Anthraquinone Derivatives from a Marine-Derived Fungus <i>Sporendonema casei</i> HDN16-802
Five new anthraquinone derivatives, auxarthrols D−H (<b>1</b>−<b>5</b>), along with two known analogues (<b>6</b>−<b>7</b>), were obtained from the culture of the marine-derived fungus <i>Sporendonema casei</i>...
Main Authors: | , , , , , , , , , |
---|---|
Format: | Article |
Language: | English |
Published: |
MDPI AG
2019-06-01
|
Series: | Marine Drugs |
Subjects: | |
Online Access: | https://www.mdpi.com/1660-3397/17/6/334 |
_version_ | 1798035006825693184 |
---|---|
author | Xueping Ge Chunxiao Sun Yanyan Feng Lingzhi Wang Jixing Peng Qian Che Qianqun Gu Tianjiao Zhu Dehai Li Guojian Zhang |
author_facet | Xueping Ge Chunxiao Sun Yanyan Feng Lingzhi Wang Jixing Peng Qian Che Qianqun Gu Tianjiao Zhu Dehai Li Guojian Zhang |
author_sort | Xueping Ge |
collection | DOAJ |
description | Five new anthraquinone derivatives, auxarthrols D−H (<b>1</b>−<b>5</b>), along with two known analogues (<b>6</b>−<b>7</b>), were obtained from the culture of the marine-derived fungus <i>Sporendonema casei</i>. Their structures, including absolute configurations, were established on the basis of NMR, HRESIMS, and circular dichroism (CD) spectroscopic techniques. Among them, compound <b>4</b> represents the second isolated anthraquinone derivative with a chlorine atom, which, with compound <b>6</b>, are the first reported anthraquinone derivatives with anticoagulant activity. Compounds <b>1</b> and <b>3</b> showed cytotoxic activities with IC<sub>50</sub> values from 4.5 μM to 22.9 μM, while compounds <b>1</b>, <b>3</b>−<b>4</b>, and <b>6</b>−<b>7</b> showed promising antibacterial activities with MIC values from 12.5 μM to 200 μM. In addition, compound <b>7</b> was discovered to display potential antitubercular activity for the first time. |
first_indexed | 2024-04-11T20:52:07Z |
format | Article |
id | doaj.art-a544d080ca92408981052170d7813489 |
institution | Directory Open Access Journal |
issn | 1660-3397 |
language | English |
last_indexed | 2024-04-11T20:52:07Z |
publishDate | 2019-06-01 |
publisher | MDPI AG |
record_format | Article |
series | Marine Drugs |
spelling | doaj.art-a544d080ca92408981052170d78134892022-12-22T04:03:49ZengMDPI AGMarine Drugs1660-33972019-06-0117633410.3390/md17060334md17060334Anthraquinone Derivatives from a Marine-Derived Fungus <i>Sporendonema casei</i> HDN16-802Xueping Ge0Chunxiao Sun1Yanyan Feng2Lingzhi Wang3Jixing Peng4Qian Che5Qianqun Gu6Tianjiao Zhu7Dehai Li8Guojian Zhang9Key Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, ChinaKey Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, ChinaKey Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, ChinaKey Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, ChinaKey Laboratory of Testing and Evaluation for Aquatic Product Safety and Quality, Ministry of Agriculture and Rural Affairs, Yellow Sea Fisheries Research Institute, Chinese Academy of Fishery Sciences, Qingdao 266071, ChinaKey Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, ChinaKey Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, ChinaKey Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, ChinaKey Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, ChinaKey Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, ChinaFive new anthraquinone derivatives, auxarthrols D−H (<b>1</b>−<b>5</b>), along with two known analogues (<b>6</b>−<b>7</b>), were obtained from the culture of the marine-derived fungus <i>Sporendonema casei</i>. Their structures, including absolute configurations, were established on the basis of NMR, HRESIMS, and circular dichroism (CD) spectroscopic techniques. Among them, compound <b>4</b> represents the second isolated anthraquinone derivative with a chlorine atom, which, with compound <b>6</b>, are the first reported anthraquinone derivatives with anticoagulant activity. Compounds <b>1</b> and <b>3</b> showed cytotoxic activities with IC<sub>50</sub> values from 4.5 μM to 22.9 μM, while compounds <b>1</b>, <b>3</b>−<b>4</b>, and <b>6</b>−<b>7</b> showed promising antibacterial activities with MIC values from 12.5 μM to 200 μM. In addition, compound <b>7</b> was discovered to display potential antitubercular activity for the first time.https://www.mdpi.com/1660-3397/17/6/334anthraquinone derivatives<i>Sporendonema casei</i>marine-derived funguscytotoxic activitiesantibacterial activities |
spellingShingle | Xueping Ge Chunxiao Sun Yanyan Feng Lingzhi Wang Jixing Peng Qian Che Qianqun Gu Tianjiao Zhu Dehai Li Guojian Zhang Anthraquinone Derivatives from a Marine-Derived Fungus <i>Sporendonema casei</i> HDN16-802 Marine Drugs anthraquinone derivatives <i>Sporendonema casei</i> marine-derived fungus cytotoxic activities antibacterial activities |
title | Anthraquinone Derivatives from a Marine-Derived Fungus <i>Sporendonema casei</i> HDN16-802 |
title_full | Anthraquinone Derivatives from a Marine-Derived Fungus <i>Sporendonema casei</i> HDN16-802 |
title_fullStr | Anthraquinone Derivatives from a Marine-Derived Fungus <i>Sporendonema casei</i> HDN16-802 |
title_full_unstemmed | Anthraquinone Derivatives from a Marine-Derived Fungus <i>Sporendonema casei</i> HDN16-802 |
title_short | Anthraquinone Derivatives from a Marine-Derived Fungus <i>Sporendonema casei</i> HDN16-802 |
title_sort | anthraquinone derivatives from a marine derived fungus i sporendonema casei i hdn16 802 |
topic | anthraquinone derivatives <i>Sporendonema casei</i> marine-derived fungus cytotoxic activities antibacterial activities |
url | https://www.mdpi.com/1660-3397/17/6/334 |
work_keys_str_mv | AT xuepingge anthraquinonederivativesfromamarinederivedfungusisporendonemacaseiihdn16802 AT chunxiaosun anthraquinonederivativesfromamarinederivedfungusisporendonemacaseiihdn16802 AT yanyanfeng anthraquinonederivativesfromamarinederivedfungusisporendonemacaseiihdn16802 AT lingzhiwang anthraquinonederivativesfromamarinederivedfungusisporendonemacaseiihdn16802 AT jixingpeng anthraquinonederivativesfromamarinederivedfungusisporendonemacaseiihdn16802 AT qianche anthraquinonederivativesfromamarinederivedfungusisporendonemacaseiihdn16802 AT qianqungu anthraquinonederivativesfromamarinederivedfungusisporendonemacaseiihdn16802 AT tianjiaozhu anthraquinonederivativesfromamarinederivedfungusisporendonemacaseiihdn16802 AT dehaili anthraquinonederivativesfromamarinederivedfungusisporendonemacaseiihdn16802 AT guojianzhang anthraquinonederivativesfromamarinederivedfungusisporendonemacaseiihdn16802 |