Triterpenoid Saponin

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Xuemei Qin - One of the best experts on this subject based on the ideXlab platform.

  • UPLC/Q-TOF MS-Based Metabolomics and qRT-PCR in Enzyme Gene Screening with Key Role in Triterpenoid
    2016
    Co-Authors: Saponin Biosynthesis Of Polygala Tenuifolia, Fusheng Zhang, Bing Peng, Xuemei Qin
    Abstract:

    Background: The dried root of Polygala tenuifolia, named Radix Polygalae, is a well-known traditional Chinese medicine. Triterpenoid Saponins are some of the most important components of Radix Polygalae extracts and are widely studied because of their valuable pharmacological properties. However, the relationship between gene expression and Triterpenoid Saponin biosynthesis in P. tenuifolia is unclear. Methodology/Findings: In this study, ultra-performance liquid chromatography (UPLC) coupled with quadrupole time-of-flight mass spectrometry (Q-TOF MS)-based metabolomic analysis was performed to identify and quantify the different chemical constituents of the roots, stems, leaves, and seeds of P. tenuifolia. A total of 22 marker compounds (VIP.1) were explored, and significant differences in all 7 Triterpenoid Saponins among the different tissues were found. We also observed an efficient reference gene GAPDH for different tissues in this plant and determined the expression level of some genes in the Triterpenoid Saponin biosynthetic pathway. Results showed that MVA pathway has more important functions in the Triterpenoid Saponin biosynthesis of P. tenuifolia. The expression levels of squalene synthase (SQS), squalene monooxygenase (SQE), and beta-amyrin synthase (b-AS) were highly correlated with the peak area intensity of Triterpenoid Saponins compared with data from UPLC/Q-TOF MS-based metabolomic analysis. Conclusions/Significance: This finding suggested that a combination of UPLC/Q-TOF MS-based metabolomics and gen

  • uplc q tof ms based metabolomics and qrt pcr in enzyme gene screening with key role in Triterpenoid Saponin biosynthesis of polygala tenuifolia
    PLOS ONE, 2014
    Co-Authors: Fusheng Zhang, Bing Peng, Xuemei Qin
    Abstract:

    Background The dried root of Polygala tenuifolia, named Radix Polygalae, is a well-known traditional Chinese medicine. Triterpenoid Saponins are some of the most important components of Radix Polygalae extracts and are widely studied because of their valuable pharmacological properties. However, the relationship between gene expression and Triterpenoid Saponin biosynthesis in P. tenuifolia is unclear.

  • UPLC/Q-TOF MS-Based Metabolomics and qRT-PCR in Enzyme Gene Screening with Key Role in Triterpenoid Saponin Biosynthesis of Polygala tenuifolia
    2014
    Co-Authors: Fusheng Zhang, Bing Peng, Xuemei Qin
    Abstract:

    BackgroundThe dried root of Polygala tenuifolia, named Radix Polygalae, is a well-known traditional Chinese medicine. Triterpenoid Saponins are some of the most important components of Radix Polygalae extracts and are widely studied because of their valuable pharmacological properties. However, the relationship between gene expression and Triterpenoid Saponin biosynthesis in P. tenuifolia is unclear.Methodology/FindingsIn this study, ultra-performance liquid chromatography (UPLC) coupled with quadrupole time-of-flight mass spectrometry (Q-TOF MS)-based metabolomic analysis was performed to identify and quantify the different chemical constituents of the roots, stems, leaves, and seeds of P. tenuifolia. A total of 22 marker compounds (VIP>1) were explored, and significant differences in all 7 Triterpenoid Saponins among the different tissues were found. We also observed an efficient reference gene GAPDH for different tissues in this plant and determined the expression level of some genes in the Triterpenoid Saponin biosynthetic pathway. Results showed that MVA pathway has more important functions in the Triterpenoid Saponin biosynthesis of P. tenuifolia. The expression levels of squalene synthase (SQS), squalene monooxygenase (SQE), and beta-amyrin synthase (β-AS) were highly correlated with the peak area intensity of Triterpenoid Saponins compared with data from UPLC/Q-TOF MS-based metabolomic analysis.Conclusions/SignificanceThis finding suggested that a combination of UPLC/Q-TOF MS-based metabolomics and gene expression analysis can effectively elucidate the mechanism of Triterpenoid Saponin biosynthesis and can provide useful information on gene discovery. These findings can serve as a reference for using the overexpression of genes encoding for SQS, SQE, and/or β-AS to increase the Triterpenoid Saponin production of P. tenuifolia.

