scholarly journals Bioassay-Guided Isolation of Triterpenoids as α-Glucosidase Inhibitors from Cirsium setosum

Molecules ◽  
2019 ◽  
Vol 24 (10) ◽  
pp. 1844
Author(s):  
Xiuting Li ◽  
Xiangjian Zhong ◽  
Xin Wang ◽  
Jinjie Li ◽  
Jiachen Liu ◽  
...  
Keyword(s):  
Data Analysis ◽  
Spectroscopic Data ◽  
Ethanol Extract ◽  
Positive Control ◽  
Inhibition Activity ◽  
Bioactive Components ◽  
Chemical Structures ◽  
Glucosidase Inhibitors ◽  
Ic50 Values ◽  
First Time

Cirsium setosum (C. setosum) has a potential antihyperglycemic effect, but it is unclear what bioactive components play a key role. According to the α-glucosidase inhibition activity, three new taraxastane-type triterpenoids of 3β-hydroxy-30-hydroperoxy-20-taraxastene (1), 3β-hydroxy-22α-methoxy-20-taraxastene (2), and 30-nor-3β,22α-dihydroxy-20-taraxastene (3), as well as five known taraxastane triterpenoids of 3β,22-dihydroxy-20-taraxastene (4), 20-taraxastene-3,22-dione (5), 3β-acetoxy-20-taraxasten-22-one (6), 3β-hydroxy-20-taraxasten-22-one (7), and 30-nor-3β-hydroxy-20-taraxastene (8) were obtained from the petroleum ether-soluble portion of the ethanol extract from C. setosum. All chemical structures of the compounds were elucidated by spectroscopic data analysis and compared with literature data. Compounds 4–8 were identified for the first time from this plant, and compounds 1, 2, 4, and 7 exhibited more potent α-glucosidase inhibitory activity—with IC50 values of 18.34 ± 1.27, 26.98 ± 0.89, 17.49 ± 1.42, and 22.67 ± 0.25 μM, respectively—than acarbose did (positive control, IC50 42.52 ± 0.32 μM).

Identification of Biflavones in Ethyl Acetate Fraction from Ethanol Extract of Selaginella doederleinii Hieron

2012 ◽  
Vol 550-553 ◽  
pp. 1862-1865
Author(s):  
Yan Zhang ◽  
Li Yang ◽  
Lin Wang
Keyword(s):  
Physicochemical Properties ◽  
Ethyl Acetate ◽  
Dimethyl Ether ◽  
Spectroscopic Data ◽  
Chemical Constituents ◽  
Ethanol Extract ◽  
Ethyl Acetate Fraction ◽  
Chemical Structures ◽  
Trimethyl Ether ◽  
First Time

The chemical constituents were isolated from the ethyl acetate fraction from ethanol extract of Selaginella doederleinii Hieron by column chromatography on silica gel and Sephadex LH-20. The chemical structures of six biflavones were elucidated on the basis of physicochemical properties and spectroscopic data as amentoflavone (1), robustaflavone 7,4',7''-o-trimethyl ether (2), heveaflavone (3), podocarpusflavone A (4), robustaflavone 4',4'''-o-dimethyl ether (5) and robustaflavone 4'-o-methyl ether (6). Biflavones 2, 4 and 5 were obtained from Selaginella doederleinii Hieron for the first time.

scholarly journals FLAVONOIDS ISOLATED FROM THE FLOWERS OF CAMELLIA CHRYSANTHA

2019 ◽  
Vol 57 (3) ◽  
pp. 287
Author(s):  
Hong Van Thi Nguyen ◽  
Bach Cao Pham ◽  
Inh Thi Cam ◽  
Phuong Lan Doan ◽  
Thanh Tat Le ◽  
...  
Keyword(s):  
Data Analysis ◽  
Methyl Ether ◽  
Spectroscopic Data ◽  
Chemical Constituents ◽  
Health Benefits ◽  
Small Tree ◽  
Evergreen Shrub ◽  
Chemical Structures ◽  
The Family ◽  
First Time

Camellia chrysantha (the golden camellia, golden tea) is a species of evergreen shrub or small tree belonging to the family Theaceae. The flowers and the leaves of this plant are used as tea and drank for its health benefits. The aim of this study was to investigate the chemical constituents of the flowers of Camellia chrysantha. Five flavonoids were isolated from the flowers of Camellia chrysantha (Theaceae), including (+)-catechin (1), (-)-epicatechin (2), quercetin (3), quercetin-3-O-methyl ether (4) and kaempferol (5). Their chemical structures were elucidated by spectroscopic data analysis and by comparison with those reported in the literature. Among five compounds, compounds 4 was isolated for the first time from this species.

scholarly journals Triterpenoids and coumarins from the leaves of Sterculia foetida Linn.

