Skip to main content
Erschienen in: Journal of Natural Medicines 1/2014

01.01.2014 | Note

Application of a quantitative 1H-NMR method for the determination of amygdalin in Persicae semen, Armeniacae semen, and Mume fructus

verfasst von: Rie Tanaka, Akane Nitta, Akito Nagatsu

Erschienen in: Journal of Natural Medicines | Ausgabe 1/2014

Einloggen, um Zugang zu erhalten

Abstract

A quantitative 1H-NMR method (qHNMR) was used to measure the amygdalin content of Persicae semen, Armeniacae semen, and Mume fructus, in each of which amygdalin constitutes a major component. The purity of amygdalin was calculated from the ratio of the intensity of the amygdalin H-2 signal at δ 6.50 ppm in pyridine-d 5 to that of the hexamethyldisilane (HMD) signal at 0 ppm. The HMD concentration was corrected by the International System of Units (SI) traceability with certified reference material (CRM)-grade bisphenol A. qHNMR revealed the amygdalin contents to be 2.72 and 3.13 % in 2 lots of Persicae semen, 3.62 and 5.19 % in 2 lots of Armeniacae semen, and 0.23 % in Mume fructus. Thus, we demonstrated the utility of this method for the quantitative analysis of crude drugs.
Literatur
1.
Zurück zum Zitat Fukuda T, Ito H, Yoshida T (2003) Glycosides and their quantitative HPLC analysis of commercial Persicae semen. Nat Med 57(1):18–22 Fukuda T, Ito H, Yoshida T (2003) Glycosides and their quantitative HPLC analysis of commercial Persicae semen. Nat Med 57(1):18–22
2.
Zurück zum Zitat Miyagoshi M, Amagaya S, Ogihara Y (1986) Antitussive effects of L-ephedrine, amygdalin, and Makyokansekito (Chinese traditional medicine) using a cough model induced by sulfur dioxide gas in mice. Planta Med 52(4):275–278CrossRef Miyagoshi M, Amagaya S, Ogihara Y (1986) Antitussive effects of L-ephedrine, amygdalin, and Makyokansekito (Chinese traditional medicine) using a cough model induced by sulfur dioxide gas in mice. Planta Med 52(4):275–278CrossRef
3.
Zurück zum Zitat Hwang H-J, Kim P, Kim C-J, Lee HJ, Shim I, Yin CS, Yang Y, Hahm DH (2008) Antinociceptive effect of amygdalin isolated from Prunus armeniaca on formalin-induced pain in rats. Biol Pharm Bull 31:1559–1564PubMedCrossRef Hwang H-J, Kim P, Kim C-J, Lee HJ, Shim I, Yin CS, Yang Y, Hahm DH (2008) Antinociceptive effect of amygdalin isolated from Prunus armeniaca on formalin-induced pain in rats. Biol Pharm Bull 31:1559–1564PubMedCrossRef
4.
Zurück zum Zitat Fukuda T, Ito H, Mukainaka T, Tokuda H, Nishino H, Yoshida T (2003) Anti-tumor promoting effect of glycosides from Prunus persica seeds. Biol Pharm Bull 26:271–273PubMedCrossRef Fukuda T, Ito H, Mukainaka T, Tokuda H, Nishino H, Yoshida T (2003) Anti-tumor promoting effect of glycosides from Prunus persica seeds. Biol Pharm Bull 26:271–273PubMedCrossRef
5.
Zurück zum Zitat Mirmiranpour H, Khaghani S, Zandieh A, Khalilzadeh OO, Gerayesh-Nejad S, Morteza A, Esteghamati A (2012) Amygdalin inhibits angiogenesis in the cultured endothelial cells of diabetic rats. Indian J Pathol Microbiol 55:211–214PubMedCrossRef Mirmiranpour H, Khaghani S, Zandieh A, Khalilzadeh OO, Gerayesh-Nejad S, Morteza A, Esteghamati A (2012) Amygdalin inhibits angiogenesis in the cultured endothelial cells of diabetic rats. Indian J Pathol Microbiol 55:211–214PubMedCrossRef
6.
Zurück zum Zitat Chang HK, Shin MS, Yang HY, Lee JW, Kim YS, Lee MH, Kim J, Kim KH, Kim CJ (2006) Amygdalin induces apoptosis through regulation of Bax and Bcl-2 expressions in human DU145 and LNCap prostate cancer cells. Biol Pharm Bull 29:1597–1602PubMedCrossRef Chang HK, Shin MS, Yang HY, Lee JW, Kim YS, Lee MH, Kim J, Kim KH, Kim CJ (2006) Amygdalin induces apoptosis through regulation of Bax and Bcl-2 expressions in human DU145 and LNCap prostate cancer cells. Biol Pharm Bull 29:1597–1602PubMedCrossRef
7.
