scholarly journals Charantoside L, A New Cucurbitane-Type Glycoside from Momordica charantia L. with α-Glucosidase Inhibitory Activities

2022 ◽  
Vol 17 (1) ◽  
pp. 1934578X2110689
Author(s):  
Duong Thi Hai Yen ◽  
Pham Hai Yen ◽  
Nguyen Quang Hop ◽  
Nguyen Anh Hung ◽  
Ha Thi Thu Tran ◽  
...  
Keyword(s):  
Ethanol Extract ◽  
2D Nmr ◽  
Positive Control ◽  
Momordica Charantia ◽  
Spectroscopic Methods ◽  
Inhibitory Effects ◽  
Chemical Structures ◽  
Glucosidase Activity ◽  
Inhibitory Activities ◽  
Reported Data

A new cucurbitane-type glycoside (1) and two known compounds (2-3) were isolated from the ethanol extract of the fruits of Momordica charantia L. Their chemical structures were determined as (19 S,23 E)-5 β­,19-epoxy-19-methoxycucurbita-6,23-diene-3 β,25-diol 3 -O-β-D-allopyranoside (1), goyaglycoside d (2), and (19 S,23 E)-5 β,19-epoxy-19-methoxycucurbita-6,23-diene-3 β,25-diol (3) on the basis of the extensive spectroscopic methods, including 1D, 2D NMR, HRESIMS, and in comparison with the reported data. Compounds 1 to 3 were evaluated for α-glucosidase inhibitory effects. Compounds 1 and 2 showed anti α-glucosidase activity with IC50 values of 134.12 ± 11.20 and 163.17 ± 13.71 µM, respectively, compared with the positive control, acarbose, IC50 160.99 ± 14.30 μM. Compounds 2 and 3 were first isolated from plant M. charantia growing in Vietnam.

scholarly journals Gymsyloside F and Gymsyloside G, Two New Pregnane Glycosides From the Leaves of Gymnema sylvestre and Their α-Glucosidase and α-Amylase Inhibitory Activities

2021 ◽  
Vol 16 (7) ◽  
pp. 1934578X2110295
Author(s):  
Pham Hai Yen ◽  
Duong Thi Hai Yen ◽  
Nguyen Thi Viet Thanh ◽  
Nguyen Anh Hung ◽  
Ngo Anh Bang ◽  
...  
Keyword(s):  
2D Nmr ◽  
Spectroscopic Methods ◽  
Gymnema Sylvestre ◽  
Chemical Structures ◽  
Inhibitory Activities ◽  
Reported Data

Two new pregnane glycosides were isolated from the leaves of Gymnema sylvestre (Retz.) R.Br. ex Sm. Their chemical structures were determined as (20 S)−12 β-tigloyloxy-5 α-hydroperoxy-3 β,8 β,14 β,17 β,20-pentahydroxypregn-6-ene 3- O-β-D-glucopyranosyl-(1→4)‐6-deoxy-3- O-methyl- β-D-allopyranosyl-(1→4)- β-D-oleandropyranosyl-(1→4)- β-D-cymaropyranosyl-(1→4)- β-D-cymaropyranoside (1) and (20 S)−12 β-benzoyloxy-5 α-hydroperoxy-3 β,8 β,14 β,17 β,20-pentahydroxypregn-6-ene 3- O-β-D-glucopyranosyl-(1→4)‐6-deoxy-3- O-methyl- β-D-allopyranosyl-(1→4)- β-D-oleandropyranosyl-(1→4)- β-D-cymaropyranosyl-(1→4)- β-D-cymaropyranoside (2) on the basis of the extensive spectroscopic methods, including 1D, 2D NMR, HRESIMS, and in comparison with the reported data. At the concentration of 200 µM, compounds 1 and 2 showed moderate anti α-glucosidase and α-amylase activities with inhibitory percentage of 31.1 ± 1.2 and 42.3 ± 1.7% (for α-glucosidase), and 27.8 ± 1.3 and 34.5 ± 1.5% (for α-amylase), respectively.

scholarly journals A New Phenylpropanoid from the Roots of Solanum melongena L. and Evaluation of Anti-inflammatory Activity

2021 ◽  
Vol 15 (4) ◽  
pp. 261-266
Author(s):  
Yan Liu ◽  
Xin Yin ◽  
Yanping Sun ◽  
Yuan Liu ◽  
Dongxv Lu ◽  
...  
Keyword(s):  
Solanum Melongena ◽  
Ethanol Extract ◽  
2D Nmr ◽  
No Production ◽  
Raw 264.7 ◽  
Chemical Structures ◽  
Raw 264.7 Cell ◽  
Ic50 Values ◽  
Inhibitory Activities ◽  
Raw 264.7 Cell Line

