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Genetic and chemical comparison of Boi (Sinomeni Caulis et Rhizoma) and Seifuto (Caulis Sinomenii)

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Abstract

Boi and its original plant Sinomenium acutum from Japan were compared with Seifuto and its botanical origins from China in terms of their internal transcribed spacer (ITS) sequences and major chemical components. Boi, Seifuto, and their botanical origins overall showed seven variable sites in the ITS sequence and six genotypes. Japanese S. acutum and Boi had one nucleotide variation at position 593 to show two genotypes (J1 and J2) and their heterozygote (J3). Seifuto samples and their botanical origins, S. acutum and S. acutum var. cinereum from China, showed three genotypes (C1, C2, and C3), which did not agree with the botanical classification, indicating that they cannot be distinguished according to their ITS sequences. All Seifuto samples from Henan market showed the same ITS genotype (C1). The Japanese and Chinese genotypes differed in the nucleotide position 424, which can be used to distinguish the country of origin of these materials. In the HPLC analysis of six major components, sinomenine (1), magnoflorine (2), menisperine (3), 6-O-methyllaudanosoline glucoside (4), liriodendrin (5), and menisdaurin (6), all were detected in Boi, whereas five (all except for menisdaurin) were detected in Seifuto. The main component in the rhizome of Seifuto was sinomenine, whereas magnoflorine was the main component in the rhizome and the climbing stem of Boi. The content of sinomenine in Seifuto was almost twice that in Boi. Although the individual content of alkaloids 1–4 differed between Boi and Seifuto, the total contents of these alkaloids were comparable between them both in the climbing stem and rhizome.

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References

  1. Namba T (1993) The encyclopedia of Wakan-Yaku (traditional Sino-Japanese medicines) with color pictures, vol I. Hoikusha, Osaka, p 270

  2. The Society of Japanese Pharmacopoeia (2006) The Japanese Pharmacopoeia, 15th edn. The Ministry of Health, Labor and Welfare, Tokyo, p 845 (Japanese version), p 1363 (English version)

  3. Ohwi J, Kitagawa M (1983) New flora of Japan (English edn). Shibundo, Tokyo, p 732

  4. Suzuki Y, Iwasaki Y, Aragane M, Fukuda T, Yoshizawa M, Morimoto Y, Yasuda I, Isoda S (2003) Studies on cultivation in our country of Sinomenium acutum, resources of Kampo medicine. Ann Rep Tokyo Metr Inst PH 54:59–63

    Google Scholar 

  5. Takito M (2002) Current situation of Japanese medicinal plants. Jpn J Orient Med 53:311–327

    Google Scholar 

  6. Law Y, Lo H, Wu Y, Chang B (1996) Flora reipublicae popularis sinicae, Tomus 30(1). Science Press, Beijing, p 37

    Google Scholar 

  7. Chinese Pharmacopoeia Commission (2005) Pharmacopoeia of the People’s Republic of China, vol I. Chemical Industry Press, Beijing, p 135 pp

  8. Shanghai Kexue Jishu Chubanshe, Shogakukan (1985) Chuyakudaijiten, vol 2. Shogakukan, Tokyo, pp 1399–1401

  9. Sargent CS (1913) Plantae Wilsonianae; an enumeration of the woody plants collected in western China for the Arnold Arboretum of Harvard University during the years 1907, 1908, and 1910. Cambridge University Press, Cambridge, p 387

    Google Scholar 

  10. Wu ZY, Raven PH, Hong DY (eds) (2008) Flora of China, vol 7 (Menispermaceae through Capparaceae). Science Press, Beijing, and Missouri Botanical Garden Press, St Louis, p 1

  11. Antonia JC, Geoffrey M, Twrry C, Geoffrey CK, Simmonds MSJ, Pusey CD (2002) Aristolochic acid as a causative factor in a case of Chinese herbal nephropathy. Nephrol Dial Transplant 17:524–525

    Article  Google Scholar 

  12. Hong Y, Chen Z, Lu A (2001) Phylogeny of the Menispermeae (Menispermaceae) reconstructed by ITS sequence data. Acta Phytotaxon Sin 39:97–104

    Google Scholar 

  13. Sakaki K (1957) The analgesic effect induced by repeated administration of histamine and histamine liberators. Jpn J Pharmacol 6:69–86

