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Open AccessArticle

Dihydrochalcone Compounds Isolated from Crabapple Leaves Showed Anticancer Effects on Human Cancer Cell Lines

by Xiaoxiao Qin 1,2,†, Yun Feng Xing 2,†, Zhiqin Zhou 1,* and Yuncong Yao 1,2,*
1
College of Horticulture and Landscape Architecture, Southwest University, Chongqing 400716, China
2
Beijing Key Laboratory for Agricultural Application and New Technique, Department of Plant Science and Technology, Beijing University of Agriculture, Beijing 102206, China
*
Authors to whom correspondence should be addressed.
These authors contributed equally to this work.
Academic Editor: Jean Jacques Vanden Eynde
Molecules 2015, 20(12), 21193-21203; https://doi.org/10.3390/molecules201219754
Received: 6 October 2015 / Revised: 9 November 2015 / Accepted: 10 November 2015 / Published: 27 November 2015
(This article belongs to the Section Medicinal Chemistry)
Seven dihydrochalcone compounds were isolated from the leaves of Malus crabapples, cv. “Radiant”, and their chemical structures were elucidated by UV, IR, ESI-MS, 1H-NMR and 13C-NMR analyses. These compounds, which include trilobatin (A1), phloretin (A2), 3-hydroxyphloretin (A3), phloretin rutinoside (A4), phlorizin (A5), 6′′-O-coumaroyl-4′-O-glucopyranosylphloretin (A6), and 3′′′-methoxy-6′′-O-feruloy-4′-O-glucopyranosyl-phloretin (A7), all belong to the phloretin class and its derivatives. Compounds A6 and A7 are two new rare dihydrochalcone compounds. The results of a MTT cancer cell growth inhibition assay demonstrated that phloretin and these derivatives showed significant positive anticancer activities against several human cancer cell lines, including the A549 human lung cancer cell line, Bel 7402 liver cancer cell line, HepG2 human ileocecal cancer cell line, and HT-29 human colon cancer cell line. A7 had significant effects on all cancer cell lines, suggesting potential applications for phloretin and its derivatives. Adding a methoxyl group to phloretin dramatically increases phloretin’s anticancer activity. View Full-Text
Keywords: Malus crabapples; leaves; dihydrochalcone compounds; anticancer activity; human cancer cell lines Malus crabapples; leaves; dihydrochalcone compounds; anticancer activity; human cancer cell lines
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Qin, X.; Xing, Y.F.; Zhou, Z.; Yao, Y. Dihydrochalcone Compounds Isolated from Crabapple Leaves Showed Anticancer Effects on Human Cancer Cell Lines. Molecules 2015, 20, 21193-21203.

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