Fifteen phenylpropanoids were isolated from the ethanol extract of the roots of Solanum melongena L., including a new compound, melongenapanoid A (1), together with fourteen known compounds (2-15). Their chemical structures were elucidated by 1D and 2D NMR and HR-MS data according to those values of the literatures. The fourteen known compounds (2-15) were all firstly isolated from this plant. While, the isolates were evaluated for the inhibitory activities on nitric oxide (NO) production induced by lipopolysaccharide (LPS) in RAW 264.7 cell line. Compounds 2, 4 and 5 showed moderate inhibition of NO production with IC50 values of 28.7, 24.4 and 32.6 μM, respectively.

scholarly journals Unusual Bicyclo[3.2.1]Octanoid Neolignans from Leaves of Piper crocatum and Their Effect on Pyruvate Dehydrogenase Activity

Plants ◽  
2021 ◽  
Vol 10 (9) ◽  
pp. 1855
Author(s):  
Yu Juan Chai ◽  
Younghoon Go ◽  
Hai Qi Zhou ◽  
Hong Xu Li ◽  
Sun Joo Lee ◽  
...  
Keyword(s):  
Pyruvate Dehydrogenase ◽  
2D Nmr ◽  
Inhibitory Effect ◽  
Positive Control ◽  
Inhibition Effect ◽  
Chemical Structures ◽  
Spectroscopic Analyses ◽  
Fluorescent Image ◽  
Ic50 Values ◽  
Reported Data

Three undescribed bicyclo[3.2.1]octanoid neolignan glucosides, along with a known neolignan, were isolated from the leaves of Piper crocatum Ruiz & Pav. Their chemical structures were elucidated using extensive spectroscopic analyses including 1D and 2D NMR experiments and HR-ESI-MS analysis, as well as through comparison with previously reported data. Two compounds were assessed for their inhibitory effect against pyruvate dehydrogenase E1α S300 phosphorylation. The fluorescent image suggested that both compounds (60 µM) revealed a stronger inhibition effect than the positive control (dichloroacetate, DCA 5 mM), with IC50 values of 99.82 µM and 80.25 µM, respectively.

scholarly journals CONTRIBUTE TO STUDY ON CHEMICAL CONSTITUENTS OF URENA LOBATA (L.) OF VIETNAM

2019 ◽  
Vol 57 (2) ◽  
pp. 162
Author(s):  
Quan Minh Pham ◽  
Hoai Van Thi Tran ◽  
Lam Tien Do ◽  
Phuong Lan Doan ◽  
Inh Thi Cam ◽  
...  
Keyword(s):  
Mental Disorders ◽  
Ethyl Acetate ◽  
Ethyl Acetate Extract ◽  
Chemical Constituents ◽  
2D Nmr ◽  
Spectroscopic Methods ◽  
Tree Roots ◽  
Chemical Structures ◽  
Phytochemical Investigation ◽  
First Time

Urena lobata L. is used in Vietnamese traditional medicine for the treatment of several diseases. Tree roots are used to treat rheumatism, dysentery, poor digestion, flu, tonsils, malaria, asthma, goiter. Flowers are used to treat chickenpox, fever, and mental disorders. Branches, leaves or whole trees used to treat injuries bruises, rheumatism, mastitis, bites. Phytochemical investigation of the n-hexan and ethyl acetate extract of Urena lobata L. led to the isolation of β-sitosterol (1), β-sitosterol-3-O-β-D-glucopyranoside (2), a-acetylamino-phenylpropyl a-benzoylamino-phenylpropanoate (3), quercetin (4), and trans-tiliroside (5). Their chemical structures were determined by spectroscopic methods including MS, 1D, 2D NMR and comparing with those reported in previous papers. Two compounds 3, 5 were isolated for the first time from Urena lobata plant.

scholarly journals Mono-/Bis-Alkenoic Acid Derivatives From an Endophytic Fungus Scopulariopsis candelabrum and Their Antifungal Activity

2022 ◽  
Vol 9 ◽  
Author(s):  
Jun Tang ◽  
Xueshuang Huang ◽  
Ming-Hang Cao ◽  
Zhiyan Wang ◽  
Zhiyin Yu ◽  
...  
Keyword(s):  
Candida Albicans ◽  
Minimum Inhibitory Concentration ◽  
Inhibitory Concentration ◽  
High Resolution Mass Spectrometry ◽  
2D Nmr ◽  
Positive Control ◽  
Diffusion Method ◽  
Exserohilum Turcicum ◽  
Chemical Structures ◽  
Alkenoic Acid

