涡旋辅助-可切换型溶剂液相微萃取用于中药样品中肉桂酸衍生物的分析

doi:10.5246/jcps.2023.07.046

中国药学(英文版) ›› 2023, Vol. 32 ›› Issue (7): 551-559.DOI: 10.5246/jcps.2023.07.046

涡旋辅助-可切换型溶剂液相微萃取用于中药样品中肉桂酸衍生物的分析

范博^#, 杨笑^#, 胡爽^*()

山西医科大学药学院, 山西太原 030001

收稿日期:2023-01-27 修回日期:2023-03-14 接受日期:2023-04-15 出版日期:2023-07-31 发布日期:2023-07-31
通讯作者: 胡爽
作者简介:
+ Tel.: +86-13934110707, E-mail: hurrah3743@163.com
基金资助:
The National Natural Science Foundation China (Grant No. 81973287).

Vortex-assisted switchable solvent liquid-phase microextraction for preconcentration of cinnamic acid derivatives in traditional Chinese medicine

Bo Fan^#, Xiao Yang^#, Shuang Hu^*()

School of Pharmacy, Shanxi Medical University, Taiyuan 030001, Shanxi, China

Received:2023-01-27 Revised:2023-03-14 Accepted:2023-04-15 Online:2023-07-31 Published:2023-07-31
Contact: Shuang Hu
About author:
# These authors contributed equally to this work.

摘要/Abstract

摘要：

本文以可切换型溶剂己酸取代毒性较大的有机溶剂作为萃取溶剂、一次性注射器作为萃取装置, 借助涡旋搅拌的萃取动力, 建立了涡旋辅助-可切换型溶剂液相微萃取(VA-SSLPME), 并结合HPLC对中药样品中4种肉桂酸类衍生物(咖啡酸、对羟基肉桂酸、阿魏酸和芥子酸)进行了富集和测定。本文对影响4种目标化合物富集倍数的关键因素进行了优化, 在最优条件下进行方法学考察, 并对萃取机理进行了分析和阐释。结果表明, VA-SSLPME对目标分析物的富集倍数在7–57之间, 准确度和精密度符合要求, 检测限和定量限分别为2.0–7.0 和5.0–15 ng/mL。本研究建立了一种简单、快速、环境友好型的新型微萃取方法, 并结合HPLC成功用于中药样品中微量肉桂酸类衍生物的提取、富集和测定。

关键词: 可切换型溶剂, 涡旋辅助液相微萃取, 中药样品, 肉桂酸类衍生物

Abstract:

In the present study, we developed a vortex-assisted switchable solvent liquid-phase microextraction (VA-SSLPME) approach to extract four cinnamic acid derivatives in traditional Chinese medicinal samples prior to HPLC analysis. During the extraction process, hypotoxic hexanoic acid was used as a switchable polarity extraction solvent. First, hydrophobic hexanoic acid was converted into a hydrophilic form by the addition of sodium carbonate. Then, sulfuric acid was added to lower the pH value of the mixture, which induced the retransition of hexanoate ion into hexanoic acid, generating carbon dioxide (CO₂) bubbles in situ. The formation of CO₂ bubbles further facilitated the rise of hexanoic acid and expedited the separation of the organic phase from the aqueous phase. Herein, the critical parameters that affect the enrichment factor were optimized, including the type and amount of extractant, the volume of sodium carbonate solution, ionic strength, mineral acid type, and extraction time. Under the optimized conditions, enrichment factors of target analytes were 7–57 with satisfactory accuracies and precision. The limits of detection and quantitation were 2.0–7.0 and 5.0–15 ng/mL, respectively. In the present work, we successfully applied the proposed method for the simultaneous extraction, enrichment, and determination of four cinnamic acid derivatives in traditional Chinese medicinal samples.

Key words: Switchable solvent, VA-SSLPME, Traditional Chinese medicine, Cinnamic acid derivatives

Supporting:

范博, 杨笑, 胡爽. 涡旋辅助-可切换型溶剂液相微萃取用于中药样品中肉桂酸衍生物的分析[J]. 中国药学(英文版), 2023, 32(7): 551-559.

