引用本文: | 沈 颖, 陈惠琴, 吴 妃, 梅文莉, 钟云芳, 冯雪萍, 戴好富.血叶兰化学成分及其生物活性研究[J].广西植物,2024,44(12):2279-2290.[点击复制] |
SHEN Ying, CHEN Huiqin, WU Fei, MEI Wenli, ZHONG Yunfang,
FENG Xueping, DAI Haofu.Chemical constituents and their biological activities of Ludisia discolor[J].Guihaia,2024,44(12):2279-2290.[点击复制] |
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血叶兰化学成分及其生物活性研究 |
沈 颖1,2, 陈惠琴2, 吴 妃2, 梅文莉2, 钟云芳1, 冯雪萍1*, 戴好富2*
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1. 热带特色林木花卉遗传与种质创新教育部重点实验室/海南大学 热带农林学院, 海口 570228;2. 中国热带农业科学院热带
生物技术研究所/海南省黎药资源天然产物研究与利用重点实验室/海南热带农业资源研究院, 海口 571101
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摘要: |
为探究血叶兰(Ludisia discolor)的化学成分和生物活性,该研究利用气相色谱-质谱(GC-MS)分析乙醇提取物石油醚萃取相的化合物,利用硅胶、Sephadex LH-20和半制备高效液相等多种色谱技术对乙酸乙酯萃取相进行分离纯化,运用质谱和核磁共振波谱分析鉴定化合物结构,并对分离得到的化合物进行抗炎和抗氧化活性测试。结果表明:(1)从石油醚萃取相中共鉴定出17个化合物,其中棕榈酸甲酯、亚油酸甲酯、亚麻酸甲酯、2-单棕榈酸甘油4个化合物具有较高的相对含量。(2)从乙酸乙酯萃取相中分离得到15个化合物,其结构分别鉴定为罗汉松脂素(1)、(+)-松脂素(2)、callyspongidipeptide A(3)、环- [(S)-脯氨酸-(R)-亮氨酸](4)、epi-boscialin(5)、对苯二甲酸二丁酯(6)、对香豆酸甲酯(7)、对羟基苯乙酮(8)、对羟基苯甲醇(9)、对羟基苯甲醛(10)、香草醛(11)、4-(甲氧基甲基)苯酚(12)、β-谷甾醇(13)、肉豆蔻酸(14)和棕榈酸(15),化合物1-15均为首次从血叶兰中分离得到。(3)化合物1和2具有一定抑制LPS诱导RAW 264.7产生NO的作用,其IC50分别为(37.76±2.68)和(53.14±1.63)μmol·L-1 [阳性对照槲皮素IC50 值为(9.32±0.36)μmol·L-1]; 抗氧化结果显示,化合物1和2对DPPH自由基具有一定清除能力,IC50值分别为(51.22±1.07)和(79.22±7.44)μg·mL-1 [阳性对照维生素C IC50值为(6.01±0.17)μg·mL-1]; 同时,这两个化合物对ABTS·+自由基表现出强于阳性对照trolox [IC50 =(34.65±0.53)μg·mL-1]的清除能力,其IC50值分别为(2.21±0.01)和(3.58±0.17)μg·mL-1。该研究丰富了血叶兰的化学成分,进一步明确了其抗氧化和抗炎活性成分,为后续药理活性的深入研究提供了化学结构基础。 |
关键词: 血叶兰属, 血叶兰, 化学成分, 抗炎活性, 抗氧化活性 |
DOI:10.11931/guihaia.gxzw202308056 |
分类号:Q946 |
文章编号:1000-3142(2024)12-2279-12 |
基金项目:海南省自然科学基金面上项目(322MS019); 财政部和农业农村部国家现代化农业产业技术体系项目(CARS-21); 2022年度海南省研究生创新科研课题(Qhys2022-118)。 |
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Chemical constituents and their biological activities of Ludisia discolor |
SHEN Ying1,2, CHEN Huiqin2, WU Fei2, MEI Wenli2, ZHONG Yunfang1,
FENG Xueping1*, DAI Haofu2*
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1. Key Laboratory of Genetics and Germplasm Innovation of Tropical Special Forest Trees and Ornamental Plant, Ministry of Education, College of
Tropical Agriculture and Forestry, Hainan University, Haikou 570228, China;2. Key Laboratory of Natural Products Research and Development of
Li Folk Medicine of Hainan Province &3.Key Laboratory for Biology and Genetic Resources of Tropical Crops of Hainan Province, Institute of
Tropical Bioscience and Biotechnology, Chinese Academy of Tropical Agricultural Sciences, Haikou 571101, China
1. Key Laboratory of Genetics and Germplasm Innovation of Tropical Special Forest Trees and Ornamental Plant, Ministry of Education, College of
Tropical Agriculture and Forestry, Hainan University, Haikou 570228, China; 2. Key Laboratory of Natural Products Research and Development of
Li Folk Medicine of Hainan Province & Key Laboratory for Biology and Genetic Resources of Tropical Crops of Hainan Province, Institute of