During a screening for antifungal secondary metabolites, six new mono-/bis-alkenoic acid derivatives (2–7) and one known alkenoic acid derivative (1) were isolated from an endophytic fungi Scopulariopsis candelabrum. Their chemical structures were identified by 1H-NMR, 13C-NMR, 2D NMR, and high-resolution mass spectrometry, as well as comparisons with previously reported literatures. Among them, fusariumesters C‒F (2–5) are bis-alkenoic acid derivatives dimerized by an ester bond, while acetylfusaridioic acid A (6) and fusaridioic acid D (7) are alkenoic acid monomers. All the isolates were submitted to an antifungal assay against Candida albicans and the corn pathogen Exserohilum turcicum using the filter paper agar diffusion method. As a result, only compound 1 decorating with β-lactone ring turned out to be active against these two tested fungi. The broth microdilution assay against Candida albicans showed the minimum inhibitory concentration (MIC) value of 1 to be 20 μg/ml, while the minimum inhibitory concentration value of the positive control (naystatin) was 10 μg/ml. And the half maximal inhibitory concentration (IC50) value (21.23 μg/ml) of 1 against Exserohilum turcicum was determined by analyzing its inhibition effect on the mycelial growth, using cycloheximide (IC50 = 46.70 μg/ml) as the positive control.

scholarly journals α-Amylase and α-Glucosidase Inhibitory Activities of Chemical Constituents from Wedelia chinensis (Osbeck.) Merr. Leaves

2018 ◽  
Vol 2018 ◽  
pp. 1-8 ◽  
Author(s):  
Nguyen Phuong Thao ◽  
Pham Thanh Binh ◽  
Nguyen Thi Luyen ◽  
Ta Manh Hung ◽  
Nguyen Hai Dang ◽  
...  
Keyword(s):  
Spectroscopic Data ◽  
Chemical Constituents ◽  
2D Nmr ◽  
Inhibitory Effects ◽  
Meoh Extract ◽  
Inhibitory Activities ◽  
Isolated Compound ◽  
New Compounds ◽  
Modified Mosher’S Method

As part of an ongoing search for new natural products from medicinal plants to treat type 2 diabetes, two new compounds, a megastigmane sesquiterpenoid sulfonic acid (1) and a new cyclohexylethanoid derivative (2), and seven related known compounds (3–9) were isolated from the leaves of Wedelia chinensis (Osbeck.) Merr. The structures of the compounds were conducted via interpretation of their spectroscopic data (1D and 2D NMR, IR, and MS), and the absolute configurations of compound 1 were determined by the modified Mosher’s method. The MeOH extract of W. chinensis was found to inhibit α-amylase and α-glucosidase inhibitory activities as well as by the compounds isolated from this extract. Furthermore, compound 7 showed the strongest effect with IC50 values of 112.8 ± 15.1 μg/mL (against α-amylase) and 785.9 ± 12.7 μg/mL (against α-glucosidase). Compounds 1, 8, and 9 showed moderate α-amylase and α-glucosidase inhibitory effects. Other compounds showed weak or did not show any effect on both enzymes. The results suggested that the antidiabetic properties from the leaves of W. chinensis are not simply a result of each isolated compound but are due to other components such as the accessibility of polyphenolic groups to α-amylase and α-glucosidase activities.

scholarly journals Bioactive Flavonoid Glycosides and HPLC and UPLC Quantification of Commercial Astragali Complanati Semen

Molecules ◽  
2020 ◽  
Vol 25 (20) ◽  
pp. 4762
Author(s):  
Jenny Chun-Ling Kuo ◽  
Li-Jie Zhang ◽  
Hung-Tse Huang ◽  
Chia-Ching Liaw ◽  
Zhi-Hu Lin ◽  
...  
Keyword(s):  
Ethanol Extract ◽  
2D Nmr ◽  
Biological Evaluation ◽  
Uv Spectra ◽  
Flavonoid Glycosides ◽  
No Production ◽  
Chemical Structures ◽  
Isoflavone Glycoside ◽  
Two Samples ◽  
Hplc Profiles

Eleven compounds, including nine known flavonoid glycosides (1–4, 6–8, and 10–11), one isoflavone glycoside (5), and a glansreginic acid (9), were isolated from the 80% ethanol extract of commercial Astragali Complanati Semen (ACS). All chemical structures were determined by spectroscopic analyses, including 1D and 2D NMR. Compounds 2, 4, 5, 6, 9, and 10 were isolated and identified from the title plant for the first time. Biological evaluation revealed that all the isolates showed promising anti-NO production, and 1, 2, 3, and 8 were more potent in antioxidant activity than vitamin E. The major peaks in the UPLC and HPLC profiles identified their chemical structures by comparing their retention time and UV spectra with those of the reference substances. Furthermore, nine of the eleven samples collected from North, Middle, and South regions of Taiwan possessed similar HPLC fingerprints and were identified as Astragali Complanati Semen, whereas the other two samples from southern Taiwan would be the adulterants due to the different fingerprinting patterns. In addition, an HPLC-UV method was employed to determine the content of target compound complanatuside (11) with good linear regression (R2 = 0.9998) for ACS in the Taiwanese market. Of the isolates, flavonol glycosides 1 and 3 were the major peaks in HPLC/UPLC, and showed more potent antioxidant and anti-NO production activities than that of 11, revealing that these compounds can be the available agents for the quality control of ACS.

