Cylindrocarpon olidum W1菌株代谢物中壳二孢氯素及其类似物的分离及抑菌活性

Isolation and antimicrobial activities of ascochlorin and its analogues from the metabolites of Cylindrocarpon olidum W1

采用硅胶柱层析及高效液相色谱等技术从冬青卫矛内生真菌Cylindrocarpon olidum W1次生代谢物中分离鉴定出8个抑菌活性化合物W1-1~W1-8。经核磁共振氢谱和碳谱、高分辨质谱等技术,并结合相关文献确认其为壳二孢氯素及其类似物,分别为Ilicicolin A(W1-1)、5-Chlorocolletorin B(W1-2)、Ilicicolin B(W1-3)、Deacetylchloronectrin(W1-4)、Ilicicolin C(W1-5)、壳二孢氯素(W1-6)、Cylindrol A_4(W1-7)和Cylindrol B(W1-8)。抑菌活性测定结果表明:壳二孢氯素及其类似物对烟草青枯病菌有较强的抑制作用,上述化合物的最小抑制浓度分别为6.2 5、3.1 3、>1 0 0、3.1 3、6.2 5、1 2.5、2 5和2 5μg/m L;化合物W 1-2、W1-4和W1-5对番茄灰霉病菌和油菜菌核病菌菌丝生长亦有较强的抑制作用,其中对番茄灰霉病菌的抑制中浓度(IC_(50))分别为36.45、21.60和26.69μg/m L,对油菜菌核病菌的抑制中浓度分别为20.21、16.79和12.11μg/m L。

Eight compounds W1-1–W1-8 were isolated from the secondary metabolites of Cylindrocarpon olidum W1, which is an endophytic fungus from Euonymus japonica, by silica gel column chromatography and pre-HPLC techniques. Based on the ~1H NMR and ^（13）C NMR and HRMSMS data, as well as the published literatures, these chemicals were identified as Ilicicolin A（W1-1）,5-Chlorocolletorin B（W1-2）, Ilicicolin B（W1-3）, Deacetylchloronectrin（W1-4）, Ilicicolin C（W1-5）,Ascochlorin（W1-6）, Cylindrol A_4 （W1-7） and Cylindrol B（W1-8）. The obtained Ascochlorin and its analogues showed strong antibacterial activities against Ralstonia solanacearum, with minimum inhibitory concentrations（MICs） of 6.25, 3.13, 100, 3.13, 6.25, 12.5, 25 and 25 μg/m L, respectively.Compounds W1-2, W1-4 and W1-5 could also effectively inhibit the mycelial growth of plant pathogenic fungi Botrytis cinerea and Sclerotinia sclerotiorum. Their medium inhibitory concentrations（IC_（50）） against B. cinerea were 36.45, 21.60 and 26.69 μg/m L, respectively. Their IC_（50） values against S. sclerotiorum were 20.21, 16.79 and 12.11 μg/m L, respectively.