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Secondary Metabolites and Bioactivities of Aspergillus ochraceopetaliformis Isolated from Anthurium brownii
Author(s) -
Hao-Chun Hu,
ChiYing Li,
YiHong Tsai,
Dai-Yun Yang,
YangChang Wu,
TsongLong Hwang,
Shuli Chen,
Ferenc Fülöp,
Attila Hunyadi,
ChiaHung Yen,
YuanBin Cheng,
FangRong Chang
Publication year - 2020
Publication title -
acs omega
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.779
H-Index - 40
ISSN - 2470-1343
DOI - 10.1021/acsomega.0c02489
Subject(s) - superoxide , stereochemistry , biosynthesis , chemistry , absolute configuration , strain (injury) , elastase , aspergillus , biochemistry , biology , microbiology and biotechnology , enzyme , anatomy
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 (-)-(3 R )-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 (-)-(3 R )-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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