scholarly journals Comparative Study of Synthesis, Structural and Antioxidant Activity In Vitro of Some New Carboxylic α,α-diaminodiesters Derivatives

2021 ◽  
Vol 2 (3) ◽  
pp. 6-13
Author(s):  
Oumaima Karai ◽  
Sara Hajib ◽  
Serigne Abdou Khadir Fall ◽  
Salaheddine Boukhssas ◽  
Khadim Dioukhane ◽  
...  
Keyword(s):  
Radical Scavenging ◽  
Reducing Power ◽  
2D Nmr ◽  
Positive Control ◽  
Alkylation Reaction ◽  
X Ray Diffraction ◽  
2D Nmr Spectroscopy ◽  
Antioxidant Power ◽  
Chemical Structures

Considering the richness of heterocyclic chemistry, and the diversity of applications it possesses, in the present work we were interested in preparing new polyfunctional α,α-diaminodiesters derived from glycine, via the N-alkylation reaction of methyl 2-azido-2-benzamidoacetate with a series of heterocyclic and non-heterocyclic carboxylic aminoesters, using different bases. The structures of the synthesized molecules were characterized by 1D and 2D NMR spectroscopy, mass spectrometry (MS-ESI) and elemental analysis. Two compounds from this series were isolated as single crystals and their chemical structures were determined by X-ray diffraction. The antioxidant effect of the synthesized compounds was tested in vitro using the free radical scavenging power (DPPH) and reducing power (FRAP) tests. The results show that the different extracts tested have a relatively high antioxidant power compared to the positive control considered, especially for the compound methyl 2-benzamido-2-(2-methoxy-2-oxo-1-phenylethyl)amino)acetate, which showed a very strong antiradical power and reducing power.

scholarly journals α-Glucosidic Hydroquinone Derivatives from Viburnum Erosum

2021 ◽  
Author(s):  
Jinyoung Park ◽  
Jiho Lee ◽  
Hyeon S. Jang ◽  
Birang Jeong ◽  
Seong Y. Choi ◽  
...  
Keyword(s):  
Positive Control ◽  
Spectroscopic Methods ◽  
Spectroscopic Analyses ◽  
Potent Inhibition ◽  
Inhibitory Activities ◽  
Tyrosinase Enzyme ◽  
New Compounds

<p>Six new compounds<b> </b>(<b>1−6</b>) were isolated from the leaves of <i>Viburnum erosum</i> along with four known compounds <b>7−10</b>. The structures were determined by NMR and MS spectroscopic analyses, and their absolute configurations were established by chemical and spectroscopic methods. Compounds <b>1–6</b> were <i>α</i>-glucosidic hydroquinone derivatives with different linear monoterpenoid structures. Compounds <b>1−10 </b>were also evaluated for their tyrosinase inhibitory activities, and <b>10</b> showed potent inhibition of tyrosinase enzyme with IC<sub>50</sub> of 37.9 <i>μ</i>M compared to 47.6 <i>μ</i>M of the positive control (<i>β</i>-arbutin).</p>

Phenylpropanoid and Iridoid Glucosides from the Whole Plant of Hemiphragma heterophyllum and Their alpha-Glucosidase Inhibitory Activities

Planta Medica ◽  
2020 ◽  
Vol 86 (03) ◽  
pp. 205-211
Author(s):  
Yan-Hong Li ◽  
Jia-Meng Dai ◽  
Cui Yang ◽  
Meng-Yuan Jiang ◽  
Yong Xiong ◽  
...  
Keyword(s):  
Inhibitory Activity ◽  
Ethanol Extract ◽  
2D Nmr ◽  
Positive Control ◽  
Iridoid Glucoside ◽  
2D Nmr Spectroscopy ◽  
Whole Plant ◽  
Ic50 Value ◽  
Iridoid Glucosides ◽  
Alpha Glucosidase

AbstractThree phenylpropanoid glucosides (1 – 3) and one iridoid glucoside (11), together with eleven known glucosides, were isolated from the ethanol extract of the whole plant of Hemiphragma heterophyllum. Their structures were elucidated by means of 1D and 2D NMR spectroscopy, HRMS, and chemical methods. All compounds except 11 and 13 – 15 showed varying degrees of α-glucosidase inhibitory activity. Compounds 5, 9, and 12 were marginally active in the bioassay, while compounds 1 – 4, 6 – 8, and 10 exhibited appreciable inhibitory activity with an IC50 value of 33.6 ~ 83.1 µM, which was much lower than that of the positive control acarbose (IC50 = 310.8 µM).

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