Planta Med 2007; 73(11): 1195-1196
DOI: 10.1055/s-2007-981582
Pharmacology
Letter
© Georg Thieme Verlag KG Stuttgart · New York

Mangiferin Identified in a Screening Study Guided by Neuraminidase Inhibitory Activity

Xiaofan Li1 , Takashi Ohtsuki1 , Sayaka Shindo1 , Masaaki Sato1 , Takashi Koyano2 , Srisomporn Preeprame3 , Thaworn Kowithayakorn4 , Masami Ishibashi1
  • 1Graduate School of Pharmaceutical Sciences, Chiba University, Chiba, Japan
  • 2Temko Corporation, Tokyo, Japan
  • 3Faculty of Pharmaceutical Sciences, Khon Kaen University, Khon Kaen, Thailand
  • 4Faculty of Agriculture, Khon Kaen University, Khon Kaen, Thailand
Further Information

Publication History

Received: April 5, 2007 Revised: June 30, 2007

Accepted: July 2, 2007

Publication Date:
23 August 2007 (online)

Abstract

A screening study on neuraminidase inhibitory constituents was carried out, and activity-guided fractionations of three plants, Gouania obtusifolia, Zizyphus cambodiana, and Mangifera odorata, led to the isolation of eleven compounds (1 - 11). Mangiferin was identified as a significant neuraminidase inhibitor.

References

  • 1 Bianco A, Brufani M, Melchioni C. Aromatic sialic acid analogues as potential inhibitors of influenza virus neuraminidase.  Farmaco. 2001;  56 305-9.
  • 2 Barman S, Adhikary L, Chakrabarti A K, Bernas C, Kawaoka Y, Nayak D P. Role of transmembrane domain and cytoplasmic tail amino acid sequences of influenza A virus neuraminidase in raft association and virus budding.  J Virol. 2004;  78 5258-69.
  • 3 Kobasa D, Kodihalli S, Luo M, Castrucci M R, Donatelli I, Suzuki Y. et al . Amino acid residues contributing to the substrate specificity of the influenza A virus neuraminidase.  J Virol. 1999;  73 6743-51.
  • 4 Fossen T, Larsen A, Kiremire B T, Andersen Ø M. Flavonoids from blue flowers of Nymphaea caerulea .  Phytochemistry. 1999;  51 1133-7.
  • 5 Shen C C, Chang Y S, Hott L K. Nuclear magnetic resonance studies of 5,7-dihydroxyflavonoids.  Phytochemistry. 1993;  34 843-5.
  • 6 Monache F D, Suarez L EC. 6-C-Formyl- and 6-C-hydroxymethylflavanones from Petiveria alliacea .  Phytochemistry. 1992;  31 2481-2.
  • 7 Catalano S, Luschi S, Flamini G, Cioni P L, Nieri E M, Morelli I. A xanthone from Senecio mikanioides leaves.  Phytochemistry. 1996;  42 1605-7.
  • 8 Foo L Y, Lu Y, Molan A L, Woodfield D R, McNabb W C. The phenols and prodelphinidins of white clover flowers.  Phytochemistry. 2000;  54 539-48.
  • 9 Kazuma K, Noda N, Suzuki M. Malonylated flavonol glycosides from the petals of Clitoria ternatea .  Phytochemistry. 2003;  62 229-37.
  • 10 Jou S J, Chen C H, Guh J H, Lee C N, Lee S S. Flavonol glycosides and cytotoxic triterpenoids from Alphitonis philippinensis .  J Chin Chem Soc. 2004;  51 827-34.
  • 11 Slowing K, Söllhuber M, Carretero E, Villar A. Flavonoid glycosides from Eugenia jambos .  Phytochemistry. 1994;  37 255-8.
  • 12 Murakami T, Tanaka N, Wada H, Saiki Y, Chen C M. Chemical and chemotaxonomical studies on filices. LXIII. Xanthone derivatives of Hypodematium fauriei Tagawa, H. crenatum Kuhn and Gymnocarpium robertianum Newm. (G. jessoense Koidz.)  Yakugaku Zasshi. 1986;  106 378-82.
  • 13 Ito H, Nishitani E, Konoshima T, Takasaki M, Kozuka M, Yoshida T. Flavonoid and benzophenone glycosides from Coleogyne ramosissima .  Phytochemistry. 2000;  54 695-700.
  • 14 Kanchanapoom T, Sommit J, Kasai R, Otsuka H, Yamasaki K. Chemical constituents of Thai medicinal plant, Polyalthia cerasoides .  Natural Med. 2002;  56 268-71.
  • 15 Erwin S, Erich Z, Reinhard G K, Roland S. 2,3-Didehydro-2-deoxysialic acids structurally varied at C-5 and their behaviour towards the sialidase from Vibrio cholerae .  Carbohydr Res. 1991;  216 61-6.
  • 16 Wang J, Hou C, Liu Y, Lin L, Gil R, Cordell G. Swertifrancheside, an HIV-reverse transcriptase inhibitor and the first flavone-xanthone dimer, from Swertia franchetiana .  J Nat Prod. 1994;  57 211-7.
  • 17 Ito C, Itogawa M, Furukawa H, Rao K, Enjo F, Bu P. et al . Xanthones as inhibitors of Epstein-Barr virus activation.  Cancer Lett. 1998;  132 113-7.
  • 18 Yoshikawa M, Nishida N, Shimoda H, Takada M, Kawahara Y, Matsuda H. Polyphenol constituents from Salacia species: quantitative analysis of mangiferin with α-glucosidase and aldose reductase inhibitory activities.  Yakugaku Zasshi. 2001;  121 371-8.
  • 19 Dar A, Faizi S, Naqvi S, Roome T, Zikr-ur-Rehman S, Ali M. et al . Analgesic and antioxidant activity of mangiferin and its derivatives: the structure activity relationship.  Biol Pharm Bull. 2005;  28 596-600.
  • 20 Nagai T, Miyaichi Y, Tomimori T, Suzuki Y, Yamada H. Inhibition of influenza virus sialidase and anti-influenza virus activity by plant flavonoids.  Chem Pharm Bull. 1990;  38 1329-32.
  • 21 Hidari K, Tsujii E, Hiroi J, Mano E, Miyatake A, Miyamoto D. et al . In vitro and in vivo inhibitory effects of disodium cromoglycate on influenza virus infection.  Biol Pharm Bull. 2004;  27 825-30.

Prof. Masami Ishibashi

Graduate School of Pharmaceutical Sciences

Chiba University

1-33 Yayoi-cho

Inage-ku,

Chiba 263-8522

Japan

Phone: +81-43-290-2913

Fax: +81-43-290-2913

Email: mish@p.chiba-u.ac.jp