|
|
棘豆属植物化学成分和生物活性的研究概况
|
Abstract:
棘豆属(Oxytropis DC)是豆科(Leguminosae)下的一个属，多为草本、半灌木或矮灌木，在传统医学中作为草药使用。棘豆属植物化学成分十分丰富，主要分为生物碱类、黄酮类、萜类和其它类化合物。医学典籍记载其具有清热解毒、消炎镇痛、止血杀菌等作用，现代研究表明，棘豆属植物生物活性十分广泛，有抗肿瘤、抗炎、抗病毒等，并在多个领域有了实际应用。本文对棘豆属植物化学成分和生物活性的研究进行综述。
Oxytropis DC is a genus of Leguminosae, mostly herbs, semi-shrubs or dwarf shrubs, which is used as herbs in traditional medicine. The chemical constituents of Oxytropis plants are remarkably diverse, mainly divided into alkaloids, flavonoids, terpenoids and other compounds. It is recorded in medical classics that it has the effects of clearing heat and detoxifying, anti-inflammatory and relieving pain, hemostasis, and sterilization. Modern research shows that the biological activities of Oxytropis plants are very extensive, including anti-tumor, anti-inflammatory, anti-virus, etc., and have practical applications in many fields. In this paper, the chemical constituents and biological activities of Oxytropis plants were reviewed.
| [1] | 顾青, 杨光明, 蔡宝昌. 棘豆属植物药理活性研究进展[J]. 中国实验方剂学杂志, 2013, 19(7): 367-370. |
| [2] | 马彦梅, 周文明, 杨新娟. 棘豆属植物化学成分和药理作用的研究进展[J]. 西北林学院学报, 2005(2): 167-170. |
| [3] | 李玉林, 廖志新, 杜玉枝, 等. 棘豆属植物化学成分研究概况[J]. 天然产物研究与开发, 2002(5): 75-79. |
| [4] | Zhao, B., Liu, Z., Lu, H., Wang, Z., Sun, L., Wan, X., et al. (2010) Damage and Control of Poisonous Weeds in Western Grassland of China. Agricultural Sciences in China, 9, 1512-1521. https://doi.org/10.1016/s1671-2927(09)60242-x |
| [5] | 刘斌. 中国棘豆属药用植物及其现代研究[J]. 中国野生植物资源, 1997(2): 17-20+39. |
| [6] | 龙燕, 图雅, 吴乌云. 蒙药材多时棘豆的生药鉴定[J]. 中国民族民间医药杂志, 2000(1): 45-46. |
| [7] | 龙治英, 陈梅梅, 陈洪声, 等. 植物生物碱提取工艺及生理活性研究进展[J]. 山东化工, 2025, 54(3): 104-106. |
| [8] | 王映荷, 李明奇, 赵晓璐, 等. 常见中药生物碱药理作用及临床应用的研究进展[J]. 华西药学杂志, 2025, 40(1): 95-99. |
| [9] | Tan, C., Liu, L. and Zhao, B. (2017) A New Quinolizidine Alkaloid from Oxytropis ochrocephala. Chemistry of Natural Compounds, 53, 322-324. https://doi.org/10.1007/s10600-017-1979-2 |
| [10] | Zhang, Y., Xue, Z., Tong, J., Tan, J., Yang, M., Zeng, Y., et al. (2025) Exploration and Computational Assessment of Ochrocephalamine G from Oxytropis ochrocephala as an Anti-HBV Candidate. Journal of Asian Natural Products Research. https://doi.org/10.1080/10286020.2024.2441773 |
| [11] | Xue, Z., Zhang, Y., Yi, P., Yang, F., Huo, X., Wang, T., et al. (2022) Ochrocephalamines E and F, Two New Alkaloids from Oxytropis ochrocephala Bung. Tetrahedron Letters, 102, Article ID: 153943. https://doi.org/10.1016/j.tetlet.2022.153943 |
| [12] | Zhou, K., Yi, P., Yang, T., Tian, W., Yang, F., Lee, K., et al. (2019) Ochrocephalamines B-D, Three Alkaloids from Oxytropis ochrocephala Bunge. Organic Letters, 21, 5051-5054. https://doi.org/10.1021/acs.orglett.9b01643 |