2020 ◽  
Vol 23 (4) ◽  
pp. First
Author(s):  
Pham Nguyen Kim Tuyen ◽  
Nguyen Thi Quynh Trang ◽  
Huynh Cong Doan ◽  
Pham Dinh Thuong ◽  
Nguyen Trung Duan ◽  
...  
Keyword(s):  
Data Analysis ◽  
Ethyl Acetate ◽  
Crude Extract ◽  
Spectroscopic Data ◽  
Structural Determination ◽  
Chemical Structures ◽  
Nmr Data ◽  
First Time ◽  
Ethyl Acetate Extracts

Introduction: Sterculia foetida Linn. is widely distributed in tropical countries. As the continuous study on the hexane and ethyl acetate extracts of Sterculia foetida leaves, the isolation and structural determination of four triterpenoids and two coumarins were addressed. Method: The crude extract was prepared from dried power of Sterculia foetida leaves by maceration method in ethanol. This extract was then separated by liquid-liquid partition with n-hexane, chloroform, and ethyl acetate, respectively, to obtain the corresponding extracts. The hexane and ethyl acetate extracts were applied to multiple silica gel column chromatography to yield six compounds. Their chemical structures were determined by the NMR data analysis as well as the comparison their spectroscopic data and physical properties with those of reported literature. Results: Four triterpenoid compounds, including betulinic acid (1), conyzasaponin G (2), taraxerol (3), and taraxer-14-ene- 1a,3b -diol (4), and two coumarins fraxetin (5), and aesculin (6) were identified. Conclusion: To the best of our knowledge, they have not been reported in the leaves of Sterculia foetida before, and compound 2 was known to present in Sterculia genus for the first time.

scholarly journals Pentacyclic triterpenes and steroids from the stem bark of uchi (Sacoglottis uchi, Humiriaceae)

2013 ◽  
Vol 43 (4) ◽  
pp. 525-528 ◽  
Author(s):  
Viviane Gomes da Costa Abreu ◽  
Geone Maia Corrêa ◽  
Izandina Aparecida dos Santos Lagos ◽  
Roqueline Rodrigues Silva ◽  
Antônio F. de C. Alcântara
Keyword(s):  
Nmr Spectroscopy ◽  
Spectroscopic Data ◽  
Ethanol Extract ◽  
Stem Bark ◽  
Amazon Region ◽  
Pentacyclic Triterpene ◽  
Chromatographic Fractionation ◽  
Pentacyclic Triterpenes ◽  
Chemical Structures ◽  
First Time

The ethanol extract from stem bark of Sacoglottis uchi Huber (popularly known as “uchi” in the Amazon Region) was submitted to chromatographic fractionation. The dichloromethane fractions provided the pentacyclic triterpene 3-oxo-friedelin (1). The dichloromethane:methanol fractions provided the pentacyclic triterpenes pseudotaraxasterol (2), lupeol (3), a-amyrin (4), betulin (5), and methyl 2ß,3ß-dihydroxy-urs-12-en-28-oate (6) and a mixture of the steroids sitosterol (7) and stigmasterol (8). Their chemical structures were determined by NMR spectroscopy and comparison with spectroscopic data from the literature. All compounds are described for the first time in this species.

Inhibition of Protein Tyrosine Phosphatase 1B by Lutein Derivatives isolated from Mexican Oregano (Lippia graveolens)

2018 ◽  
Vol 17 (3) ◽  
pp. 134-139
Author(s):  
R.M. Perez-Gutierrez
Keyword(s):  
Protein Tyrosine Phosphatase ◽  
Inhibitory Activity ◽  
Spectroscopic Data ◽  
Methanol Extract ◽  
Tyrosine Phosphatase ◽  
Positive Control ◽  
Protein Tyrosine Phosphatase 1B ◽  
Protein Tyrosine ◽  
Ic50 Value ◽  
Ic50 Values

Methanol extract from Lippia graveolens (Mexican oregano) was studied in order to identify inhibitory bioactives for protein tyrosine phosphatase 1B (PTP1B). Known flavone as lutein (1), and another flavone glycoside such as lutein-7-o-glucoside (2), 6-hydroxy-lutein-7-ohexoside (3) and lutein-7-o-ramnoide (4) were isolated from methanol extract of aerial parts of the Lippia graveolens. All isolates were identified based on extensive spectroscopic data analysis, including UV, IR, NMR, MS and compared with spectroscopic data previously reported. These flavones were evaluated for PTP1B inhibitory activity. Among them, compounds 1 and 3 displayed potential inhibitory activity against PTP1B with IC50 values of 7.01 ± 1.25 μg/ml and 18.4 μg/ml, respectively. In addition, compound 2 and 4 showed moderate inhibitory activity with an IC50 value of 23.8 ± 6.21 and 67.8 ± 5.80 μg/ml respectively. Among the four compounds, luteolin was found to be the most potent PTP1B inhibitor compared to the positive control ursolic acid, with an IC50 value of 8.12 ± 1.06 μg/ml. These results indicate that flavonoids constituents contained in Lippia graveolens can be considered as a natural source for the treatment of type 2 diabetes.

