Abstract

A new glyoxylate-containing benzene derivative, methyl 2-(4-hydroxy-3-(3′-methyl-2′-butenyl)phenyl)-2-oxoacetate (1), together with ten known compounds (2–11), were isolated from the marine algicolous fungus, Aspergillus sp. SCSIO 41304. Their planar structures and absolute configurations were elucidated by detailed NMR, MS spectroscopic analysis and comparing with literature data. Compound 1 was isolated as a new fungal secondary metabolite, possessing a methyl glyoxylate moiety R-CO-CO-OCH₃, which is rare in natural sources. All the isolated compounds (1–11) were tested for their antibacterial and enzyme inhibitory activities against acetylcholinesterase (AChE) and pancreatic lipase (PL). Among these compounds, aspulvinone H (4) showed moderate inhibition against AChE and PL with IC₅₀ values of 25.95 and 47.06 μM, respectively. Further molecular docking simulation exhibited that compound 4 could well bind to the catalytic pockets of the AChE and PL.

摘要

一种新的含乙醛酸盐的苯衍生物，甲基 2-(4-hydroxy-3-(3'-methyl-2'-butenyl)phenyl)-2-oxoacetate ( 1 )，连同十种已知化合物 ( 2 – 11 )，从海洋藻类真菌Aspergillus sp。SCSIO 41304。通过详细的 NMR、MS 光谱分析并与文献数据进行比较，阐明了它们的平面结构和绝对构型。化合物1作为一种新的真菌次级代谢产物被分离出来，具有天然来源中罕见的乙醛酸甲酯基团 R-CO-CO-OCH _{3 。}所有分离的化合物 ( 1 – 11) 测试了它们对乙酰胆碱酯酶 (AChE) 和胰脂肪酶 (PL) 的抗菌和酶抑制活性。在这些化合物中，aspulvinone H ( 4 ) 对 AChE 和 PL 表现出中度抑制作用，IC ₅₀值分别为 25.95 和 47.06  μM。进一步的分子对接模拟表明化合物4可以很好地结合 AChE 和 PL 的催化口袋。