| [13] | Liu, L., Ran, J., Li, L., Zhao, Y., Goto, M., Morris-Natschke, S.L., et al. (2016) Ochrocephalamine A, a New Quinolizidine Alkaloid from Oxytropis ochrocephala Bunge. Tetrahedron Letters, 57, 5047-5049. https://doi.org/10.1016/j.tetlet.2016.10.009 |
| [14] | Chen, W., Wu, Q., Wang, R. and Shi, Y. (2010) Oxytrofalcatins A-F, N-Benzoylindole Analogues from the Roots of Oxytropis falcata (Leguminosae). Phytochemistry, 71, 1002-1006. https://doi.org/10.1016/j.phytochem.2010.02.010 |
| [15] | Akhmedzhanova, V.I. and Batsurén, D. (1997) Alkaloids and Flavonoids of Oxytropis muricata. Chemistry of Natural Compounds, 33, 326-328. https://doi.org/10.1007/bf02234887 |
| [16] | Kojima, K., Purevsuren, S., Narantuya, S., et al. (2017) Alkaloids from Oxytropis myriophylla (Pall) Dc. Scientia Pharmaceutica, 69, 680-685. |
| [17] | 谭承建, 刘丽娜, 汤洪敏, 等. 黄花棘豆生物碱成分研究[J]. 天然产物研究与开发, 2015, 27(8): 1365-1367+1373. |
| [18] | 谭承建, 刘丽娜, 胡毕斯哈勒图, 等. 黄花棘豆2种生物碱成分的鉴定[J]. 动物医学进展, 2015, 36(8): 71-73. |
| [19] | 于荣敏, 李铣, 宋丽艳, 等. 小花棘豆毒性生物碱的研究[J]. 中国中药杂志, 1991(3): 160-163+191. |
| [20] | Tan, C., Yi, P., Goto, M., Morris-Natschke, S.L., Liu, L., Lee, K., et al. (2016) (+)-(14β)-14-Ethylmatridin-15-One, a New Quinolizidine Alkaloid from the Poisonous Plant Oxytropis ochrocephala Bunge. Helvetica Chimica Acta, 99, 225-227. https://doi.org/10.1002/hlca.201500239 |
| [21] | 姜华, 胡君茹, 刘霞. 镰形棘豆的研究进展[J]. 中草药, 2006(2): 314-315. |
| [22] | Yao, L.H., Jiang, Y.M., Shi, J., et al. (2004) Flavonoids in Food and Their Health Benefits. Plant Foods for Human Nutrition, 59, 113-122. https://doi.org/10.1007/s11130-004-0049-7 |
| [23] | 肖咏梅, 李明, 毛璞, 等. 黄酮类化合物生物改性及活性的研究进展[J]. 河南工业大学学报(自然科学版), 2019, 40(2): 123-131+139. |
| [24] | Liu, Y., Kelsang, N., Lu, J., Zhang, Y., Liang, H., Tu, P., et al. (2019) Oxytrodiflavanone a and Oxytrochalcoflavanones A, B: New Biflavonoids from Oxytropis chiliophylla. Molecules, 24, Article No. 1468. https://doi.org/10.3390/molecules24081468 |
| [25] | Li, X., Zhang, S., Jin, H., Dong, F., Shan, L. and Zhang, W. (2013) A New Flavonol from Oxytropis ochrocephala Bunge. Natural Product Research, 27, 554-557. https://doi.org/10.1080/14786419.2012.678350 |
| [26] | 于荣敏, 李铣, 张海军, 等. 小花棘豆化学成分的研究[J]. 植物学报(英文版), 1992(5): 369-377. |
| [27] | Liu, Y., Zhang, X., Kelsang, N., Tu, G., Kong, D., Lu, J., et al. (2018) Structurally Diverse Cytotoxic Dimeric Chalcones from Oxytropis chiliophylla. Journal of Natural Products, 81, 307-315. https://doi.org/10.1021/acs.jnatprod.7b00736 |
