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Perylenequione Derivatives with Anticancer Activities Isolated from the Marine Sponge-Derived Fungus, Alternaria sp. SCSIO41014
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Zeitschriftentitel: | Marine Drugs |
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Personen und Körperschaften: | , , , , , , |
In: | Marine Drugs, 16, 2018, 8, S. 280 |
Format: | E-Article |
Sprache: | Englisch |
veröffentlicht: |
MDPI AG
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Schlagwörter: |
author_facet |
Pang, Xiaoyan Lin, Xiuping Wang, Pei Zhou, Xuefeng Yang, Bin Wang, Junfeng Liu, Yonghong Pang, Xiaoyan Lin, Xiuping Wang, Pei Zhou, Xuefeng Yang, Bin Wang, Junfeng Liu, Yonghong |
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author |
Pang, Xiaoyan Lin, Xiuping Wang, Pei Zhou, Xuefeng Yang, Bin Wang, Junfeng Liu, Yonghong |
spellingShingle |
Pang, Xiaoyan Lin, Xiuping Wang, Pei Zhou, Xuefeng Yang, Bin Wang, Junfeng Liu, Yonghong Marine Drugs Perylenequione Derivatives with Anticancer Activities Isolated from the Marine Sponge-Derived Fungus, Alternaria sp. SCSIO41014 Drug Discovery Pharmacology, Toxicology and Pharmaceutics (miscellaneous) Pharmaceutical Science |
author_sort |
pang, xiaoyan |
spelling |
Pang, Xiaoyan Lin, Xiuping Wang, Pei Zhou, Xuefeng Yang, Bin Wang, Junfeng Liu, Yonghong 1660-3397 MDPI AG Drug Discovery Pharmacology, Toxicology and Pharmaceutics (miscellaneous) Pharmaceutical Science http://dx.doi.org/10.3390/md16080280 <jats:p>Seven new secondary metabolites classified as two perylenequinone derivatives (1 and 2), an altenusin derivative (3), two phthalide racemates (4 and 5), and two phenol derivatives (6 and 7), along with twenty-one known compounds (8–28) were isolated from cultures of the sponge-derived fungus, Alternaria sp. SCSIO41014. The structures and absolute configurations of these new compounds (1–7) were determined by spectroscopic analysis, X-ray single crystal diffraction, chiral-phase HPLC separation, and comparison of ECD spectra to calculations. Altertoxin VII (1) is the first example possessing a novel 4,8-dihydroxy-substituted perylenequinone derivative, while the phenolic hydroxy groups have commonly always substituted at C-4 and C-9. Compound 1 exhibited cytotoxic activities against human erythroleukemia (K562), human gastric carcinoma cells (SGC-7901), and hepatocellular carcinoma cells (BEL-7402) with IC50 values of 26.58 ± 0.80, 8.75 ± 0.13, and 13.11 ± 0.95 μg/mL, respectively. Compound 11 showed selectively cytotoxic activity against K562, with an IC50 value of 19.67 ± 0.19 μg/mL. Compound 25 displayed moderate inhibitory activity against Staphylococcus aureus with an MIC value of 31.25 μg/mL.</jats:p> Perylenequione Derivatives with Anticancer Activities Isolated from the Marine Sponge-Derived Fungus, Alternaria sp. SCSIO41014 Marine Drugs |
doi_str_mv |
10.3390/md16080280 |
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Chemie und Pharmazie |
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title |
Perylenequione Derivatives with Anticancer Activities Isolated from the Marine Sponge-Derived Fungus, Alternaria sp. SCSIO41014 |
title_unstemmed |
Perylenequione Derivatives with Anticancer Activities Isolated from the Marine Sponge-Derived Fungus, Alternaria sp. SCSIO41014 |
title_full |
Perylenequione Derivatives with Anticancer Activities Isolated from the Marine Sponge-Derived Fungus, Alternaria sp. SCSIO41014 |
title_fullStr |
