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红土沉香中5,6,7,8-四羟基-2-(2-苯乙基)色酮类化合物的研究 被引量:1

Study on 5,6,7,8-tetrahydro-2-(2-phenylethyl)chromone derivatives of red soil agarwood Aquilaria crassna from Vietnam
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摘要 目的研究红土沉香Aquilaria crassna中的化学成分。方法采用硅胶、凝胶、高效液相色谱等多种色谱技术分离纯化得到单体化合物,通过质谱、核磁共振等现代波谱学方法鉴定其结构。结果从红土沉香乙醇提取物得到11个化合物,分别是(5R,6R,7S,8R)-5,6,7,8-四羟基-2-[2-(4-甲氧基)苯乙基]色酮(1)、(5R,6S,7S,8R)-5,6,7,8-四羟基-2-[2-(4-甲氧基)苯乙基]色酮(2)、(5R,6S,7S,8R)-5,6,7,8-四羟基-2-[2-(3-羟基-4-甲氧基)苯乙基]色酮(3)、沉香四醇(4)、异沉香四醇(5)、5α,6β,7α,8β-四羟基-2-(2-苯乙基)色酮(6)、5α,6β,7α,8β-四羟基-2-[2-(4-甲氧基)苯乙基]色酮(7)、aquilarone D(8)、aquilarone C(9)、aquilaroneA(10)、aquilaroneB(11)。结论化合物1为新化合物,以上5,6,7,8-四羟基-2-(2-苯乙基)色酮类化合物(1~11)均首次从红土沉香分离得到。抗炎活性测试结果表明化合物均无抑制脂多糖诱导小鼠单核巨噬细胞RAW264.7产生一氧化氮的活性。 Objective To investigate the chemical constituents from red soil agarwood(Aquilaria crassna) from Vietnam. Methods All compounds were purified by using various chromatographic techniques, including silica gel, Sephadex LH-20, high performance liquid chromatography(HPLC) and so on. Their structures were elucidated based on modern spectroscopic methods, such as mass spectrometry(MS) and nuclear magnetic resonance(NMR). Result Eleven tetrahydro-2-(2-phenylethyl) chromones were isolated from ethanol extract of red soil agarwood from Vietnam and identified as(5 R,6 R,7 S,8 R)-2-[2-(4-methoxyphenyl)ethyl]-5,6,7,8-tetrahydroxy-5,6,7,8-tetrahydrochromone(1),(5 R,6 S,7 S,8 R)-2-[2-(4-methoxyphenyl)ethyl]-5,6,7,8-tetrahydroxy-5,6,7,8-tetrahydrochromone(2),(5 R,6 S,7 S,8 R)-2-[2-(3-hydroxy-4-methoxyphenyl)ethyl]-5,6,7,8-tetrahydroxy-5,6,7,8-tetrahydrochromone(3), agarotetrol(4), isoagarotetrol(5), 5α,6β,7α,8β-tetrahydroxy-2-[2-(2-hydroxyphenyl)ethyl]-5,6,7,8-tetrahydrochromone(6),5α,6β,7α,8β-tetrahydroxy-2-[2-(4-methoxyphenyl)ethyl]-5,6,7,8-tetrahydrochromone(7), aquilarone D(8), aquilarone C(9),aquilarone A(10), and aquilarone B(11). Conclusion Compound 1 is a new compound. All compounds were isolated from red soil agarwood for the first time. The results of anti-inflammatory activity assay showed that these compounds did not inhibit the NO production in mouse mononuclear macrophages RAW264.7 induced by LPS.
作者 何棣 王昊 梅文莉 袁靖喆 杨理 魏艳梅 宋希强 戴好富 HE Di;WANG Hao;MEI Wen-li;YUAN Jing-zhe;YANG Li;WEI Yan-mei;SONG Xi-qiang;DAI Hao-fu(College of Forestry,Hainan University,Haikou 570228,China;Hainan Key Laboratory of Research and Development of Natural Product from Li Folk Medicine,Hainan Institute for Tropical Agricultural Resources,Institute of Tropical Bioscience and Biotechnology,Chinese Academy of Tropical Agricultural Sciences,Haikou 571101,China)
出处 《中草药》 CAS CSCD 北大核心 2022年第1期18-24,共7页 Chinese Traditional and Herbal Drugs
基金 海南省重点研发计划项目(ZDYF2020160) 中国热带农业科学院基本科研业务费专项(1630052021014,1630052017003)。
关键词 红土沉香 柯拉斯那沉香 5 6 7 8-四羟基-2-(2-苯乙基)色酮 抗炎活性 (5R 6R 7S 8R)-5 6 7 8-四羟基-2-[2-(4-甲氧基)苯乙基]色酮 沉香四醇 red soil agarwood Aquilaria crassna Pierre ex Lecomte 5 6 7 8-tetrahydro-2-(2-phenylethyl)chromone anti-inflammatory activity (5R 6R 7S 8R)-2-[2-(4-methoxyphenyl)ethyl]-5 6 7 8-tetrahydroxy-5 6 7 8-tetrahydrochromone agarotetrol
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