Download PDF
Planta Med 2007; 73(1): 13-19
DOI: 10.1055/s-2006-951724
Original Paper
Pharmacology
© Georg Thieme Verlag KG Stuttgart · New York

Coumarins from Cnidium monnieri and their Antiosteoporotic Activity

Qiaoyan Zhang1 , Luping Qin1 , Weidong He2 , Luc Van Puyvelde2 , Dominick Maes2 , An Adams2 , Hanchen Zheng1 , Norbert De Kimpe2
  • 1Department of Pharmacognosy, School of Pharmacy, Second Military Medical University, Shanghai, P.R. China
  • 2Department of Organic Chemistry, Faculty of Bioscience Engineering, Ghent University, Ghent, Belgium
Further Information

Publication History

Received: August 25, 2005

Accepted: September 12, 2006

Publication Date:
02 January 2007 (online)

Also available at
    Permissions and Reprints

Abstract

Bioactivity-guided fractionation has led to the successful isolation of antiosteoporotic components, i. e., osthole, imperatorin and bergapten from an ethanolic extract of the fruits of Cnidium monnieri (L.) Cusson. Among them, osthole was determined as the major compound possessing antiosteoporotic activity. Further study showed that osthole not only promoted the proliferation and activity of alkaline phosphatase of osteoblasts in neonatal calvaria cultures, but also inhibited the bone resorption by decreasing the formation, differentiation and TRAP activity of osteoclasts derived from rat marrow cells.

Key words

Cnidium monnieri (L.) Cusson - Apiaceae - antiosteoporotic activity - osthole - imperatorin - bergapten - osteoblast - osteoclast

