Login Register Cart 0
Generic placeholder image

Current Pharmaceutical Analysis

Editor-in-Chief

ISSN (Print): 1573-4129
ISSN (Online): 1875-676X

Back
Research Article

Pharmacokinetics and Tissue Distribution Study of Daphnoretin in Ethanol Extract from the Roots of Wikstroemia Indica in Rats by a Validated UPLC-MS/MS Method

Author(s): Wenjing Wang, Guo Feng*, Lailai Li, Wei Li, Wen Liu, Zengguang Wu, Hongmei Su, Guanglin Zhu, Chenchen Ren, Xueli Song, Ju Zhang and Zhengyan He

Volume 19, Issue 4, 2023

Published on: 15 March, 2023

Page: [289 - 300] Pages: 12

DOI: 10.2174/1573412919666230223140457

Price: $65

Abstract

Background: Daphnoretin, as a known bicoumarin compound that contained various pharmacological activities, was isolated from Wikstroemia indica C.A. Mey (RWI).

Objective: The study aims to investigate the pharmacokinetic characteristics of daphnoretin from RWI ethanol extracts in rat plasma and to determine daphnetin in rat plasma and various tissues by a rapid, reliable and sensitive ultra high performance liquid chromatography with tandem mass spectrometry method.

Methods: The UPLC-MS/MS method was established. Daphnoretin and IS (buspirone) were chromatographed on an agilent Zorbax XDB-C18 column (2.1 mm × 50 mm, 3.5 μm), and Gradient elution of acetonitrile-0.15% formic acid in aqueous solution. Quantification was performed using electrospray ionization in positive ion multiple reaction monitoring mode of the transitions m/z 353.1→179.1 for daphnoretin and m/z 386.3→122.3 for IS.

Results: Good linearity between 5-10000 ng/mL for cyperidin in plasma and tissue samples (r ≥ 0.99) was resulted. The accuracies of plasma and tissue homogenates ranged from-3.31% to 9.00%, and the precision was less than 5.78%. After that, the validated method was successfully applied to the pharmacokinetics and tissue distribution study of daphnoretin after oral administration of ethanol extract from the roots of RWI to rats.

Conclusion: Daphnoretin was well absorbed in the systemic circulation after oral administration and was widely distributed in tissues, with the highest concentration in lung tissue. This study is beneficial to the development and utilization of RWI and provides a reasonable reference for its clinical administration.

Keywords: Wikstroemia indica, daphnoretin, pharmacokinetics, tissue distribution, UPLC-MS/MS.

