Separation of a new triterpenoid saponin together with six known ones from <i>Clematis tangutica</i> (Maxim.) Korsh and evaluation of their cytotoxic activities

Wei, Yangfei; Chen, Tao; Wang, Shuo; Shen, Cheng; Su, Yan; Song, Zhibo; Liu, Yarong; Yang, Fengmei; Hai, Ping; Li, Yulin

doi:10.1080/14786419.2021.1984468

Cited by 5 publications

(7 citation statements)

References 9 publications

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“…The fragment ions at m / z 765.4766 and 749.4455 coexisted in compound 5 were due to the branches of C‐3 chain. As a result, compounds 5 and 10 were identified as hederacholichiside F 47 and clematangoticoside J 35 …”

Section: Resultsmentioning

confidence: 99%

“…COX‐2 inhibitor screening kit (batch number: 102921211104) was purchased from Beyotime Biotechnology. Reference substances including clematangoside C, tangutiside B, hederacholichiside F, tauroside St‐H 1 , clematangoticoside J, hederaside H 1 , cauloside D, clematibetoside C, clematangoside D, clematibetoside B, hederasaponin B, and kalopanaxsaponin G were self‐made in the laboratory, and oleanolic acid was purchased from Accela ChemBio Co. Ltd (Shanghai, China); the purities were higher than 98% 35 . Acetonitrile and acetic acid of HPLC grade were obtained from Fuchen Chemical Reagent Company (Tianjin, China).…”

Section: Methodsmentioning

confidence: 99%

“…The target compounds were self‐made in the laboratory by combining HSCCC and preparative HPLC methods 35,38 …”

Section: Methodsmentioning

confidence: 99%

“…Accela ChemBio Co. Ltd (Shanghai, China); the purities were higher than 98%. 35 Acetonitrile and acetic acid of HPLC grade were obtained from Fuchen Chemical Reagent Company (Tianjin, China). For the chromatographic experiment, fresh ultrapure water was used.…”

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confidence: 99%

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Integrated strategy for the screening of cyclooxygenase‐2 inhibitors from triterpenoid saponins in Clematis tangutica

Wei

Chen

Wang

et al. 2023

Phytochemical Analysis

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Introduction: Screening of novel cyclooxygenase-2 (COX-2) inhibitors from complex natural products is not an easy task.Objectives: To establish an efficient and feasible strategy for screening COX-2 inhibitors from triterpenoid saponins (TPSs) in Clematis tangutica.Methods: Taking TPSs in C. tangutica as example, an optimized macroporous resin (MR) method was established for the enrichment of TPSs. High-performance liquid chromatography-quadrupole time-of-flight mass spectrometry (HPLC-QTOFMS) was performed to establish the phytochemical profiling of TPSs. Molecular docking was performed to predict the ligand-target interactions and discover the active substances. Chemometric techniques were performed to visualize the structure-effect relationships. High-speed countercurrent chromatography and preparative HPLC were performed to prepare the targets. In vitro activity experiment of COX-2 was performed to verify the virtual screening results.Results: TPSs in C. tangutica were well enriched with the recovery rate of (80.22 ± 2.37)%. Thirty-four kinds of TPSs of oleanane type were deduced by HPLC-QTOFMS. Five TPSs of clematangoside C, clematangoside D, clematangoticoside J, hederoside H 1 , and hederasaponin B showed stronger binding abilities with COX-2.The structure with more sugar groups at C-28 may be more conducive to the combination with COX-2. Targets were prepared with purities all above 98%. The IC 50

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Section: Resultsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

“…The target compounds were self‐made in the laboratory by combining HSCCC and preparative HPLC methods 35,38 …”

Section: Methodsmentioning

confidence: 99%

mentioning

confidence: 99%

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Integrated strategy for the screening of cyclooxygenase‐2 inhibitors from triterpenoid saponins in Clematis tangutica

Wei

Chen

Wang

et al. 2023

Phytochemical Analysis

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“…Korsh. [ 28 ] is a widely distributed plant on the Qinghai–Tibet Plateau, growing in grasslands, thickets and rock piles in alpine areas at altitudes of over 3000 m. It has excellent ecological adaptations such as drought tolerance, cold tolerance and light tolerance, and its beautiful, brightly colored flowers and long flowering period can be used as a vertical greening material. It has high ornamental value.…”

Section: Introductionmentioning

confidence: 99%

Analysis of Floral Color Differences between Different Ecological Conditions of Clematis tangutica (Maxim.) Korsh

