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 Saccharpiscinols A–C: Flavans with Potential Inflammatory Activities from One Actinobacteria Saccharomonospora piscinae

Molecules ◽  
2021 ◽  
Vol 26 (16) ◽  
pp. 4909
Author(s):  
Yung-Shun Su ◽  
Jih-Jung Chen ◽  
Ming-Jen Cheng ◽  
Chee-Yin Chai ◽  
Aij-Lie Kwan ◽  
...  
Keyword(s):  
Data Analysis ◽  
Chromatographic Separation ◽  
Spectroscopic Data ◽  
2D Nmr ◽  
No Production ◽  
Raw 264.7 ◽  
Phytochemical Investigation ◽  
Inhibitory Activities ◽  
New Compounds ◽  
First Time

Phytochemical investigation and chromatographic separation of extracts from the actinobacteria strain Saccharomonospora piscinae that was isolated from dried fishpond sediment of Kouhu township, in the south of Taiwan, led to the isolation of three new compounds, saccharpiscinols A–C (1–3, respectively), and three new natural products, namely (2S)-5,7,3′,4′-tetrahydroxy-6,8-dimethylflavanone (4), methyl-4-hydroxy-2-methoxy-6-methylbenzoate (5), and (±)-7-acetyl-4,8-dihydroxy-6-methyl-1-tetralone (6). Compounds 4–6 were reported before as synthesized products, herein, they are reported from nature for the first time. The structures of the new compounds were unambiguously elucidated on the basis of extensive spectroscopic data analysis (1D- and 2D-NMR, MS, and UV) and comparison with literature data. The effect of some isolates on the inhibition of NO production in lipopolysaccharide-activated RAW 264.7 murine macrophages was evaluated. Saccharpiscinol A showed inhibitory activities against LPS-induced NO production.

scholarly journals New Eudesmane-Type Sesquiterpene Glycosides from the Leaves of Aster koraiensis

Plants ◽  
2020 ◽  
Vol 9 (12) ◽  
pp. 1811
Author(s):  
Ji-Young Kim ◽  
Young Hye Seo ◽  
Im-Ho Lee ◽  
He Yun Choi ◽  
Hak Cheol Kwon ◽  
...  
Keyword(s):  
Spectroscopic Data ◽  
2D Nmr ◽  
Isolation Procedure ◽  
Pge2 Production ◽  
Raw 264.7 Cells ◽  
Inhibitory Effects ◽  
Etoh Extract ◽  
Chemical Structures ◽  
New Compounds ◽  
First Time

Four new eudesmane-type sesquiterpenoids, (1R,5S,6R,7S,9S,10S)-1,6,9-trihydroxy-eudesm-3-ene-1,6-di-O-β-d-glucopyranoside (1), (1R,5S,6S,7R,9S,10S)-1,6,9,11-tetrahydroxy-eudesm-3-ene-1,6-di-O-β-d-glucopyranoside (3), (1R,5S,6R,7S,9S,10R)-9-O-(Z-p-coumaroyl)-1,6,9-trihydroxy-eudesm-3-ene-6-O-β-d-glucopyranoside (6), and (1R,5S,6R,7S,9S,10R)-9-O-(E-feruloyl)-1,6,9-trihydroxy-eudesm-3-ene-6-O-β-d-glucopyranoside (7), were isolated from a 95% EtOH extract of the leaves of Aster koraiensis by repeated chromatography. Moreover, three sesquiterpenoids (2, 4, and 5) and two caffeoylquinic acids (8 and 9) having previously known chemical structures were isolated during the isolation procedure. The four new compounds (1, 3, 6, and 7) were elucidated by spectroscopic data (1D- and 2D-NMR, MS, and ECD) interpretation and hydrolysis. Moreover, the absolute configurations of 2, 4, and 5 were determined for the first time in this study. The compounds isolated were tested for their viability on nitric oxide (NO) and prostaglandin E2 (PGE2) production on LPS-stimulated RAW 264.7 cells. Among them, only 7 presented weak inhibitory effects on both NO and PGE2 production.

