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Eurotiumins A?E, Five New Alkaloids from the Marine-Derived Fungus Eurotium sp. SCSIO F452.

ABSTRACT: Three new prenylated indole 2,5-diketopiperazine alkaloids (1?3) with nine known ones (5?13), one new indole alkaloid (4), and one new bis-benzyl pyrimidine derivative (14) were isolated and characterized from the marine-derived fungus Eurotium sp. SCSIO F452. 1 and 2, occurring as a pair of diastereomers, both presented a hexahydropyrrolo[2,3-b]indole skeleton. Their chemical structures, including absolute configurations, were elucidated by 1D and 2D NMR, HRESIMS, quantum chemical calculations of electronic circular dichroism, and single crystal X-ray diffraction experiments. Most isolated compounds were screened for antioxidative potency. Compounds 3, 5, 6, 7, 9, 10, and 12 showed significant radical scavenging activities against DPPH with IC50 values of 13, 19, 4, 3, 24, 13, and 18 µM, respectively. Five new compounds were evaluated for cytotoxic activities.

SUBMITTER: Zhong WM 

PROVIDER: S-EPMC5923423 | biostudies-literature | 2018 Apr

REPOSITORIES: biostudies-literature

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Eurotiumins A⁻E, Five New Alkaloids from the Marine-Derived Fungus <i>Eurotium</i> sp. SCSIO F452.

Zhong Wei-Mao WM   Wang Jun-Feng JF   Shi Xue-Feng XF   Wei Xiao-Yi XY   Chen Yu-Chan YC   Zeng Qi Q   Xiang Yao Y   Chen Xia-Yu XY   Tian Xin-Peng XP   Xiao Zhi-Hui ZH   Zhang Wei-Min WM   Wang Fa-Zuo FZ   Zhang Si S  

Marine drugs 20180421 4

Three new prenylated indole 2,5-diketopiperazine alkaloids (<b>1</b>⁻<b>3</b>) with nine known ones (<b>5</b>⁻<b>13</b>), one new indole alkaloid (<b>4</b>), and one new bis-benzyl pyrimidine derivative (<b>14</b>) were isolated and characterized from the marine-derived fungus <i>Eurotium</i> sp. SCSIO F452. <b>1</b> and <b>2</b>, occurring as a pair of diastereomers, both presented a hexahydropyrrolo[2,3-<i>b</i>]indole skeleton. Their chemical structures, including absolute configurations, wer  ...[more]

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