滇重楼内生真菌Aspergillus fumigatus代谢产物的研究

Studies on Metabolites of Endophytic Fungus Aspergillus fumigatus Isolated from Paris polyphylla var. yunnanensis

摘要:

为研究滇重楼内生真菌Aspergillus fumigatus的代谢产物，采用多种色谱分离技术对其菌丝体和发酵液进行分离纯化，得到31个化合物。根据理化性质及波谱数据，结构分别鉴定为tryprostatin B (1)、tryprostatin A (2)、12,13-dihydroxyfumitre- morgin C (3)、cyclotryprostatin B (4)、14-norpseurotin A (5)、pseurotine F1 (6)、pseurotine F2 (7)、azaspirofuran A (8)、pseurotin D (9)、spirotryprostatin K (10)、6-methoxyspirotryprostatin B (11)、deacetylpyripyropene A (12)、烟曲霉素 (13)、fuma- gillene A (14)、5,9-dihydroxy-β-trans-bergamotene (15)、对羟基苯乙酸 (16)、demethoxyfumitremorgin C (17)、fumiquinazoline J (18)、烟曲霉酸 (19)、麦角甾醇 (20)、过氧麦角甾醇 (21)、4,4-dimethyl-5α-ergosta-8,24(28)-dien-3β-ol (22)、羊毛甾醇 (23)、亚油酸 (24)、油酸 (25) 、烟曲霉毒素C (26)、烟曲霉毒素B (27)、震颤真菌毒素 (28)、pseurotin A (29)、fumiquinazoline C (30)和questin (31)。其中，化合物1~16仅从发酵液中分离得到；化合物17~25仅从菌丝体中分离得到；其余化合物在发酵液和菌丝体中均分离得到。化合物15和23为首次从烟曲霉属真菌中分离得到。此外，化合物26~29的乙酰胆碱酯酶抑制活性和烟草黑胫病菌抑制活性评价表明，化合物26和27对烟草黑胫病菌具有微弱的抑制作用，抑菌率分别为19.64%和17.86%。

Abstract:

To study metabolites of endophytic fungus Aspergillus fumigatus isolated from Paris polyphylla var. yunnanensis, thirty-one compounds were obtained from fermentation broth and mycelium by several chromato- graphic techniques, such as silica gel column chromatography, sephadex LH-20 and semi-preparative HPLC. Based on physicochemical properties and spectral data, their structures were identified as tryprostatin B (1), tryprostatin A (2), 12,13-dihydroxyfumitremorgin C (3), cyclotryprostatin B (4), 14-norpseurotin A (5), pseu- rotine F1 (6), pseurotine F2 (7), azaspirofuran A (8), pseurotin D (9), spirotryprostatin K (10), 6-methoxy- spirotryprostatin B (11), 7-deacetylpyripyropene A (12), fumagillin (13), fumagillene A (14), 5,9-dihydroxy-β- trans-bergamotene (15), 4-hydroxyphenylacetic acid (16), demethoxyfumitremorgin C (17), fumiquinazoline J (18), helvolic acid (19), ergosterol (20), ergosterol endoperoxide (21), 4,4-dimethyl-5α-ergosta-8,24(28)-dien- 3β-ol (22), lanosterol (23), linoleic acid (24), oleic acid (25), fumitremorgin C (26), fumitremorgin B (27), verruculogen (28), pseurotin A (29), fumiquinazoline C (30), and questin (31). Compounds 1-16 and 17-25 were isolated from fermentation broth and mycelium, respectively, while compounds 26-31 were isolated from both fermentation broth and mycelium. Compounds 15 and 23 were isolated from A. fumigatus for the first time. In addition, the compounds 26-29 were evaluated for their acetylcholinesterase inhibition activities and tobacco black shank inhibition activities, compounds 26 and 27 showed slight activities against pathogenic fungi of tobacco black shank with inhibition rate of 19.64% and 17.86%, respectively.