scholarly journals Chemical constituents of Chaenomeles sinensis twigs and their biological activity

2020 ◽  
Vol 16 ◽  
pp. 3078-3085
Author(s):  
Joon Min Cha ◽  
Dong Hyun Kim ◽  
Lalita Subedi ◽  
Zahra Khan ◽  
Sang Un Choi ◽  
...  
Keyword(s):  
Biological Activity ◽  
Data Analysis ◽  
Cell Lines ◽  
Chemical Structure ◽  
Biological Effects ◽  
Chemical Constituents ◽  
2D Nmr ◽  
Nmr Data ◽  
Chaenomeles Sinensis ◽  
Modified Mosher’S Method

A new megastigmane-type norsesquiterpenoid glycoside, chaemeloside (1), was isolated from the twigs of Chaenomeles sinensis together with 11 known phytochemicals through chromatographic methods. The chemical structure of the new isolate 1 was determined by conventional 1D and 2D NMR data analysis, ECD experiment, hydrolysis followed by a modified Mosher’s method, and LC–MS analysis. The characterized compounds’ biological effects including cytotoxicity against cancer cell lines, antineuroinflammatory activity, and potential neurotrophic effect were evaluated.

scholarly journals New Antiplasmodial Diterpenes from Gutierrezia Sarothrae

2016 ◽  
Vol 11 (6) ◽  
pp. 1934578X1601100
Author(s):  
Qingxi Su ◽  
Seema Dalal ◽  
Michael Goetz ◽  
Maria B. Cassera ◽  
David G. L Kingston
Keyword(s):  
Mass Spectrometry ◽  
Plasmodium Falciparum ◽  
Spectroscopic Data ◽  
2D Nmr ◽  
Antiplasmodial Activity ◽  
Drug Resistant ◽  
Meoh Extract ◽  
Bioassay Guided Fractionation ◽  
Gutierrezia Sarothrae ◽  
Related Compounds

Bioassay guided fractionation of the MeOH extract of the plant Gutierrezia sarothrae (Asteraceae) using an assay for antiplasmodial activity against the drug-resistant Dd2 strain of Plasmodium falciparum led to the isolation of the two new diterpenes 3α-angeloyloxy-15-hydroxylabda-7,13-dien-16,15-olid-18-oic acid (1) and 3α-angeloyloxy-15-methoxylabda-7,13-dien-16,15-olid-18-oic acid (2). The structures of 1 and 2 were elucidated by interpretation of ID and 2D NMR spectroscopic data, mass spectrometry, and comparison with the data of related compounds reported in the literature. Compound 1 exhibited moderate antiplasmodial activity with an IC50 values of 10.4 ± 4.3 μM.

scholarly journals Chemical Constituents from Scindapsus officinalis (Roxb.) Schott. and Their Anti–Inflammatory Activities

Molecules ◽  
2018 ◽  
Vol 23 (10) ◽  
pp. 2577 ◽  
Author(s):  
Hongjing Dong ◽  
Yanling Geng ◽  
Xueyong Wang ◽  
Xiangyun Song ◽  
Xiao Wang ◽  
...  
Keyword(s):  
Chemical Constituents ◽  
2D Nmr ◽  
No Production ◽  
Inhibitory Effects ◽  
Nmr Data ◽  
Extensive Analysis ◽  
Ic50 Values ◽  
Monoterpene Glycoside ◽  
Anti Inflammatory

One new monoterpene glycoside (1), one new phenyl glycoside (2), one new caffeoyl derivative (3), were isolated from Scindapsus officinalis (Roxb.) Schott., along with four known compounds (4–7). Structures of the isolated compounds were elucidated by extensive analysis of spectroscopic data, especially 2D NMR data and comparison with literatures. All isolates were evaluated for anti-inflammatory activity against nitric oxide (NO) production in vitro. Compounds 3 and 7 exhibited moderate inhibitory effects on NO production with IC50 values of 12.2 ± 0.8 and 18.9 ± 0.3 μM, respectively.

scholarly journals Chemical constituents from the fruits of Citrus unshiu and their inhibitory effects on acetylcholinesterase