Bo Fan, Xiao Yang, Shuang Hu. Vortex-assisted switchable solvent liquid-phase microextraction for preconcentration of cinnamic acid derivatives in traditional Chinese medicine[J]. Journal of Chinese Pharmaceutical Sciences, 2023, 32(7): 551-559.

图/表 5

Figure 1. Schematic diagram demonstrating the VA-SSLPME applied in the present work for the extraction and concentration of cinnamic acid derivatives in TCM. HA-SS-D–: hexanoic acid sodium salt; CAD-HA-SS-D–: cinnamic acid derivatives-dissociated hexanoic acid sodium salt; CAD-HA: cinnamic acid derivatives-released hexanoic acid.

Figure 2. Influence of different factors. (A) extractant type, (B) extractant volume, (C) sodium carbonate solution volume, (D) mineral acid type, (E) ionic strength, and (F) extraction time on EF of target compounds. Data are presented as mean ± SD (n = 3).

Table 1. The analytical figures of merit of VA-SSLPME with HPLC/DAD.

Figure 3. Typical chromatograms for the analysis of Chuanxiong Rhizoma. a. Reference substances; b. sample before VA-SSLPME; c. sample after VA-SSLPME. 1. Caffeic acid; 2. p-hydroxycinnamic acid; 3. ferulic acid; 4. sinapic acid.

Table 2. Quantitative results of cinnamic acid derivatives in Chuanxiong Rhizoma by VA-SSLPME with HPLC/DAD (n = 3).

