nach oben

Journal of Natural Medicines

Erschienen in:

08.09.2016 | Note

Application of a quantitative ¹H-NMR (¹H-qNMR) method for the determination of geniposidic acid and acteoside in Plantaginis semen

verfasst von: Rie Tanaka, Risa Inagaki, Naoki Sugimoto, Hiroshi Akiyama, Akito Nagatsu

Erschienen in: Journal of Natural Medicines | Ausgabe 1/2017

Einloggen, um Zugang zu erhalten

Abstract

A quantitative ¹H-NMR method (¹H-qNMR) was developed to determine the concentration of acteoside and geniposidic acid in Plantaginis semen, which is an important crude drug for diuretic purposes. The purity of geniposidic acid and acteoside was determined by the ratio of the intensity of the H-3 signal at δ 7.51 ppm or the H-7″ signal at δ 7.58 ppm in methanol-d ₄ to that of a hexamethyldisilane (HMD) signal at 0.04 ppm, respectively. The concentration of HMD was corrected with the International System of Units traceability using potassium hydrogen phthalate of certified reference material grade. The geniposidic acid content in two batches of Plantaginis semen as determined by ¹H-qNMR was found to be 0.84 and 1.00 %, and the acteoside content was determined to be 0.80 and 0.93 %. We demonstrated that this method is useful for the quantitative analysis of geniposidic acid and acteoside in Plantainis semen.

Ministry of Health, Labour and Welfare (2011) The Japanese Pharmacopeia, 16th edn. Ministry of Health, Labour and Welfare, Japan, p 1517

Kawamura T, Hisada Y, Okuda K, Hoshino S, Noro Y, Tanaka T, Kodama A, Nishibe S (1998) Pharmacognostical studies of Plantaginis herba (13) Constituents of seeds of Plantago sp. and commercial Plantago seeds. Nat Med 52:5–9

Hirata T, Kobayashi T, Wada A, Ueda T, Fujikawa T, Miyashita H, Ikeda Tsukamoto S, Nohara T (2011) Anti-obesity compounds in green leaves of Eucommia ulmoides. Bioorg Med Chem Lett 21:1786–1791CrossRefPubMed

Carrillo-Ocampo D, Bazaldua-Gomez S, Bonilla-Barbosa JR, Aburto-Amar R, Rodriguez-Lopez V (2013) Anti-inflammatory activity of iridoids and verbascoside isolated from Castilleja tenuiflora. Molecules 18:12109–12118CrossRefPubMed

Morikawa T, Ninomiya K, Imamura M, Akaki J, Fujikura S, Pan Y, Yuan Y, Yoshikawa M, Jia X, Li Z, Muraoka O (2014) Acylated phenylethanoid glycosides, echinacoside and acteoside from Cistanche tubulosa, improve glucose tolerance in mice. J Nat Med 68:561–566CrossRefPubMed

Speranza L, Franceschelli S, Pesce M, Menghini L, Patruno A, Vinciguerra I, De Lutiis MA, Felaco M et al (2009) Anti-inflammatory properties of the plant Verbascum mallophorum. J Biol Regul Homeost Agents 23:189–195PubMed

Pardo F, Perich F, Villarroel L, Torres R (1993) Isolation of verbascoside, an antimicrobial constituent of Buddleja globosa leaves. J Ethnopharmacol 39:221–222CrossRefPubMed

Pauli GF, Jaki BU, Lankin DC (2005) Quantitative ¹H NMR: development and potential of a method for natural products analysis. J Nat Prod 68:133–149CrossRefPubMed

Tahara M, Sugimoto N, Suematsu T, Arifuku K, Saito T, Ihara T, Yoshida Y, Tada A, Kubota R, Shimizu K, Yamazaki T, Tanamoto K, Nakazawa H, Nishimura T (2009) Quality control of organophosphorous isoxathion oxon based on qNMR. Jpn J Food Chem Saf 16:28–33

10.

Hasada K, Yoshida T, Yamazaki T, Sugimoto N, Nishimura T, Nagatsu A, Mizukami H (2010) Quantitative determination of atractylon in Atractylodis Rhizoma and Atractylodis Lanceae Rhizoma by ¹H-NMR spectrometry. J Nat Med 64:161–164CrossRefPubMed

11.

Hasada K, Yoshida T, Yamazaki T, Sugimoto N, Nishimura T, Nagatsu A, Mizukami H (2011) Application of ¹H-NMR spectroscopy to validation of berberine alkaloid reagents and to chemical evaluation of Coptidis Rhizoma. J Nat Med 65:262–267CrossRefPubMed

12.

Tanaka R, Yamazaki M, Hasada K, Nagatsu A (2013) Application of quantitative ¹H-NMR method to determination of paeoniflorin in Paeoniae Radix. J Nat Med 67:657–661CrossRefPubMed

13.

Tanaka R, Nitta A, Nagatsu A (2014) Application of a quantitative ¹H-NMR method for the determination of amygdalin in Persicae semen, Armeniacae semen, and Mume fructus. J Nat Med 68:225–230CrossRefPubMed

14.

Tanaka R, Hasebe Y, Nagatsu A (2014) Application of quantitative ¹H-NMR method to determination of gentiopicroside in Gentianae radix and Gentianae scabrae radix. J Nat Med 68:630–635CrossRefPubMed

15.

Tanaka R, Shibata H, Sugimoto N, Akiyama H, Nagatsu A (2016) Application of quantitative ¹H-NMR method for the determination of paeonol in Moutan cortex, Hachimijiogan and Keishibukuryogan. J Nat Med 70:797–802CrossRefPubMed

16.

Saito T, Ihara T, Koike M, Kinugasa S, Fujimine Y, Nose K, Hirai T (2009) A new traceability scheme for the development of international system-traceable persistent organic pollutant reference materials by quantitative nuclear magnetic resonance. Accredit Qual Assur 14:79–86CrossRef

17.

Chena J, Zhua H, Chua VM, Janga YS, Sonb JY, Kima YH, Sonb CG, Seolb IC, Kang JS (2011) Quality control of a herbal medicinal preparation using high-performance liquid chromatographic and capillary electrophoretic methods. J Pharm Biomed Anal 55:206–210CrossRef

Titel: Application of a quantitative 1H-NMR (1H-qNMR) method for the determination of geniposidic acid and acteoside in Plantaginis semen
verfasst von: Rie Tanaka
Risa Inagaki
Naoki Sugimoto
Hiroshi Akiyama
Akito Nagatsu
Publikationsdatum: 08.09.2016
Verlag: Springer Japan
Erschienen in: Journal of Natural Medicines / Ausgabe 1/2017
Print ISSN: 1340-3443
Elektronische ISSN: 1861-0293
DOI: https://doi.org/10.1007/s11418-016-1040-y

Springer Medizin

Abstract

Bitte loggen Sie sich ein, um Zugang zu diesem Inhalt zu erhalten

Weitere Artikel der Ausgabe 1/2017

Evaluation of the safety and efficacy of Glycyrrhiza uralensis root extracts produced using artificial hydroponic and artificial hydroponic-field hybrid cultivation systems

Ginsenosides, ingredients of the root of Panax ginseng, are not substrates but inhibitors of sodium-glucose transporter 1

Aged garlic extract suppresses platelet aggregation by changing the functional property of platelets

Rapid identification of drug-type strains in Cannabis sativa using loop-mediated isothermal amplification assay

Securigenin glycosides as hypoglycemic principles of Securigera securidaca seeds

Marine spongean polybrominated diphenyl ethers, selective growth inhibitors against the cancer cells adapted to glucose starvation, inhibits mitochondrial complex II