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Cited 4 time in webofscience Cited 4 time in scopus
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Bakkenolides and Caffeoylquinic Acids from the Aerial Portion of Petasites japonicus and Their Bacterial Neuraminidase Inhibition Abilityopen access

Authors
Woo, Hyun SimShin, Kyung-ChulKim, Jeong YoonKim, Yeong-SuBan, Young JunOh, Yu JinCho, Hae JinOh, Deok-KunKim, Dae Wook
Issue Date
Jun-2020
Publisher
MDPI
Keywords
bacterial neuraminidase inhibitors; bakkenolides; caffeoylquinic acid; Petasites japonicusplant extract; competitive inhibition; non-competitive inhibition
Citation
BIOMOLECULES, v.10, no.6, pp 1 - 11
Pages
11
Indexed
SCIE
SCOPUS
Journal Title
BIOMOLECULES
Volume
10
Number
6
Start Page
1
End Page
11
URI
https://scholarworks.gnu.ac.kr/handle/sw.gnu/6530
DOI
10.3390/biom10060888
ISSN
2218-273X
2218-273X
Abstract
Petasites japonicushave been used since a long time in folk medicine to treat diseases including plague, pestilential fever, allergy, and inflammation in East Asia and European countries. Bioactive compounds that may prevent and treat infectious diseases are identified based on their ability to inhibit bacterial neuraminidase (NA). We aimed to isolate and identify bioactive compounds from leaves and stems ofP. japonicas(PJA) and elucidate their mechanisms of NA inhibition. Key bioactive compounds of PJA responsible for NA inhibition were isolated using column chromatography, their chemical structures revealed using(1)H NMR,C-13 NMR, DEPT, and HMBC, and identified to be bakkenolide B (1), bakkenolide D (2), 1,5-di-O-caffeoylquinic acid (3), and 5-O-caffeoylquinic acid (4). Of these,3exhibited the most potent NA inhibitory activity (IC50= 2.3 +/- 0.4 mu M). Enzyme kinetic studies revealed that3and4were competitive inhibitors, whereas2exhibited non-competitive inhibition. Furthermore, a molecular docking simulation revealed the binding affinity of these compounds to NA and their mechanism of inhibition. Negative-binding energies indicated high proximity of these compounds to the active site and allosteric sites of NA. Therefore, PJA has the potential to be further developed as an antibacterial agent for use against diseases associated with NA.
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