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

oleh: Li-Ying Ma, Huai-Bin Zhang, Hui-Hui Kang, Mei-Jia Zhong, De-Sheng Liu, Hong Ren, Wei-Zhong Liu

Format: Article
Diterbitkan: MDPI AG 2019-07-01

Deskripsi

Three new <i>&#947;</i>-hydroxyl butenolides (<b>1</b>&#8722;<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>&#8722;<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 [(+)/(&#8722;)-<b>6c</b> and (+)/(&#8722;)-<b>6d</b>] obtained from the reaction of <b>6</b> with acetyl chloride (AcCl) confirmed that <b>6</b> was a mixture of two pairs of enantiomers. In addition, the X-ray data confirmed that <b>7</b> was also a racemate. The new metabolites (<b>1</b>&#8722;<b>5)</b> were evaluated for their inhibitory activity against cancer and non-cancer cell lines. As a result, compound <b>1</b> exhibited moderate cytotoxicity to HL60 and A549 with IC<sub>50</sub> values of 6.5 and 8.9 &#181;M, respectively, and weak potency to HL-7702 with IC<sub>50</sub> values of 17.6 &#181;M. Furthermore, compounds <b>1</b>&#8722;<b>9</b> were screened for their antimicrobial activity using the micro-broth dilution method. MIC values of 200 &#956;g/mL were obtained for compounds <b>2</b> and <b>3</b> towards <i>Staphylococcus aureus</i> and <i>Escherichia coli</i>, while compound <b>8</b> exhibited a MIC of 50 &#956;/mL towards <i>Candida albicans</i>.