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Molecules 2013, 18(7), 7600-7608; doi:10.3390/molecules18077600

Isolation and Synthesis of a Bioactive Benzenoid Derivative from the Fruiting Bodies of Antrodia camphorata

1
School of Pharmacy, Taipei Medical University, Taipei 110, Taiwan
2
Yong Chung Prosperous Biotech Co. Ltd., New Taipei 231, Taiwan
3
Twherb Biomedical Co. Ltd., Jhubei 302, Taiwan
4
Tsuzuki Institute for Traditional Medicine, College of Pharmacy, China Medical University, 404 Taichung, Taiwan
5
School of Medicine, Taipei Medical University, Taipei 110, Taiwan
These authors contributed equally to this work.
*
Authors to whom correspondence should be addressed.
Received: 15 May 2013 / Revised: 20 June 2013 / Accepted: 21 June 2013 / Published: 28 June 2013
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Abstract

A new enynyl-benzenoid, antrocamphin O (1,4,7-dimethoxy-5-methyl-6-(3′-methylbut-3-en-1-ynyl)benzo[d][1,3]dioxide), and the known benzenoids antrocamphin A and 7-dimethoxy-5-methyl-1,3-benzodioxole, were isolated from the fruiting bodies of Antrodia camphorata (Taiwanofungus camphoratus). The structure of antrocamphin O was unambiguously assigned by the analysis of spectral data (including 1D and 2D NMR, high-resolution MS, IR, and UV) and total synthesis. Compound 1 was prepared through the Sonogashira reaction of 5-iodo-4,7-dimethoxy-6-methylbenzene and 2-methylbut-1-en-3-yne as the key step. The benzenoids were tested for cytotoxicity against the HT29, HTC15, DLD-1, and COLO 205 colon cancer cell lines, and activities are reported herein.
Keywords: Antrodia camphorata; enynyl-benzenoid; antrocamphin O; synthesis; cytotoxic activity Antrodia camphorata; enynyl-benzenoid; antrocamphin O; synthesis; cytotoxic activity
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Chen, P.-Y.; Wu, J.-D.; Tang, K.-Y.; Yu, C.-C.; Kuo, Y.-H.; Zhong, W.-B.; Lee, C.-K. Isolation and Synthesis of a Bioactive Benzenoid Derivative from the Fruiting Bodies of Antrodia camphorata . Molecules 2013, 18, 7600-7608.

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