迷迭香叶中三萜酸类成分及其抑菌活性分析
|
摘要
<正>迷迭香(Rosmarinus officinalis Linn.)隶属于唇形科(Lamiaceae)迷迭香属(Rosmarinus Linn.),为常绿灌木,原产于沿地中海国家,现广泛种植于世界各地。该植物主要含有萜酚类、酚酸类、黄酮类和三萜酸类成分~([1-2]),其中,迷迭香叶中含有的熊果酸等三萜酸类成分具有显著的抗炎、抗菌和抗
Triterpene acids components in leaves of Rosmarinus officinalis Linn. were separated and identified by HPLC, silica gel column chromatography and reversed-phase C_(18) semi-preparative liquid chromatography method. And taking the minimum inhibitory concentration(MIC) as the index, the inhibitory activity of each compound was determined. The results show that 4 triterpene acids compounds are isolated from ethanol extracts of leaves of R. officinalis; according to the peak characteristics of reference substances, compound 2, 3 and 4 are identified as betulinic acid, oleanolic acid and ursolic acid, respectively; based on physicochemical constants and spectral data, compound 1 is identified as Δ~(20(30))-ene-ursolic acid. Ursolic acid, Δ~(20(30))-ene-ursolic acid and oleanolic acid have a certain inhibitory activity to Gram-positive strains(methicillin-resistant Staphylococcus aureus, MRSA), in which, the MIC value of ursolic acid to MRSA is 8.000-128.000 μg·mL~(-1), and its inhibitory activity is the strongest; however, none of 4 compounds shows inhibitory activity to Gram-negative strain(Escherichia coli S002).
Triterpene acids components in leaves of Rosmarinus officinalis Linn. were separated and identified by HPLC, silica gel column chromatography and reversed-phase C_(18) semi-preparative liquid chromatography method. And taking the minimum inhibitory concentration(MIC) as the index, the inhibitory activity of each compound was determined. The results show that 4 triterpene acids compounds are isolated from ethanol extracts of leaves of R. officinalis; according to the peak characteristics of reference substances, compound 2, 3 and 4 are identified as betulinic acid, oleanolic acid and ursolic acid, respectively; based on physicochemical constants and spectral data, compound 1 is identified as Δ~(20(30))-ene-ursolic acid. Ursolic acid, Δ~(20(30))-ene-ursolic acid and oleanolic acid have a certain inhibitory activity to Gram-positive strains(methicillin-resistant Staphylococcus aureus, MRSA), in which, the MIC value of ursolic acid to MRSA is 8.000-128.000 μg·mL~(-1), and its inhibitory activity is the strongest; however, none of 4 compounds shows inhibitory activity to Gram-negative strain(Escherichia coli S002).
引文
[1] BORRáS-LINARES I, STOJANOVIé R, et al. Rosmarinus officinalis leaves as a natural source of bioactive compounds[J]. International Journal of Molecular Sciences, 2014, 15: 20585-20606.
[2] ALTINIER G, SOSA S, AQUINO R P, et al. Characterization of topical antiinflammatory compounds in Rosmarinus officinalis L.[J]. Journal of Agricultural and Food Chemistry, 2007, 55: 1718-1723.
[3] ABE F, YAMAUCHI T, NAGAO T, et al. Ursolic acid as a trypanocidal constituent in rosemary[J]. Biological and Pharmaceutical Bulletin, 2002, 25: 1485-1487.
[4] FONTANAY S, GRARE M, MAYER J, et al. Ursolic, oleanolic and betulinic acids: antibacterial spectra and selectivity indexes[J]. Journal of Ethnopharmacology, 2008, 120: 272-276.
[5] MARTíNEZ A L, GONZáLEZ-TRUJANO M E, CHáVEZ M, et al. Antinociceptive effectiveness of triterpenes from rosemary in visceral nociception[J]. Journal of Ethnopharmacology, 2012, 142: 28-34.
[6] MOLDOVEANU S C, SCOTT W A. Analysis of four pentacyclic triterpenoid acids in several bioactive botanicals with gas and liquid chromatography and mass spectrometry detection[J]. Journal of Separation Science, 2016, 39: 324-332.
[7] 袁干军, 李沛波, 杨慧. 迷迭香中鼠尾草酸的抗MRSA活性研究[J]. 中国现代应用药学, 2012, 29(7): 571-574.
[8] MIYAICHI Y, ISHII K, KUNO T, et al. Studies on the constituents of Scutellaria species ⅩⅩ constituents of roots of Scutellaria strigillosa Hemsl.[J]. Natural Medicines, 1999, 53: 237-241.
[9] 吴雪娇, 徐莉, 李沛波, 等. 阿扎霉素F衍生物及联合维生素K3抗耐甲氧西林金黄色葡萄球菌研究[J]. 中国抗生素杂志, 2016, 41(8): 584-589.
[2] ALTINIER G, SOSA S, AQUINO R P, et al. Characterization of topical antiinflammatory compounds in Rosmarinus officinalis L.[J]. Journal of Agricultural and Food Chemistry, 2007, 55: 1718-1723.
[3] ABE F, YAMAUCHI T, NAGAO T, et al. Ursolic acid as a trypanocidal constituent in rosemary[J]. Biological and Pharmaceutical Bulletin, 2002, 25: 1485-1487.
[4] FONTANAY S, GRARE M, MAYER J, et al. Ursolic, oleanolic and betulinic acids: antibacterial spectra and selectivity indexes[J]. Journal of Ethnopharmacology, 2008, 120: 272-276.
[5] MARTíNEZ A L, GONZáLEZ-TRUJANO M E, CHáVEZ M, et al. Antinociceptive effectiveness of triterpenes from rosemary in visceral nociception[J]. Journal of Ethnopharmacology, 2012, 142: 28-34.
[6] MOLDOVEANU S C, SCOTT W A. Analysis of four pentacyclic triterpenoid acids in several bioactive botanicals with gas and liquid chromatography and mass spectrometry detection[J]. Journal of Separation Science, 2016, 39: 324-332.
[7] 袁干军, 李沛波, 杨慧. 迷迭香中鼠尾草酸的抗MRSA活性研究[J]. 中国现代应用药学, 2012, 29(7): 571-574.
[8] MIYAICHI Y, ISHII K, KUNO T, et al. Studies on the constituents of Scutellaria species ⅩⅩ constituents of roots of Scutellaria strigillosa Hemsl.[J]. Natural Medicines, 1999, 53: 237-241.
[9] 吴雪娇, 徐莉, 李沛波, 等. 阿扎霉素F衍生物及联合维生素K3抗耐甲氧西林金黄色葡萄球菌研究[J]. 中国抗生素杂志, 2016, 41(8): 584-589.