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Molecules 2017, 22(4), 592; doi:10.3390/molecules22040592

Two New Thymol Derivatives from the Roots of Ageratina adenophora

1
Guangdong Provincial Key Laboratory of Applied Botany, South China Botanical Garden, Chinese Academy of Sciences, Guangzhou 510650, China
2
State Key Laboratory for Conservation and Utilization of Subtropical Agro-Bioresources/Guangdong Key Laboratory for Innovative Development and Utilization of Forest Plant Germplasm, College of Forestry and Landscape Architecture, South China Agricultural University, Guangzhou 510642, China
3
College of Life Sciences, University of Chinese Academy of Sciences, Beijing 100049, China
4
Guangdong Provincial Key Laboratory of Bio-Control for the Forest Disease and Pest, Guangdong Academy of Forestry, Guangzhou 510520, China
Presently work at Beijing Center for Physical and Chemical Analysis, Beijing Key Laboratory of Organic Materials Testing Technology & Quality Evaluation, Beijing 100089, China.
*
Author to whom correspondence should be addressed.
Academic Editor: Derek J. McPhee
Received: 9 March 2017 / Revised: 2 April 2017 / Accepted: 4 April 2017 / Published: 8 April 2017
(This article belongs to the Section Natural Products)
View Full-Text   |   Download PDF [822 KB, uploaded 8 April 2017]   |  

Abstract

Two new thymol derivatives, 7,9-diisobutyryloxy-8-ethoxythymol (1) and 7-acetoxy-8-methoxy-9-isobutyryloxythymol (2), were isolated from fresh roots of Ageratina adenophora, together with four known compounds, 7,9-di-isobutyryloxy-8-methoxythymol (3), 9-oxoageraphorone (4), (−)-isochaminic acid (5) and (1α,6α)-10-hydroxycar-3-ene-2-one (6). Their structures were established on the basis of detailed spectroscopic analysis, and they were all isolated from the roots of A. adenophora for the first time. All the compounds were tested for their in vitro antibacterial activity toward three Gram-positive and two Gram-negative bacterial strains. Thymol derivatives 13 only selectively showed slight in vitro bacteriostatic activity toward three Gram-positive bacteria. The two known carene-type monoterpenes 5 and 6 were found to show moderate in vitro antibacterial activity against all five tested bacterial strains, with MIC values from 15.6 to 62.5 μg/mL. In addition, compounds 5 and 6 were further revealed to show in vitro cytotoxicity against human tumor A549, HeLa and HepG2 cell lines, with IC50 values ranging from 18.36 to 41.87 μM. However, their cytotoxic activities were inferior to those of reference compound adriamycin. View Full-Text
Keywords: Ageratina adenophora; thymol derivatives; monoterpenes; antibacterial; cytotoxicity Ageratina adenophora; thymol derivatives; monoterpenes; antibacterial; cytotoxicity
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Dong, L.-M.; Zhang, M.; Xu, Q.-L.; Zhang, Q.; Luo, B.; Luo, Q.-W.; Liu, W.-B.; Tan, J.-W. Two New Thymol Derivatives from the Roots of Ageratina adenophora. Molecules 2017, 22, 592.

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