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Article

New Butenolides and Cyclopentenones from Saline Soil-Derived Fungus Aspergillus Sclerotiorum

1
College of Pharmacy, Binzhou Medical University, Yantai 264003, China
2
Beijing Higher Institution Engineering Research Center of Food Additives and Ingredients, Beijing Key Laboratory of Flavor Chemistry, Beijing Laboratory for Food Quality and Safety, Beijing Technology and Business University, Beijing 100048, China
*
Authors to whom correspondence should be addressed.
Molecules 2019, 24(14), 2642; https://doi.org/10.3390/molecules24142642
Received: 3 July 2019 / Revised: 15 July 2019 / Accepted: 20 July 2019 / Published: 21 July 2019
(This article belongs to the Special Issue Microbial Natural Products)
Three new γ-hydroxyl butenolides (13), a pair of new enantiomeric spiro-butenolides (4a and 4b), a pair of enantiomeric cyclopentenones (5a new and 5b new natural), and six known compounds (611), were isolated from Aspergillus sclerotiorum. Their structures were established by spectroscopic data and electronic circular dichroism (ECD) spectra. Two pairs of enantiomers [(+)/(–)-6c and (+)/(–)-6d] obtained from the reaction of 6 with acetyl chloride (AcCl) confirmed that 6 was a mixture of two pairs of enantiomers. In addition, the X-ray data confirmed that 7 was also a racemate. The new metabolites (15) were evaluated for their inhibitory activity against cancer and non-cancer cell lines. As a result, compound 1 exhibited moderate cytotoxicity to HL60 and A549 with IC50 values of 6.5 and 8.9 µM, respectively, and weak potency to HL-7702 with IC50 values of 17.6 µM. Furthermore, compounds 19 were screened for their antimicrobial activity using the micro-broth dilution method. MIC values of 200 μg/mL were obtained for compounds 2 and 3 towards Staphylococcus aureus and Escherichia coli, while compound 8 exhibited a MIC of 50 μ/mL towards Candida albicans. View Full-Text
Keywords: Aspergillus sclerotiorum; γ-hydroxyl butenolides; cyclopentenones; enantiomer; cytotoxicity; antimicrobial activity Aspergillus sclerotiorum; γ-hydroxyl butenolides; cyclopentenones; enantiomer; cytotoxicity; antimicrobial activity
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MDPI and ACS Style

Ma, L.-Y.; Zhang, H.-B.; Kang, H.-H.; Zhong, M.-J.; Liu, D.-S.; Ren, H.; Liu, W.-Z. New Butenolides and Cyclopentenones from Saline Soil-Derived Fungus Aspergillus Sclerotiorum. Molecules 2019, 24, 2642. https://doi.org/10.3390/molecules24142642

AMA Style

Ma L-Y, Zhang H-B, Kang H-H, Zhong M-J, Liu D-S, Ren H, Liu W-Z. New Butenolides and Cyclopentenones from Saline Soil-Derived Fungus Aspergillus Sclerotiorum. Molecules. 2019; 24(14):2642. https://doi.org/10.3390/molecules24142642

Chicago/Turabian Style

Ma, Li-Ying, Huai-Bin Zhang, Hui-Hui Kang, Mei-Jia Zhong, De-Sheng Liu, Hong Ren, and Wei-Zhong Liu. 2019. "New Butenolides and Cyclopentenones from Saline Soil-Derived Fungus Aspergillus Sclerotiorum" Molecules 24, no. 14: 2642. https://doi.org/10.3390/molecules24142642

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