scholarly journals Termitomenins F and G, Two New Lignan Glucosides from Terminalia chebula var. tomentella (Kurz) C. B. Clarke

2021 ◽  
Author(s):  
Jun Yin ◽  
Hong-Tao Zhu ◽  
Man Zhang ◽  
Dong Wang ◽  
Chong-Ren Yang ◽  
...  
Keyword(s):  
Positive Control ◽  
Chemical Investigation ◽  
Terminalia Chebula ◽  
Open Chain ◽  
Hydrolyzable Tannins ◽  
Spectroscopic Analyses ◽  
Inhibitory Activities ◽  
First Time

AbstractThe extensive chemical investigation on the branches and leaves of Terminalia chebula var. tomentella (Combretaceae) led to the isolation of two new lignan glucosides with a furofuran skeleton, termitomenins F (1) and G (2). In addition, 19 known compounds including five lignan glucosides (3–7), six hydrolyzable tannins (8–13) and eight simple phenolics (14–21) were also identified. Their structures were determined by comprehensive spectroscopic analyses. It is noted that 8 and 9 were C-glycosidic hydrolyzable tannins with one hexahydroxydiphenoyl and one gallagyl group linked to an open-chain glucosyl C-1/O-2/O-3 and O-4/O-6, respectively, which were rarely found in plants. Nine known compounds, 6–9, 13, and 18–21, were procured from the titled plant for the first time, while 3–5, 10–12 and 14–17 were also found in the fruits. Notably, the known hydrolyzable tannins 8–13 exhibited stronger α-glucosidase inhibitory activities with IC50 values ranging from 0.10 to 3.12 μM, than the positive control, quercetin (IC50 = 9.38 ± 0.33 μM). Graphic abstract

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>

scholarly journals A New Coumarin from the Stems of Pterocarpus indicus

2016 ◽  
Vol 11 (9) ◽  
pp. 1934578X1601100
Author(s):  
Jirapast Sichaem ◽  
Suttira Khumkratok ◽  
Pattara Sawasdee ◽  
Santi Tip-pyang
Keyword(s):  
Ethyl Acetate ◽  
Chemical Reaction ◽  
Spectroscopic Data ◽  
Ethyl Acetate Extract ◽  
Chemical Investigation ◽  
Moderate Activity ◽  
Inhibitory Activities ◽  
First Time

The chemical investigation of the crude ethyl acetate extract from Pterocarpus indicus stems led to isolation of a new coumarin, indicusane (1), together with eleven known compounds (2-12). To the best of our knowledge, all isolated coumarins (1-12) are reported for the first time from this plant. Their structures were identified on the basic of spectroscopic data (NMR, MS and ECD) as well as a chemical reaction (Mosher's method). In addition, all isolates were also evaluated for their cholinesterase (ChEs) inhibitory activities, in which only compound 4 exhibited the moderate activity toward AChE and BChE.

Salazinic Acid-Derived Depsidones and Diphenylethers with α-Glucosidase Inhibitory Activity from the Lichen Parmotrema dilatatum

Planta Medica ◽  
2020 ◽  
Vol 86 (16) ◽  
pp. 1216-1224
Author(s):  
Asshaima Paramita Devi ◽  
Thuc-Huy Duong ◽  
Solenn Ferron ◽  
Mehdi A. Beniddir ◽  
Minh-Hiep Dinh ◽  
...  
Keyword(s):  
Inhibitory Activity ◽  
Positive Control ◽  
Spectroscopic Analyses ◽  
Ic50 Values ◽  
Inhibitory Activities

AbstractThree new depsidones, parmosidones F – G (1 – 2), and 8′-O-methylsalazinic acid (3), and 3 new diphenylethers, parmetherines A – C (4 – 6), together with 2 known congeners were isolated from the whole thalli of Parmotrema dilatatum, a foliose chlorolichen. Their structures were unambiguously determined by extensive spectroscopic analyses and comparison with literature data. The isolated polyphenolics were assayed for their α-glucosidase inhibitory activities. Newly reported benzylated depsidones 1 and 2 in particular inhibited α-glucosidase with IC50 values of 2.2 and 4.3 µM, respectively, and are thus more potent than the positive control, acarbose.

