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巖黃連乙酸乙酯部位化學成分及其抗炎活性研究



 
歐陽志偉1,2, 李 伶1, 覃 鋒1, 何佶蔓1, 唐文迪1, 耿麗筱1, 覃江克1*
1. 廣西師范大學 化學與藥學學院, 省部共建藥用資源化學與藥物分子工程國家重點實驗室, 廣西 桂林 541004;2. 廣西-東盟食品檢驗檢測中心, 南寧 530029
摘要:
為研究巖黃連的化學成分及其抗炎活性,該研究采用硅膠、MCI、Sephadex LH-20、制備型高效液相色譜等方法對巖黃連95%乙醇提取物的乙酸乙酯萃取部位進行分離和純化,通過核磁共振波譜(NMR)、高分辨質譜(HR-MS)等譜學手段鑒定其結構,同時采用脂多糖(LPS)誘導的小鼠巨噬細胞RAW264.7建立體外炎癥篩選模型,并評價其抗炎活性。結果表明:從巖黃連乙醇提取物的乙酸乙酯部位中分離并鑒定了13個化合物,分別為黃連堿(1)、鹽酸小檗堿(2)、文殊蘭新堿(3)、甲基小檗堿(4)、脫氫卡維丁(5)、左旋四氫巴馬汀(6)、藥根堿(7)、紫堇定(8)、反式阿魏酸酰對羥基苯乙胺(9)、對苯二甲酸二丁酯(10)、山奈酚(11)、異地芰普內酯(12)、地芰普內酯(13)。其中,化合物3、4、8-13為首次從該植物中分離獲得; 化合物4、9、11對LPS誘導巨噬細胞RAW264.7產生炎癥因子NO均具有良好的抑制作用,半抑制濃度(IC50)值分別為(18.8 ± 0.2)、(29.1 ± 0.3)、(18.0 ± 0.1)μmol·L-1,優于陽性對照吲哚美辛,在抗炎藥物的研究與開發中表現出良好的發展潛力。該研究結果明確了巖黃連的抗炎物質基礎,為其進一步深度研究與開發利用提供了一定的科學依據。
關鍵詞:  巖黃連, 乙酸乙酯部位, 化學成分, 分離鑒定, 抗炎活性
DOI:10.11931/guihaia.gxzw202112023
分類號:Q946.81
文章編號:1000-3142(2023)01-0111-09
基金項目:廣西創新驅動發展專項(桂科AA18118015); 國家自然科學基金(21462007)。
 
Chemical constituents of ethyl acetate extract fromCorydalis saxicola and its anti-inflammatory activity
OUYANG Zhiwei1,2, LI Ling1, QIN Feng1, HE Jiman1, TANG Wendi1, GENG Lixiao1, QIN Jiangke1*
1. Key Laboratory for the Chemistry and Molecular Engineering of Medicinal Resources, School of Chemistry and Pharmaceutical Sciences, Guangxi Normal University, Guilin 541004, Guangxi, China;2. Guangxi-Asean Food Inspection Center, Nanning 530029, China
Abstract:
Corydalis saxicola which belongs to the family of Papaveraceae, is always used to treat various diseases such as hepatitis B, cirrhosis, furuncle, acute icteric hepatitis, and advanced cancer as traditional Zhuang medicine in Guangxi province. To study the anti-inflammatory activity of the chemical constituents of C. saxicola, silica gel, MCI, Sephadex LH-20 column chromatography and preparative high performance liquid chromatography were used to separate the chemical constituents from the ethyl acetate fraction of 95% ethanol extract of C. saxicola. Their structures were identified by nuclear magnetic resonance(NMR)and high resolution mass spectrum(HR-MS). In addition, the anti-inflammatory activity was evaluated by the mouse macrophage RAW264.7 induced by lipopolysaccharide(LPS). The results showed that 13 chemical compounds were isolated and identified as coptisine(1), berberine hydrochloride(2), crinumaquine(3), worenine(4), dehydrocavidine(5),(-)-tetrahydropalmatine(6), jatrorrhizine(7), corydaldine(8), N-trans-feruloyl tyramine(9), dibutylterephthalate(10), kaempferol(11), isololiolide(12), loliolide(13)respectively. Compounds 3, 4, 8-13 were isolated from this plant for the first time. Compounds 4, 9 and 11 showed good inhibitory effects on LPS induced NO production by macrophage RAW264.7 with IC50 values of(18.8 ± 0.2),(29.1 ± 0.3),(18.0 ± 0.1)μmol·L-1 respectively, which was better than the positive control indomethacin, exhibited good potential in the research and development of anti-inflammatory drugs. These results can clarify the anti-inflammatory material basis of C. saxicola, and provide a scientific theoretical basis for its further utilization.
Key words:  Corydalis saxicola, ethyl acetate extract, chemical constituents, isolation and identification, anti-inflammatory activity







   巖黃連乙酸乙酯部位化學成分及其抗炎活性研究.pdf
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