Nine New and Five Known Polyketides Derived from a Deep Sea-Sourced Aspergillus sp. 16-02-1

Nine new C9 polyketides, named aspiketolactonol (1), aspilactonols A–F (2–7), aspyronol (9) and epiaspinonediol (11), were isolated together with five known polyketides, (S)-2-(2′-hydroxyethyl)-4-methyl-γ-butyrolactone (8), dihydroaspyrone (10), aspinotriol A (12), aspinotriol B (13) and chaetoquadr...

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Main Authors: Xiu-Wen Chen, Chang-Wei Li, Cheng-Bin Cui, Wei Hua, Tian-Jiao Zhu, Qian-Qun Gu
Format: Article
Language:English
Published: MDPI AG 2014-05-01
Series:Marine Drugs
Subjects:
Online Access:http://www.mdpi.com/1660-3397/12/6/3116
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spelling doaj-81ae8cdd1c1f4c83bf7d2ab649be7efa2020-11-24T23:17:16ZengMDPI AGMarine Drugs1660-33972014-05-011263116313710.3390/md12063116md12063116Nine New and Five Known Polyketides Derived from a Deep Sea-Sourced Aspergillus sp. 16-02-1Xiu-Wen Chen0Chang-Wei Li1Cheng-Bin Cui2Wei Hua3Tian-Jiao Zhu4Qian-Qun Gu5Beijing Institute of Pharmacology and Toxicology, Beijing 100850, ChinaBeijing Institute of Pharmacology and Toxicology, Beijing 100850, ChinaBeijing Institute of Pharmacology and Toxicology, Beijing 100850, ChinaBeijing Institute of Pharmacology and Toxicology, Beijing 100850, ChinaKey Laboratory of Marine Drugs, Chinese Ministry of Education, Institute of Marine Drugs and Food, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, ChinaKey Laboratory of Marine Drugs, Chinese Ministry of Education, Institute of Marine Drugs and Food, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, ChinaNine new C9 polyketides, named aspiketolactonol (1), aspilactonols A–F (2–7), aspyronol (9) and epiaspinonediol (11), were isolated together with five known polyketides, (S)-2-(2′-hydroxyethyl)-4-methyl-γ-butyrolactone (8), dihydroaspyrone (10), aspinotriol A (12), aspinotriol B (13) and chaetoquadrin F (14), from the secondary metabolites of an Aspergillus sp. 16-02-1 that was isolated from a deep-sea sediment sample. Structures of the new compounds, including their absolute configurations, were determined by spectroscopic methods, especially the 2D NMR, circular dichroism (CD), Mo2-induced CD and Mosher’s 1H NMR analyses. Compound 8 was isolated from natural sources for the first time, and the possible biosynthetic pathways for 1–14 were also proposed and discussed. Compounds 1–14 inhibited human cancer cell lines, K562, HL-60, HeLa and BGC-823, to varying extents.http://www.mdpi.com/1660-3397/12/6/3116Aspergillus sp. 16-02-1fungal strain from deep sea sedimentaspiketolactonolaspilactonolaspyronollactoneepiaspinonediolpolyketidestructurecytotoxicity
collection DOAJ
language English
format Article
sources DOAJ
author Xiu-Wen Chen
Chang-Wei Li
Cheng-Bin Cui
Wei Hua
Tian-Jiao Zhu
Qian-Qun Gu
spellingShingle Xiu-Wen Chen
Chang-Wei Li
Cheng-Bin Cui
Wei Hua
Tian-Jiao Zhu
Qian-Qun Gu
Nine New and Five Known Polyketides Derived from a Deep Sea-Sourced Aspergillus sp. 16-02-1
Marine Drugs
Aspergillus sp. 16-02-1
fungal strain from deep sea sediment
aspiketolactonol
aspilactonol
aspyronol
lactone
epiaspinonediol
polyketide
structure
cytotoxicity
author_facet Xiu-Wen Chen
Chang-Wei Li
Cheng-Bin Cui
Wei Hua
Tian-Jiao Zhu
Qian-Qun Gu
author_sort Xiu-Wen Chen
title Nine New and Five Known Polyketides Derived from a Deep Sea-Sourced Aspergillus sp. 16-02-1
title_short Nine New and Five Known Polyketides Derived from a Deep Sea-Sourced Aspergillus sp. 16-02-1
title_full Nine New and Five Known Polyketides Derived from a Deep Sea-Sourced Aspergillus sp. 16-02-1
title_fullStr Nine New and Five Known Polyketides Derived from a Deep Sea-Sourced Aspergillus sp. 16-02-1
title_full_unstemmed Nine New and Five Known Polyketides Derived from a Deep Sea-Sourced Aspergillus sp. 16-02-1
title_sort nine new and five known polyketides derived from a deep sea-sourced aspergillus sp. 16-02-1
publisher MDPI AG
series Marine Drugs
issn 1660-3397
publishDate 2014-05-01
description Nine new C9 polyketides, named aspiketolactonol (1), aspilactonols A–F (2–7), aspyronol (9) and epiaspinonediol (11), were isolated together with five known polyketides, (S)-2-(2′-hydroxyethyl)-4-methyl-γ-butyrolactone (8), dihydroaspyrone (10), aspinotriol A (12), aspinotriol B (13) and chaetoquadrin F (14), from the secondary metabolites of an Aspergillus sp. 16-02-1 that was isolated from a deep-sea sediment sample. Structures of the new compounds, including their absolute configurations, were determined by spectroscopic methods, especially the 2D NMR, circular dichroism (CD), Mo2-induced CD and Mosher’s 1H NMR analyses. Compound 8 was isolated from natural sources for the first time, and the possible biosynthetic pathways for 1–14 were also proposed and discussed. Compounds 1–14 inhibited human cancer cell lines, K562, HL-60, HeLa and BGC-823, to varying extents.
topic Aspergillus sp. 16-02-1
fungal strain from deep sea sediment
aspiketolactonol
aspilactonol
aspyronol
lactone
epiaspinonediol
polyketide
structure
cytotoxicity
url http://www.mdpi.com/1660-3397/12/6/3116
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