In vitro anti-influenza virus activities of a new lignan glycoside from the latex of Calotropis gigantea

PLoS ONE

Volumn 9, Issue 8, 2014, Pages

  Parhira, Supawadee ^a   Yang, Zi Feng ^b   Zhu, Guo Yuan ^a   Chen, Qiao Lian ^b   Zhou, Bei Xian ^b   Wang, Yu Tao ^b   Liu, Liang ^a   Bai, Li Ping ^a   Jiang, Zhi Hong ^a  

^a MACAU UNIVERSITY OF SCIENCE AND TECHNOLOGY   (Macao)

^b GUANGZHOU MEDICAL UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

6' O VANILLOYLISOTACHIOSIDE; 6' O VANILLOYLTACHIOSIDE; IMMUNOGLOBULIN ENHANCER BINDING PROTEIN; LATEX; LIGNAN DERIVATIVE; MITOGEN ACTIVATED PROTEIN KINASE; OSELTAMIVIR; PHENOL DERIVATIVE; PINORESINOL 4 O (6'' O VANILLOYL) BETA DEXTRO GLUCOPYRANOSIDE; PINORESINOL 4 O BETA DEXTRO GLUCOPYRANOSIDE; RAF PROTEIN; RIBAVIRIN; RIBONUCLEOPROTEIN; UNCLASSIFIED DRUG; ANTIVIRUS AGENT; GLYCOSIDE; LIGNAN;

ANIMAL CELL; ANTIVIRAL ACTIVITY; ARTICLE; AVIAN INFLUENZA VIRUS; CALOTROPIS GIGANTEA; CONTROLLED STUDY; CYTOPATHOGENIC EFFECT; DRUG SCREENING; DRUG STRUCTURE; HUMAN; HUMAN CELL; IN VITRO STUDY; INFLUENZA VIRUS; INFLUENZA VIRUS A; INFLUENZA VIRUS A H1N1; INFLUENZA VIRUS B; NONHUMAN; PROTEIN LOCALIZATION; STRUCTURE ACTIVITY RELATION; VIRUS REPLICATION; ANIMAL; CHEMISTRY; DOG; DRUG EFFECTS; EMBRYOPHYTA; INFLUENZA A VIRUS (H1N1); ISOLATION AND PURIFICATION; MDCK CELL LINE; ORTHOMYXOVIRIDAE INFECTIONS; PHYSIOLOGY;

ANIMALS; ANTIVIRAL AGENTS; DOGS; EMBRYOPHYTA; GLYCOSIDES; HUMANS; INFLUENZA A VIRUS, H1N1 SUBTYPE; LATEX; LIGNANS; MADIN DARBY CANINE KIDNEY CELLS; ORTHOMYXOVIRIDAE INFECTIONS; VIRUS REPLICATION;

EID: 84905455171     PISSN: None     EISSN: 19326203     Source Type: Journal    
DOI: 10.1371/journal.pone.0104544     Document Type: Article

References (37)