« Previous Next »
Graphical Abstract

[1]
Ko, F.N.; Chang, Y.L.; Kuo, Y.H.; Lin, Y.L.; Teng, C.M. Daphnoretin, a new protein kinase C activator isolated from Wikstroemia indica C.A. Mey. Biochem. J., 1993, 295(1), 321-327.
[http://dx.doi.org/10.1042/bj2950321] [PMID: 8216237]
[2]
Li, Y.M.; Zhu, L.; Jiang, J.G.; Yang, L.; Wang, D.Y. Bioactive components and pharmacological action of Wikstroemia indica (L.) C. A. Mey and its clinical application. Curr. Pharm. Biotechnol., 2009, 10(8), 743-752.
[http://dx.doi.org/10.2174/138920109789978748] [PMID: 19939213]
[3]
Wang, L.Y.; Unehara, N.; Kitanaka, S. Lignans from the roots of Wikstroemia indica and their DPPH radical scavenging and nitric oxide inhibitory activities. Chem. Pharm. Bull., 2005, 53(10), 1348-1351.
[http://dx.doi.org/10.1248/cpb.53.1348] [PMID: 16205001]
[4]
Wang, G.C.; Zhang, X.L.; Wang, Y.F.; Li, G.Q.; Ye, W.C.; Li, Y.L. Four new dilignans from the roots of Wikstroemia indica. Chem. Pharm. Bull. (Tokyo), 2012, 60(7), 920-923.
[http://dx.doi.org/10.1248/cpb.c12-00132] [PMID: 22790828]
[5]
Kato, M.; He, Y.M.; Dibwe, D.F.; Li, F.; Awale, S.; Kadota, S.; Tezuka, Y. New guaian-type sesquiterpene from Wikstroemia indica. Nat. Prod. Commun., 2014, 9(1), 1934578X1400900.
[http://dx.doi.org/10.1177/1934578X1400900101] [PMID: 24660446]
[6]
Shao, M.; Huang, X.J.; Liu, J.S.; Han, W.L.; Cai, H.B.; Tang, Q.F.; Fan, Q. A new cytotoxic biflavonoid from the rhizome of Wikstroemia indica. Nat. Prod. Res., 2016, 30(12), 1417-1422.
[http://dx.doi.org/10.1080/14786419.2015.1062379] [PMID: 26252201]
[7]
Ko, Y.C.; Feng, H.T.; Lee, R.J.; Lee, M.R. The determination of flavonoids in Wikstroemia indica C. A. Mey. by liquid chromatography with photo-diode array detection and negative electrospray ionization tandem mass spectrometry. Rapid Commun. Mass Spectrom., 2013, 27(1), 59-67.
[http://dx.doi.org/10.1002/rcm.6423] [PMID: 23239317]
[8]
Li, J.; Lu, L.Y.; Zeng, L.H.; Zhang, C.; Hu, J.L.; Li, X.R. Sikokianin D, a new C-3/C-3”-biflavanone from the roots of Wikstroemia indica. Molecules, 2012, 17(7), 7792-7797.
[http://dx.doi.org/10.3390/molecules17077792] [PMID: 22735781]
[9]
Zhang, X.; Wang, G.; Huang, W.; Ye, W.; Li, Y. Biflavonoids from the roots of Wikstroemia indica. Nat. Prod. Commun., 2011, 6(8), 1934578X1100600.
[http://dx.doi.org/10.1177/1934578X1100600815] [PMID: 21922911]
[10]
Huang, W.H.; Zhou, G.X.; Wang, G.C.; Chung, H.Y.; Ye, W.C.; Li, Y.L. A new biflavonoid with antiviral activity from the roots of Wikstroemia indica. J. Asian Nat. Prod. Res., 2012, 14(4), 401-406.
[http://dx.doi.org/10.1080/10286020.2011.653963] [PMID: 22375879]
[11]
Huang, W.; Zhang, X.; Wang, Y.; Ye, W.; Ooi, V.E.C.; Chung, H.Y.; Li, Y. Antiviral biflavonoids from radix Wikstroemiae (Liaogewanggen). Chin. Med., 2010, 5(1), 23.
[http://dx.doi.org/10.1186/1749-8546-5-23] [PMID: 20565950]
[12]
Hu, K.; Kobayashi, H.; Dong, A.; Iwasaki, S.; Yao, X. Antifungal, antimitotic and anti-HIV-1 agents from the roots of Wikstroemia indica. Planta Med., 2000, 66(6), 564-567.
[http://dx.doi.org/10.1055/s-2000-8601] [PMID: 10985087]
[13]
Wang, L.Y.; Unehara, T.; Kitanaka, S. Anti-inflammatory activity of new guaiane type sesquiterpene from Wikstroemia indica. Chem. Pharm. Bull., 2005, 53(1), 137-139.
[http://dx.doi.org/10.1248/cpb.53.137] [PMID: 15635251]
[14]
Nunome, S.; Ishiyama, A.; Kobayashi, M.; Otoguro, K.; Kiyohara, H.; Yamada, H.; Omura, S. In vitro antimalarial activity of biflavonoids from Wikstroemia indica. Planta Med., 2004, 70(1), 76-78.
[http://dx.doi.org/10.1055/s-2004-815462] [PMID: 14765300]
[15]
Lee, K.H.; Tagahara, K.; Suzuki, H.; Wu, R.Y.; Haruna, M.; Hall, I.H.; Huang, H.C.; Ito, K.; Iida, T.; Lai, J.S. Antitumor agents. 49 tricin, kaempferol-3-O-beta-D-glucopyranoside and (+)-nortrachelogenin, antileukemic principles from Wikstroemia indica. J. Nat. Prod., 1981, 44(5), 530-535.
[http://dx.doi.org/10.1021/np50017a003] [PMID: 7320737]
[16]
Tsai, T.H. Analytical approaches for traditional Chinese medicines exhibiting antineoplastic activity. J. Chromatogr., Biomed. Appl., 2001, 764(1-2), 27-48.
[http://dx.doi.org/10.1016/S0378-4347(01)00277-8] [PMID: 11817032]
[17]
Lu, C.L.; Zhu, L.; Piao, J.H.; Jiang, J.G. Chemical compositions extracted from Wikstroemia indica and their multiple activities. Pharm. Biol., 2012, 50(2), 225-231.
[http://dx.doi.org/10.3109/13880209.2011.596207] [PMID: 22235889]
[18]
Kato, A.; Hashimoto, Y.; Kidokor, M. (+)-Nortrachelogenin, a new pharmacologically active lignan from Wikstroemiaindica. J. Nat. Prod., 1979, 42(2), 159-162.
[http://dx.doi.org/10.1021/np50002a004] [PMID: 27805400]
[19]
Ho, W.S.; Xue, J.Y.; Sun, S.S.M.; Ooi, V.E.C.; Li, Y.L. Antiviral activity of daphnoretin isolated from Wikstroemia indica. Phytother. Res., 2010, 24(5), 657-661.
[http://dx.doi.org/10.1002/ptr.2935] [PMID: 19610034]
[20]
Yang, Z.Y.; Kan, J.T.; Cheng, Z.Y.; Wang, X.L.; Zhu, Y.Z.; Guo, W. Daphnoretin-induced apoptosis in HeLa cells: A possible mitochondria-dependent pathway. Cytotechnology, 2014, 66(1), 51-61.
[http://dx.doi.org/10.1007/s10616-013-9536-8] [PMID: 24091880]
[21]
Diogo, C.V.; Félix, L.; Vilela, S.; Burgeiro, A.; Barbosa, I.A.; Carvalho, M.J.M.; Oliveira, P.J.; Peixoto, F.P. Mitochondrial toxicity of the phyotochemicals daphnetoxin and daphnoretin - Relevance for possible anti-cancer application. Toxicol. In Vitro, 2009, 23(5), 772-779.
[http://dx.doi.org/10.1016/j.tiv.2009.04.002] [PMID: 19362137]
[22]
Jiang, H.F.; Wu, Z.; Bai, X.; Zhang, Y.; He, P. Effect of daphnoretin on the proliferation and apoptosis of A549 lung cancer cells in vitro. Oncol. Lett., 2014, 8(3), 1139-1142.
[http://dx.doi.org/10.3892/ol.2014.2296] [PMID: 25120673]

Rights & Permissions Print Cite
Article Metrics
28
2
Wayfinder Image
© 2024 Bentham Science Publishers | Privacy Policy