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作 者:王诺依 刘洪新 陈玉婵 章卫民 高晓霞 WANG Nuo-yi;LIU Hong-xin;CHEN Yu-chan;ZHANG Wei-min;GAO Xiao-xia(School of Pharmacy,Guangdong Pharmaceutical University,Guangzhou 510006,China;State Key Laboratory of Applied Microbiology of Southern China,Guangdong Key Laboratory of Microbial Culture Collection and Application,Institute of Microbiology,Guangdong Academy of Sciences,Guangzhou 510070,China)
机构地区:[1]广东药科大学药学院,广东广州510006 [2]广东省科学院微生物研究所华南应用微生物国家重点实验室,广东省菌种保藏与应用重点实验室,广东广州510070
出 处:《中草药》2023年第4期1017-1025,共9页Chinese Traditional and Herbal Drugs
基 金:广东省特支计划项目(2019TQ05Y375)。
摘 要:目的 研究药用植物广藿香Pogostemon cablin内生真菌撕裂耙齿菌Irpex laceratus A878的活性次级代谢产物。方法 运用硅胶、Sephadex LH-20、HPLC等多种柱色谱技术以及重结晶方法对发酵产物进行分离纯化,并利用1H-和13C-NMR、UV等谱学方法鉴定化合物结构。采用SRB法和Griess法测定化合物的生物活性。结果 从广藿香内生真菌撕裂耙齿菌A878固体发酵产物中分离鉴定了2个新化合物和10个已知化合物。分别为撕裂耙齿菌内酯A(1)、撕裂耙齿菌内酯B(2)、细胞松弛素H(3)、细胞松弛素J(4)、18-甲氧基细胞松弛素J(5)、去乙酰基细胞松弛素H(6)、细胞松弛素J3(7)、拟茎点霉(口山)酮A(8)、狄瑟酚A(9)、桔青霉三酚A(10)、(22E,24R)-麦角甾-5,7,22-三烯-3β-醇(11)和1S,2R,4S-三羟基-对-薄荷烷(12)。结论 化合物1、2为新的吡喃内酯类化合物。活性研究表明化合物4、5和9对人神经癌SF-268细胞、人乳腺癌MCF-7细胞、人肝癌HepG2细胞和人肺癌A549细胞表现出中等的细胞毒活性,半数抑制浓度为24.83~69.63μmol/L。此外,化合物11表现出较弱的抗炎活性。Objective To investigate the secondary metabolites of endophytic fungus Irpex laceratus A878 from medicinal plant Pogostemon cablin. Methods The fermentation products were separated and purified by silica gel column, Sephadex LH-20, HPLC and recrystallization. The structures of the compounds were identified by analysis of their ~1H-,13C-NMR and UV spectra. The biological activities of the compounds were evaluated by SRB and Griess methods. Results Two new compounds and 10 known compounds were isolated and identified from the solid fermentation products of endophytic fungus A878, their structures were identified as irpexone A(1), irpexone B(2), cytochalasin H(3), cytochalasin J(4), 18-methoxy cytochalasin J(5),deacetylcytochalasin H(6), cytochalasin J3(7), phomoxanthone A(8), dicerandrol A(9), penicillocitrin A(10),(22E,24R)-ergosta-5,7,22-trien-3β-ol(11) and 1S,2R,4S-trihydroxy-p-menthane(12). Conclusion Compounds 1 and 2 were new pyranolactones. The bioactivity assay results showed that compounds 4, 5, and 9 demonstrated moderate cytotoxic activity against SF-268,MCF-7, Hep G2, and A549 cell lines with IC50values ranging from 24.83 to 69.63 μmol/L. Besides, compound 11 showed weak anti-inflammatory activity.
关 键 词:广藿香 内生真菌 撕裂耙齿菌 次级代谢产物 生物活性 撕裂耙齿菌内酯A 撕裂耙齿菌内酯B 细胞松弛素J 狄瑟酚A
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