Chemical components of the rhizomes of Drynaria fortunei (KUNZE) J. Sm. (polypodiaceae) in Vietnam

2011 ◽  
Vol 76 (9) ◽  
pp. 1133-1139 ◽  
Author(s):  
Pham Thi Nhat Trinh ◽  
Nguyen Cong Hao ◽  
Phan Thanh Thao ◽  
Le Tien Dung
Keyword(s):  
Data Analysis ◽  
Spectral Data ◽  
Phenolic Acid ◽  
Ethanol Extract ◽  
Chemical Components ◽  
Spectroscopic Methods ◽  
Phenylpropanoid Glycoside ◽  
Spectral Data Analysis ◽  
First Time

From the ethanol extract of Drynaria fortunei (KUNZE) J. Sm., a new phenylpropanoid glycoside, fortunamide (1), was isolated and characterized by spectroscopic methods. Together with a new glycoside, 9 known compounds, including three curcuminoids (2–4), two isoprenylated flavonoids (5, 6), two flavonoids (7, 8), one monoterpenoid (9) and one phenolic acid (10) were isolated and identified by spectral data analysis from the rhizomes of Drynaria fortunei (KUNZE) J. Sm. Eight of them were isolated from Drynaria fortunei (KUNZE) J. Sm. for the first time.

scholarly journals IN-VITRO HYPOGLYCEMIC EVALUATION OF FRACTIONS OF HYDRO-ACOHOLIC EXTRACT OF HEARTWOOD OF TECOMELLA UNDULATA LINN.

2017 ◽  
Vol 10 (2) ◽  
pp. 266
Author(s):  
Munish Garg ◽  
Ruby Rohilla ◽  
Chanchal Garg
Keyword(s):  
Postprandial Hyperglycemia ◽  
Alcoholic Extract ◽  
Phytochemical Screening ◽  
Bioactive Components ◽  
Standard Drug ◽  
Minimal Inhibitory Concentrations ◽  
Glucosidase Inhibitors ◽  
Ic50 Values ◽  
Tecomella Undulata

Objective: To screen α-amylase and α-glucosidase inhibitors from the different fractions of crude hydro-alcoholic extract of heartwood of Tecomella undulata Linn.Methods: Four fractions of crude hydro-alcoholic extract of heartwood of plant were used for in-vitro inhibitory assays against digestive enzymes: α-amylase and α-glucosidase. For assay, different concentrations (20, 40, 60, 80, 100 µg/ml) were used for all fractions. Standard protocol was used for preliminary phytochemical screening of different bioactive components present in all fractions.Results: The fractions have shown moderate to highest inhibitory activity against both enzymes. But, the strong inhibition was revealed by acetone fraction against α-amylase with very minimal inhibitory concentrations at IC50 values when compared with a standard drug acarbose. Several medicinally active phytocomponents such as flavanoids, saponin, anthraquinones, tannins, triterpenoids and phenols were observed in all studied fractions.Conclusion: The different fractions prepared from crude hydro-alcoholic extract of heartwood of plant are capable of inhibiting α-amylase and α-glucosidase and it can be concluded that heartwood of Tecomella undulata Linn. is partially active against postprandial hyperglycemia, thus diabetes mellitus.Keywords: Tecomella undulata Linn., Diabetes mellitus, α-Amylase, α-Glucosidase. 

scholarly journals Terpenoids from the Deep-Sea-Derived Fungus Penicillium thomii YPGA3 and Their Bioactivities

Marine Drugs ◽  
2020 ◽  
Vol 18 (3) ◽  
pp. 164 ◽  
Author(s):  
Zhongbin Cheng ◽  
Wan Liu ◽  
Runzhu Fan ◽  
Shouye Han ◽  
Yuanli Li ◽  
...  
Keyword(s):  
Deep Sea ◽  
Chemical Study ◽  
Positive Control ◽  
Hydroxyl Group ◽  
Etoac Extract ◽  
The Third ◽  
Ic50 Value ◽  
Ic50 Values ◽  
New Compounds ◽  
First Time

