Cytotoxic sesquiterpene aryl esters from Armillaria gallica 012m
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摘要:
目的:研究高盧蜜環(huán)菌012m乙酸乙酯提取物的化學(xué)成分。 方法:采用多種柱層析法分離純化了高盧蜜環(huán)菌012m的乙酸乙酯提取物的化學(xué)成分,并利用一維、二維核磁共振波譜和HRESIMS數(shù)據(jù)對(duì)其結(jié)構(gòu)進(jìn)行鑒定。采用MTT法測(cè)定各分離株對(duì)人腫瘤細(xì)胞A549、HCT-116、M231和W256的細(xì)胞毒性。 結(jié)果:從高盧蜜環(huán)菌012m的乙酸乙酯提取物中分離得到1個(gè)新型倍半萜芳基酯armimelleolide C (1)和8個(gè)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)。所有分離物對(duì)至少一種人類癌細(xì)胞具有潛在的細(xì)胞毒活性,IC50值在 (3.17±0.54)~(17.57±0.47) mol/L之間。與陽性對(duì)照紫杉醇相比,化合物1對(duì)M231具有顯著的抑制活性,IC50值為 (7.54±0.24) mol/L?;衔?、3、7、9對(duì)HCT-116有明顯的抑制作用,且優(yōu)于陽性對(duì)照。 結(jié)論:高盧蜜環(huán)菌012m乙酸乙酯提取物中含有一種新型倍半萜芳基酯armimelleolide C (1),其化學(xué)成分結(jié)構(gòu)多樣,具有潛在的抗腫瘤活性。
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.
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
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Online Published: May 12,2023
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