参考文献 22

[1]	Ruwizhi, N.; Aderibigbe, B.A. Cinnamic acid derivatives and their biological efficacy. Int. J. Mol. Sci. 2020, 21, 5712.
[2]	De, P.; Baltas, M.; Bedos-Belval, F. Cinnamic acid derivatives as anticancer agents-a review. Curr. Med. Chem. 2011, 18, 1672–1703
[3]	Gryko, K.; Kalinowska, M.; Ofman, P.; Choińska, R.; Świderski, G.; Świsłocka, R.; Lewandowski, W. Natural cinnamic acid derivatives: a comprehensive study on structural, anti/pro-oxidant, and environmental impacts. Materials (Basel). 2021, 14, 6098.
[4]	Hu, S.; Yang, X.; Xue, J.; Chen, X.; Bai, X.H.; Yu, Z.H. Graphene/dodecanol floating solidification microextraction for the preconcentration of trace levels of cinnamic acid derivatives in traditional Chinese medicines. J. Sep. Sci. 2017, 40, 2959–2966.
[5]	Jin, W.; Zhou, T.; Li, G. Recent advances of modern sample preparation techniques for traditional Chinese medicines. J. Chromatogr. A. 2019, 1606, 460377.
[6]	Tambe, S.; Blott, H.; Fülöp, A.; Spang, N.; Flottmann, D.; Bräse, S.; Hopf, C.; Junker, H.D. Structure-performance relationships of phenyl cinnamic acid derivatives as MALDI-MS matrices for sulfatide detection. Anal. Bioanal. Chem. 2017, 409, 1569–1580.
[7]	Yan, Y.; Chen, X.; Hu, S.; Bai, X. Applications of liquid-phase microextraction techniques in natural product analysis: a review. J. Chromatogr. A. 2014, 1368, 1–17.
[8]	Vahid, S.; Ali, A.; Anahita, N. Application of hollow fiber liquid phase microextraction and dispersive liquid-liquid microextraction techniques in analytical toxicology. J. Food Drug Anal. 2016, 24, 264–276.
[9]	Hou-Kuang, Shih. A novel fatty-acid-based in-tube dispersive liquid-liquid microextraction technique for the rapid determination of nonylphenol and 4-tert-octylphenol in aqueous samples using high-performance liquid chromatography-ultraviolet detection. Anal. Chimica Acta. 2015, 854, 70–77.
[10]	Rezaee, M.; Assadi, Y.; Milani Hosseini, M.R.; Aghaee, E.; Ahmadi, F.; Berijani, S. Determination of organic compounds in water using dispersive liquid-liquid microextraction. J. Chromatogr. A. 2006, 1116, 1–9.
[11]	Jiang, Y.H.; Tang, T.T.; Cao, Z.; Shi, G.Y.; Zhou, T.S. Determination of three estrogens and bisphenol A by functional ionic liquid dispersive liquid-phase microextraction coupled with ultra-high performance liquid chromatography and ultraviolet detection. J. Sep. Sci. 2015, 38, 2158–2166.
[12]	Mohebbi, A.; Ali Farajzadeh, M.; Nemati, M.; Sarhangi, N.; Afshar Mogaddam, M.R. Development of green sodium sulfate-induced solidification of floating organic droplets-dispersive liquid phase microextraction method: application to extraction of four antidepressants. Biomed. Chromatogr. 2019, 33, e4642.
[13]	Hansen, F.A.; Pedersen-Bjergaard, S. Emerging extraction strategies in analytical chemistry. Anal. Chem. 2020, 92, 2–15.
[14]	Jessop, P.G.; Heldebrant, D.J.; Li, X.W.; Eckert, C.A.; Liotta, C.L. Green chemistry: reversible nonpolar-to-polar solvent. Nature. 2005, 436, 1102.
[15]	Erarpat, S.; Bodur, S.; Öztürk Er, E.; Bakırdere, S. Combination of ultrasound-assisted ethyl chloroformate derivatization and switchable solvent liquid-phase microextraction for the sensitive determination of l-methionine in human plasma by GC-MS. J. Sep. Sci. 2020, 43, 1100–1106.
[16]	Wang, X.P.; Wang, R.Q.; Pan, X.Y.; Xing, R.R.; Yang, L.; Chen, X.; Hu, S. Preconcentration of liposoluble constituents in Salvia Miltiorrhiza using acid-assisted liquid phase microextraction based on a switchable deep eutectic solvent. J. Chromatogr. A. 2022, 1666, 462858.
[17]	Lebedinets, S.; Vakh, C.; Cherkashina, K.; Pochivalov, A.; Moskvin, L.; Bulatov, A. Stir membrane liquid phase microextraction of tetracyclines using switchable hydrophilicity solvents followed by high-performance liquid chromatography. J. Chromatogr. A. 2020, 1615, 460743.
[18]	Musarurwa, H.; Tavengwa, N.T. Switchable solvent-based micro-extraction of pesticides in food and environmental samples. Talanta. 2021, 224, 121807.
[19]	Hassan, M.; Uzcan, F.; Alshana, U.; Soylak, M. Switchable-hydrophilicity solvent liquid-liquid microextraction prior to magnetic nanoparticle-based dispersive solid-phase microextraction for spectrophotometric determination of erythrosine in food and other samples. Food Chem. 2021, 348, 129053.
[20]	Hu, S.; Xue, J.; Yang, X.; Chen, X.; Wang, R.Q.; Bai, X.H. Sodium dodecyl sulfate sensitized switchable solvent liquid-phase microextraction for the preconcentration of protoberberine alkaloids in Rhizoma coptidis. J Sep Sci. 2018, 18, 3614–3621.
[21]	Lasarte-Aragonés, G.; Lucena, R.; Cárdenas, S.; Valcárcel, M. Use of switchable solvents in the microextraction context. Talanta. 2015, 131, 645–649.
[22]	Ezoddin, M.; Abdi, K.; Lamei, N. Development of air assisted liquid phase microextraction based on switchable-hydrophilicity solvent for the determination of palladium in environmental samples. Talanta. 2016, 153, 247–252.

涡旋辅助-可切换型溶剂液相微萃取用于中药样品中肉桂酸衍生物的分析

Vortex-assisted switchable solvent liquid-phase microextraction for preconcentration of cinnamic acid derivatives in traditional Chinese medicine

RichHTML

PDF (PC)

可视化

摘要/Abstract

引用本文

使用本文

图/表 5

参考文献 22

相关文章 0

编辑推荐

Metrics

本文评价