1. World Health Organization (2014) Available: http://www.who.int/topics/ influenza/en. Accessed: 2014 Apr 30.
2. Gao HN, Lu HZ, Cao B, Du B, Shang H, et al. (2013) Clinical findings in 111 cases of influenza A (H7N9) virus infection. N Engl J Med 368: 2277-2285.
3. Gao GF (2014) Influenza and the live poultry trade. Science 344: 235.
4. Du J, Cross TA, Zhou HX (2012) Recent progress in structure-based antiinfluenza drug design. Drug Discov Today 17: 1111-1120.
5. Deyde VM, Xu X, Bright RA, Shaw M, Smith CB, et al. (2007) Surveillance of resistance to adamantanes among influenza A(H3N2) and A(H1N1) viruses isolated worldwide. J Infect Dis 196: 249-257. (Pubitemid 47047464)
6. Yingsakmongkon S, Miyamoto D, Sriwilaijaroen N, Fujita K, Matsumoto K, et al. (2008) In vitro inhibition of human influenza A virus infection by fruit-juice concentrate of Japanese plum (Prunus mume SIEB. et ZUCC). Biol Pharm Bull 31: 511-515. (Pubitemid 351442138)
7. Sriwilaijaroen N, Fukumoto S, Kumagai K, Hiramatsu H, Odagiri T, et al. (2012) Antiviral effects of Psidium guajava Linn. (guava) tea on the growth of clinical isolated H1N1 viruses: its role in viral hemagglutination and neuraminidase inhibition. Antiviral Res 94: 139-146.
8. Kiyohara H, Ichino C, Kawamura Y, Nagai T, Sato N, et al. (2012) In vitro anti-influenza virus activity of a cardiotonic glycoside from Adenium obesum (Forssk.). Phytomedicine 19: 111-114.
9. Yang ZF, Bai LP, Huang WB, Li XZ, Zhao SS, et al. (2014) Comparison of in vitro antiviral activity of tea polyphenols against influenza A and B viruses and structure-activity relationship analysis. Fitoterapia 93: 47-53.
10. eFloras (2013) Calotropis gigantea. Available: http://www.efloras.org. Accessed: 2013 May 29.
11. Bhaskara RMP, Seshadri TR (1943) Chemical composition of Calotropis gigantea. Part I. Wax and resin components of the latex. Proceedings of the Indian Academy of Sciences, Section A18: 145-159.
12. Pari K, Rao PJ, Devakumar C, Rastogi JN (1998) A Novel Insect Antifeedant Nonprotein Amino Acid from Calotropis gigantea. J Nat Prod 61: 102-104. (Pubitemid 28086985)
13. Lhinhatrakool T, Sutthivaiyakit S (2006) 19-Nor- and 18,20-epoxy- cardenolides from the leaves of Calotropis gigantea. J Nat Prod 69: 1249-1251. (Pubitemid 44409809)
14. Silva MCC, Silva AB, Teixeira FM, Sousa PCP, Rondon RMM, et al. (2010) Therapeutic and biological activities of Calotropis procera (Ait.) R. Br. Asian Pac J Trop Med 3: 332-336.
15. Parhira S, Zhu GY, Jiang RW, Liu L, Bai LP, et al. (2014) 2′-Epi-uscharin from the Latex of Calotropis gigantea with HIF-1 Inhibitory Activity. Sci Rep 4: 4748.
16. He H, Bai LP, Jiang ZH (2012) Synthesis and human telomeric G-quadruplex DNA-binding activity of glucosaminosides of shikonin/alkannin. Bioorg Med Chem Lett 22: 1582-1586.
17. Bai LP, Ho HM, Ma DL, Yang H, Fu WC, et al. (2013) Aminoglycosylation can enhance the G-quadruplex binding activity of epigallocatechin. PLoS One 8: e53962.
18. Jiang ZH, Tanaka T, Iwata H, Sakamoto S, Hirose Y, et al. (2005) Ellagitannins and lignan glycosides from Balanophora japonica (Balanophoraceae). Chem Pharm Bull 53: 339-341. (Pubitemid 40879911)
19. Wright PF, Neumann G, Kawaoka Y (2007) Orthomyxoviruses. In: Knipe DM, Howley PM, editors. Fields virology. Vol. 2, 5th edition. Lippincott Williams & Wilkins, Philadelphia, PA, US: 1692-1693.
20. Ehrhardt C, Hrincius ER, Korte V, Mazur I, Droebner K, et al. (2007) A polyphenol rich plant extract, CYSTUS052, exerts anti influenza virus activity in cell culture without toxic side effects or the tendency to induce viral resistance. Antiviral Res 76: 38-47. (Pubitemid 47176692)