    Article  Google Scholar 

  14. Nunome S, Okada M, Mitsuhashi H (1991) Preliminary studies on the evaluation of Sinomeni Caulis et rhizome. Shoyakugaku Zasshi 45:40–45

    CAS  Google Scholar 

  15. Taniyama T, Arimoto K, Iwata Y, Ujita K, Sakurai K, Shimada Y, Takagi A, Nakajima K, Higasi A, Hisada Y, Hosoda K, Mishima N, Yamamoto K, Yamamoto Y (1993) The 25th report of shyouyaku hinnsitu shuudannkai -Boui ni tsuite-. In: Abstracts of the 22nd symposium on natural drug analysis, Osaka, pp 62–69

  16. Zhao ZZ, Liang ZT, Zhou H, Jiang ZH, Liu ZQ, Wong YF, Xu HX, Liu L (2005) Quantification of sinomenine in Caulis Sinomenii collected from different growing regions and wholesale herbal markets by a modified HPLC method. Biol Pharm Bull 28:105–109

    Article  CAS  PubMed  Google Scholar 

  17. White TJ, Bruns T, Lee S, Taylor J (1990) In: Innis MA, Gelfand DH, Sninsky JJ, White TJ (eds) PCR protocols, a guide to methods and applications. Academic, San Diego, pp 315–322

  18. Nei M, Kumar S (2006) Molecular evolution and phylogenetics. Baifukan, Tokyo, p 37

    Google Scholar 

  19. Hall TA (1999) BioEdit: a user-friendly biological sequence alignment editor and analysis program for Windows 95/98/NT. Nucl Acids Symp Ser 41:95–98

    CAS  Google Scholar 

  20. Kawashiba K, Morooka S, Kimura M, Murakoshi Y, Toda J, Sano T (1994) Two new morphinane alkaloid from Stephania cepharantha HAYATA (Menispermaceae). Chem Pharm Bull 42:2452–2454

    Google Scholar 

  21. Marsaioli AJ, Reis FDAM, Magalhaes F, Ruveda EA, Kuck AM (1979) 13C NMR analysis of aporphine alkaloids. Phytochemistry 18:165–169

    Article  CAS  Google Scholar 

  22. Deyama T (1983) The constituents of Eucommia ulmoides OLIV. I: isolation of (+)-medioresinol di-O-β-d-glucopyranoside. Chem Pharm Bull 31:2993–2997

    CAS  Google Scholar 

  23. Barton DHR, Kirby AJ, Kirby GW (1968) Phenol oxidation and biosynthesis. Part XVll. Investigations on the biosynthesis of sinomenine. J Chem Soc C 8:929–936

    Article  CAS  Google Scholar 

  24. Brochmann-Hansen E, Chen CH, Chiang HC, McMurtrey K (1972) Biosynthesis of magnoflorine from reticuline by direct oxidative coupling. J Chem Soc Chem Commun 23:1269–1271

    Article  Google Scholar 

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Acknowledgments

The authors are grateful to Dr. M. Higuchi, Mr. S. Abe, and Dr. T. Morota for helpful suggestions. We also thank Dr. B. Makino for discussions concerning the chemical analyses.

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Authors and Affiliations

  1. Botanical Raw Materials Division, Tsumura & Co., 3586 Yoshiwara, Ami-machi, Inashiki-gun, Ibaraki, 300-1192, Japan

    Tomoko Sano, Ikue Matsumura, Rie Nakamura, Hiroki Yamaji, Kazunori Hashimoto & Osami Takeda

  2. Faculty of Pharmacy, Keio University, 1-5-30 Shibakoen, Minato-ku, Tokyo, 105-8512, Japan

    Tomoko Sano, Fumiyuki Kiuchi & Tadahiro Takeda

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  1. Tomoko Sano
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  2. Ikue Matsumura
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Correspondence to Tomoko Sano.

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Sano, T., Matsumura, I., Nakamura, R. et al. Genetic and chemical comparison of Boi (Sinomeni Caulis et Rhizoma) and Seifuto (Caulis Sinomenii). J Nat Med 64, 257–265 (2010). https://doi.org/10.1007/s11418-010-0397-6

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  • DOI: https://doi.org/10.1007/s11418-010-0397-6

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