  • UPLC/Q-TOF MS-based metabolomics and qRT-PCR in enzyme gene screening with key role in Triterpenoid Saponin biosynthesis of Polygala tenuifolia.
    Public Library of Science (PLoS), 2024
    Co-Authors: Fusheng Zhang, Bing Peng, Xuemei Qin
    Abstract:

    The dried root of Polygala tenuifolia, named Radix Polygalae, is a well-known traditional Chinese medicine. Triterpenoid Saponins are some of the most important components of Radix Polygalae extracts and are widely studied because of their valuable pharmacological properties. However, the relationship between gene expression and Triterpenoid Saponin biosynthesis in P. tenuifolia is unclear.In this study, ultra-performance liquid chromatography (UPLC) coupled with quadrupole time-of-flight mass spectrometry (Q-TOF MS)-based metabolomic analysis was performed to identify and quantify the different chemical constituents of the roots, stems, leaves, and seeds of P. tenuifolia. A total of 22 marker compounds (VIP>1) were explored, and significant differences in all 7 Triterpenoid Saponins among the different tissues were found. We also observed an efficient reference gene GAPDH for different tissues in this plant and determined the expression level of some genes in the Triterpenoid Saponin biosynthetic pathway. Results showed that MVA pathway has more important functions in the Triterpenoid Saponin biosynthesis of P. tenuifolia. The expression levels of squalene synthase (SQS), squalene monooxygenase (SQE), and beta-amyrin synthase (β-AS) were highly correlated with the peak area intensity of Triterpenoid Saponins compared with data from UPLC/Q-TOF MS-based metabolomic analysis.This finding suggested that a combination of UPLC/Q-TOF MS-based metabolomics and gene expression analysis can effectively elucidate the mechanism of Triterpenoid Saponin biosynthesis and can provide useful information on gene discovery. These findings can serve as a reference for using the overexpression of genes encoding for SQS, SQE, and/or β-AS to increase the Triterpenoid Saponin production of P. tenuifolia

Balaram Mukhopadhyay - One of the best experts on this subject based on the ideXlab platform.

  • synthesis of a tetrasaccharide related to the Triterpenoid Saponin bellisoside isolated from bellis perennis compositae
    Tetrahedron-asymmetry, 2010
    Co-Authors: Santanu Mandal, Nayan Sharma, Balaram Mukhopadhyay
    Abstract:

    Abstract A concise synthesis of a tetrasaccharide related to the Triterpenoid Saponins Bellisoside has been accomplished from commercially available monosaccharides through rational protecting group manipulations and stereoselective glycosylations. For the glycosylation reactions, H 2 SO 4 –silica has been successfully used as an alternative to conventional Lewis acids such as TfOH or TMSOTf. The target tetrasaccharide has been synthesized in the form of its p -methoxyphenyl glycoside which leaves scope for further glyco-conjugate formation through the selective deprotection of p -methoxyphenyl glycoside followed by trichloroacetimidate chemistry.

  • concise synthesis of two trisaccharides related to the cytotoxic Triterpenoid Saponin isolated from pithecellobium lucidum
    Carbohydrate Research, 2009
    Co-Authors: Priya Verma, Balaram Mukhopadhyay
    Abstract:

    Abstract Convergent synthesis of two trisaccharides related to the cytotoxic Triterpenoid Saponin isolated from Pithecellobium lucidum is reported. The trisaccharides are synthesized in the form of their propargyl glycosides to leave the scope for further glycoconjugate formation through various multi-component reactions. A simple protecting group manipulation is followed using commercially available monosaccharides, d -glucose, d -xylose, d -fucose and l -rhamnose. H 2 SO 4 immobilized on silica is used as the Bronsted acid source for the N -iodosuccinimide-mediated thioglycoside activation for stereoselective glycosylations and proved to be a better choice over traditional Lewis acid catalysts such as TMSOTf and TfOH.

  • concise synthesis of a pentasaccharide related to the anti leishmanial Triterpenoid Saponin isolated from maesa balansae
    Journal of Organic Chemistry, 2008
    Co-Authors: Vishal Kumar Rajput, Balaram Mukhopadhyay
    Abstract:

    Concise synthesis of the glycone part (a pentasaccharide) of the anti-leishmanial Triterpenoid Saponin isolated from Maesa balansae is reported. A late-stage TEMPO-mediated oxidation of a primary hydroxyl group to carboxylic acid has been achieved under phase-transfer conditions. Glycosylations were performed either by thioglycoside or glycosyl trichloroacetimidate activation using sulfuric acid immobilized on silica (H2SO4−silica) in conjunction with N-iodosuccinimide and alone, respectively. H2SO4−silica was proved to be a better choice as promoter than conventional Lewis acid promoters such as TfOH or TMSOTf.