A chemical study of the ethyl acetate (EtOAc) extract from the deep-sea-derived fungus Penicillium thomii YPGA3 led to the isolation of a new austalide meroterpenoid (1) and seven known analogues (2−8), two new labdane-type diterpenoids (9 and 10) and a known derivative (11). The structures of new compounds 1, 9, and 10 were determined by comprehensive analyses via nuclear magnetic resonance (NMR) and mass spectroscopy (MS) data. The absolute configurations of 1, 9, and 10 were determined by comparisons of experimental electronic circular dichroism (ECD) with the calculated ECD spectra. Compound 1 represented the third example of austalides bearing a hydroxyl group at C-5 instead of the conserved methoxy in other known analogues. To our knowledge, diterpenoids belonging to the labdane-type were discovered from species of Penicillium for the first time. Compound 1 showed cytotoxicity toward MDA-MB-468 cells with an IC50 value of 38.9 μM. Compounds 2 and 11 exhibited inhibition against α-glucosidase with IC50 values of 910 and 525 μM, respectively, being more active than the positive control acarbose (1.33 mM).

In Vitro Human Dihydroorotate Dehydrogenase Inhibitory, Anti-inflammatory and Cytotoxic Activities of Alkaloids from the Seeds of Nigella glandulifera

Planta Medica ◽  
2018 ◽  
Vol 84 (14) ◽  
pp. 1013-1021 ◽  
Author(s):  
Jun-Bo Gao ◽  
Xing-Jie Zhang ◽  
Rui-Han Zhang ◽  
Li-Li Zhu ◽  
De-Bing Pu ◽  
...  
Keyword(s):  
Folk Medicine ◽  
Positive Control ◽  
Cytotoxic Activities ◽  
Dihydroorotate Dehydrogenase ◽  
X Ray Diffraction ◽  
Ic50 Values ◽  
Pharmacologically Active ◽  
Pharmacologically Active Compounds ◽  
First Time

AbstractFour new dolabellane-type diterpene alkaloids, glandulamines A – D (1 – 4), together with twelve known compounds (5 – 16), were isolated from the seeds of Nigella glandulifera using repeated column chromatography and semipreparative HPLC. The structures of 1 – 16 were elucidated based on NMR data analysis, HRMS experiments and other spectroscopic interpretations. The absolute configuration of 5 was determined by single-crystal X-ray diffraction data for the first time. Compounds 10 and 12 showed human dihydroorotate dehydrogenase inhibitory activity with IC50 values of 61.1 ± 5.3 and 45.9 ± 3.0 µM, respectively. Molecular docking of the active compound 12 and positive control teriflunomide on the inhibitor-binding site of human dihydroorotate dehydrogenase was subsequently performed to visualize the interaction pattern. In addition, compounds 8 and 10 exhibited inhibitory effects against lipopolysaccharide-induced nitric oxide production with inhibition rates of 61 and 41%, respectively, at the concentration of 10 µM. Compounds 9 and 12 showed cytotoxic activities with cell viability varying from 29 ~ 57% at 100 µM against T98G, U87, U251, and GL261 glioma cancer cell lines. These data provide new insights on the pharmacologically active compounds of this plant widely used in folk medicine.

scholarly journals Bioactive Components of Fissistigma cupreonitens

2018 ◽  
Vol 13 (6) ◽  
pp. 1934578X1801300 ◽  
Author(s):  
I-Hsiao Chen ◽  
Ming-Yi Yang ◽  
Shin-Hun Juang ◽  
Chia-Lin Lee ◽  
Tran-Dinh Thang ◽  
...  
Keyword(s):  
Cell Line ◽  
Human Cancer ◽  
Spectroscopic Methods ◽  
Human Cancer Cell ◽  
Bioactive Components ◽  
Standard Drug ◽  
Human Cancer Cell Lines ◽  
Chemical Structures ◽  
Phytochemical Investigation ◽  
First Time

Phytochemical investigation of Fissistigma cupreonitens (Annonaceae) led to the isolation of 34 compounds. The chemical structures of all compounds were determined by spectroscopic methods. Among the isolates, compounds 20–27 and 31–34 were reported from this genus for the first time. From the results of the cytotoxicity assay against three human cancer cell lines (NCI-H226, NPC-TW01, and Jurkat E6–1), oxoaporphine compounds oxoxylopine (1), oxocrebanine (3), kuafumine (4) and lysicamine (5), and the flavonoid adunctin E (26) displayed significant cytotoxicity against NCI-H226 cell line, with IC50 values of 8.45, 8.10, 8.54, 12.83 and 12.00 μM, respectively, in comparison with the standard drug, cisplatin with IC50 of 13.37 μM.

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