Simultaneous Analysis of Iridoid Glycosides and Anthraquinones in Morinda officinalis Using UPLC-QqQ-MS/MS and UPLC-Q/TOF-MSE

Zhao, Xiaoyan; Wei, Jianhe; Yang, Meihua

doi:10.3390/molecules23051070

Cited by 32 publications

(26 citation statements)

References 19 publications

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“…Ultra-high performance liquid chromatography (UHPLC) combined with triple quadrupole mass spectrometry (QqQ-MS) is considered one of the most efficient techniques for quantitative analysis, and can provide specific, sensitive, and selective quantitative results in multiple reaction monitoring (MRM) mode [18]. Although numerous UHPLC-tandem mass spectrometry (MS/MS) methods have been applied to the determination of bioactivities components in traditional Chinese medicines [19,20], few studies have applied this method to quantitative analysis of flavonoids in D. odorifera [15][16][17]21]. Additionally, UHPLC-quadrupole time-of-flight (Q/TOF)-MS/MS has become increasingly important in compound identification because of its high selectivity, specificity, and accuracy [22].…”

Section: Introductionmentioning

confidence: 99%

Analysis of Flavonoids in Dalbergia odorifera by Ultra-Performance Liquid Chromatography with Tandem Mass Spectrometry

et al. 2020

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Dalbergia odorifera, a traditional Chinese medicine, has been used to treat cardio- and cerebrovascular diseases in China for thousands of years. Flavonoids are major active compounds in D. odorifera. In this paper, a rapid and sensitive ultra-high performance liquid chromatography-triple quadrupole mass spectrometry method was developed and validated for simultaneous determination of 17 flavonoids in D. odorifera. Quantification was performed by multiple reaction monitoring using electrospray ionization in negative ion mode. Under the optimum conditions, calibration curves for the 17 analytes displayed good linearity (r2 > 0.9980). The intra- and inter-day precisions (relative standard deviations) were lower than 5.0%. The limit of quantitation ranged from 0.256 to 18.840 ng/mL. The mean recovery range at three spiked concentrations was 94.18–101.97%. The validated approach was successfully applied to 18 samples of D. odorifera. Large variation was observed for the contents of the 17 analytes. Sativanone and 3′-O-methylviolanone were the dominant compounds. The fragmentation behaviors of six flavonoids were investigated using UPLC with quadrupole time-of-flight tandem mass spectrometry. In negative ion electrospray ionization mass spectrometry, all the flavonoids yielded prominent [M − H]− ions. Fragments for losses of CH3, CO, and CO2 were observed in the mass spectra. Formononetin, liquiritigenin, isoliquiritigenin, sativanone, and alpinetin underwent retro-Diels–Alder fragmentations. The proposed method will be helpful for quality control of D. odorifera.

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Section: Introductionmentioning

confidence: 99%

Analysis of Flavonoids in Dalbergia odorifera by Ultra-Performance Liquid Chromatography with Tandem Mass Spectrometry

et al. 2020

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“…Generally, this class of compounds underwent a loss of a glucose unit (162) to yield a fragment (M-162) and a subsequent elimination of 44 (CO 2 ) and/or 28 (CO) could occur after the loss of glucose unit (Compounds 1 and 3). Compounds 5, 6, and 8 easily gave fragment ions of a glucoside (180), C 2 H 2 O (42), and COOH (45) produced from the deprotonated ion [17][18][19]. The proposed fragmentation pathway is shown in Figure S1.…”

Section: Identifying the Chemical Constituents Of Morinda Officinalismentioning

confidence: 99%

“…Based on whether they had a glycosyl group, the compounds were further classified into either anthraquinone glycosides (9-36, 41) or anthraquinone aglycones (38-40, 42-44, 46-47, 49, 51, 56). The parent ions of anthraquinone glycosides yielded fragment ions by effortlessly losing a glucose unit (162), xyloside unit (132), CH 2 (14), and HCOOH (46) [17][18][19]. The proposed fragmentation pathway is shown in Figure S2.…”

Section: Identifying the Chemical Constituents Of Morinda Officinalismentioning

confidence: 99%

“…Each powdered sample (1.0 g) was mixed with methanol (50 mL) and then sonicated for 1 h at a temperature of 40 • C. The extract was subjected to centrifugation (12,000 rpm, 10 • C) for 10 min. The supernatant was passed through a 0.2 µm polytetrafluoroethylene (PTFE) syringe filter (VWR Bridgeport, PA, USA) and transferred to a 2 mL transparent vial [19].…”

