Cytotoxic sesquiterpene aryl esters from Armillaria gallica 012m
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摘要:
目的：研究高卢蜜环菌012m乙酸乙酯提取物的化学成分。 方法：采用多种柱层析法分离纯化了高卢蜜环菌012m的乙酸乙酯提取物的化学成分，并利用一维、二维核磁共振波谱和HRESIMS数据对其结构进行鉴定。采用MTT法测定各分离株对人肿瘤细胞A549、HCT-116、M231和W256的细胞毒性。 结果：从高卢蜜环菌012m的乙酸乙酯提取物中分离得到1个新型倍半萜芳基酯armimelleolide C (1)和8个已知的倍半萜芳基酯，包括armillarivin (2)，melleolide F (3)，6′--chloromelleolide F (4)，melleolide (5)，melleolide K (6)，melledonol (7)，13- hydroxydihydromelleolide (8)和armillane (9)。所有分离物对至少一种人类癌细胞具有潜在的细胞毒活性，IC50值在 (3.17±0.54)~(17.57±0.47) mol/L之间。与阳性对照紫杉醇相比，化合物1对M231具有显著的抑制活性，IC50值为 (7.54±0.24) mol/L。化合物2、3、7、9对HCT-116有明显的抑制作用，且优于阳性对照。 结论：高卢蜜环菌012m乙酸乙酯提取物中含有一种新型倍半萜芳基酯armimelleolide C (1)，其化学成分结构多样，具有潜在的抗肿瘤活性。
Abstract:
Objective: To study the chemical constituents of the EtOAc extract of Armillaria gallica 012m. Methods: The chemical constituents of the EtOAc extract of A. gallica 012m were isolated and purified by various column chromatography and their structures were elucidated on the basis of the 1D and 2D NMR spectroscopic and HRESIMS data. Cytotoxicity of all isolates against A549, HCT-116, M231 and W256 human tumor cells was determined by the MTT method. Results: A new sesquiterpene aryl ester, armimelleolide C (1), and eight known ones including armillarivin (2), melleolide F (3), 6′-chloromelleolide F (4), melleolide (5), melleolide K (6), melledonol (7), 13- hydroxydihydromelleolide (8), and armillane (9), were isolated from the EtOAc extract of A. gallica 012m. All isolates showed potential cytotoxic activities against at least one of the human cancer cell lines with IC50 values ranging from (3.17 ± 0.54) to (17.57 ± 0.47) lmol/L. Compound 1 showed significant inhibitory activity against M231 with an IC50 value of (7.54 ± 0.24) lmol/L compared with paclitaxel as the positive control. Compounds 2, 3, and 7, 9 showed obvious inhibitory activity against HCT-116 and were better than that of the positive control. Conclusion: The chemical constituents including a new sesquiterpene aryl ester armimelleolide C (1) from the EtOAc extract of A. gallica 012m have a variety of structures and potential antitumor activities.
关键词:
高卢蜜环菌012m;armimelleolide C;细胞毒活性;倍半萜芳基酯;口蘑科
Keywords:
Project Supported:
This project was in part supported financially by National Natural Science Foundation of China (Nos. 31960095 and 82160670), National Natural Science Foundation of Yunnan Province (Nos. 202101AS070022 and 202201AT070228), Yunnan Ten thousand Talents Program to Weiguang Wang and Yanping Li.
Yanping Li a, Shuizhu Lou b, Run Yang b, Ling Zhang d, Qiuping Zou a, Shanzhai Shang c,*, Lu Gao b,*, Weiguang Wang b. Cytotoxic sesquiterpene aryl esters from Armillaria gallica 012m[J]. Chinese Herbal Medicines (CHM),2023,15(2):343-346
