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New Ophiobolin Derivatives from the Marine Fungus Aspergillus flocculosus and Their Cytotoxicities against Cancer Cells.

ABSTRACT: Five new sesterterpenes, 14,15-dehydro-6-epi-ophiobolin K (1), 14,15-dehydro- ophiobolin K (2), 14,15-dehydro-6-epi-ophiobolin G (3), 14,15-dehydro-ophiobolin G (4) and 14,15-dehydro-(Z)-14-ophiobolin G (5), together with four known ophiobolins (6-9) were isolated from the marine fungus Aspergillus flocculosus derived from the seaweed Padina sp. collected in Vietnam. The five new ophiobolins were first isolated as ophiobolin derivatives consisting of a fully unsaturated side chain. Their structures were elucidated via spectroscopic methods including 1D, 2D NMR and HR-ESIMS. The absolute configurations were determined by the comparison of chemical shifts and optical rotation values with those of known ophiobolins. All compounds (1-9) were then evaluated for their cytotoxicity against six cancer cell lines, HCT-15, NUGC-3, NCI-H23, ACHN, PC-3 and MDA-MB-231. All the compounds showed potent cytotoxicity with GI50 values ranging from 0.14 to 2.01 ?M.

SUBMITTER: Choi BK 

PROVIDER: S-EPMC6628216 | biostudies-literature | 2019 Jun

REPOSITORIES: biostudies-literature

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New Ophiobolin Derivatives from the Marine Fungus <i>Aspergillus flocculosus</i> and Their Cytotoxicities against Cancer Cells.

Choi Byeoung-Kyu BK   Trinh Phan Thi Hoai PTH   Lee Hwa-Sun HS   Choi Byeong-Woo BW   Kang Jong Soon JS   Ngoc Ngo Thi Duy NTD   Van Tran Thi Thanh TTT   Shin Hee Jae HJ  

Marine drugs 20190611 6

Five new sesterterpenes, 14,15-dehydro-6-<i>epi</i>-ophiobolin K (<b>1</b>), 14,15-dehydro- ophiobolin K (<b>2</b>), 14,15-dehydro-6-<i>epi</i>-ophiobolin G (<b>3</b>), 14,15-dehydro-ophiobolin G (<b>4</b>) and 14,15-dehydro-(<i>Z</i>)-14-ophiobolin G (<b>5</b>), together with four known ophiobolins (<b>6</b>-<b>9</b>) were isolated from the marine fungus <i>Aspergillus flocculosus</i> derived from the seaweed <i>Padina</i> sp. collected in Vietnam. The five new ophiobolins were first isolated a  ...[more]

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