Cytotoxic Indole-Diterpenoids from the Marine-Derived Fungus <i>Penicillium</i> sp. KFD28

Four new indole-diterpenoids, named penerpenes K-N (<b>1</b>–<b>4</b>), along with twelve known ones (<b>5</b>–<b>16</b>), were isolated from the fermentation broth produced by adding L-tryptophan to the culture medium of the marine-derived fungus <...

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Autores principales: Lu-Ting Dai, Li Yang, Fan-Dong Kong, Qing-Yun Ma, Qing-Yi Xie, Hao-Fu Dai, Zhi-Fang Yu, You-Xing Zhao
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spelling oai:doaj.org-article:cc47538e47554916a928d6b2561d589c2021-11-25T18:12:49ZCytotoxic Indole-Diterpenoids from the Marine-Derived Fungus <i>Penicillium</i> sp. KFD2810.3390/md191106131660-3397https://doaj.org/article/cc47538e47554916a928d6b2561d589c2021-10-01T00:00:00Zhttps://www.mdpi.com/1660-3397/19/11/613https://doaj.org/toc/1660-3397Four new indole-diterpenoids, named penerpenes K-N (<b>1</b>–<b>4</b>), along with twelve known ones (<b>5</b>–<b>16</b>), were isolated from the fermentation broth produced by adding L-tryptophan to the culture medium of the marine-derived fungus <i>Penicillium</i> sp. KFD28. The structures of the new compounds were elucidated extensively by 1D and 2D NMR, HRESIMS data spectroscopic analyses and ECD calculations. Compound <b>4</b> represents the second example of paxilline-type indole diterpene bearing a 1,3-dioxepane ring. Three compounds (<b>4</b>, <b>9,</b> and <b>15</b>) were cytotoxic to cancer cell lines, of which compound <b>9</b> was the most active and showed cytotoxic activity against the human liver cancer cell line BeL-7402 with an IC<sub>50</sub> value of 5.3 μM. Moreover, six compounds (<b>5</b>, <b>7</b>, <b>10</b>, <b>12</b>, <b>14</b>, and <b>15</b>) showed antibacterial activities against <i>Staphylococcus aureus</i> ATCC 6538 and <i>Bacillus subtilis</i> ATCC 6633.Lu-Ting DaiLi YangFan-Dong KongQing-Yun MaQing-Yi XieHao-Fu DaiZhi-Fang YuYou-Xing ZhaoMDPI AGarticlemarine-derived fungus<i>Penicillium</i> sp.indole-diterpenoidscytotoxicityantibacterial activityBiology (General)QH301-705.5ENMarine Drugs, Vol 19, Iss 613, p 613 (2021)
institution DOAJ
collection DOAJ
language EN
topic marine-derived fungus
<i>Penicillium</i> sp.
indole-diterpenoids
cytotoxicity
antibacterial activity
Biology (General)
QH301-705.5
spellingShingle marine-derived fungus
<i>Penicillium</i> sp.
indole-diterpenoids
cytotoxicity
antibacterial activity
Biology (General)
QH301-705.5
Lu-Ting Dai
Li Yang
Fan-Dong Kong
Qing-Yun Ma
Qing-Yi Xie
Hao-Fu Dai
Zhi-Fang Yu
You-Xing Zhao
Cytotoxic Indole-Diterpenoids from the Marine-Derived Fungus <i>Penicillium</i> sp. KFD28
description Four new indole-diterpenoids, named penerpenes K-N (<b>1</b>–<b>4</b>), along with twelve known ones (<b>5</b>–<b>16</b>), were isolated from the fermentation broth produced by adding L-tryptophan to the culture medium of the marine-derived fungus <i>Penicillium</i> sp. KFD28. The structures of the new compounds were elucidated extensively by 1D and 2D NMR, HRESIMS data spectroscopic analyses and ECD calculations. Compound <b>4</b> represents the second example of paxilline-type indole diterpene bearing a 1,3-dioxepane ring. Three compounds (<b>4</b>, <b>9,</b> and <b>15</b>) were cytotoxic to cancer cell lines, of which compound <b>9</b> was the most active and showed cytotoxic activity against the human liver cancer cell line BeL-7402 with an IC<sub>50</sub> value of 5.3 μM. Moreover, six compounds (<b>5</b>, <b>7</b>, <b>10</b>, <b>12</b>, <b>14</b>, and <b>15</b>) showed antibacterial activities against <i>Staphylococcus aureus</i> ATCC 6538 and <i>Bacillus subtilis</i> ATCC 6633.
format article
author Lu-Ting Dai
Li Yang
Fan-Dong Kong
Qing-Yun Ma
Qing-Yi Xie
Hao-Fu Dai
Zhi-Fang Yu
You-Xing Zhao
author_facet Lu-Ting Dai
Li Yang
Fan-Dong Kong
Qing-Yun Ma
Qing-Yi Xie
Hao-Fu Dai
Zhi-Fang Yu
You-Xing Zhao
author_sort Lu-Ting Dai
title Cytotoxic Indole-Diterpenoids from the Marine-Derived Fungus <i>Penicillium</i> sp. KFD28
title_short Cytotoxic Indole-Diterpenoids from the Marine-Derived Fungus <i>Penicillium</i> sp. KFD28
title_full Cytotoxic Indole-Diterpenoids from the Marine-Derived Fungus <i>Penicillium</i> sp. KFD28
title_fullStr Cytotoxic Indole-Diterpenoids from the Marine-Derived Fungus <i>Penicillium</i> sp. KFD28
title_full_unstemmed Cytotoxic Indole-Diterpenoids from the Marine-Derived Fungus <i>Penicillium</i> sp. KFD28
title_sort cytotoxic indole-diterpenoids from the marine-derived fungus <i>penicillium</i> sp. kfd28
publisher MDPI AG
publishDate 2021
url https://doaj.org/article/cc47538e47554916a928d6b2561d589c
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