| [28] | Wang, J., Liu, Y., Kelsang, N., Zeng, K., Liang, H., Zhang, Q., et al. (2017) Rhamnocitrin Glycosides from Oxytropis chiliophylla. Phytochemistry Letters, 19, 50-54. https://doi.org/10.1016/j.phytol.2016.11.011 |
| [29] | 刘爱红. 藏药奇正消痛贴膏外敷治疗风湿性膝关节炎的临床疗效[J]. 中国民族医药杂志, 2022, 28(5): 34-36. |
| [30] | Wang, S., Zhang, X., Que, S., Tu, G., Wan, D., Cheng, W., et al. (2012) 3-Hydroxy-3-Methylglutaryl Flavonol Glycosides from Oxytropis falcata. Journal of Natural Products, 75, 1359-1364. https://doi.org/10.1021/np300292f |
| [31] | 张晓晶, 李凌宇, 格桑罗布, 等. 藏药镰形棘豆中的黄酮类化合物(英文) [J]. 中国药学, 2014, 23(2): 99-105. |
| [32] | She, G., Sun, F. and Liu, B. (2011) Three New Flavonoid Glycosides from Oxytropis myriophylla. Journal of Natural Medicines, 66, 208-212. https://doi.org/10.1007/s11418-011-0551-9 |
| [33] | 巩红飞. 甘肃棘豆的化学成分研究[D]: [硕士学位论文]. 兰州: 兰州理工大学, 2010. |
| [34] | 池豪铭, 鄂丽影, 刘天罡. 萜类化合物高效发现与产业化制造[J]. 中国科学院院刊, 2025, 40(1): 47-66. |
| [35] | 丁雯昕, 杜柏霖, 李娇, 等. 五环三萜类天然产物研究进展[J]. 药学学报, 2024, 59(5): 1163-1175. |
| [36] | 孙丽超, 李淑英, 王凤忠, 等. 萜类化合物的合成生物学研究进展[J]. 生物技术通报, 2017, 33(1): 64-75. |
| [37] | Buyankhishig, B., Murata, T., Suganuma, K., Batkhuu, J. and Sasaki, K. (2020) Hyaluronidase Inhibitory Saponins and a Trypanocidal Isoflavonoid from the Aerial Parts of Oxytropis lanata. Fitoterapia, 145, Article ID: 104608. https://doi.org/10.1016/j.fitote.2020.104608 |
| [38] | 孙荣奇, 程东亮, 贾忠建, 等. 黄花棘豆化学成分的研究II. 两种三萜皂苷的结构[J]. 化学学报, 1987(2): 145-149. |
| [39] | 孙荣奇, 贾忠建, 朱子清. 小花棘豆的化学成分[J]. 科学通报, 1988(8): 627-629. |
| [40] | Ye, S., Zhao, L., Qi, Y., Yang, H., Hu, Z., Hao, N., et al. (2022) Identification of Azukisapogenol Triterpenoid Saponins from Oxytropis hirta Bunge and Their Aphicidal Activities against Pea Aphid Acyrthosiphon pisum Harris. Pest Management Science, 79, 55-67. https://doi.org/10.1002/ps.7172 |
| [41] | Tan, X., Zhang, X., Yu, M., Yu, Y., Guo, Z., Gong, T., et al. (2019) Sesquiterpenoids and Mycotoxin Swainsonine from the Locoweed Endophytic Fungus Alternaria oxytropis. Phytochemistry, 164, 154-161. https://doi.org/10.1016/j.phytochem.2019.05.012 |
| [42] | Okawa, M., Yamaguchi, R., Delger, H., Tsuchihashi, R., Nohara, T., Kinjo, J., et al. (2002) Five Triterpene Glycosides from Oxytropis myriophylla. Chemical and Pharmaceutical Bulletin, 50, 1097-1099. https://doi.org/10.1248/cpb.50.1097 |
| [43] | Wang, J., Yang, H., Liu, Y., Norbo, K., Zeng, K., Zhao, M., et al. (2018) Azukisapogenol Triterpene Glycosides from Oxytropis chiliophylla Royle. Molecules, 23, Article No. 2448. https://doi.org/10.3390/molecules23102448 |
| [44] | Chen, W., Qi, H. and Shi, Y. (2009) 24-Hydroxyoleanane-Type Triterpenes from the Aerial Parts and Roots of Oxytropis falcata. Journal of Natural Products, 72, 1410-1413. https://doi.org/10.1021/np900199x |