Perylenequione Derivatives with Anticancer Activities Isolated from the Marine Sponge-Derived Fungus, Alternaria sp. SCSIO41014 |
title_full_unstemmed |
Perylenequione Derivatives with Anticancer Activities Isolated from the Marine Sponge-Derived Fungus, Alternaria sp. SCSIO41014 |
title_short |
Perylenequione Derivatives with Anticancer Activities Isolated from the Marine Sponge-Derived Fungus, Alternaria sp. SCSIO41014 |
title_sort |
perylenequione derivatives with anticancer activities isolated from the marine sponge-derived fungus, alternaria sp. scsio41014 |
topic |
Drug Discovery Pharmacology, Toxicology and Pharmaceutics (miscellaneous) Pharmaceutical Science |
url |
http://dx.doi.org/10.3390/md16080280 |
publishDate |
2018 |
physical |
280 |
description |
<jats:p>Seven new secondary metabolites classified as two perylenequinone derivatives (1 and 2), an altenusin derivative (3), two phthalide racemates (4 and 5), and two phenol derivatives (6 and 7), along with twenty-one known compounds (8–28) were isolated from cultures of the sponge-derived fungus, Alternaria sp. SCSIO41014. The structures and absolute configurations of these new compounds (1–7) were determined by spectroscopic analysis, X-ray single crystal diffraction, chiral-phase HPLC separation, and comparison of ECD spectra to calculations. Altertoxin VII (1) is the first example possessing a novel 4,8-dihydroxy-substituted perylenequinone derivative, while the phenolic hydroxy groups have commonly always substituted at C-4 and C-9. Compound 1 exhibited cytotoxic activities against human erythroleukemia (K562), human gastric carcinoma cells (SGC-7901), and hepatocellular carcinoma cells (BEL-7402) with IC50 values of 26.58 ± 0.80, 8.75 ± 0.13, and 13.11 ± 0.95 μg/mL, respectively. Compound 11 showed selectively cytotoxic activity against K562, with an IC50 value of 19.67 ± 0.19 μg/mL. Compound 25 displayed moderate inhibitory activity against Staphylococcus aureus with an MIC value of 31.25 μg/mL.</jats:p> |
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author | Pang, Xiaoyan, Lin, Xiuping, Wang, Pei, Zhou, Xuefeng, Yang, Bin, Wang, Junfeng, Liu, Yonghong |
author_facet | Pang, Xiaoyan, Lin, Xiuping, Wang, Pei, Zhou, Xuefeng, Yang, Bin, Wang, Junfeng, Liu, Yonghong, Pang, Xiaoyan, Lin, Xiuping, Wang, Pei, Zhou, Xuefeng, Yang, Bin, Wang, Junfeng, Liu, Yonghong |
author_sort | pang, xiaoyan |
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container_title | Marine Drugs |
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description | <jats:p>Seven new secondary metabolites classified as two perylenequinone derivatives (1 and 2), an altenusin derivative (3), two phthalide racemates (4 and 5), and two phenol derivatives (6 and 7), along with twenty-one known compounds (8–28) were isolated from cultures of the sponge-derived fungus, Alternaria sp. SCSIO41014. The structures and absolute configurations of these new compounds (1–7) were determined by spectroscopic analysis, X-ray single crystal diffraction, chiral-phase HPLC separation, and comparison of ECD spectra to calculations. Altertoxin VII (1) is the first example possessing a novel 4,8-dihydroxy-substituted perylenequinone derivative, while the phenolic hydroxy groups have commonly always substituted at C-4 and C-9. Compound 1 exhibited cytotoxic activities against human erythroleukemia (K562), human gastric carcinoma cells (SGC-7901), and hepatocellular carcinoma cells (BEL-7402) with IC50 values of 26.58 ± 0.80, 8.75 ± 0.13, and 13.11 ± 0.95 μg/mL, respectively. Compound 11 showed selectively cytotoxic activity against K562, with an IC50 value of 19.67 ± 0.19 μg/mL. Compound 25 displayed moderate inhibitory activity against Staphylococcus aureus with an MIC value of 31.25 μg/mL.</jats:p> |
