中草药

芜菁的化学成分研究

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中草药 | 化学成分 2026,57(5): 1622-1630

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中草药 |化学成分 2026 , 57 (5) : 1622 -1630

芜菁的化学成分研究

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陈斌^1,2, 李作鹏³, 刘昌华², 管嘉威², 袁越³, 赵江瑜³, 阿吉艾克拜尔·艾萨^1,2,3

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阿吉艾克拜尔·艾萨

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陈斌: 陈斌(2000—),硕士研究生,主要研究方向植物化学。E-mail:2946429656@qq.com

Chemical constituents of Brassica rapa

CHEN Bin, LI Zuopeng, LIU Changhua, GUAN Jiawei, YUAN Yue, ZHAO Jiangyu, Haji Akber Aisa

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doi: 10.7501/j.issn.0253-2670.2026.05.004

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目的研究十字花科芸薹属植物芜菁Brassica rapa块根中的化学成分，并评估其抗炎作用。方法利用硅胶、薄层色谱、十八烷基键合硅胶、羟丙基葡聚糖凝胶、高效液相等方法系统分离纯化，采用核磁共振、质谱、紫外等光谱、波谱技术鉴定结构，使用CCK-8法评价化合物对小鼠巨噬细胞RAW264.7的细胞毒性，同时采用Griess法测定化合物体外抗炎活性。结果从芜菁块根70%乙醇提取物中分离到25个化合物，分别鉴定为2-C-β-D-葡萄糖-吲哚-3-乙腈（1）、芥子酸（2）、p-香豆酸（3）、阿魏酸（4）、芥子酸甲酯（5）、4-羟基肉桂酸甲酯（6）、反-4-甲氧基肉桂酸（7）、苹果酸二甲基阿魏酰酯（8）、苹果酸二甲基芥子酰酯（9）、对羟基苯甲醛（10）、苯乙酸（11）、苯基-1,2-乙二醇（12）、3-苯基丙酰胺（13）、苯乙基-β-D-葡萄糖苷（14）、4-(3-hydroxypropyl) phenyl β-D-glucopyranoside（15）、idaeusinol B（16）、丁香树脂酚-4-O-β-D-葡萄糖苷（17）、equiselignan A（18）、红花菜豆酸（19）、脱落酸（20）、玫瑰花苷（21）、佛手柑内酯（22）、methylthioadenosine（23）、5-羟甲基糠醛（24）、rabdosia acids B（25）。CCK-8毒性测试表明，化合物16、22和25有细胞毒性，Griess法体外实验表明，化合物1～25显示出不同程度的抗炎活性，化合物8、9具有明显的抗炎活性。结论化合物1为吲哚硫代葡萄糖苷类化合物，化合物2～9、16～18为苯丙素类化合物，化合物10～12、14、15为苯环衍生物，化合物13、23为含氮类化合物，其中化合物1、6～9、13、15、16、18、19、23为首次从芜菁中分离得到。体外抗炎活性表明，化合物8、9具有明显的抗炎活性，其半数抑制浓度（median inhibition concentration，IC₅₀）值分别为6.95、6.46 μmol/L。

关键词

芜菁 / 抗炎活性 / 苯丙素类 / 含氮类化合物 / 2-C-β-D-葡萄糖-吲哚-3-乙腈 / 芥子酸

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Objective To investigate the chemical constituents of the taproots of Brassica rapa (Qiamagu) and evaluate their anti-inflammatory activity. Methods The chemical constituents were systematically isolated and purified using silica gel, ODS, Sephadex LH-20 column chromatography, and preparative HPLC. Their structures were elucidated by comprehensive spectroscopic analyses, including NMR, MS, and UV. The cytotoxicity of the isolates against RAW264.7 murine macrophages was assessed using the CCK-8 assay. The in vitro anti-inflammatory activity was evaluated via the Griess method. Results Twenty-five compounds were isolated from the 70% ethanol extract of B. rapa taproots and identified as 2-C-β-D-glucosyl-indole-3-acetonitrile (1), sinapic acid (2), p-coumaric acid (3), ferulic acid (4), methyl sinapate (5), methyl 4-hydroxycinnamate (6), trans-4-methoxycinnamic acid (7), dimethyl feruloyl malate (8), sinapoyl dimethyl malate (9), p-hydroxybenzaldehyde (10), phenylacetic acid (11), phenylethane-1, 2-diol (12), 3-phenylpropanamide (13), phenylethyl-β-D-glucoside (14), 4-(3-hydroxypropyl) phenyl β-D-glucopyranoside (15), idaeusinol B (16), syringaresinol-4-O-β-D-glucoside (17), equiselignan A (18), phaseic acid (19), abscisic acid (20), roseoside (21), bergapten (22), methylthioadenosine (23), 5-hydroxymethylfurfural (24), and rabdosia acid B (25). The CCK-8 assay demonstrated the cytotoxicity of compounds 16, 22, and 25. To evaluate the anti-inflammatory activity in vitro, the Griess method was employed. The results demonstrated that all tested compounds exhibited varying degrees of inhibitory activity. Conclusion Compound 1 is an indole glucosinolate; compounds 2—9 and 16—18 are phenylpropanoids, compounds 10—12, 14 and 15 are benzene ring derivatives, and compounds 13 and 23 are nitrogen-containing compounds. Among them, compounds 1, 6—9, 13, 15, 16, 18, 19, and 23 are isolated from B. rapa for the first time. In the anti-inflammatory assay, with compounds 8 and 9 demonstrating significant effects, yielding IC₅₀ values of 6.95 and 6.46 μmol/L.

