Lipid-Lowering Polyketides from the Fungus Penicillium Steckii HDN13-279

Seven new polyketides, named tanzawaic acids R–X (1–6, 11), along with seven known analogues (7–10 and 12–14), were isolated from Penicillium steckii HDN13-279. Their structures, including the absolute configurations, were elucidated by NMR, MS, X-ray diffraction, circular dichroism (CD) analyses an...

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Main Authors: Guihong Yu, Shuai Wang, Lu Wang, Qian Che, Tianjiao Zhu, Guojian Zhang, Qianqun Gu, Peng Guo, Dehai Li
Format: Article
Language:English
Published: MDPI AG 2018-01-01
Series:Marine Drugs
Subjects:
Online Access:http://www.mdpi.com/1660-3397/16/1/25
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author Guihong Yu
Shuai Wang
Lu Wang
Qian Che
Tianjiao Zhu
Guojian Zhang
Qianqun Gu
Peng Guo
Dehai Li
author_facet Guihong Yu
Shuai Wang
Lu Wang
Qian Che
Tianjiao Zhu
Guojian Zhang
Qianqun Gu
Peng Guo
Dehai Li
author_sort Guihong Yu
collection DOAJ
description Seven new polyketides, named tanzawaic acids R–X (1–6, 11), along with seven known analogues (7–10 and 12–14), were isolated from Penicillium steckii HDN13-279. Their structures, including the absolute configurations, were elucidated by NMR, MS, X-ray diffraction, circular dichroism (CD) analyses and chemical derivatization. Five compounds (2, 3, 6, 10 and 12) significantly decreased the oleic acid (OA)-elicited lipid accumulation in HepG2 liver cells at the concentration of 10 μM, among which, four compounds (3, 6, 10 and 12) significantly decreased intracellular total cholesterol (TC) levels and three Compounds (3, 6, and 10) significantly decreased intracellular triglyceride (TG) levels. Moreover, the TG-lowering capacities of compounds 6 and 10 were comparable with those of simvastatin, with the TG levels being nearly equal to blank control. This is the first report on the lipid-lowering activity of tanzawaic acid derivatives.
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spelling doaj.art-b96b1c53b9d54deebac35a112568820a2022-12-22T04:04:10ZengMDPI AGMarine Drugs1660-33972018-01-011612510.3390/md16010025md16010025Lipid-Lowering Polyketides from the Fungus Penicillium Steckii HDN13-279Guihong Yu0Shuai Wang1Lu Wang2Qian Che3Tianjiao Zhu4Guojian Zhang5Qianqun Gu6Peng Guo7Dehai Li8Key Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, ChinaInstitute of Medicinal Plant Development, Chinese Academy of Medical Sciences & Peking Union Medical College, Beijing 100193, 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, ChinaInstitute of Medicinal Plant Development, Chinese Academy of Medical Sciences & Peking Union Medical College, Beijing 100193, ChinaKey Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, ChinaSeven new polyketides, named tanzawaic acids R–X (1–6, 11), along with seven known analogues (7–10 and 12–14), were isolated from Penicillium steckii HDN13-279. Their structures, including the absolute configurations, were elucidated by NMR, MS, X-ray diffraction, circular dichroism (CD) analyses and chemical derivatization. Five compounds (2, 3, 6, 10 and 12) significantly decreased the oleic acid (OA)-elicited lipid accumulation in HepG2 liver cells at the concentration of 10 μM, among which, four compounds (3, 6, 10 and 12) significantly decreased intracellular total cholesterol (TC) levels and three Compounds (3, 6, and 10) significantly decreased intracellular triglyceride (TG) levels. Moreover, the TG-lowering capacities of compounds 6 and 10 were comparable with those of simvastatin, with the TG levels being nearly equal to blank control. This is the first report on the lipid-lowering activity of tanzawaic acid derivatives.http://www.mdpi.com/1660-3397/16/1/25Penicillium steckiitanzawaic acid derivativeslipid-lowering activity
spellingShingle Guihong Yu
Shuai Wang
Lu Wang
Qian Che
Tianjiao Zhu
Guojian Zhang
Qianqun Gu
Peng Guo
Dehai Li
Lipid-Lowering Polyketides from the Fungus Penicillium Steckii HDN13-279
Marine Drugs
Penicillium steckii
tanzawaic acid derivatives
lipid-lowering activity
title Lipid-Lowering Polyketides from the Fungus Penicillium Steckii HDN13-279
title_full Lipid-Lowering Polyketides from the Fungus Penicillium Steckii HDN13-279
title_fullStr Lipid-Lowering Polyketides from the Fungus Penicillium Steckii HDN13-279
title_full_unstemmed Lipid-Lowering Polyketides from the Fungus Penicillium Steckii HDN13-279
title_short Lipid-Lowering Polyketides from the Fungus Penicillium Steckii HDN13-279
title_sort lipid lowering polyketides from the fungus penicillium steckii hdn13 279
topic Penicillium steckii
tanzawaic acid derivatives
lipid-lowering activity
url http://www.mdpi.com/1660-3397/16/1/25
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