Iridoids from Verbascum marschallianum

Nykmukanova, M. M.; Eskalieva, B. K.; Burasheva, G. Sh.; Choudhary, M. Iqbal; Adhikari, Achyut; Amadou, D.

doi:10.1007/s10600-017-2056-6

Cited by 6 publications

(5 citation statements)

References 9 publications

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“…3). The three known compounds were assigned as epi-aucubin (11) (Bianco and Passacantilli, 1982), aucubin (12) (Ersöz et al, 2002) and ajugol ( 14) (Nykmukanova et al, 2017) by comparing their NMR spectral data to those reported in the literature (supporting information: Table S5 and Fig. S20-S37).…”

Section: Iridoid Glycosidesmentioning

confidence: 99%

UPLC-MS/MS-based molecular networking and NMR structural determination for the untargeted phytochemical characterization of the fruit of Crescentia cujete (Bignoniaceae)

et al. 2020

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Section: Iridoid Glycosidesmentioning

confidence: 99%

UPLC-MS/MS-based molecular networking and NMR structural determination for the untargeted phytochemical characterization of the fruit of Crescentia cujete (Bignoniaceae)

et al. 2020

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“…All the assignments of 1 H and 13 C values were based on DEPT135, COSY, HSQC, HMBC, H2BC, NOESY and/or ROESY experiments. Compound 5 was identified as laterioside, an iridoid glycoside first identified from S. lateriflora [ 21 ] then reported from S. deserti [ 22 ] as well as many Verbascum species [ 23 ]. Compound 6 was identified as 8-O-acetylharpagide common in Scrophularia species [ 24 ].…”

Section: Resultsmentioning

confidence: 99%

In Vivo Hepatoprotective and Nephroprotective Activity of Acylated Iridoid Glycosides from Scrophularia hepericifolia

Abdel‐Kader

Alqasoumi

2021

Biology

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Phytochemical investigation of the chloroform fraction obtained from Scrophularia hypericifolia aerial parts led to the isolation of nine acylated iridoid glycosides. The new compounds were identified as 6-O-α-L(2”-acetyl, 3”,4”-di-O-trans-cinnamoyl) rhamnopyranosyl-6’-acetyl catalpol (6’-acetyl hypericifolin A) (1), 6-O-α-L(2”, 4”-diacetyl, 3”-O-trans-cinnamoyl) rhamnopyranosyl-6’-acetyl catalpol (6’-acetyl hypericifolin B) (2), 6-O-α-L(2”-acetyl, 3”,4”-di-O-trans-cinnamoyl) rhamnopyranosyl catalpol (hypericifolin A) (3) and 6-O-α-L(2”, 4”-diacetyl, 3"-O-trans-cinnamoyl) rhamnopyranosyl catalpol (hypericifolin B) (4). Previously reported compounds were identified as laterioside (5), 8-O-acetylharpagide (6), 6-O-α-L(4’-O-trans-cinnamoyl) rhamnopyranosyl catalpol (7), lagotisoside D (8) and harpagoside (9). Identification achieved via analyses of physical and spectral data including 1D, 2D NMR and High Resolution Electrospray Ionization Mass spectroscopy (HRESIMS). Compounds 2–4 and 6 were subjected to biological evaluation against paracetamol-induced toxicity. The biochemical parameters aspartate aminotransferase (AST), alanine aminotransferase (ALT), alkaline phosphatase (ALP) and gamma glutamyl transpeptidase (GGT) as well as total bilirubin were used to access the liver condition. Measurement of serum levels of urea, creatinine, sodium and potassium cations were indicators for kidney condition. Liver and kidney samples were subjected to histopathological study. The best protection was found in the group treated with 3 followed by 4 and 6, while 2 was almost inactive.

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“…Adducts of aucubin ([M+Na] + or [M+NH 4 ] + ) at m/z 269 [11] and 364 [15] have been observed, depending on the experimental MS conditions. The analyte fragmentation in positive polarity is associated with the cleavage of D-glucose (Glc) fragments [16,17], thus producing [M-162] + ions at m/z 184 from charged iridoid glucoside [16]. The molecular [M] + ions appear at m/z 346 [16,18].…”

Section: Mass Spectrometric Data On Aucubinmentioning

confidence: 99%

“…The analyte fragmentation in positive polarity is associated with the cleavage of D-glucose (Glc) fragments [16,17], thus producing [M-162] + ions at m/z 184 from charged iridoid glucoside [16]. The molecular [M] + ions appear at m/z 346 [16,18]. A radical mechanism has been proposed [16].…”

Section: Mass Spectrometric Data On Aucubinmentioning

confidence: 99%

“…The molecular [M] + ions appear at m/z 346 [16,18]. A radical mechanism has been proposed [16]. Under FAB-MS ionization conditions and negative polarity, [M-1] − molecular anions have been detected [19] 2) is capable of determining species in the mixture, assessing the intensity of the peak at m/z 184 and quantifying the fluctuations in MS measurands [20][21][22].…”

Section: Mass Spectrometric Data On Aucubinmentioning

confidence: 99%

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Mass Spectrometric Identification of Metabolites after Magnetic-Pulse Treatment of Infected Pyrus communis L. Microplants

Upadyshev,

Ivanova,

Motyleva

2023

IJMS

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The major goal of this study is to create a venue for further work on the effect of pulsed magnetic fields on plant metabolism. It deals with metabolite synthesis in the aforementioned conditions in microplants of Pyrus communis L. So far, there have been glimpses into the governing factors of plant biochemistry in vivo, and low-frequency pulsed magnestatic fields have been shown to induce additional electric currents in plant tissues, thus perturbing the value of cell membrane potential and causing the biosynthesis of new metabolites. In this study, sixty-seven metabolites synthesized in microplants within 3–72 h after treatment were identified and annotated. In total, thirty-one metabolites were produced. Magnetic-pulse treatment caused an 8.75-fold increase in the concentration of chlorogenic acid (RT = 8.33 ± 0.0197 min) in tissues and the perturbation of phenolic composition. Aucubin, which has antiviral and antistress biological activity, was identified as well. This study sheds light on the effect of magnetic fields on the biochemistry of low-molecular-weight metabolites of pear plants in vitro, thus providing in-depth metabolite analysis under optimized synthetic conditions. This study utilized high-resolution gas chromatography-mass spectrometry, metabolomics methods, stochastic dynamics mass spectrometry, quantum chemistry, and chemometrics, respectively. Stochastic dynamics uses the relationships between measurands and molecular structures of silylated carbohydrates, showing virtually identical mass spectra and comparable chemometrics parameters.

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Iridoids from Verbascum marschallianum

Cited by 6 publications

References 9 publications

UPLC-MS/MS-based molecular networking and NMR structural determination for the untargeted phytochemical characterization of the fruit of Crescentia cujete (Bignoniaceae)

UPLC-MS/MS-based molecular networking and NMR structural determination for the untargeted phytochemical characterization of the fruit of Crescentia cujete (Bignoniaceae)

In Vivo Hepatoprotective and Nephroprotective Activity of Acylated Iridoid Glycosides from Scrophularia hepericifolia

Mass Spectrometric Identification of Metabolites after Magnetic-Pulse Treatment of Infected Pyrus communis L. Microplants

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