Absolute Quantification of Phenylbutanoids in Zingiber cassumunar Roxb. Rhizome by Quantitative ¹H NMR.

IF 3 3区生物学 Q2 BIOCHEMICAL RESEARCH METHODS Phytochemical Analysis Pub Date : 2024-11-04 DOI:10.1002/pca.3475

Boonwiset Seaho, Chatkamon Lekwongphaiboon, Ngampuk Tayana, Wichayasith Inthakusol, Sumet Kongkiatpaiboon, Wiratchanee Mahavorasirikul, Saisuree Prateeptongkum, Nongnaphat Duangdee

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Abstract

Introduction: Quantitative determination of pharmacologically active constituents in medicinal plants is critical for quality control. Due to the chemical complexity of the crude plant extracts, the presence of interfering compounds is often problematic for the unambiguous quantitation of the designed bioactive compounds. Considering the method of quantification, quantitative NMR spectroscopy (qNMR) has gained substantial popularity as a powerful and effective technique for both qualitative and quantitative analyses of natural products.

Objective: The aim of this study is to develop a quantitative NMR method for quantifying the bioactive phenylbutanoids in Zingiber cassumunar rhizome crude extract.

Methods: Quantitative ¹H NMR (qHNMR) measurements were performed on a 600 MHz NMR spectrometer using an internal standard for the determination of the absolute quantities of four phenylbutanoids in Z. cassumunar rhizome crude extract.

Results: The direct quantification of four characteristic phenylbutanoids, i.e., (E)-1-(3',4'-dimethoxyphenyl)butadiene (DMPBD), (E)-1-(2',4',5'-trimethoxyphenyl)butadiene (TMPBD), (E)-4-(3',4'-dimethoxyphenyl)but-3-en-1-ol, and (E)-4-(3',4'-dimethoxyphenyl)but-3-en-1-yl acetate, in crude extract by qHNMR using an internal standard was achieved, with high specificity and sensitivity. The selected ¹H NMR signals could unambiguously be assigned and did not overlap with other resonances, including the highly similar compounds DMPBD and TMPBD. The method is linear in the concentration range of 0.70-14.52 mg/mL, with a limit of quantification of 0.46-0.68 mg/mL. The RSD values of intraday and interday precisions are in the range of 0.23%-0.74% and 0.29%-0.52%, respectively. The average recoveries are 99.54%-100.18%.

Conclusions: A rapid, accurate, and precise method using ¹H NMR for the simultaneous quantitation of four phenylbutanoids in the crude extract of Z. cassumunar rhizome was developed and validated.

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利用 1H NMR 定量分析黄芩根茎中的苯丁酸类化合物通过定量 1H NMR.

简介：药用植物中药理活性成分的定量测定对于质量控制至关重要。由于粗制植物提取物的化学性质复杂，干扰化合物的存在往往会对所设计的生物活性化合物的明确定量造成问题。考虑到定量的方法，定量核磁共振光谱（qNMR）作为一种强大而有效的技术，在天然产品的定性和定量分析中获得了极大的普及：本研究旨在开发一种定量核磁共振方法，用于定量分析决明子根茎粗提物中具有生物活性的苯丁酸类化合物：方法：在 600 MHz NMR 光谱仪上使用内标物进行定量 1H NMR (qHNMR)测量，以测定决明子根茎粗提物中四种苯丁酸类化合物的绝对量：结果：直接定量测定了四种特征性苯丁酸类化合物，即(E)-1-(3',4'-二甲氧基苯基)丁二烯(DMPBD)、(E)-1-(2',4',5'-三甲氧基苯基)丁二烯(TMPBD)、(E)-4-(3',4'-二甲氧基苯基)丁-3-烯-1-醇和(E)-4-(3'、所选的 1H NMR 信号可以明确分配，并且不会与其他共振重叠，包括高度相似的化合物 DMPBD 和 TMPBD。该方法在 0.70-14.52 mg/mL 浓度范围内线性关系良好，定量限为 0.46-0.68 mg/mL。日内和日间精密度的 RSD 值分别为 0.23%-0.74% 和 0.29%-0.52%。平均回收率为 99.54%-100.18%：建立并验证了一种快速、准确、精确的同时定量测定草决明根茎粗提物中四种苯丁酸类化合物的 1H NMR 方法。

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来源期刊

Phytochemical Analysis 生物-分析化学

CiteScore

6.00

自引率

6.10%

发文量

审稿时长

1.7 months

期刊介绍： Phytochemical Analysis is devoted to the publication of original articles concerning the development, improvement, validation and/or extension of application of analytical methodology in the plant sciences. The spectrum of coverage is broad, encompassing methods and techniques relevant to the detection (including bio-screening), extraction, separation, purification, identification and quantification of compounds in plant biochemistry, plant cellular and molecular biology, plant biotechnology, the food sciences, agriculture and horticulture. The Journal publishes papers describing significant novelty in the analysis of whole plants (including algae), plant cells, tissues and organs, plant-derived extracts and plant products (including those which have been partially or completely refined for use in the food, agrochemical, pharmaceutical and related industries). All forms of physical, chemical, biochemical, spectroscopic, radiometric, electrometric, chromatographic, metabolomic and chemometric investigations of plant products (monomeric species as well as polymeric molecules such as nucleic acids, proteins, lipids and carbohydrates) are included within the remit of the Journal. Papers dealing with novel methods relating to areas such as data handling/ data mining in plant sciences will also be welcomed.