New Thymol Derivatives and Cytotoxic Constituents from the Root of Eupatorium cannabinum ssp. asiaticum |
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Authors: | Li‐Chai Chen Tzong‐Huei Lee Ping‐Jyun Sung Chih‐Wen Shu Yun‐Ping Lim Ming‐Jen Cheng Wen‐Lung Kuo Jih‐Jung Chen |
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Institution: | 1. Department of Pharmacy of Zuoying Branch of Kaohsiung Armed Forces General Hospital, Kaohsiung 813, Taiwan;2. Institute of Fisheries Science, National Taiwan University, Taipei 106, Taiwan;3. National Museum of Marine Biology and Aquarium, Pingtung 944, Taiwan;4. Department of Medical Education and Research, Kaohsiung Veterans General Hospital, Kaohsiung 813, Taiwan;5. School of Pharmacy, College of Pharmacy, China Medical University, Taichung 404, Taiwan;6. Bioresource Collection and Research Center (BCRC), Food Industry Research and Development Institute (FIRDI), Hsinchu 300, Taiwan;7. Chung‐Jen College of Nursing, Health Science and Management, Chiayi 600, Taiwan;8. Department of Pharmacy & Graduate Institute of Pharmaceutical Technology, Tajen University, Pingtung 907, Taiwan, (phone: +886‐8‐7624002 ext. 2827;9. fax: +886‐8‐7624002 ext. 5121) |
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Abstract: | Two new thymol (=5‐methyl‐2‐(1‐methylethyl)phenol) derivatives, 8,10‐didehydro‐9‐(3‐methylbutanoyl)thymol 3‐O‐tiglate ( 1 ) and 9‐O‐angeloyl‐8‐methoxythymol 3‐O‐isobutyrate ( 2 ), were isolated from the root of Eupatorium cannabinum ssp. asiaticum, together with six known compounds, 3 – 8 . The structures of 1 and 2 were determined through extensive 1D/2D‐NMR and MS analyses. Among the isolates, 9‐acetoxy‐8,10‐epoxythymol 3‐O‐tiglate ( 3 ) was the most cytotoxic, with IC50 values of 0.02±0.01, 1.02±0.07, and 1.36±0.12 μg/ml, respectively, against DLD‐1, CCRF‐CEM, and HL‐60 cell lines. In addition, 10‐acetoxy‐9‐O‐angeloyl‐8‐hydroxythymol ( 4 ) and eupatobenzofuran ( 6 ) exhibited cytotoxicities, with IC50 values of 1.14±0.16 and 2.63±0.22, and 7.63±0.94 and 2.31±0.14 μg/ml, respectively, against DLD‐1 and CCRF‐CEM cell lines. |
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Keywords: | Eupatorium cannabinum Thymol derivatives Cytotoxic activity |
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