Section: Sample Preparationmentioning

confidence: 99%

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Comparison of Anthraquinones, Iridoid Glycosides and Triterpenoids in Morinda officinalis and Morinda citrifolia Using UPLC/Q-TOF-MS and Multivariate Statistical Analysis

Wang

Yang

et al. 2019

Molecules

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Roots of Morinda officinalis and Morinda citrifolia have been interchangeably used in traditional Chinese medicine. However, there is no experimental evidence to support this. In this study, a ultra-performance liquid chromatography quadrupole time-of-flight mass spectrometry (UPLC/Q-TOF-MS)-based approach and a multivariate statistical analysis (MSA) were adopted to compare the difference in the chemical compounds present in the root extract of M. officinalis and M. citrifolia. There were 26 anthraquinones, 15 triterpenes, and 8 iridoid glycosides identified in the root extracts of M. officinalis, 30 anthraquinones, 1 triterpene, and 8 iridoid glycosides in the root extracts of M. citrifolia. Among these, 25 compounds presented in both plants. In addition, a principal component analysis (PCA) showed that these two herbs could be separated clearly. Furthermore, an orthogonal partial least squares-discriminant analysis (OPLS-DA) found 9 components that could be used as chemical markers to discrimination the root extracts of M. officinalis and M. citrifolia. In addition, the results of a Cell Counting Kit 8 (CCK-8) assay and cell colony formation assay indicated that methanol root extracts of M. officinalis and M. citrifolia showed no cell cytotoxicity to normal cells, even promoted the proliferation of normal liver cells. To our knowledge, this is the first time that the differences between the root extracts of M. officinalis and M. citrifolia (Hainan province) have been observed systematically at the chemistry level.

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“…As a medicinal source, the roots of Bajitian contain diverse chemical components, such as polysaccharides, anthraquinones, iridoids, amino acids and microelements, which have anti-aging, anti-osteoporosis, immune-enhancement properties and others [5][6][7].…”

Section: Introductionmentioning

confidence: 99%

Characterization and novel Est-SSR marker development of an important Chinese medicinal plant, Morinda officinalis How (Rubiaceae)

Liao

Lee

Meng

et al. 2019

Biotechnology & Biotechnological Equipment

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Morinda officinalis How (Rubiaceae) is well known as one of the four most popular medicinal plants in the southern region of China. In order to assess its genetic diversity and assist the development of its molecular assisted-selection breeding in China, we constructed the transcriptome database of M. officinalis using fresh leaf material and developed novel expressed sequence tag-simple sequence repeat (EST-SSR) markers for this important medicinal plant species. Our study identified 8064 potential EST-SSRs from 6668 unigenes. For perfect repeat motifs, the mononucleotide repeats were most abundant (4221; 52.34%), followed by the trinucleotide repeats (1588; 19.69%), and the dinucleotide ones (1040; 12.90%). The seven most commonly occurring repeat motifs were A/T (4661), AG/CT (588), AAG/CTT (408), AC/GT (353), ATC/ATG (338), AT/AT (296) and AGG/CCT (277). Of a total of 5605 SSR primer sets that were successfully designed de novo, 100 were selected for validation analysis. There, 24 primer sets were polymorphic across the 96 M. officinalis individuals collected from four different populations in Guangdong province. Based on cross-species transferability test, 19 and 22 primer sets produced successful amplification in M. umbellata subsp. obovata and M. parvifolia, respectively. These novel EST-SSR markers with high cross-species transferability between M. officinalis and its closely-related species could serve as aids to future studies in genetic diversity, conservation, assisted-selection breeding and genes associated with the medical uses of the genus.

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Simultaneous Analysis of Iridoid Glycosides and Anthraquinones in Morinda officinalis Using UPLC-QqQ-MS/MS and UPLC-Q/TOF-MSE

Cited by 32 publications

References 19 publications

Analysis of Flavonoids in Dalbergia odorifera by Ultra-Performance Liquid Chromatography with Tandem Mass Spectrometry

Analysis of Flavonoids in Dalbergia odorifera by Ultra-Performance Liquid Chromatography with Tandem Mass Spectrometry

Comparison of Anthraquinones, Iridoid Glycosides and Triterpenoids in Morinda officinalis and Morinda citrifolia Using UPLC/Q-TOF-MS and Multivariate Statistical Analysis

Characterization and novel Est-SSR marker development of an important Chinese medicinal plant, Morinda officinalis How (Rubiaceae)

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