| [45] | Wang, S., Zhang, X., Que, S., Liang, H., Tu, P. and Zhang, Q. (2018) Structurally Diverse Glycoconjugated Volatile Compounds from Oxytropis falcata Bunge. Phytochemistry Letters, 27, 143-147. https://doi.org/10.1016/j.phytol.2018.07.015 |
| [46] | 李玉林, 廖志新, 孙洪发, 等. 急弯棘豆化学成分的研究[J]. 中草药, 1998(3): 149-151. |
| [47] | She, G., Sun, F. and Liu, B. (2012) A New Lignan from Oxytropis myriophylla. Natural Product Research, 26, 1285-1290. https://doi.org/10.1080/14786419.2011.566871 |
| [48] | 杨震发. 黄花棘豆抑菌成分分离鉴定[D]: [硕士学位论文]. 兰州: 甘肃农业大学, 2014. |
| [49] | 于荣敏, 李铣, 朱廷儒. 小花棘豆中两个新化合物的结构测定[J]. 沈阳药学院学报, 1989(4): 53. |
| [50] | 马彦梅. 宽苞棘豆化学成分的研究[D]: [硕士学位论文]. 咸阳: 西北农林科技大学, 2004. |
| [51] | 梁冰, 颜世芬, 陈茂齐, 等. 甘肃棘豆挥发性成分研究I. 精油成分分离与鉴定[J]. 分析测试学报, 1994(1): 37-43. |
| [52] | Tan, C., Zhao, Y., Goto, M., Hsieh, K., Yang, X., Morris-Natschke, S.L., et al. (2016) Alkaloids from Oxytropis ochrocephala and Antiproliferative Activity of Sophoridine Derivatives against Cancer Cell Lines. Bioorganic & Medicinal Chemistry Letters, 26, 1495-1497. https://doi.org/10.1016/j.bmcl.2015.09.010 |
| [53] | Chen, C., Liu, F., Zhao, J., Chen, T., Li, Y. and Zhang, D. (2020) Efficient Separation of Five Flavonoids from Oxytropis falcata Bunge by High-Speed Counter-Current Chromatography and Their Anticancer Activity. Acta Chromatographica, 32, 189-193. https://doi.org/10.1556/1326.2019.00672 |
| [54] | Narangerel, T., Zakłos-Szyda, M., Sójka, M., Majak, I., Koziołkiewicz, M. and Leszczyńska, J. (2022) Chemical Components of Oxytropis pseudoglandulosa Induce Apoptotic-Type Cell Death of Caco-2 Cells. Molecules, 27, Article No. 4609. https://doi.org/10.3390/molecules27144609 |
| [55] | Li, Z., Huang, Y., Dong, F., Li, W., Ding, L., Yu, G., et al. (2012) Swainsonine Promotes Apoptosis in Human Oesophageal Squamous Cell Carcinoma Cells in Vitro and in Vivo through Activation of Mitochondrial Pathway. Journal of Biosciences, 37, 1005-1016. https://doi.org/10.1007/s12038-012-9265-8 |
| [56] | 张思胜, 赵红卫, 陈海丹. 苦马豆素对骨肉瘤类肿瘤干细胞N-糖链表达的影响[J]. 实用医学杂志, 2017, 33(1): 41-43. |
| [57] | Tanaka, Y., Kato, J., Kohara, M. and Galinski, M.S. (2006) Antiviral Effects of Glycosylation and Glucose Trimming Inhibitors on Human Parainfluenza Virus Type 3. Antiviral Research, 72, 1-9. https://doi.org/10.1016/j.antiviral.2006.03.016 |
| [58] | 姚淑英. 轮叶棘豆、镰形棘豆、桑白皮化学成分及抗HBV, HSV-1生物活性研究[D]: [硕士学位论文]. 昆明: 中国科学院昆明植物研究所, 2007. |
| [59] | 薛站, 霍晓敏, 张雅昆, 等. 黄花棘豆生物碱成分及其抗斜纹夜蛾活性研究[J]. 江苏农业科学, 2022, 50(19): 110-116. |
| [60] | Qian, H., Liu, J., Meng, X. and Wang, X. (2024) Phytochemical and Anti-Inflammatory Activities of Oxytropis aciphylla. Pharmacognosy Magazine, 20, 945-955. https://doi.org/10.1177/09731296241240236 |