2017 ◽  
Vol 36 (1) ◽  
Author(s):  
Jiwon Baek ◽  
Hye Lim Lee ◽  
Ki Sung Kang ◽  
Ki Hyun Kim
Keyword(s):  
Spectroscopic Data ◽  
Ache Activity ◽  
Chemical Constituents ◽  
Ache Inhibitor ◽  
Citrus Unshiu ◽  
Ache Inhibition ◽  
Inhibitory Effects ◽  
1H And 13C Nmr ◽  
Phytochemical Investigation ◽  
Temporary Treatment

Acetylcholinesterase (AChE) inhibition has been considered a promising temporary treatment for Alzheimer’s disease. The present study was conducted to isolate chemical constituents from the fruit of Citrus unshiu Markovich (Rutaceae) and evaluate their inhibitory effects on AChE. Phytochemical investigation of C. unshiu fruit led to the isolation of methyl nomilinate (1), limocitrunshin (2), nobiletin (3), kaempferol 3-O-rutinoside (4), limocitrin 3-glucoside (5), kaempferol 3-(2G-rhamnosylrutinoside) (6), didymin (7), (2S)-narirutin 4'-O-glucoside (8) and naringenin 7-O-rutinoside (9). The structures were identified with 1H and 13C NMR spectroscopic data and ESI-MS, then comparison of their spectroscopic and physical data with those previously reported, as well as by measurement of their specific rotations. A limonoid, methyl nomilinate (1), inhibited AChE activity by more than 50% at a concentration of 30 μg/ml. The findings in this study provide the first experimental evidence that a limonoid compound 1 from C. unshiu fruit acts as a natural AChE inhibitor.

Chemical Constituents of the Aerial Parts of Scutellaria lateriflora and their α-Glucosidase Inhibitory Activities

2012 ◽  
Vol 7 (4) ◽  
pp. 1934578X1200700 ◽  
Author(s):  
Minpei Kuroda ◽  
Katsura Iwabuchi ◽  
Yoshihiro Mimaki
Keyword(s):  
Methyl Ester ◽  
Chemical Constituents ◽  
Meoh Extract ◽  
Aerial Parts ◽  
Screening Experiments ◽  
Data Analyses ◽  
Nmr Data ◽  
Scutellaria Lateriflora ◽  
Inhibitory Activities ◽  
First Time

MeOH extracts of 37 herbs were tested in screening experiments for rat intestinal α-glucosidase. The MeOH extract of the aerial parts of Scutellaria lateriflora L. (Lamiaceae) significantly inhibited sucrase and maltase activities, using sucrose and maltase as the substrates. Enzyme inhibition guided-fractionation of the MeOH extract of S lateriflora resulted in the isolation of a new diterpene glucoside, deacetylajugarin-IV 18- O-β-D-glucopyranoside (1), along with 20 known phenolics (2-21). The structures of 1-21 were elucidated on the basis of MS and NMR data analyses. Baicalein (4) and baicalin (10), a glycoside of 4, showed moderate sucrase inhibitory activities at IC50 values of 14.9 and 36.3 μM, respectively, whereas luteolin (3), acteoside (16), leucosceptoside A (18), and isoacteoside (20) showed weak inhibitory activities at IC50 values of 811, 522, 727, and 443 μM, respectively. This is the first report on mammalian α-glucosidase inhibitory activities of S lateriflora extract and identification of the constituents responsible for the activities. Apigenin (2), luteolin (3), 6-methoxyluteolin 4'-methyl ether (6), isoscutellarin 8- O-β-D-glucuronide (7), luteolin 7- O-β-D-glucuronide (9), wogonin 7- O-β-D-glucuronide methyl ester (12), eriodictyol (13), naringenin (14), naringenin 7- O-β-D-glucuronide (15), jionoside D (17), leucosceptoside A (18), and (+)-syringaresinol 4'- O-β-D-glucopyranoside (21) were isolated from this plant for the first time. The inhibitory properties of S lateriflora extract against α-glucosidase provide a prospect for its antidiabetic usage.

