Inhibitory Potential of Quercetin Derivatives Isolated from the Aerial Parts of Siegesbeckia pubescens Makino against Bacterial Neuraminidase-Reference-Cited by-同舟云学术

Inhibitory Potential of Quercetin Derivatives Isolated from the Aerial Parts of Siegesbeckia pubescens Makino against Bacterial Neuraminidase

Published:2023-07-12 Issue:14 Volume:28 Page:5365
ISSN:1420-3049
Container-title:Molecules
language:en
Short-container-title:Molecules

Author:

Son Yun Gon¹^ORCID,Kim Ju Yeon¹^ORCID,Park Jae Yeon¹^ORCID,Kim Kwang Dong²^ORCID,Park Ki Hun²^ORCID,Kim Jeong Yoon¹^ORCID

Affiliation:

1. Department of Pharmaceutical Engineering, Institute of Agricultural and Life Science (IALS), Anti-Aging Bio Cell Factory Regional Leading Research Center (ABC-RLRC), Gyeongsang National University, Jinju 52725, Republic of Korea

2. Division of Applied Life Science (BK21 Four), Institute of Agricultural and Life Science (IALS), Anti-Aging Bio Cell Factory Regional Leading Research Center (ABC-RLRC), Gyeongsang National University, Jinju 52828, Republic of Korea

Abstract

This study aimed to isolate bacterial neuraminidase (BNA) inhibitory O-methylated quercetin derivatives from the aerial parts of S. pubescens. All the isolated compounds were identified as O-methylated quercetin (1–4), which were exhibited to be noncompetitive inhibitors against BNA, with IC50 ranging from 14.0 to 84.1 μM. The responsible compounds (1–4) showed a significant correlation between BNA inhibitory effects and the number of O-methyl groups on quercetin; mono (1, IC50 = 14.0 μM) > di (2 and 3, IC50 = 24.3 and 25.8 μM) > tri (4, IC50 = 84.1 μM). In addition, the binding affinities between BNA and inhibitors (1–4) were also examined by fluorescence quenching effect with the related constants (KSV, KA, and n). The most active inhibitor 1 possessed a KSV with 0.0252 × 105 L mol−1. Furthermore, the relative distribution of BNA inhibitory O-methylated quercetins (1–4) in S. pubescens extract was evaluated using LC-Q-TOF/MS analysis.

Funder

Korea Government

Publisher

MDPI AG

Subject

Chemistry (miscellaneous),Analytical Chemistry,Organic Chemistry,Physical and Theoretical Chemistry,Molecular Medicine,Drug Discovery,Pharmaceutical Science

Link

https://www.mdpi.com/1420-3049/28/14/5365/pdf

Reference30 articles.

1. Rapid Identification of Isoprenylated Flavonoids Constituents with Inhibitory Activity on Bacterial Neuraminidase from Root Barks of Paper Mulberry (Broussonetia papyrifera);Park;Int. J. Biol. Macromol.,2021

2. Woo, H.S., Shin, K.C., Kim, J.Y., Kim, Y.S., Ban, Y.J., Oh, Y.J., Cho, H.J., Oh, D.K., and Kim, D.W. (2020). Bakkenolides and Caffeoylquinic Acids from the Aerial Portion of Petasites japonicus and Their Bacterial Neuraminidase Inhibition Ability. Biomolecules, 10.

3. New Dihydrobenzoxanthone Derivatives with Bacterial Neuraminidase Inhibitory Activity Isolated from Artocarpus elasticus;Baiseitova;Bioorg. Chem.,2022

4. Soybean Phytochemicals Responsible for Bacterial Neuraminidase Inhibition and Their Characterization by UPLC-ESI-TOF/MS;Baiseitova;Food Funct.,2022

5. Koo, S.C., Woo, H.S., Kim, J.W., Kim, Y.S., Kim, J.Y., Kim, J.H., Yu, J., Kim, Y.C., and Kim, D.W. (2022). Discovery and Characterization of Chemical Compounds That Inhibit the Function of Bacterial Neuraminidase from Codonopsis ussuriensis. Appl. Sci., 12.