Fusheng Zhang - One of the best experts on this subject based on the ideXlab platform.

  • UPLC/Q-TOF MS-Based Metabolomics and qRT-PCR in Enzyme Gene Screening with Key Role in Triterpenoid
    2016
    Co-Authors: Saponin Biosynthesis Of Polygala Tenuifolia, Fusheng Zhang, Bing Peng, Xuemei Qin
    Abstract:

    Background: The dried root of Polygala tenuifolia, named Radix Polygalae, is a well-known traditional Chinese medicine. Triterpenoid Saponins are some of the most important components of Radix Polygalae extracts and are widely studied because of their valuable pharmacological properties. However, the relationship between gene expression and Triterpenoid Saponin biosynthesis in P. tenuifolia is unclear. Methodology/Findings: In this study, ultra-performance liquid chromatography (UPLC) coupled with quadrupole time-of-flight mass spectrometry (Q-TOF MS)-based metabolomic analysis was performed to identify and quantify the different chemical constituents of the roots, stems, leaves, and seeds of P. tenuifolia. A total of 22 marker compounds (VIP.1) were explored, and significant differences in all 7 Triterpenoid Saponins among the different tissues were found. We also observed an efficient reference gene GAPDH for different tissues in this plant and determined the expression level of some genes in the Triterpenoid Saponin biosynthetic pathway. Results showed that MVA pathway has more important functions in the Triterpenoid Saponin biosynthesis of P. tenuifolia. The expression levels of squalene synthase (SQS), squalene monooxygenase (SQE), and beta-amyrin synthase (b-AS) were highly correlated with the peak area intensity of Triterpenoid Saponins compared with data from UPLC/Q-TOF MS-based metabolomic analysis. Conclusions/Significance: This finding suggested that a combination of UPLC/Q-TOF MS-based metabolomics and gen

  • uplc q tof ms based metabolomics and qrt pcr in enzyme gene screening with key role in Triterpenoid Saponin biosynthesis of polygala tenuifolia
    PLOS ONE, 2014
    Co-Authors: Fusheng Zhang, Bing Peng, Xuemei Qin
    Abstract:

    Background The dried root of Polygala tenuifolia, named Radix Polygalae, is a well-known traditional Chinese medicine. Triterpenoid Saponins are some of the most important components of Radix Polygalae extracts and are widely studied because of their valuable pharmacological properties. However, the relationship between gene expression and Triterpenoid Saponin biosynthesis in P. tenuifolia is unclear.

  • UPLC/Q-TOF MS-Based Metabolomics and qRT-PCR in Enzyme Gene Screening with Key Role in Triterpenoid Saponin Biosynthesis of Polygala tenuifolia
    2014
    Co-Authors: Fusheng Zhang, Bing Peng, Xuemei Qin
    Abstract:

    BackgroundThe dried root of Polygala tenuifolia, named Radix Polygalae, is a well-known traditional Chinese medicine. Triterpenoid Saponins are some of the most important components of Radix Polygalae extracts and are widely studied because of their valuable pharmacological properties. However, the relationship between gene expression and Triterpenoid Saponin biosynthesis in P. tenuifolia is unclear.Methodology/FindingsIn this study, ultra-performance liquid chromatography (UPLC) coupled with quadrupole time-of-flight mass spectrometry (Q-TOF MS)-based metabolomic analysis was performed to identify and quantify the different chemical constituents of the roots, stems, leaves, and seeds of P. tenuifolia. A total of 22 marker compounds (VIP>1) were explored, and significant differences in all 7 Triterpenoid Saponins among the different tissues were found. We also observed an efficient reference gene GAPDH for different tissues in this plant and determined the expression level of some genes in the Triterpenoid Saponin biosynthetic pathway. Results showed that MVA pathway has more important functions in the Triterpenoid Saponin biosynthesis of P. tenuifolia. The expression levels of squalene synthase (SQS), squalene monooxygenase (SQE), and beta-amyrin synthase (β-AS) were highly correlated with the peak area intensity of Triterpenoid Saponins compared with data from UPLC/Q-TOF MS-based metabolomic analysis.Conclusions/SignificanceThis finding suggested that a combination of UPLC/Q-TOF MS-based metabolomics and gene expression analysis can effectively elucidate the mechanism of Triterpenoid Saponin biosynthesis and can provide useful information on gene discovery. These findings can serve as a reference for using the overexpression of genes encoding for SQS, SQE, and/or β-AS to increase the Triterpenoid Saponin production of P. tenuifolia.