| [61] | Jia, X., Liu, Y., Wang, S., Ma, J., Yu, J., Yue, X., et al. (2022) Screening of Metabolic Markers Present in Oxytropis by UHPLC-Q-TOF/MS and Preliminary Pharmacophylogenetic Investigation. Frontiers in Plant Science, 13, Article ID: 958460. https://doi.org/10.3389/fpls.2022.958460 |
| [62] | Wang, Y., Li, Y., Wang, X., Li, X., Chen, Y., Yang, L., et al. (2020) Effect of Total Flavonoids of Oxytropis falcata Bunge on the Expression of p-JAK1-and p-STAT1-Related Proteins in Idiopathic Pulmonary Fibrosis. Evidence-Based Complementary and Alternative Medicine, 2020, Article ID: 2407239. https://doi.org/10.1155/2020/2407239 |
| [63] | Yang, L., Xue, J., Meng, X., Wang, Y., Wu, L., Lv, C., et al. (2019) Effects of Total Flavonoids from Oxytropis falcata Bunge on the SOCS/JAK/STAT Inflammatory Signaling Pathway in the Kidneys of Diabetic Nephropathy Model Mice. European Journal of Inflammation, 17, 1-12. https://doi.org/10.1177/2058739219861877 |
| [64] | Narangerel, T., Bonikowski, R., Jastrząbek, K., Kunicka-Styczyńska, A., Plucińska, A., Śmigielski, K., et al. (2021) Chemical and Biological Characteristics of Oxytropis pseudoglandulosa Plant of Mongolian Origin. Molecules, 26, Article No. 7573. https://doi.org/10.3390/molecules26247573 |
| [65] | Miladinovic, D., Miladinovic, L. and Najman, S. (2011) A Study of the Antioxidants in Oxytropis pilosa (L.) DC. Journal of the Serbian Chemical Society, 76, 505-512. https://doi.org/10.2298/jsc100701045m |
| [66] | 张福欣, 宋佳烜, 刘晓东. 甘肃棘豆黄酮抗氧化活性及免疫活性的研究[J]. 中国畜牧兽医, 2018, 45(12): 3387-3394. |
| [67] | 陈基萍, 赵宝玉, 路浩, 等. 中国主要疯草内生真菌分离鉴定及其抑菌活性研究[J]. 畜牧兽医学报, 2012, 43(9): 1471-1478. |
| [68] | 李勤凡, 王建华, 耿果霞, 等. 冰川棘豆提取物的体外抑菌试验[J]. 甘肃畜牧兽医, 2005(3): 2-4. |
| [69] | 陈学文, 王麦玲, 吴文君. 宁夏二色棘豆抑菌效果的初步研究[J]. 宁夏农林科技, 2005, 46(6): 15. |
| [70] | Wang, S., Wang, J., Yang, L., Guo, R., Huang, E., Yang, H., et al. (2019) Swainsonine Induces Autophagy via PI3K/AKT/mTOR Signaling Pathway to Injure the Renal Tubular Epithelial Cells. Biochimie, 165, 131-140. https://doi.org/10.1016/j.biochi.2019.07.018 |
| [71] | 吴永魁, 常国权. 黄花棘豆生物碱对体外大鼠卵黄囊胎盘结构及功能的影响[J]. 西北农林科技大学学报(自然科学版), 2003(1): 117-120. |
| [72] | 曹光荣, 李绍君, 段得贤, 等. 黄花棘豆有毒成分的分析[J]. 中国兽医科技, 1988(3): 43-45. |
| [73] | Guo, Y., Zhang, B., Peng, Y., Chang, L.C., Li, Z., Zhang, X., et al. (2022) Mechanism of Action of Flavonoids of Oxytropis falcata on the Alleviation of Myocardial Ischemia-Reperfusion Injury. Molecules, 27, Article No. 1706. https://doi.org/10.3390/molecules27051706 |
| [74] | 吴诚, 许惠琴. 镰形棘豆中2’,4’-二羟基查尔酮抗炎止血作用的实验研究[J]. 药学实践杂志, 2010, 28(6): 431-432+436. |
