Planta Med 2003; 69(5): 434-439
DOI: 10.1055/s-2003-39716
Original Paper
Natural Product Chemistry
© Georg Thieme Verlag Stuttgart · New York

Diterpenoid and Phenolic Glycosides from the Roots of Rhododendron molle

Guan-Hu Bao1 , Li-Quan Wang1 , Kin-Fai Cheng2 , Yong-Hong Feng1 , Xiao-Yu Li1 , Guo-Wei Qin1
  • 1Shanghai Institute of Materia Medica, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences, Shanghai, P. R. China
  • 2Department of Chemistry, The University of Hong Kong, Hong Kong, P. R. China
Further Information

Publication History

Received: September 24, 2002

Accepted: February 9, 2003

Publication Date:
12 June 2003 (online)

Abstract

Two new grayanane diterpenoid glucosides, rhodomosides A (1), B (2) and two new phenolic glycosides 3, 4 together with a known glucosyringic acid (5) were isolated from the roots of Rhododendron molle G. Don (Ericaceae). Their structures were elucidated on the basis of spectral analysis. Compounds 3, 4 and 5 were found to inhibit the proliferation of murine B lymphocytes in vitro, while compound 3 also showed stimulatory activity on the proliferation of murine T lymphocytes in vitro.

References

  • 1 Chen J S, Zhen S. Chinese Poisonous Plants. Science Press Beijing; 1987: p. 232
  • 2 Liu Z G, Pan X F. Studies on the chemical constituents of Chinese azalea.  Acta Chimica Sinica (Engl. Ed.). 1989;  3 235-9
  • 3 Liu Z G, Pan X F. Two dimensional NMR study of rhodojaponin II.  Youji Huaxue. 1990;  10 187-90
  • 4 Klocke J , Hu M , Chiu S . Grayanoid diterpene insect antifeedants and insecticides from Rhododendron molle .  Phytochemistry. 1991;  30 1797-1800
  • 5 Chen C , Liu Z , Pan X , Lian H . The electronic structure and structure-activity relationship of Ericaceous toxins.  Acta Chimica Sinica (Engl. Ed.). 1992;  50 237-43
  • 6 Li C J, Wang L Q, Chen S N, Qin G W. Diterpenoids from the fruits of Rhododendron molle .  Journal of Natural Products. 2000;  63 1214-7
  • 7 Bao G H, Wang L Q, Cheng K F, Qin G W. Two new phenolic glycosides from the roots of Rhododendron molle .  Chinese Chemical Letters. 2002;  13 155-9
  • 8 Bao G H, Wang L Q, Cheng K F, Qin G W. One new diterpene glucoside from the roots of Rhododendron molle .  Chinese Chemical Letters. 2002;  13 955-6
  • 9 Zhao P P, Li B M, He L Y. Studies on the method of determination of combined sugars in glycosides.  Acta Pharmaceutica Sinica. 1987;  22 70-4
  • 10 Bian T H, Wang X F, Li X Y. Effects of morphine and naloxone on proliferation of lymphocytes in vitro .  Acta Pharmacologica Sinica. 1995;  16 315-8
  • 11 Herold K C, Lancki D W, Moldwin R L, Fitch F W. Immunosuppressive effects of cyclosporin A on cloned T cells.  Journal of Immunology. 1986;  136 315-21
  • 12 Sakakibara J, Shirai N, Kaiya T, Iitaka Y. Grayanoside C, a new diterpene glucoside from Leucothoe grayana .  Phytochemistry. 1980;  19 1495-7
  • 13 Wang L Q, Chen S N, Cheng K F, Li C J, Qin G W. Diterpene glucosides from Pieris japonica .  Phytochemistry. 2000;  54 847-52
  • 14 Wang L Q, Qin G W. Chemical and bioactive studies of diterpenoids from Ericaceae.  Natural Products Research and Development. 1997;  4 82-90
  • 15 El-Naggark S F, Doskotch R W, Odell T M, Girard L. Antifeedant diterpenes for the Gypsy moth larvae from Kalmia latifolia: isolation and characterization of ten grayanoids.  Journal of Natural Products. 1980;  43 617-31
  • 16 Yao X S. Natural Medicinal Chemistry (in Chinese). People′s Health Press Beijing; 1994: pp. 101-3
  • 17 Sakakibara J, Shirai N. Grayanoside D, a new diterpene glucoside from Leucothoe grayana .  Phytochemistry. 1980;  19 2159-62
  • 18 Kaiya T, Sakakibara J. Occurrence of pieroside C, a grayanotox-9-ene derivative in Pieris japonica .  Chemical and Pharmaceutical Bulletin. 1985;  33 4637-9
  • 19 Wang L Q, Chen S N, Qin G W, Cheng K F. Grayanane diterpenoids from Pieris japonica .  Journal of Natural Products. 1998;  61 1473-5
  • 20 Wang L Q, Qin G W, Chen S N, Li C J. Three diterpene glucosides and a diphenylamine derivative from Pieris formosa .  Fitoterapia. 2001;  72 779-87

Prof. Guo-wei Qin

Shanghai Institute of Materia Medica

Shanghai Institutes for Biological Sciences

Chinese Academy of Sciences

294 Tai-Yuan Road

Shanghai 200031

People’s Republic of China

Phone: +86-21-64311833

Fax: +86-21-64370269

Email: gwqin@mail.shcnc.ac.cn

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