  • UPLC/Q-TOF MS-based metabolomics and qRT-PCR in enzyme gene screening with key role in Triterpenoid Saponin biosynthesis of Polygala tenuifolia.
    Public Library of Science (PLoS), 2024
    Co-Authors: Fusheng Zhang, Bing Peng, Xuemei Qin
    Abstract:

    The dried root of Polygala tenuifolia, named Radix Polygalae, is a well-known traditional Chinese medicine. Triterpenoid Saponins are some of the most important components of Radix Polygalae extracts and are widely studied because of their valuable pharmacological properties. However, the relationship between gene expression and Triterpenoid Saponin biosynthesis in P. tenuifolia is unclear.In this study, ultra-performance liquid chromatography (UPLC) coupled with quadrupole time-of-flight mass spectrometry (Q-TOF MS)-based metabolomic analysis was performed to identify and quantify the different chemical constituents of the roots, stems, leaves, and seeds of P. tenuifolia. A total of 22 marker compounds (VIP>1) were explored, and significant differences in all 7 Triterpenoid Saponins among the different tissues were found. We also observed an efficient reference gene GAPDH for different tissues in this plant and determined the expression level of some genes in the Triterpenoid Saponin biosynthetic pathway. Results showed that MVA pathway has more important functions in the Triterpenoid Saponin biosynthesis of P. tenuifolia. The expression levels of squalene synthase (SQS), squalene monooxygenase (SQE), and beta-amyrin synthase (β-AS) were highly correlated with the peak area intensity of Triterpenoid Saponins compared with data from UPLC/Q-TOF MS-based metabolomic analysis.This finding suggested that a combination of UPLC/Q-TOF MS-based metabolomics and gene expression analysis can effectively elucidate the mechanism of Triterpenoid Saponin biosynthesis and can provide useful information on gene discovery. These findings can serve as a reference for using the overexpression of genes encoding for SQS, SQE, and/or β-AS to increase the Triterpenoid Saponin production of P. tenuifolia

Zahia Kabouche - One of the best experts on this subject based on the ideXlab platform.

  • chemical constituents of genista numidica spach aerial parts and their antimicrobial antioxidant and antityrosinase activities
    Natural Product Research, 2019
    Co-Authors: Naima Boutaghane, Abdulmagid Alabdul Magid, Amin Abedini, Anais Cafolla, Hanene Djeghim, Sophie C Gangloff, Laurence Voutquennenazabadioko, Zahia Kabouche
    Abstract:

    A previously undescribed Triterpenoid Saponin, 3-O-[α-l-rhamnopyranosyl-(1→2)-{β-d-glucopyranosyl-(1→6)-}β-d-galactopyranosyl-(1→2)-β-d-glucuronopyranosyl]-sophoradiol (1), in addition to twenty-ni...

  • Chemical constituents of Genista numidica Spach aerial parts and their antimicrobial, antioxidant and antityrosinase activities
    Natural Product Research, 2018
    Co-Authors: Naima Boutaghane, Amin Abedini, Anais Cafolla, Hanene Djeghim, Sophie C Gangloff, Abdulmagid Alabdul Magid, Laurence Voutquenne-nazabadioko, Zahia Kabouche
    Abstract:

    A previously undescribed Triterpenoid Saponin, 3-O-[α-l-rhamnopyranosyl-(1→2)-{β-d-glucopyranosyl-(1→6)-}β-d-galactopyranosyl-(1→2)-β-d-glucuronopyranosyl]-sophoradiol (1), in addition to twenty-nine known constituents (2–30) were isolated from the aerial parts of Genista numidica Spach. Structures elucidation was performed by comprehensive 1D- and 2D-NMR analyses and HRESIMS. The extracts, fractions and isolated compounds were evaluated for their antibacterial, antioxidant and tyrosinase inhibitory activities. The experimental findings indicated that genistin (16), isosalipurpol (27), and koaburaside (29) have moderate to low antibacterial activity against E. faecalis, S. aureus, S. epidermidis and P. aeruginosa bacteria with MICs ranging from 31.2 to 125 μg/mL. Compounds 19 and 27 exhibited a good antiradical activity potential (IC50 11.8 and 11.1 μg/mL, respectively). Only compounds 23, 27 and 28 exhibited low inhibitory effect against mushroom tyrosinase (IC50 from 90.2 to 225.6 μg/mL).