Guo

Gui

et al. 2023

Molecules

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The Clematis tangutica (Maxim.) Korsh. is a wild flowering plant that is most widely distributed on the Qinghai–Tibet Plateau, with beautiful, brightly colored flowers and good ornamental properties and adaptability. In diverse natural environments, the blossom color of C. tangutica (Maxim.) Korsh. varies greatly, although it is unclear what causes this diversity. It was examined using UPLC-MS/MS and transcriptome sequencing for the investigation of various compounds, differentially expressed genes (DEGs), and flavonoid biosynthesis-related pathways in two flowers in two ecological settings. The results showed that a total of 992 metabolites were detected, of which 425 were differential metabolites, mainly flavonoid metabolites associated with its floral color. The most abundant flavonoids, flavonols and anthocyanin metabolites in the G type were cynaroside, isoquercitrin and peonidin-3-O-glucoside, respectively. Flavonoids that differed in multiplicity in G type and N type were rhoifolin, naringin, delphinidin-3-O-rutinoside, chrysoeriol and catechin. Rhoifolin and chrysoeriol, produced in flavone and flavonol biosynthesis, two flavonoid compounds of C. tangutica (Maxim.) Korsh. with the largest difference in floral composition in two ecological environments. In two ecological environments of flower color components, combined transcriptome and metabolome analyses revealed that BZ1-1 and FG3-1 are key genes for delphinidin-3-O-rutinoside in anthocyanin biosynthesis, and HCT-5 and FG3-3 are key genes for rhoifolin and naringin in flavonoid biosynthesis and flavone and flavonol. Key genes for chlorogenic acid in flavonoid biosynthesis include HCT-6, CHS-1 and IF7MAT-1. In summary, differences in flavonoids and their content are the main factors responsible for the differences in the floral color composition of C. tangutica (Maxim.) Korsh. in the two ecological environments, and are associated with differential expression of genes related to flavonoid synthesis.

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Rapidly screening of pancreatic lipase inhibitors from Clematis tangutica using affinity ultrafiltration‐HPLC‐QTOFMS technique combined with targeted separation, in vitro validation, and molecular docking

Wei,

Chen,

Song

et al. 2024

Phytochemical Analysis

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IntroductionScreening of novel pancreatic lipase inhibitors from complex natural products is a meaningful task.ObjectivesThrough accurately screening and separating pancreatic lipase inhibitors from Clematis tangutica (C. tangutica), to discover new leading compounds for slimming and accelerate the development and utilization of Tibetan medicine resources.MethodsAn integrated strategy that combines affinity ultrafiltration and high‐performance liquid chromatography‐quadrupole time‐of‐flight mass spectrometry (AU‐HPLC‐QTOFMS), targeted separation, in vitro validation, and molecular docking was developed to screen pancreatic lipase inhibitors from C. tangutica. The AU‐HPLC‐QTOFMS technique was performed to fish for the potential active substances. Macroporous resin, preparative liquid chromatography, and high‐speed countercurrent chromatography were implemented for the accurate and targeted separation of active compounds. The inhibitory activities of target compounds to pancreatic lipase were detected by the inhibition experiments in vitro. The binding affinities and binding sites were analyzed using molecular docking.ResultsA total of eleven kinds of pancreatic lipase inhibitory substances were screened from C. tangutica. Seven triterpenoid saponins were screened for the first time as lipase inhibitors and successfully prepared with purities higher than 97%. Tanguticoside B, clematangoticoside J, hederoside H1, and rutin showed stronger inhibitory effects with IC50 values of 1.539 ± 0.048, 1.661 ± 0.092, 1.793 ± 0.069, and 1.792 ± 0.094 mmol/l. Moreover, they have the lowest ΔG values of −10.84, −9.97, −10.87, and −9.39 kcal/mol to pancreatic lipase.ConclusionThe integrated strategy using AU‐HPLC‐QTOFMS, targeted separation, in vitro validation, and molecular docking was feasible for rapidly screening and directionally isolating pancreatic lipase inhibitors from C. tangutica.

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Separation of a new triterpenoid saponin together with six known ones from Clematis tangutica (Maxim.) Korsh and evaluation of their cytotoxic activities

Cited by 5 publications

References 9 publications

Integrated strategy for the screening of cyclooxygenase‐2 inhibitors from triterpenoid saponins in Clematis tangutica

Integrated strategy for the screening of cyclooxygenase‐2 inhibitors from triterpenoid saponins in Clematis tangutica

Analysis of Floral Color Differences between Different Ecological Conditions of Clematis tangutica (Maxim.) Korsh

Rapidly screening of pancreatic lipase inhibitors from Clematis tangutica using affinity ultrafiltration‐HPLC‐QTOFMS technique combined with targeted separation, in vitro validation, and molecular docking

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