Key words

Brassica rapa L. / anti-inflammatory activity / phenylpropanoids / nitrogen-containing compounds / 2-C-β-D-glucosyl-indole- 3-acetonitrile / sinapic acid

引用本文

陈斌, 李作鹏, 刘昌华, 管嘉威, 袁越, 赵江瑜, 阿吉艾克拜尔·艾萨. 芜菁的化学成分研究. 中草药, 2026 , 57 (5) : 1622 -1630 . DOI: 10.7501/j.issn.0253-2670.2026.05.004

CHEN Bin, LI Zuopeng, LIU Changhua, GUAN Jiawei, YUAN Yue, ZHAO Jiangyu, Haji Akber Aisa. Chemical constituents of Brassica rapa[J]. Chinese Traditional and Herbal Drugs, 2026 , 57 (5) : 1622 -1630 . DOI: 10.7501/j.issn.0253-2670.2026.05.004

基金

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国家重点研发计划项目 (2020YFE0205600); 天山人才计划项目 (2022TSYCLJ0064); 新疆维吾尔族自治区重点研发计划项目 (2024B2023); 中山市科学技术局科研项目 (2020YFE0205600)

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中国科学院中国植物志编辑委员会. 中国植物志[M]. 北京: 科学出版社, 1993: 21.
国家中医药管理局《中华本草》编委会. 《中华本草维吾尔分册》[M]. 上海: 上海科学技术出版社: 1998: 161-162.
王证德, 平措绕吉, 刘莹, 等. 芜菁的化学成分和生物活性研究进展[J]. 中南药学, 2023, 21(9): 2391-2399.
Zhang Y, Xu Q R, Liu Y, et al. Brassica rapa L. (Tibetan Turnip) polysaccharide improves the immune function and regulates intestinal microbiota in immunosuppressive mice[J]. J Food Sci, 2024, 89(12): 9816-9834.
Hua H Y, Zhang W Y, Li J Y, et al. Neuroprotection against cerebral ischemia/reperfusion by dietary phytochemical extracts from Tibetan turnip (Brassica rapa L.)[J]. J Ethnopharmacol, 2021, 265: 113410.
Yang L G, Wang G, Wang M, et al. Indole alkaloids from the roots of Isatis indigotica and their inhibitory effects on nitric oxide production[J]. Fitoterapia, 2014, 95: 175-181.
孔江波, 朱莹, 张文静, 等. 枸杞子醋酸乙酯部位非生物碱类化学成分研究[J]. 中草药, 2021, 52(7): 1877-1883.
Goetz G, Fkyerat A, Métais N, et al. Resistance factors to grey mould in grape berries: Identification of some phenolics inhibitors of Botrytis cinerea stilbene oxidase[J]. Phytochemistry, 1999, 52(5): 759-767.
郑晓珂, 李钦, 冯卫生. 冬凌草水溶性化学成分研究[J]. 天然产物研究与开发, 2004, 16(4): 300-302.
Dall’Acqua S, Innocenti G, Viola G, et al. Cytotoxic compounds from Polygala vulgaris[J]. Chem Pharm Bull, 2002, 50(11): 1499-1501.
Speranza G, Martignoni A, Manitto P. Iso-aloeresin A, a minor constituent of cape Aloe[J]. J Nat Prod, 1988, 51(3): 588-590.
姚发壮. 山柰根茎的化学成分研究[D]. 广州: 广东药科大学, 2018.
Pedras M S C, Zheng Q G, Gadagi R S, et al. Phytoalexins and polar metabolites from the oilseeds canola and rapeseed: Differential metabolic responses to the biotroph Albugo candida and to abiotic stress[J]. Phytochemistry, 2008, 69(4): 894-910.
Dean J C, Kusaka R, Walsh P S, et al. Plant sunscreens in the UV-B: Ultraviolet spectroscopy of jet-cooled sinapoyl malate, sinapic acid, and sinapate ester derivatives[J]. J Am Chem Soc, 2014, 136(42): 14780-14795.
Wang Y S, Huang R, Yang J H. Chemical constituents of Litsea szemaois[J]. Chem Nat Compd, 2011, 47(1): 122-123.
Gachet M S, Kunert O, Kaiser M, et al. Jacaranone-derived glucosidic esters from Jacaranda glabra and their activity against Plasmodium falciparum[J]. J Nat Prod, 2010, 73(4): 553-556.
