Molecular investigation of proanthocyanidin from Alpinia zerumbet against the influenza A virus

Taubenberger, 2008, The pathology of influenza virus infections, Annu. Rev. Pathol., 3, 499, 10.1146/annurev.pathmechdis.3.121806.154316 Edinger, 2014, Entry of influenza A virus: host factors and antiviral targets, J. Gen. Virol., 95, 263, 10.1099/vir.0.059477-0 McAuley, 2019, Influenza virus neuraminidase structure and functions, Front. Microbiol., 10, 39, 10.3389/fmicb.2019.00039 van de Wakker, 2017, New drug-strategies to tackle viral-host interactions for the treatment of influenza virus infections, Eur. J. Pharmacol., 809, 178, 10.1016/j.ejphar.2017.05.038 Zhang, 2005, Proanthocyanidin from grape seeds potentiates anti-tumor activity of doxorubicin via immunomodulatory mechanism, Int. Immunopharmacol., 5, 1247, 10.1016/j.intimp.2005.03.004 Sei-ichi, 2019, Isolation and characterization of a novel oligomeric proanthocyanidin with significant anti-cancer activities from grape stems (Vitis vinifera), Sci. Rep., 9, 12046, 10.1038/s41598-019-48603-5 Howell, 2005, A-type cranberry proanthocyanidins and uropathogenic bacterial anti-adhesion activity, Phytochem, 66, 2281, 10.1016/j.phytochem.2005.05.022 Song, 2005, Antiviral effect of catechins in green tea on influenza virus, Antivir. Res., 68, 66, 10.1016/j.antiviral.2005.06.010 Tsukuda, 2017, A new class of hepatitis B and D virus entry inhibitors, proanthocyanidin and its analogs, that directly act on the viral large surface proteins, Hepatology, 65, 1104, 10.1002/hep.28952 Derksen, 2014, 3-O-galloylated procyanidins from Rumex acetosa L. inhibit the attachment of influenza A virus, PLoS One, 9, 10.1371/journal.pone.0110089 Luganini, 2018, The cranberry extract Oximacro® exerts in vitro virucidal activity against influenza virus by interfering with hemagglutinin, Front. Microbiol., 9, 1826, 10.3389/fmicb.2018.01826 Ghosh, 2013, Alpinia: the gold mine of future therapeutics, 3 Biotech, 3, 73, 10.1007/s13205-012-0089-x Tang, 2018, Phytochemical profiles, and antimicrobial and antioxidant activities of greater galangal [Alpinia galanga (Linn.) Swartz.] flowers, Food Chem., 255, 300, 10.1016/j.foodchem.2018.02.027 Malami, 2017, Crude extracts, flavokawain B and alpinetin compounds from the rhizome of Alpinia mutica induce cell death via UCK2 enzyme inhibition and in turn reduce 18S rRNA biosynthesis in HT-29 cells, PLoS One, 12 Ghosh, 2017, Molecular docking and inhibition studies of α-amylase activity by labdane diterpenes from Alpinia nigra seeds, Med. Chem. Res., 23, 4836, 10.1007/s00044-014-1056-3 Upadhyay, 2011, HIV-1 integrase and neuraminidase inhibitors from Alpinia zerumbet, J. Agric. Food Chem., 59, 2857, 10.1021/jf104813k Hatanaka, 2021, Identification of an anti-plant-virus molecule in Alpinia zerumbet, Bioresour. Bioprocess, 8, 1, 10.1186/s40643-021-00371-9 Narusaka, 2021, Inactivation of plant and animal viruses by proanthocyanidins from Alpinia zerumbet extract, Plant Biotechnol., 38, 453, 10.5511/plantbiotechnology.21.0925a Narusaka, 2020, Inhibitory effects of Alpinia zerumbet extract against plant virus infection in solanaceous plants, Plant Biotechnol., 37, 93, 10.5511/plantbiotechnology.19.1228a Takanashi, 2017, Epicatechin oligomers longer than trimers have anti-cancer activities, but not the catechin counterparts, Sci. Rep., 7, 7791, 10.1038/s41598-017-08059-x Kennedy, 2001, Analysis of proanthocyanidin cleavage products following acid-catalysis in the presence of excess phloroglucinol, J. Agric. Food Chem., 49, 1740, 10.1021/jf001030o Keizer, 1983, Nonlinear fluorescence quenching and the origin of positive curvature in Stern-Volmer plots, J. Am. Chem. Soc., 105, 1494, 10.1021/ja00344a013 Matthews, 1997, Method for estimation of proanthocyanidins based on their acid depolymerization in the presence of nucleophiles, J. Agric. Food Chem., 45, 1195, 10.1021/jf9607573 Kennedy, 2000, Changes in grape seed polyphenols during fruit ripening, Phytochem, 55, 77, 10.1016/S0031-9422(00)00196-5 Punyasiri, 2004, Flavonoid biosynthesis in the tea plant Camellia sinensis: properties of enzymes of the prominent epicatechin and catechin pathways, Arch. Biochem. Biophys., 431, 22, 10.1016/j.abb.2004.08.003 Chai, 2014, Structure characterization and anti-tyrosinase mechanism of polymeric proanthocyanidins fractionated from kiwifruit pericarp, J. Agric. Food Chem., 62, 6382, 10.1021/jf501009v Mendoza-Wilson, 2016, Chemical composition and antioxidant-prooxidant potential of a polyphenolic extract and a proanthocyanidin-rich fraction of apple skin, Heliyon, 2, 10.1016/j.heliyon.2016.e00073