Tropical Bioscience and Biotechnology, Chinese Academy of Tropical Agricultural Sciences, Haikou 571101, China
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Abstract: |
In order to explore the chemical constituents and their biological activities of Ludisia discolor, gas chromatography-mass spectrometry(GC-MS)was carried out to analyze the chemical constituents of petroleum ether fraction of ethanol extracts. Meanwhile, the compounds were isolated from the ethyl acetate fraction by using various column chromatography including silica gel, Sephadex LH-20, and semi-preparative HPLC. MS and nuclear mgnetic resonance(NMR)spectroscopic analysis were used to identify the structure of the compounds. And then the isolated compounds were tested for anti-inflammatory with RAW 264.7 cells, and antioxidant activities were carried out with DPPH and ABTS·+ free radical scavenging ability. The results showed as follows:(1)A total of 17 compounds were identified from the petroleum ether fraction of L. discolor, in which, methyl palmitate, methyl linoleate, methyl linolenic acid, and 2-monopalmitin had a relatively high content.(2)A total of 15 compounds were isolated from the ethyl acetate fraction, their structures were identified as matairesinol(1),(+)-pinoresinol(2), callyspongidipeptide A(3), cyclo- [(S)-Pro-(R)-Leu](4), epi-boscialin(5), dibutyl terephthalate(6), methyl 4-hydroxycinnamate(7), 1-(4-hydroxyphenyl)ethanone(8), 4-hydroxybenzyl alcohol(9), p-hydroxy-benzaldehyde(10), vanillin(11), 4-(methoxym-ethyl)phenol(12), β-sitosterol(13), tetradecanoic acid(14), and palmitic acid(15), respectively. Compounds 1-15 were isolated from L. discolor for the first time.(3)Phenylpropanoid compounds 1 and 2 showed moderate inhibition on NO production from RAW264.7 cells induced by LPS, with IC50 values of(37.76 ± 2.68)μmol·L-1 and(53.14 ± 1.63)μmol·L-1 [(quercetin as the positive control, with IC50 value of(9.32 ± 0.36)μmol·L-1], respectively. Antioxidant results showed that compounds 1 and 2 had moderate DPPH free radical scavenging ability, with IC50 values of(51.22 ± 1.07)μg·mL-1 and(79.22 ± 7.44)μg·mL-1 [vitamin C as the positive control, with IC50 value of(6.01±0.17)μg·mL-1], respectively. Meanwhile, they had stronger ABTS·+ free radical scavenging ability than the positive control trolox [IC50 =(34.65 ± 0.53)μg·mL-1], with IC50 values of(2.21 ± 0.01)μg·mL-1 and(3.58 ± 0.17)μg·mL-1, respectively. Overall, this study enriched the chemical constituents of L. discolor, and it was further clarified that phenolic compounds are the active antioxidant constituents in L. Discolor, and phenylpropanoid compounds have certain anti-inflammatory activities, which provides a chemical structure basis for subsequent in-depth pharmacological research. |
Key words: Ludisia, Ludisia discolor, chemical constituents, anti-inflammatory activity, antioxidant activity |
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