戴昱, 林秀萍, 庞小艳, 等. 一株秋茄内生真菌Colletotrichum sp. SCSIO KcB3-2的次级代谢产物研究[J]. 天然产物研究与开发, 2019, 31(3): 450-454.
Pedras M S C, Alavi M, To Q H. Expanding the nasturlexin family: Nasturlexins C and D and their sulfoxides are phytoalexins of the crucifers Barbarea vulgaris and B. verna[J]. Phytochemistry, 2015, 118: 131-138.
Higuchi R, Aritomi M, Donnelly D M X. Monolignol and dilignol glycosides from Pinus contorta leaves[J]. Phytochemistry, 1977, 16(7): 1007-1011.
Wang W, Chen W, Yang Y S, et al. New phenolic compounds from Coreopsis tinctoria nutt. and their antioxidant and angiotensin I-converting enzyme inhibitory activities[J]. J Agric Food Chem, 2015, 63(1): 200-207.
Zhou L, Han F Y, Lu L W, et al. Isolation of enantiomeric furolactones and furofurans from Rubus idaeus L. with neuroprotective activities[J]. Phytochemistry, 2019, 164: 122-129.
Miyazawa M, Kasahara H, Kameoka H. Biotransformation of lignans: Metabolism of (+)-yangabin in Spodoptera litura[J]. Nat Prod Lett, 1996, 8(2): 87-88.
Zhu D H, Zhang J K, Jia J F, et al. Lignans and terpenoids from the stem of Ephedra equisetina Bunge[J]. Phytochemistry, 2022, 200: 113230.
Wang J, Tan D D, Wei G Z, et al. Studies on the chemical constituents of Cuscuta chinensis[J]. Chem Nat Compd, 2016, 52(6): 1133-1136.
郭珩, 刘洪新, 陈玉婵, 等. 深海真菌Diaporthe phaseolorum FS431次级代谢产物的分离鉴定[J]. 广东药科大学学报, 2019, 35(2): 180-185.
Yoshikawa M, Shimada H, Saka M, et al. Medicinal foodstuffs. V. Moroheiya. (1): Absolute Stereostructures Of Corchoionosides A, B, And C, Histamine Release Inhibitors From The Leaves Of Vietnamese Corchorus olitorius L. (Tiliaceae)[J]. Chem Pharm Bull, 1997, 45(3): 464-469.
Saeed M A, Sabir A W. Irritant and cytotoxic coumarins from Angelica glauca Edgew roots[J]. J Asian Nat Prod Res, 2008, 10(1/2): 49-58.
Kawamura A, Mizuno A, Kurakake M, et al. Inaoside A: New antioxidant phenolic compound from the edible mushroom Laetiporus cremeiporus[J]. Heliyon, 2024, 10(3): e24651.
Kang H S, Choi J H, Cho W K, et al. A sphingolipid and tyrosinase inhibitors from the fruiting body of Phellinus linteus[J]. Arch Pharm Res, 2004, 27(7): 742-750.
Zhao C, Xing G S, Xu R, et al. Rabdosia acids a and B: Two new lipids from Rabdosia lophanthoides[J]. Chem Nat Compd, 2016, 52(2): 205-207.

2026年第57卷第5期

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doi: 10.7501/j.issn.0253-2670.2026.05.004

接收时间：2025-12-14
首发时间：2026-09-09

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2种不同金属材料的力学参数

科 Family	属数 Number of genus	种数 Number of species	占总种数比例 Percentage of total species (%)	属 Genus	种数 Number of species	占总种数比例 Percentage of total species (%)
鹅膏菌科Amanitaceae	2	11	5.26	鹅膏菌属 Amanita	10	4.78
小菇科 Mycenaceae	2	12	5.74	丝盖伞属 Inocybe	5	2.39
多孔菌科 Polyporaceae	8	14	6.70	蜡蘑属 Laccaria	5	2.39
红菇科 Russulaceae	3	23	11.00	小皮伞属 Marasmius	6	2.87
				小菇属 Mycena	11	5.26
				光柄菇属 Pluteus	5	2.39
				红菇属 Russula	17	8.13
				栓菌属 Trametes	5	2.39

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