T. Seven New Tetrahydroanthraquinones from the Root of Prismatomeris connata and Their Cytotoxicity against Lung Tumor Cell Growth. Molecules 2015, 20, 22565-22577.

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