Anti-inflammatory sesquiterpenes from Costus speciosus rhizomes
Anti-inflammatory sesquiterpenes from Costus speciosus rhizomes
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DOI：
10.1016/j.jep.2015.11.026
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发表时间：
2015-12-24
影响因子：
5.4
通讯作者：
Esmat, Ahmed
中科院分区：
文献类型：
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作者：
Al-Attas, Ahmed A. M.;El-Shaer, Nagwa S.;Esmat, Ahmed
民族药理学相关性：Costus speciosus （Koen ex. Retz.）Sm。（姜，科）是一种观赏植物，用于传统医学治疗炎症，风湿，支气管炎，发烧，头痛，哮喘，胀气，便秘，寄生虫病，麻风病，皮肤病，打嗝，贫血，以及排尿烧灼感。目的：分离鉴定金针桃根茎中有效成分，并测定其抗炎活性。材料与方法：用正己烷- chcl3可溶部分，用普通硅胶和RP-18柱进行重复柱层析，得到8个化合物。通过UV、IR、1D （H-1和C-13）、2D (H-1-H-1 COSY、NOESY、HSQC和HMBC) NMR实验和hremsims数据确定了化合物的结构。此外，采用酶联免疫吸附法测定化合物1-8的IL-6、IL-1 β、tnf - α、COX-2、脂氧化酶-5和PGE(2)水平，评价化合物1-8的抗炎活性。结果：正己烷- chcl3可溶部分得到一种新的木甾酸，特异性酸(8)，以及7种已知化合物22,23-二氢旋旋酮(1)，脱氢二氢木香内酯（mokko内酯）(2)，脱氢木香内酯(3)，豆甾醇(4)，灌木素a(5)，圣苋菜素（道格拉斯宁）(6)和reynosin(7)。化合物1、4、5 ~ 7为首次从该植物中分离得到。化合物1 ~ 4表现出较强的抗炎活性，而7、8表现出中等的抗炎活性。化合物1-8显示出浓度相关的IL-1 β IL-6， tnf - α， PGE(2)，脂氧化酶-5和COX-2水平的降低。化合物5和6在1 μ m浓度下未显著降低PHA处理中不同细胞因子、PGE(2)、lipoxgenase-5和COX-2水平，但在100 μ m浓度下，所有被测化合物均显著降低细胞因子、PGE(2)、lipoxgenase-5和COX-2水平，值得注意的是，化合物1-4的活性最高，其降低细胞因子、PGE(2)、lipoxgenase-5和COX-2水平的程度与对照组无统计学差异。因此，它们降低了促炎细胞因子（IL-1 β - IL-6和tnf - α），降低了靶酶（COX-2和脂氧化酶-5）的水平，并随后降低了其炎症产物（PGE(2)）。结论：从芫荽中分离得到的化合物具有良好的抗炎活性，证实了芫荽在传统治疗炎症及相关症状中的作用。2015爱思唯尔爱尔兰有限公司版权所有。
Ethnopharmacological relevance: Costus speciosus (Koen ex. Retz.) Sm. (crepe ginger, family Costaceae) is an ornamental plant used in traditional medicine for the treatment of inflammation, rheumatism, bronchitis, fever, headache, asthma, flatulence, constipation, helminthiasis, leprosy, skin diseases, hiccough, anemia, as well as burning sensation on urination.Aim of the study: The present study is designed to isolate and identify the active compounds from C. speciosus rhizomes and measure their anti-inflammatory activities.Materials and methods: The n-hexane-CHCl3 soluble fraction of the MeOH extract of C speciosus rhizomes has been subjected to a repeated column chromatography, including normal silica gel and RP-18 column to give eight compounds. The structures of these compounds were established by UV, IR, 1D (H-1 and C-13), and 2D (H-1-H-1 COSY, NOESY, HSQC, and HMBC) NMR experiments and HRESIMS data. In addition, the anti-inflammatory activity of compounds 1-8 was evaluated by measuring the levels IL-6, IL-1 beta, TNF-alpha, COX-2, lipoxgenase-5, and PGE(2) using enzyme-linked immunosorbent assay.Results: The n-hexane-CHCl3 soluble fraction afforded a new eudesmane acid, specioic acid (8), along with seven known compounds, 22,23-dihydrospinasterone (1), dehydrodihydrocostus lactone (mokko lactone) (2), dehydrocostus lactone (3), stigmasterol (4), arbusculin A (5), santamarine (douglanin) (6), and reynosin (7). Compounds 1, 4, and 5-7 were isolated for the first time C speciosus. Compounds 1-4 displayed potent anti-inflammatory activity, while 7 and 8 showed moderate activity. Compounds 1-8 exhibited a concentration-related decrease in the levels of IL-1 beta IL-6, TNF-alpha, PGE(2), lipoxgenase-5, and COX-2. Compounds 5 and 6 did not significantly decrease levels of different cytokines, PGE(2), lipoxgenase-5, and COX-2 from PHA treatment at 1 mu M. However, all tested compounds significantly decreased cytokines, PGE(2), lipoxgenase-5, and COX-2 levels at concentration 100 mu M. It is noteworthy that compounds 1-4 had the highest activity, where it lowered levels of cytokines, PGE(2), lipoxgenase-5, and COX-2 to the extent that was no statistical difference from the control group. Thus, they decreased proinflammatory cytokines (IL-1 beta IL-6, and TNF-alpha) with decreased level of the target enzymes (COX-2 and lipoxgenase-5) and subsequent reduction of its inflammatory product (PGE(2)).Conclusion: Good anti-inflammatory activities exhibited of the isolated compounds from C speciosus corroborate the usefulness of this plant in the traditional treatment of inflammation and related symptoms. (c) 2015 Elsevier Ireland Ltd. All rights reserved.