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Discovery of a Dimeric Zinc Complex and Five Cyclopentenone Derivatives from the Sponge-Associated Fungus Aspergillus ochraceopetaliformis.


ABSTRACT: In devotion to investigating structurally novel and biologically active marine natural products, a dimer of a zinc complex, dizinchydroxyneoaspergillin (1), aspernones A-E (2-6), five cyclopentenone derivatives together with known polyketides (7-10), and neoaspergillic acid analogues (11-14) were isolated from the sponge-associated fungus Aspergillus ochraceopetaliformis SCSIO 41018. Their structures were elucidated on the basis of spectroscopic analysis, electronic circular dichroism (ECD) analysis, and X-ray diffraction. Dizinchydroxyneoaspergillin (1) displayed significant bactericide effects toward methicillin-resistant Staphyloccocus aureus, Staphyloccocus aureus, Enterococcus faecalis, Acinetobacter baumannii, and Klebsiella pneumonia with MIC values of 0.45-7.8 μg/mL and moderate in vitro cytotoxic activities against the K562, BEL-7402, and SGC-7901 cell lines with IC50 values of 12.88 ± 0.14, 15.83 ± 0.23, and 15.08 ± 0.62 μM, respectively. This is the first time to report the dimer of the zinc complex of hydroxyneoaspergillic acid conjunction at Zn-N-4 by a coordination bond. Additionally, compound 1 displayed significant antibacterial and cytotoxic activities, which would be a promising drug lead and could attract much attention from both chemists and pharmacists.

SUBMITTER: Guo C 

PROVIDER: S-EPMC8028006 | biostudies-literature | 2021 Apr

REPOSITORIES: biostudies-literature

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Discovery of a Dimeric Zinc Complex and Five Cyclopentenone Derivatives from the Sponge-Associated Fungus <i>Aspergillus ochraceopetaliformis</i>.

Guo Cui C   Wang Pei P   Pang Xiaoyan X   Lin Xiuping X   Liao Shengrong S   Yang Bin B   Zhou Xuefeng X   Wang Junfeng J   Liu Yonghong Y  

ACS omega 20210326 13


In devotion to investigating structurally novel and biologically active marine natural products, a dimer of a zinc complex, dizinchydroxyneoaspergillin (<b>1</b>), aspernones A-E (<b>2</b>-<b>6</b>), five cyclopentenone derivatives together with known polyketides (<b>7</b>-<b>10</b>), and neoaspergillic acid analogues (<b>11</b>-<b>14</b>) were isolated from the sponge-associated fungus <i>Aspergillus ochraceopetaliformis</i> SCSIO 41018. Their structures were elucidated on the basis of spectros  ...[more]

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