野花椒内生真菌Diaporthe perseae次生代谢产物及其抗炎活性

Secondary metabolites from endophytic fungi Diaporthe perseae of Zanthoxylum simulans and their anti-inflammatory activities

目的研究野花椒内生真菌Diaporthe perseae次生代谢产物及其抗炎活性。方法Diaporthe perseae发酵提取物的次生代谢产物采用硅胶、Sephadex LH-20、TLC、HPLC进行分离纯化,根据理化性质及波谱数据鉴定所得化合物的结构。对分离得到的部分化合物进行抗炎活性筛选。结果从中分离得到13个化合物,分别鉴定为蜜环菌酮(1)、2-(4-羟基苯基)乙酸乙酯(2)、N-(2-苯乙基)乙酰胺(3)、4-羟基苯甲醛(4)、环(S-脯氨酸-R-亮氨酸)(5)、环(S-脯氨酸-S-异亮氨酸)(6)、环(S-脯氨酸-R-缬氨酸)(7)、3β,5α-二羟基-6β-乙酰基麦角甾-7,22-二烯(8)、3β,5α-二羟基-10α-甲基-6β-乙酰基麦角甾-7,22-二烯(9)、3β,5α,9α-三羟基-(22 E,24R)-麦角甾-7,22-二烯-6-酮(10)、3β,5α-二羟基(22 E,24R)-麦角甾-7,22-二烯-6-酮(11)、(22 E,24R)-ergosta-7,9(11),22-三烯-3β,5α,6β-三醇(12)、5α,6α-epoxy-24(R)-methylcholesta-7,22-dien-3β-ol(13)。化合物5~7抑制NO释放的IC 50值分别为59.37、41.73、58.98μmol/L。结论所有化合物均为首次从该内生真菌中分离得到,化合物5~7为抗炎活性成分。

AIM To study the secondary metabolites from endophytic fungi Diaporthe perseae of Zanthoxylum simulans Hance and their anti-inflammatory activities.METHODS The fermented extract of Diaporthe perseae was isolated and purified by silica gel,Sephadex LH-20,TLC and HPLC,then the structures of obtained compounds were identified by physicochemical properties and spectral data.The anti-inflammatory activities of some compounds was evaluated.RESULTS Thirteen compounds were isolated and identified as nectriapyrone(1),2-(4-hydroxyphenyl)ethyl acetate(2),N-(2-phenylethyl)acetamide(3),4-hydroxybenzaldehyde(4),cyclo-(S-Pro-R-Leu)(5),cyclo-(S-Pro-S-Ⅱe)(6),cyclo(S-Pro-R-Val)(7),3β,5α-dihydroxy-6β-acetoxy-ergosta-7,22-diene(8),3β,5α-dihydroxy-10α-methyl-6β-acetoxy ergosta-7,22-diene(9),3β,5α,9α-trihydroxy-(22 E,24R)-ergosta-7,22-dien-6-one(10),3β,5α-dihydroxy(22 E,24R)-ergosta-7,22-dien-6-one(11),(22 E,24R)-ergosta-7,9(11),22-triene-3β,5α,6β-triol(12),5α,6α-epoxy-24(R)-methylcholesta-7,22-dien-3β-ol(13).The IC 50 values of compounds 5-7 inhibiting NO release were 59.37,41.73,58.98μmol/L.CONCLUSION All compounds are isolated from this endophytic fungi for the first time.Compounds 5-7 are the anti-inflammatory active ingredients.