scholarly journals The Isolation of Lutein and Lutein 3′-methyl ether from Peristrophe lanceolaria

2016 ◽  
Vol 11 (12) ◽  
pp. 1934578X1601101
Author(s):  
Wasana Prapalert ◽  
Dammrong Santiarworn ◽  
Saisunee Liawruangrath ◽  
Boonsom Liawruangrath ◽  
Stephen G. Pyne
Keyword(s):  
Natural Product ◽  
Methyl Ether ◽  
Spectroscopic Data ◽  
2D Nmr ◽  
Meoh Extract ◽  
First Report ◽  
Etoac Fraction

Two carotenoids, lutein (1) and lutein 3′-methyl ether (2), have been isolated from the EtOAc fraction of the MeOH extract of Peristrophe lanceolaria, growing in Thailand. The structures of these compounds were elucidated from their 1D and 2D NMR spectroscopic data and from comparisons made with the literature data. This is the first report of the isolation of lutein-3′-methyl ether as a natural product.

scholarly journals New Fluorene Derivatives from Dendrobium gibsonii and Their α-Glucosidase Inhibitory Activity

Molecules ◽  
2020 ◽  
Vol 25 (21) ◽  
pp. 4931
Author(s):  
May Thazin Thant ◽  
Nutputsorn Chatsumpun ◽  
Wanwimon Mekboonsonglarp ◽  
Boonchoo Sritularak ◽  
Kittisak Likhitwitayawuid
Keyword(s):  
Kinetic Study ◽  
Inhibitory Activity ◽  
Spectroscopic Data ◽  
Enzyme Kinetic ◽  
Whole Plant ◽  
Noncompetitive Inhibitor ◽  
Inhibitory Activities ◽  
New Compounds ◽  
Enzyme Kinetic Study

Two new compounds, dihydrodengibsinin (1) and dendrogibsol (2), were isolated from the whole plant of Dendrobium gibsonii, together with seven known compounds (3–9). The structures of the new compounds were elucidated by their spectroscopic data. All these isolates were evaluated for their α-glucosidase inhibitory activities. Dendrogibsol (2) and lusianthridin (7) showed strong α-glucosidase inhibitory activity when compared with acarbose. An enzyme kinetic study revealed that dendrogibsol (2) is a noncompetitive inhibitor of α-glucosidase.

scholarly journals Napthrene Compounds from Mycelial Fermentation Products of Marasmius berteroi

Molecules ◽  
2020 ◽  
Vol 25 (17) ◽  
pp. 3898
Author(s):  
Ning Ning Yang ◽  
Qing Yun Ma ◽  
Fan Dong Kong ◽  
Qing Yi Xie ◽  
Hao Fu Dai ◽  
...  
Keyword(s):  
Tumor Cell ◽  
Spectroscopic Data ◽  
2D Nmr ◽  
Bioactive Molecules ◽  
Tumor Cell Lines ◽  
Active Metabolites ◽  
Fermentation Products ◽  
Inhibitory Activities ◽  
Mycelial Fermentation ◽  
Good Research

The metabolites of the genus Marasmius are diverse, showing good research prospects for finding new bioactive molecules. In order to explore the active metabolites of the fungi Marasmius berteroi, the deep chemical investigation on the bioactive compounds from its cultures was undertaken, which led to the isolation of three new naphthalene compounds dipolynaphthalenes A–B (1,2) and naphthone C (3), as well as 12 known compounds (4–15). Compounds 1, 2, and 4 are dimeric naphthalene compounds. Their structures were elucidated by MS, 1D and 2D NMR spectroscopic data, as well as ECD calculations. Compounds 2–4 and 7 exhibited acetylcholinesterase (AChE) inhibitory activities at the concentration of 50 μg/mL with inhibition ratios of 42.74%, 44.63%, 39.50% and 51.49%, respectively. Compounds 5 and 7,8 showed weak inhibitory activities towards two tumor cell lines, with IC50 of 0.10, 0.076 and 0.058 mM (K562) and 0.13, 0.18, and 0.15 mM (SGC-7901), respectively.

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