Zurück zum Zitat Ministry of Health and Welfare (2000) The Japanese Pharmacopoeia, 15th edn. Japan, pp 1223–1224 Ministry of Health and Welfare (2000) The Japanese Pharmacopoeia, 15th edn. Japan, pp 1223–1224
8.
Zurück zum Zitat Pauli GF, Jaki BU, Lankin DC (2005) Quantitative 1H NMR: development and potential of a method for natural products analysis. J Nat Prod 68:133–149PubMedCrossRef Pauli GF, Jaki BU, Lankin DC (2005) Quantitative 1H NMR: development and potential of a method for natural products analysis. J Nat Prod 68:133–149PubMedCrossRef
9.
Zurück zum Zitat 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 organophosphorus pesticide isoxathion oxon based on qNMR. Jpn J Food Chem Safety 16:28–33 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 organophosphorus pesticide isoxathion oxon based on qNMR. Jpn J Food Chem Safety 16:28–33
10.
Zurück zum Zitat 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 spectroscopy. J Nat Med 64:161–166PubMedCrossRef 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 spectroscopy. J Nat Med 64:161–166PubMedCrossRef
11.
Zurück zum Zitat 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 65:262–267PubMedCrossRef 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 65:262–267PubMedCrossRef
12.
Zurück zum Zitat Tanaka R, Yamazaki M, Hasada K, Nagatsu A (2012) Application of quantitative 1H-NMR method to determination of paeoniflorin in Paeoniae radix. J Nat Med (in press) Tanaka R, Yamazaki M, Hasada K, Nagatsu A (2012) Application of quantitative 1H-NMR method to determination of paeoniflorin in Paeoniae radix. J Nat Med (in press)
13.
Zurück zum Zitat 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. Accred Qual Assur 14:79–86CrossRef 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. Accred Qual Assur 14:79–86CrossRef
14.
Zurück zum Zitat Ministry of Health and Welfare (2011) The Japanese Pharmacopeia, 16th edn. Japan, pp 1480–1481 Ministry of Health and Welfare (2011) The Japanese Pharmacopeia, 16th edn. Japan, pp 1480–1481
15.
Zurück zum Zitat Seigler DS, Pauli GF, Nahrstedt A, Leen R (2002) Cyanogenic allosides and glucosides from Passiflora edulis and Carica papaya. Phytochemistry 60(8):873–882PubMedCrossRef Seigler DS, Pauli GF, Nahrstedt A, Leen R (2002) Cyanogenic allosides and glucosides from Passiflora edulis and Carica papaya. Phytochemistry 60(8):873–882PubMedCrossRef
16.
Zurück zum Zitat Someya K, Mikoshiba S, Okumura T, Takenaka H, Ohdera M, Shirota O, Kuroyanagi M (2006) Suppressive effect of constituents isolated from kernel of Prunus armeniaca on 5 α-androst-16-en-3-one generated by microbial metabolism. J Oleo Sci 55(7):353–364CrossRef Someya K, Mikoshiba S, Okumura T, Takenaka H, Ohdera M, Shirota O, Kuroyanagi M (2006) Suppressive effect of constituents isolated from kernel of Prunus armeniaca on 5 α-androst-16-en-3-one generated by microbial metabolism. J Oleo Sci 55(7):353–364CrossRef
17.
Zurück zum Zitat Cervellati C, Paetz C, Dondini L, Tartarini S, Bassi D, Schneider B, Masia A (2012) A qNMR approach for bitterness phenotyping and QTL identification in an F1 apricot progeny. J Biotechnol 159:312–319PubMedCrossRef Cervellati C, Paetz C, Dondini L, Tartarini S, Bassi D, Schneider B, Masia A (2012) A qNMR approach for bitterness phenotyping and QTL identification in an F1 apricot progeny. J Biotechnol 159:312–319PubMedCrossRef
Metadaten
Titel
Application of a quantitative 1H-NMR method for the determination of amygdalin in Persicae semen, Armeniacae semen, and Mume fructus
verfasst von
Rie Tanaka
Akane Nitta
Akito Nagatsu
Publikationsdatum
01.01.2014
Verlag
Springer Japan
Erschienen in
Journal of Natural Medicines / Ausgabe 1/2014
Print ISSN: 1340-3443
Elektronische ISSN: 1861-0293
DOI
https://doi.org/10.1007/s11418-013-0783-y

Weitere Artikel der Ausgabe 1/2014

Journal of Natural Medicines 1/2014 Zur Ausgabe