References

  • 1 Turner R T, Riggs B L, Spelsberg T C. Skeletal effects of estrogen.  Endocr Rev. 1994;  15 275-300
    CrossrefPubMedSearch in Google Scholar
  • 2 Davison S, Davis S R. Hormone replacement therapy: current controversies.  Clin Endocrinol. 2003;  58 249-61
    CrossrefPubMedSearch in Google Scholar
  • 3 Cassidy A. Dietary phytoestrogen and bone health.  J Br Menopause Soc. 2003;  9 7-21
    PubMedSearch in Google Scholar
  • 4 Li Q N, Liang N C, Wu T, WU Y, Xie H, Huang G D. et al . Effects of total coumarins of Fructus Cnidii on skeleton of ovariectomized rats.  Acta Pharmacol Sin. 1994;  15 528-32
    PubMedSearch in Google Scholar
  • 5 Guh J H, Yu S M, Ko F N, Wu T S, Teng C M. Antiproliferative effect in rat vascular smooth muscle cells by osthole, isolated from Angelica pubescens .  Eur J Pharmacol. 1996;  298 191-7
    CrossrefPubMedSearch in Google Scholar
  • 6 Matsuda H, Tomohiro N, Ido Y, Kubo M. Anti-allergic effects of Cnidii monnieri fructus (dried fruits of Cnidium monnieri) and its major component, osthole.  Biol Pharm Bull. 2002;  25 809-12
    CrossrefPubMedSearch in Google Scholar
  • 7 Chiou W F, Huang Y L, Chen C F, Chen C C. Vasorelaxing effect of coumarins from Cnidium monnieri on rabbit corpus cavernosum.  Planta Med. 2001;  67 282-4
    Thieme ConnectPubMedSearch in Google Scholar
  • 8 Xiang R D, Fu X H. Studies on the chemical constituens of Cnidium monnieri fruits.  Chin Trad Herb Drugs. 1984;  15 14
    PubMedSearch in Google Scholar
  • 9 Oh H, Kim J S, Song E K, Cho H, Kim D H, Park S E. et al . Sesquiterpenes with hepatoprotective activity from Cnidium monnieri on tacrine-induced cytotoxicity in Hep G2 cells.  Planta Med. 2002;  68 748-9
    Thieme ConnectPubMedSearch in Google Scholar
  • 10 Qin L P, Zhang Q Y, Tian Y P, Zheng H C, Huang M, Huang B K. Total coumarins from fruits of Cnidium monnieri (TCFC) inhibit the formation and differentiation of multinucleated osteoclast derived from rat marrow cells.  Acta Pharmacol Sin. 2003;  24 181-6
    PubMedSearch in Google Scholar
  • 11 Liu Z D, Zang H S, Ouyang Y P. Biological study of growth pattern of newborn rat calvaria osteoblastic cell in vitro .  Acta Anatom Sin. 1995;  26 157-9
    PubMedSearch in Google Scholar
  • 12 Zambonin Z A, Teti A, Primavera M V. Isolated osteoclasts in primary culture: first observation on structure and survival in culture media.  Anat Embryol. 1982;  165 405-13
    CrossrefPubMedSearch in Google Scholar
  • 13 Owen T A, Aronow M, Shalhoub V, Barone L M, Wilming L, Tassinari M S. et al . Progressive development of the rat osteoblast phenotype in vitro: reciprocal relationship in expression of genes associated with osteoblast proliferation and differentiation during formation of the bone extracelluar matrix.  J Cell Physiol. 1990;  143 420-30
    PubMedSearch in Google Scholar
  • 14 Bradford M M. A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding.  Anal Biochem. 1976;  72 248-54
    CrossrefPubMedSearch in Google Scholar
  • 15 Sugawara K, Hamada M, Hosoi S, Tamaoki T. A useful method to evaluate bone resorption inhibitors, using osteoclast-like multinucleated cells.  Anal Biochem. 1998;  255 204-10
    CrossrefPubMedSearch in Google Scholar
  • 16 Harkar S, Razdan T K, Waight E S. Steroids, chromone and coumarins from Angelica officinalis .  Phytochemistry. 1984;  23 419-26
    CrossrefPubMedSearch in Google Scholar
  • 17 Masuda T, Takasugi M, Anetai M. Psoralen and other linear furanocoumarins as phytoalexins in Glehnia littoralis .  Phytochemistry. 1998;  47 13-6
    CrossrefPubMedSearch in Google Scholar
  • 18 Takahashi N, Yamana H, Yoshiki H, Roodman G D, Mundy G R, Jones S J. et al . Osteoclast-like cell formation and its regulation by osteotropic hormones in mouse bone marrow cultures.  Endocrinology. 1988;  122 1373-82
    PubMedSearch in Google Scholar
  • 19 Akatsu T, Takahashi N, Debari K, Morita I, Murota S, Nagata N. et al . Prostaglandins promote osteoclast-like cell formation by a mechanism involving cyclic adenosine 3′,5′-monophosphate in mouse bone marrow cell cultures.  J Bone Miner Res. 1989;  4 29-35
    PubMedSearch in Google Scholar
  • 20 Rodan G A, Martin T J. Role of osteoblasts in hormonal control of bone resorption - a hypothesis.  Calcif Tissue Int. 1981;  33 349-51
    CrossrefPubMedSearch in Google Scholar
  • 21 Zhang Q Y, Qin L P, Tian Y P, Zheng H C, Huang B K, Liu Z D. et al . Effects of total coumarins from the fruits of Cnidium monnieri on the production of NO, IL-1 and IL-6 from osteoblast in neonatal rat calvaria cultures.  Chin Pharm J. 2003;  38 345-8
    PubMedSearch in Google Scholar
  • 22 Chian T. The experimental studies of extracts of Fructus Cnidii and Herb Epimedii on sex period of ovariectomized rat and mice.  Folia Pharmacol Jpn. 1959;  55 153
    PubMedSearch in Google Scholar
  • 23 Michigami T, Ihara-Watanabe M, Yamazaki M. Receptor activator of nuclear factor kappa B ligand (RANKL) is a key molecule of osteoclast formation for bone metastasis in a newly developed model of human neuroblastoma.  Cancer Res. 2001;  61 1637-44
    PubMedSearch in Google Scholar
  • 24 Ojala T, Vuorela P, Kiviranta J, Vuorela H, Hiltunen R. A bioassay using Artemia salina for detecting phototoxicity of plant coumarins.  Planta Med. 1999;  65 715-8
    Thieme ConnectPubMedSearch in Google Scholar

Prof. Dr. Luping Qin

Department of Pharmacognosy

School of Pharmacy

Second Military Medical University

200433 Shanghai

People’s Republic of China

Phone: +86-21-2507-0394

Fax: +86-21-2507-0394

Email: lpqin@smmu.edu.cn

    www.thieme-connect.de/ejournals/toc/plantamedica