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spelling | Pang, Xiaoyan Lin, Xiuping Wang, Pei Zhou, Xuefeng Yang, Bin Wang, Junfeng Liu, Yonghong 1660-3397 MDPI AG Drug Discovery Pharmacology, Toxicology and Pharmaceutics (miscellaneous) Pharmaceutical Science http://dx.doi.org/10.3390/md16080280 <jats:p>Seven new secondary metabolites classified as two perylenequinone derivatives (1 and 2), an altenusin derivative (3), two phthalide racemates (4 and 5), and two phenol derivatives (6 and 7), along with twenty-one known compounds (8–28) were isolated from cultures of the sponge-derived fungus, Alternaria sp. SCSIO41014. The structures and absolute configurations of these new compounds (1–7) were determined by spectroscopic analysis, X-ray single crystal diffraction, chiral-phase HPLC separation, and comparison of ECD spectra to calculations. Altertoxin VII (1) is the first example possessing a novel 4,8-dihydroxy-substituted perylenequinone derivative, while the phenolic hydroxy groups have commonly always substituted at C-4 and C-9. Compound 1 exhibited cytotoxic activities against human erythroleukemia (K562), human gastric carcinoma cells (SGC-7901), and hepatocellular carcinoma cells (BEL-7402) with IC50 values of 26.58 ± 0.80, 8.75 ± 0.13, and 13.11 ± 0.95 μg/mL, respectively. Compound 11 showed selectively cytotoxic activity against K562, with an IC50 value of 19.67 ± 0.19 μg/mL. Compound 25 displayed moderate inhibitory activity against Staphylococcus aureus with an MIC value of 31.25 μg/mL.</jats:p> Perylenequione Derivatives with Anticancer Activities Isolated from the Marine Sponge-Derived Fungus, Alternaria sp. SCSIO41014 Marine Drugs |
spellingShingle | Pang, Xiaoyan, Lin, Xiuping, Wang, Pei, Zhou, Xuefeng, Yang, Bin, Wang, Junfeng, Liu, Yonghong, Marine Drugs, Perylenequione Derivatives with Anticancer Activities Isolated from the Marine Sponge-Derived Fungus, Alternaria sp. SCSIO41014, Drug Discovery, Pharmacology, Toxicology and Pharmaceutics (miscellaneous), Pharmaceutical Science |
title | Perylenequione Derivatives with Anticancer Activities Isolated from the Marine Sponge-Derived Fungus, Alternaria sp. SCSIO41014 |
title_full | Perylenequione Derivatives with Anticancer Activities Isolated from the Marine Sponge-Derived Fungus, Alternaria sp. SCSIO41014 |
title_fullStr | Perylenequione Derivatives with Anticancer Activities Isolated from the Marine Sponge-Derived Fungus, Alternaria sp. SCSIO41014 |
title_full_unstemmed | Perylenequione Derivatives with Anticancer Activities Isolated from the Marine Sponge-Derived Fungus, Alternaria sp. SCSIO41014 |
title_short | Perylenequione Derivatives with Anticancer Activities Isolated from the Marine Sponge-Derived Fungus, Alternaria sp. SCSIO41014 |
title_sort | perylenequione derivatives with anticancer activities isolated from the marine sponge-derived fungus, alternaria sp. scsio41014 |
title_unstemmed | Perylenequione Derivatives with Anticancer Activities Isolated from the Marine Sponge-Derived Fungus, Alternaria sp. SCSIO41014 |
topic | Drug Discovery, Pharmacology, Toxicology and Pharmaceutics (miscellaneous), Pharmaceutical Science |
url | http://dx.doi.org/10.3390/md16080280 |