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Secondary Metabolites and Bioactivities of Aspergillus ochraceopetaliformis Isolated from Anthurium brownii

[Image: see text] Five new polyketides, asperochrapyran (1) and asperochralactones A–D (2–5), along with 12 known polyketides (6–17), were obtained from the fungal strain Aspergillus ochraceopetaliformis. Structures of all isolates were elucidated by their spectroscopic parameters. The relative conf...

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Autores principales: Hu, Hao-Chun, Li, Chi-Ying, Tsai, Yi-Hong, Yang, Dai-Yun, Wu, Yang-Chang, Hwang, Tsong-Long, Chen, Shu-Li, Fülöp, Ferenc, Hunyadi, Attila, Yen, Chia-Hung, Cheng, Yuan-Bin, Chang, Fang-Rong
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2020
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7450643/
https://www.ncbi.nlm.nih.gov/pubmed/32875235
http://dx.doi.org/10.1021/acsomega.0c02489
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author Hu, Hao-Chun
Li, Chi-Ying
Tsai, Yi-Hong
Yang, Dai-Yun
Wu, Yang-Chang
Hwang, Tsong-Long
Chen, Shu-Li
Fülöp, Ferenc
Hunyadi, Attila
Yen, Chia-Hung
Cheng, Yuan-Bin
Chang, Fang-Rong
author_facet Hu, Hao-Chun
Li, Chi-Ying
Tsai, Yi-Hong
Yang, Dai-Yun
Wu, Yang-Chang
Hwang, Tsong-Long
Chen, Shu-Li
Fülöp, Ferenc
Hunyadi, Attila
Yen, Chia-Hung
Cheng, Yuan-Bin
Chang, Fang-Rong
author_sort Hu, Hao-Chun
collection PubMed
description [Image: see text] Five new polyketides, asperochrapyran (1) and asperochralactones A–D (2–5), along with 12 known polyketides (6–17), were obtained from the fungal strain Aspergillus ochraceopetaliformis. Structures of all isolates were elucidated by their spectroscopic parameters. The relative configurations of the new compounds were deduced by the data of coupling constants and NOESY spectra. The absolute configurations were determined by the comparison of experimental and calculated ECD spectra. Moreover, the plausible biosynthesis pathway of major isolates was proposed as well. Anti-inflammatory activity of compounds 5 and 7–17 were evaluated with human neutrophils in response to the stimulation of formyl-methionyl-leucyl phenylalanine (fMLP). Asperlactone (9), aspyrone (13), and (−)-(3R)-mellein (14) exerted superoxide anion inhibition at 30 ± 9%, 29 ± 9%, and 26 ± 12%, respectively, at 10 μM. The capacities of asperlactone (9), aspilactonol B (10), penicillic acid (12), and (−)-(3R)-mellein (14) in elastase release inhibition were revealed as 25 ± 4%, 38 ± 8%, 25 ± 5%, and 34 ± 9%, respectively, at 10 μM.
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spelling pubmed-74506432020-08-31 Secondary Metabolites and Bioactivities of Aspergillus ochraceopetaliformis Isolated from Anthurium brownii Hu, Hao-Chun Li, Chi-Ying Tsai, Yi-Hong Yang, Dai-Yun Wu, Yang-Chang Hwang, Tsong-Long Chen, Shu-Li Fülöp, Ferenc Hunyadi, Attila Yen, Chia-Hung Cheng, Yuan-Bin Chang, Fang-Rong ACS Omega [Image: see text] Five new polyketides, asperochrapyran (1) and asperochralactones A–D (2–5), along with 12 known polyketides (6–17), were obtained from the fungal strain Aspergillus ochraceopetaliformis. Structures of all isolates were elucidated by their spectroscopic parameters. The relative configurations of the new compounds were deduced by the data of coupling constants and NOESY spectra. The absolute configurations were determined by the comparison of experimental and calculated ECD spectra. Moreover, the plausible biosynthesis pathway of major isolates was proposed as well. Anti-inflammatory activity of compounds 5 and 7–17 were evaluated with human neutrophils in response to the stimulation of formyl-methionyl-leucyl phenylalanine (fMLP). Asperlactone (9), aspyrone (13), and (−)-(3R)-mellein (14) exerted superoxide anion inhibition at 30 ± 9%, 29 ± 9%, and 26 ± 12%, respectively, at 10 μM. The capacities of asperlactone (9), aspilactonol B (10), penicillic acid (12), and (−)-(3R)-mellein (14) in elastase release inhibition were revealed as 25 ± 4%, 38 ± 8%, 25 ± 5%, and 34 ± 9%, respectively, at 10 μM. American Chemical Society 2020-08-14 /pmc/articles/PMC7450643/ /pubmed/32875235 http://dx.doi.org/10.1021/acsomega.0c02489 Text en Copyright © 2020 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Hu, Hao-Chun
Li, Chi-Ying
Tsai, Yi-Hong
Yang, Dai-Yun
Wu, Yang-Chang
Hwang, Tsong-Long
Chen, Shu-Li
Fülöp, Ferenc
Hunyadi, Attila
Yen, Chia-Hung
Cheng, Yuan-Bin
Chang, Fang-Rong
Secondary Metabolites and Bioactivities of Aspergillus ochraceopetaliformis Isolated from Anthurium brownii
title Secondary Metabolites and Bioactivities of Aspergillus ochraceopetaliformis Isolated from Anthurium brownii
title_full Secondary Metabolites and Bioactivities of Aspergillus ochraceopetaliformis Isolated from Anthurium brownii
title_fullStr Secondary Metabolites and Bioactivities of Aspergillus ochraceopetaliformis Isolated from Anthurium brownii
title_full_unstemmed Secondary Metabolites and Bioactivities of Aspergillus ochraceopetaliformis Isolated from Anthurium brownii
title_short Secondary Metabolites and Bioactivities of Aspergillus ochraceopetaliformis Isolated from Anthurium brownii
title_sort secondary metabolites and bioactivities of aspergillus ochraceopetaliformis isolated from anthurium brownii
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7450643/
https://www.ncbi.nlm.nih.gov/pubmed/32875235
http://dx.doi.org/10.1021/acsomega.0c02489
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