Lie-fen Shyur - One of the best experts on this subject based on the ideXlab platform.

  • Cumingianoside A, a Phyto-Triterpenoid Saponin Inhibits Acquired BRAF Inhibitor Resistant Melanoma Growth via Programmed Cell Death
    Frontiers Media S.A., 2019
    Co-Authors: Biljana Cvetanova, Ya-ching Shen, Lie-fen Shyur
    Abstract:

    Mutated proto-oncogene BRAF is a bona fide therapeutic target for melanomas. Regrettably, melanoma acquires resistance to BRAF inhibitors, e.g., vemurafenib (PLX4032) casting doubt on this promising melanoma targeted therapy. In this study, we explored the bioactivity of Triterpenoid Saponin cumingianoside A (CUMA), isolated from leaves and twigs of Dysoxylum cumingianum against PLX4032-resistant BRAFV 600E mutant melanoma A375-R in vitro and in vivo. Our data show that CUMA treatment inhibited A375-R melanoma cell proliferation in a time- and dose-dependent manner. CUMA also suppressed the activity of CDK1/cyclin B1 complex and led to G2/M-phase arrest of A375-R cells. Furthermore, CUMA treatment resulted in induction of apoptosis as shown by the increased activation of caspase 3 and caspase 7, and the proteolytic cleavage of poly(ADP-ribose) polymerase (PARP). We also observed that CUMA induced autophagy-like activity in A375-R cells, as shown by the increased expression of autophagy-related genes and increased formation of autophagosomes. Moreover, we found that CUMA treatment induced ER stress response and co-treatment with an ER stress inhibitor (4-PBA) could attenuate apoptosis induced by CUMA. Importantly, orally administered CUMA as a single agent or in combination with PLX4032 exhibited strong tumor growth inhibition in a PLX4032-resistant A375-R xenograft mouse model, and with little toxicity. This is the first report to explore the anti-tumor activity of CUMA in vitro and in vivo mechanistically, and our results imply that this Triterpenoid Saponin may be suitable for development into an anti-melanoma agent

  • Data_Sheet_1_Cumingianoside A, a Phyto-Triterpenoid Saponin Inhibits Acquired BRAF Inhibitor Resistant Melanoma Growth via Programmed Cell Death.PDF
    2019
    Co-Authors: Biljana Cvetanova, Ya-ching Shen, Lie-fen Shyur
    Abstract:

    Mutated proto-oncogene BRAF is a bona fide therapeutic target for melanomas. Regrettably, melanoma acquires resistance to BRAF inhibitors, e.g., vemurafenib (PLX4032) casting doubt on this promising melanoma targeted therapy. In this study, we explored the bioactivity of Triterpenoid Saponin cumingianoside A (CUMA), isolated from leaves and twigs of Dysoxylum cumingianum against PLX4032-resistant BRAFV 600E mutant melanoma A375-R in vitro and in vivo. Our data show that CUMA treatment inhibited A375-R melanoma cell proliferation in a time- and dose-dependent manner. CUMA also suppressed the activity of CDK1/cyclin B1 complex and led to G2/M-phase arrest of A375-R cells. Furthermore, CUMA treatment resulted in induction of apoptosis as shown by the increased activation of caspase 3 and caspase 7, and the proteolytic cleavage of poly(ADP-ribose) polymerase (PARP). We also observed that CUMA induced autophagy-like activity in A375-R cells, as shown by the increased expression of autophagy-related genes and increased formation of autophagosomes. Moreover, we found that CUMA treatment induced ER stress response and co-treatment with an ER stress inhibitor (4-PBA) could attenuate apoptosis induced by CUMA. Importantly, orally administered CUMA as a single agent or in combination with PLX4032 exhibited strong tumor growth inhibition in a PLX4032-resistant A375-R xenograft mouse model, and with little toxicity. This is the first report to explore the anti-tumor activity of CUMA in vitro and in vivo mechanistically, and our results imply that this Triterpenoid Saponin may be suitable for development into an anti-melanoma agent.