Abstract
Three new butenolides aspernolides H–J (1–3) together with seven known ones (4–10) were isolated from the fungus Aspergillus sp. CBS-P-2. Their chemical structures were established on the basis of 1D- and 2D-NMR spectroscopic data, HR-ESI-MS analysis, and their absolute configuration were determined by circular dichroism (CD) analysis. All the compounds were evaluated for the antioxidant effects by DPPH and ABTS methods, the antitumor activities against four human tumor cell lines (HL-60, ASPC1, HCT-116 and PC-3) and antimicrobial activities. Compounds 4–10 showed significant activity against DPPH (IC50 = 15.9–34.3 μM) and compounds 1–10 exhibited significant ABTS free radical scavenging activity (IC50 = 2.8–33.1 μM). Compounds 2, 5 and 11 showed potent cytotoxic activities against HL-60 cell lines with IC50 values of 39.4, 13.2 and 16.3 μM, respectively. Compound 10 showed good antimicrobial activity against Staphylococcus aureus with minimum inhibitory concentration (MIC) of 21.3 μM.
Highlights
Attention has been focused on the biology and chemistry of the microorganisms from extreme environments [1]
Butyrolactones and aspernolides, with a basal skeleton characterized by a five-membered lactone bearing two aromatic rings [8,9], mainly produced by Aspergillus sp. exhibited a wide range of activities, such as selectively inhibitory activities against CDK2 [10], α-glucuronidase [11] and cytotoxic [12], antioxidant [13], anti-inflammatory [14] activities
These new new structures structures were identified by spectroscopic analyses and physicochemical properties, while the known analogues were identified as butyrolactone identified as butyrolactone butyrolactone II (4)
Summary
Attention has been focused on the biology and chemistry of the microorganisms from extreme environments [1]. These microorganisms have proved to be one of the most important and underexplored resources for structurally novel and biologically active natural products [2,3]. Aspergillus species from diverse extreme origins (e.g., salt soil, plants, marine organisms and wetland) are important fungi that biosynthesize structurally diverse and pharmaceutically important natural products, such as alkaloids [4], polyketides [5], terpenes [6], and peptides [7], with intriguing biological properties.
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