Skip to main content
Log in

New isoflavones from Belamcandae Rhizoma

  • Note
  • Published:
Journal of Natural Medicines Aims and scope Submit manuscript

Abstract

Four new isoflavones (iristectrigenin A-7-glucoside (2), 8-hydroxytectrigenin (5), 8-hydroxyiristectrigenin A (6), and 8-hydroxyirigenin (71) have been isolated from Belamcandae Rhizoma (the rhizome of Belamcanda chinensis), along with nine known compounds: tectridin (1), tectrigenin-4′-glucoside (3), astragalin (4), irilin D (72), isotectrigenin (8), tectrigenin (9), iristectrigenin B (10), hispiludin (111), and irigenin (112). The structures of 2, 5, 6 and 71 were determined by spectroscopic methods, including high-resolution mass spectrometry (HR-MS), proton nuclear magnetic resonance (1H-NMR), carbon-13 NMR (13C-NMR), and various two-dimensional (2D)-NMR techniques.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Fig. 1
Fig. 2
Fig. 3

References

  1. The State Pharmacopoeia Commission of PR China (1995) Pharmacopoeia of the People’s Republic of China, vol 1. Chemical Industry Press, Beijing, p 253

  2. Nanba T (1980) Encyclopedia of Wakan-Yaku with color pictures, vol 1. Hoikusha, Osaka, pp 118–120

  3. Orawan M, Wanchai DeE, Kaoru U, Yohko Y, Toshio M (2005) Phenolic constituents of the Thai medicinal plant Belamcanda chinensis with proliferative activity for two breast cancer cell lines. J Nat Prod 68:361–364

    Article  CAS  Google Scholar 

  4. Mannich C, Schumann P, Lin HO (1937) Glucoside from Belamcanda chinensis (L.) Leman (Pardanthus chinensis Ker.) Shekanin (Tect-Oridine). Arch Pharm 275:317–328

    Article  CAS  Google Scholar 

  5. Lu Y, Zhang L, Shao A (1987) Quantitative analysis for the three main isoflavonoids in the Chinese drug, Shegan, by TLC/HPTLC-densitometry. Yaowu Fenxi Zazhi 7:275–279

    CAS  Google Scholar 

  6. Hu X, Xu Y, Huang T; Bai Y (1982) Isolation and identification of chemical constituents of She Gan (Belamcanda chinensis). Zhomgyao Tongbao 7:29–30

    CAS  Google Scholar 

  7. Lee SO, Woo WS, Woo EH, Kim KS (1989) Isoflavonoids of Belamcanda chinensis (Saengyak Hakhoechi). National University of Seoul, Korea, pp 110–460

  8. Yamaki M, Kato T, Kashihara M, Takagi S (1990) Isoflavones of Belamcanda chinensis. Planta Med 56:335

    Article  PubMed  CAS  Google Scholar 

  9. Eu GH, Woo WS, Chung HS, Eun H (1991) Isoflavonoids of Belamcanda chinensis. Saengyak Hakhoechi 22:13–17

    CAS  Google Scholar 

  10. Woo WS, Woo EH (1993) An isoflavone noririsflorentin from Belamcanda chinensis. Phytochemistry 33:939–940

    Article  CAS  Google Scholar 

  11. Qin MJ, Wang ZT, Ye WC (2005) A new isoflavonoid from Belamcanda chinensis (L.) DC. J lntegr Plant Biol 47:1404–1408

    Article  CAS  Google Scholar 

  12. Jung SH, Lee YS, Lee S, Lim SS, Kim YS, Shin KH (2002) Isoflavonoids from the rhizomes of Belamcanda chinensis and their effects on aldose reductase and sorbitol accumulation in streptozotocin induced diabetic tissues. Arch Pharm Res 25:306–312

    Article  PubMed  CAS  Google Scholar 

  13. Qin M, Ji W, Liu J, Yu G (2003) Scavenging effects on radicals of isoflavones from rhizome of Belamcanda chinensis. Zhongcaoyao 34:640–641

    CAS  Google Scholar 

  14. Tsuchiya H, Iketani Y, Tsucha, Komatsu Y (1988) Allergy inhibitors containing 3-phenyl-4H-1-benzopyran-4-one derivatives. Jpn Kokai Tokkyo Koho JP 63 30,417 (88, 30, 417)

  15. Seidlova-Wuttke D, Hesse O, Jarry H, Rimoldi G, Thelen P, Christoffel V, Wuttke W (2004) Belamcanda chinensis and the thereof purified tectorigenin have selective estrogen receptor modulator activities. Phytomedicine 11:392–403

    Article  PubMed  CAS  Google Scholar 

  16. Zang CZ, Wang SX, Zhang Y, Chen JP, Liang XM (2005) In vitro estrogenic activities of Chinese medicinal plants traditionally used for the management of menopausal symptoms. J Ethnopharmacol 98:295–300

    Article  Google Scholar 

  17. Morrissey C, Bektic J, Spengler B, Galvin D, Christoffel V. Klocker H, Fizpatrick JM, Watson R William G (2004) Phytoestrogens derived from Belamcanda chinensis have an antiproliferative effect on prostate cancer cells in vitro. J Urol 172:2426–2433

    Article  PubMed  CAS  Google Scholar 

  18. Thelen P, Scharf JG, Burfeind P, Hemmerlein B, Wuttke W, Spengler B, Christoffel V, Ringert RH, Seidlova-Wuttke D (2005) Tectorigenin and other phytochemicals extracted from leopard lily Belamcanda chinensis affect new and established targets for therapies in prostate cancer. Carcinogenesis 26:1360–1367

    Article  PubMed  CAS  Google Scholar 

  19. Shawl AS, Kumar T (1992) Isoflavonoids from Iris crocea. India Phytochem 31:1399–1401

    Article  CAS  Google Scholar 

  20. Farag SF, Backheet EY, El-Emary, Niwa M (1999) Isoflavonoids and flavone glycosides from rhizomes of Iris carthaliniae. Phytochemistry 50:1407–1410

    Article  CAS  Google Scholar 

  21. Dhingra VK, Seshadri TR, Mukerjee SK (1974) Isotectorigenin from the bark of Dalbergia sissoo. Indian J Chem 12:1118

    CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Masataka Moriyasu.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Moriyasu, M., Igi, Y., Ichimaru, M. et al. New isoflavones from Belamcandae Rhizoma. J Nat Med 61, 329–333 (2007). https://doi.org/10.1007/s11418-007-0147-6

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11418-007-0147-6

Keywords

Navigation