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


ABSTRACT: Three new ?-hydroxyl butenolides (1-3), 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 (6-11), 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 (1-5) 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 1-9 were screened for their antimicrobial activity using the micro-broth dilution method. MIC values of 200 ?g/mL were obtained for compounds 2 and 3 towards Staphylococcus aureus and Escherichia coli, while compound 8 exhibited a MIC of 50 ?/mL towards Candida albicans.

SUBMITTER: Ma LY 

PROVIDER: S-EPMC6680918 | biostudies-literature | 2019 Jul

REPOSITORIES: biostudies-literature

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New Butenolides and Cyclopentenones from Saline Soil-Derived Fungus <i>Aspergillus Sclerotiorum</i>.

Ma Li-Ying LY   Zhang Huai-Bin HB   Kang Hui-Hui HH   Zhong Mei-Jia MJ   Liu De-Sheng DS   Ren Hong H   Liu Wei-Zhong WZ  

Molecules (Basel, Switzerland) 20190721 14


Three new <i>γ</i>-hydroxyl butenolides (<b>1</b>-<b>3</b>), a pair of new enantiomeric spiro-butenolides (<b>4a</b> and <b>4b</b>), a pair of enantiomeric cyclopentenones (<b>5a</b> new and <b>5b</b> new natural), and six known compounds (<b>6</b>-<b>11</b>), were isolated from <i>Aspergillus sclerotiorum</i>. Their structures were established by spectroscopic data and electronic circular dichroism (ECD) spectra. Two pairs of enantiomers [(+)/(-)-<b>6c</b> and (+)/(-)-<b>6d</b>] obtained from t  ...[more]

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