Anticancer Activities of Polyynes from the Root Bark of Oplopanax horridus and Their Acetylated Derivatives
Six polyynes OH-1~6, some of which are occur naturally in acetylated form, had been isolated and identified from the root bark of Oplopanax horridus (Devil’s Club), a natural dietary supplement and medicinal plant in North America. During the evaluation of the polyynes’ potential anticancer activiti...
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doaj-5c75d95115be401baa95e28bbdd228e62020-11-24T23:17:13ZengMDPI AGMolecules1420-30492014-05-011956142616210.3390/molecules19056142molecules19056142Anticancer Activities of Polyynes from the Root Bark of Oplopanax horridus and Their Acetylated DerivativesWei-Hua Huang0Li Shao1Chong-Zhi Wang2Chun-Su Yuan3Hong-Hao Zhou4Department of Clinical Pharmacology, Xiangya Hospital, Central South University, Changsha, Hunan 410008, ChinaSchool of Pharmacy, Hunan University of Chinese Medicine, Changsha, Hunan 410128, ChinaTang Center for Herbal Medicine Research, The Pritzker School of Medicine, University of Chicago, 5841 South Maryland Avenue, MC 4028, Chicago, IL 60637, USATang Center for Herbal Medicine Research, The Pritzker School of Medicine, University of Chicago, 5841 South Maryland Avenue, MC 4028, Chicago, IL 60637, USADepartment of Clinical Pharmacology, Xiangya Hospital, Central South University, Changsha, Hunan 410008, ChinaSix polyynes OH-1~6, some of which are occur naturally in acetylated form, had been isolated and identified from the root bark of Oplopanax horridus (Devil’s Club), a natural dietary supplement and medicinal plant in North America. During the evaluation of the polyynes’ potential anticancer activities, sixteen more acetylated derivatives OHR-1~16 have synthesized and their anti-proliferation activity on MCF-7, MDA-MB-231, A549, HepG2 and LO2 cells assayed to elucidate their structure-activity relationships. The results showed that OH-1 ((3S, 8S)-falcarindiol) had the most potent anticancer activity, with IC50 values of 15.3, 23.5, 7.7 and 4.7 μM on MCF-7, A549, HepG2 and MDA-MB-231 cells, respectively. For the primary structure-activity relationship, the anticancer activities of polyynes become weaker if their hydroxyl groups are acetylated, the terminal double bonds transformed into single bonds or they contain one more methylene group in the main skeleton chain.http://www.mdpi.com/1420-3049/19/5/6142polyynesOplopanaxanticancerstructure-activity relationship |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
Wei-Hua Huang Li Shao Chong-Zhi Wang Chun-Su Yuan Hong-Hao Zhou |
spellingShingle |
Wei-Hua Huang Li Shao Chong-Zhi Wang Chun-Su Yuan Hong-Hao Zhou Anticancer Activities of Polyynes from the Root Bark of Oplopanax horridus and Their Acetylated Derivatives Molecules polyynes Oplopanax anticancer structure-activity relationship |
author_facet |
Wei-Hua Huang Li Shao Chong-Zhi Wang Chun-Su Yuan Hong-Hao Zhou |
author_sort |
Wei-Hua Huang |
title |
Anticancer Activities of Polyynes from the Root Bark of Oplopanax horridus and Their Acetylated Derivatives |
title_short |
Anticancer Activities of Polyynes from the Root Bark of Oplopanax horridus and Their Acetylated Derivatives |
title_full |
Anticancer Activities of Polyynes from the Root Bark of Oplopanax horridus and Their Acetylated Derivatives |
title_fullStr |
Anticancer Activities of Polyynes from the Root Bark of Oplopanax horridus and Their Acetylated Derivatives |
title_full_unstemmed |
Anticancer Activities of Polyynes from the Root Bark of Oplopanax horridus and Their Acetylated Derivatives |
title_sort |
anticancer activities of polyynes from the root bark of oplopanax horridus and their acetylated derivatives |
publisher |
MDPI AG |
series |
Molecules |
issn |
1420-3049 |
publishDate |
2014-05-01 |
description |
Six polyynes OH-1~6, some of which are occur naturally in acetylated form, had been isolated and identified from the root bark of Oplopanax horridus (Devil’s Club), a natural dietary supplement and medicinal plant in North America. During the evaluation of the polyynes’ potential anticancer activities, sixteen more acetylated derivatives OHR-1~16 have synthesized and their anti-proliferation activity on MCF-7, MDA-MB-231, A549, HepG2 and LO2 cells assayed to elucidate their structure-activity relationships. The results showed that OH-1 ((3S, 8S)-falcarindiol) had the most potent anticancer activity, with IC50 values of 15.3, 23.5, 7.7 and 4.7 μM on MCF-7, A549, HepG2 and MDA-MB-231 cells, respectively. For the primary structure-activity relationship, the anticancer activities of polyynes become weaker if their hydroxyl groups are acetylated, the terminal double bonds transformed into single bonds or they contain one more methylene group in the main skeleton chain. |
topic |
polyynes Oplopanax anticancer structure-activity relationship |
url |
http://www.mdpi.com/1420-3049/19/5/6142 |
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