Abstract
Petasites japonicus have 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 of P. 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, 13 C 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, 3 exhibited the most potent NA inhibitory activity (IC50 = 2.3 ± 0.4 μM). Enzyme kinetic studies revealed that 3 and 4 were competitive inhibitors, whereas 2 exhibited 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. The...Continue Reading
References
Jul 10, 1999·Chemical & Pharmaceutical Bulletin·T S WuC Y Li
Feb 14, 2002·Chemical Reviews·Takashi Angata, Ajit Varki
Oct 11, 2002·Neurochemical Research·Eugenio MontiGiuseppe Borsani
Apr 9, 2004·Proceedings of the National Academy of Sciences of the United States of America·Mikhail N MatrosovichHans-Dieter Klenk
Apr 13, 2006·Journal of Agricultural and Food Chemistry·Hiroshi ShimodaMasayuki Yoshikawa
Jul 25, 2006·The Journal of Clinical Investigation·Grace SoongAlice Prince
Jul 17, 2007·Laboratory Investigation; a Journal of Technical Methods and Pathology·Nissi M Varki, Ajit Varki
Dec 17, 2008·Planta medica·Yu-Liang WangYan-Li Ma
Aug 25, 2009·Current Opinion in Structural Biology·Roland Schauer
Mar 3, 2010·Journal of Veterinary Science·Hwan-Goo KangJoon-Hyoung Cho
Nov 30, 2010·Fitoterapia·Zhen-Liang SunJing Feng
Apr 12, 2011·Nature Biotechnology·Guo-Yun ChenYang Liu
May 10, 2011·Nature Biotechnology·James C Paulson, Norihito Kawasaki
May 17, 2011·Food and Chemical Toxicology : an International Journal Published for the British Industrial Biological Research Association·Young Soo KimKi Hun Park
Sep 3, 2011·Microbiology·Sumita RoyGraham P Stafford
Sep 14, 2011·Bioorganic & Medicinal Chemistry Letters·Hyun Sim WooKi Hun Park
May 29, 2013·Journal of Ethnopharmacology·Kyoung-Pil LeeDong-Soon Im
Jul 23, 2013·Food Chemistry·Shaonan WangYuanqiang Guo
Aug 3, 2013·Journal of Pharmaceutical and Biomedical Analysis·Ahmet Alper Aydın, Thomas Letzel
Apr 22, 2014·Journal of Ethnopharmacology·Premrutai ThitilertdechaMichael G Rowan
Dec 18, 2015·Journal of Ethnopharmacology·Young-Whan ChoiDong-Soon Im
Feb 22, 2017·Plants·Chunpeng WanShuying Fan
Jun 27, 2017·Polymers·Yuting XiongTaolei Sun
Dec 5, 2019·Biomolecules·Jin Su LeeDae Sik Jang