Planta Med 2002; 68(11): 1034-1036
DOI: 10.1055/s-2002-35665
Letter
© Georg Thieme Verlag Stuttgart · New York

HIV gp41 Binding Phenolic Components from Fraxinus sieboldiana var. angustata

Hyoung Ja Kim1 , Yeon Gyu Yu1 , Hokoon Park1 , Yong Sup Lee1
  • 1Division of Life Sciences, Korea Institute of Science & Technology, Seoul, Korea
Further Information

Publication History

Received: February 22, 2002

Accepted: August 13, 2002

Publication Date:
26 November 2002 (online)

Abstract

By means of HIV gp41 binding affinity directed chromatographic fractionation, three phenylethanoid glycosides; calceolarioside A (1), calceolarioside B (2) and acteoside (3), along with four hydroxycoumarins; esculin (4), fraxin (5), fraxetin (6) and esculetin (7), and one lignan, (-)-olivil (8) were isolated from the n-butyl alcohol fraction of Fraxinus sieboldiana var. angustata. Among the isolated compounds, calceolarioside B (2) and esculetin (7) showed moderate binding affinity on HIV gp41 with IC50 values of 0.1 mg/ml and 0.5 mg/ml, respectively. Calceolarioside A (1), calceolarioside B (2), acteoside (3), and (-)-olivil (8) were isolated for the first time from this plant.

References

  • 1 Chan D C, Kim P S. HIV entry and its inhibition.  Cell. 1998;  93 681-4
  • 2 Judice J K, Tom J YK, Huang W, Wrin T, Vennari J, Petropoulos C J, McDowell R S. Inhibition of HIV type 1 infectivity by constrained α-helical peptides: Implication for the viral fusion mechanism.  Proc Natl Acad USA. 1997;  94 13 426-30
  • 3 Chan D C, Fass D, Berger J M, Kim P S. Core structure of gp41 from the HIV envelope glycoprotein.  Cell. 1997;  89 263-73
  • 4 Ryu J R, Lee J, Choo S, Yoon S H, Woo E R, Yu Y G. Development of an in vitro assay system for screening of gp41 inhibitory compounds.  Mol Cells. 1998;  8 717-23
  • 5 Jin B -S, Ryu J -R, Ahn K, Yu Y G. Design of a peptide inhibitor that blocks the cell fusion mediated by glycoprotein 41 of human immunodeficiency virus type 1.  AIDS Research and Human Retroviruses. 2000;  16 1797-804
  • 6 Ahn D K. Illustrated book of Korean medicinal herbs. Kyohak Publishing Co 1998: 309
  • 7 Han D R, Lee M W. Coumarin glycoside from the stembark of Fraxinus sieboldiana var. angustata .  Kor J Pharmacogn. 1983;  14 1-3
  • 8 Shimomura H, Sashida Y, Ogawa K. Iridoid glucosides and phenylpropanoid glycosides in Ajuga species of Japan.  Phytochemistry. 1987;  26 1981-3
  • 9 Shimomura H, Sashida Y, Adachi T. Phenolic glucosides from Prunus grayana .  Phytochemistry. 1987;  26 249-51
  • 10 Calis I, Lahloub M F, Rogenmoser E, Sticher O. Isomartynoside, a phenylpropanoid glycoside from Galeopsis pubescens .  Phytochemistry. 1984;  23 2313-5
  • 11 Matsuda N, Kikuchi M. A coumarin glycoside from Lonicera gracilipes var. glandulosa .  Phytochemistry. 1995;  38 803-4
  • 12 Razdan T K, Qadri B, Harkar S, Waight E. Chromones and coumarins from Skimmia laureola .  Phytochemistry. 1987;  26 2063-9
  • 13 Tsukamoto H, Hisada S, Nishibe S. Lignans from bark Fraxinus mandshurica var. japonica and F. japonica .  Chem Pharm Bull. 1984;  32 4482-9

Yong Sup Lee, Ph. D.

Korea Institute of Science and Technology

P.O.Box 131

Cheongryang

Seoul 130-650

Korea

Phone: +82-2-958-5167

Fax: +82-2-958-5189

Email: yslee@kist.re.kr