21. Reed LJ, Muench H (1938) A simple method of estimating fifty percent endpoints. Am J Hyg 27: 493-497.
22. Hsieh CF, Lo CW, Liu CH, Lin S, Yen HR, et al. (2012) Mechanism by which ma-xing-shi-gan-tang inhibits the entry of influenza virus. J Ethnopharmacol 143: 57-67.
23. Kim M, Yim JH, Kim SY, Kim HS, Lee WG, et al. (2012) In vitro inhibition of influenza A virus infection by marine microalga-derived sulfated polysaccharide p-KG03. Antiviral Res 93: 253-259.
24. Marjuki H, Alam MI, Ehrhardt C, Wagner R, Planz O, et al. (2006) Membrane accumulation of influenza A virus hemagglutinin triggers nuclear export of the viral genome via protein kinase Calpha-mediated activation of ERK signaling. J Biol Chem 281: 16707-16715.
25. Pinto R, Herold S, Cakarova L, Hoegner K, Lohmeyer J, et al. (2011) Inhibition of influenza virus-induced NF-kappaB and Raf/MEK/ERK activation can reduce both virus titers and cytokine expression simultaneously in vitro and in vivo. Antiviral Res 92: 45-56.
26. Jiang ZH, Tanaka T, Sakamoto T, Kouno I, Duan JA, et al. (2002) Biflavanones, diterpenes, and coumarins from the roots of Stellera chamaejasme L. Chem Pharm Bull 50: 137-139. (Pubitemid 44724595)
27. Deyama T (1983) The constituents of Eucommia ulmoides Oliv. I. Isolation of (+)-medioresinol di-O-β-D-glucopyranoside. Chem Pharm Bull 31: 2993-2997.
28. Yang XW, Wang JS, Ma YL, Xiao HT, Zuo YQ, et al. (2007) Bioactive phenols from the leaves of Baccaurea ramiflora. Planta Med 73: 1415-1417.
29. Wurzer WJ, Ehrhardt C, Pleschka S, Berberich-Siebelt F, Wolff T, et al. (2004) NF-κB-dependent induction of tumor necrosis factor-related apoptosis-inducing ligand (TRAIL) and Fas/FasL is crucial for efficient influenza virus propagation. J Biol Chem 279: 30931-30937. (Pubitemid 39037751)
30. Pleschka S, Wolff T, Ehrhardt C, Hobom G, Planz O, et al. (2001) Influenza virus propagation is impaired by inhibition of the Raf/MEK/ERK signalling cascade. Nat Cell Biol 3: 301-305. (Pubitemid 32201326)
31. Wurzer WJ, Planz O, Ehrhardt C, Giner M, Silberzahn T, et al. (2003) Caspase 3 activation is essential for efficient influenza virus propagation. EMBO J 22: 2717-2728. (Pubitemid 36712368)
32. World Health Organization (2013) Overview of the emergence and characteristics of the avian influenza A(H7N9) virus. Available: http://www.who.int/entity/influenza/human-animal-interface/influenza-h7n9/ WHO-H7N9-review-31May13.pdf?ua=1. Accessed: 2013 May 31.
33. Hu Y, Lu S, Song Z, Wang W, Hao P, et al. (2013) Association between adverse clinical outcome in human disease caused by novel influenza A H7N9 virus and sustained viral shedding and emergence of antiviral resistance. Lancet 381: 2273-2279.
34. Ghosh S, May MJ, Kopp EB (1998) NF-kappa B and Rel proteins: evolutionarily conserved mediators of immune responses. Annu Rev Immunol 16: 225-260. (Pubitemid 28183365)
35. Pauli EK, Schmolke M, Wolff T, Viemann D, Roth J, et al. (2008) Influenza A virus inhibits type I IFN signaling via NF-kappaB-dependent induction of SOCS-3 expression. PLoS Pathog 4: e1000196.
36. Wei L, Sandbulte MR, Thomas PG, Webby RJ, Homayouni R, et al. (2006) NFkappaB negatively regulates interferon-induced gene expression and antiinfluenza activity. J Biol Chem 281: 11678-11684. (Pubitemid 43855425)
37. Mazur I, Wurzer WJ, Ehrhardt C, Pleschka S, Puthavathana P, et al. (2007) Acetylsalicylic acid (ASA) blocks influenza virus propagation via its NF-kappaB-inhibiting activity. Cell Microbiol 9: 1683-1694. (Pubitemid 46958795)