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>

Four New 2-(2-Phenylethyl)-4H-chromen-4-one Derivatives from the Resinous Wood of Aquilaria sinensis and Their Inhibitory Activities on Neutrophil Pro-Inflammatory Responses

Planta Medica ◽  
2018 ◽  
Vol 84 (18) ◽  
pp. 1340-1347 ◽  
Author(s):  
Sin-Ling Wang ◽  
Hsiang-Ruei Liao ◽  
Ming-Jen Cheng ◽  
Chih-Wen Shu ◽  
Chun-Lin Chen ◽  
...  
Keyword(s):  
Superoxide Anion ◽  
Inflammatory Responses ◽  
2D Nmr ◽  
Human Neutrophils ◽  
Aquilaria Sinensis ◽  
Superoxide Anion Generation ◽  
Spectroscopic Analyses ◽  
Inhibitory Activities ◽  
New Compounds ◽  
First Time

AbstractFour new 2-(2-phenylethyl)-4H-chromen-4-one derivatives, 6-hydroxy-5-methoxy-2-[2-(4′-methoxyphenyl)ethyl]chromone (1), 6,7-dimethoxy-2-[2-(2′-hydroxyphenyl)ethyl]chromone (2), 5-hydroxy-6-methoxy-2-[2-(3′-methoxyphenyl)ethyl]-chromone (3), and 7-chloro-8-hydroxy-2-[2-(4′-methoxyphenyl)ethyl]chromone (4), have been isolated from the resinous wood of Aquilaria sinensis, together with 16 known compounds (5–20). Among these, 7-methoxy-2-[2-(4′-methoxyphenyl)ethyl]chromone (5) was isolated from a natural source for the first time. The structures of the new compounds were established by spectroscopic analyses (1D and 2D NMR, HR-ESI-MS, IR, UV). Nine compounds, including 1 showed more than 80% inhibition of superoxide anion generation by human neutrophils in response to formyl-L-methionyl-L-leucyl-L-phenylalanine at 50 µM.

Hydrolyzable tannins from the fruits of Terminalia chebula Retz and their α-glucosidase inhibitory activities

2017 ◽  
Vol 137 ◽  
pp. 109-116 ◽  
Author(s):  
Dong Young Lee ◽  
Hyun Woo Kim ◽  
Heejung Yang ◽  
Sang Hyun Sung
Keyword(s):  
Terminalia Chebula ◽  
Hydrolyzable Tannins ◽  
Inhibitory Activities

scholarly journals FLAVONOL AND LIGNAN GLYCOSIDES FROM Datura metel L.

2017 ◽  
Vol 55 (3) ◽  
pp. 263
Author(s):  
Nguyen Thi Mai ◽  
Nguyen Thi Cuc ◽  
Tran Hong Quang ◽  
Phan Van Kiem
Keyword(s):  
Methanol Extract ◽  
2D Nmr ◽  
Chemical Investigation ◽  
Cd Spectra ◽  
Datura Metel ◽  
Spectroscopic Analyses ◽  
The Absolute ◽  
Lignan Glycosides ◽  
Whole Plants ◽  
First Time

Chemical investigation of an acidic methanol extract of the whole plants of D. metel resulted in the isolation of five compounds, including kaempferol 3-O-beta-D-glucosyl(1->2)-beta-D-galactoside 7-O-beta-D-glucoside (1), kaempferol 3-O-beta-glucopyranosyl(1->2)-beta-glucopyranoside-7-O-alpha-rhamnopyranoside (2), pinoresinol O-beta-D-glucopyranoside (3), (7R,8S,7'S,8'R)-4,9,4',7'-tetrahydroxy-3,3'-dimethoxy-7,9'-epoxylignan-4-O-beta-D-glucopyranoside (4), and (7S,8R,7'S,8'S)-4,9,4',7'-tetrahydroxy-3,3'-dimethoxy-7,9'-epoxylignan-4-O-beta-D-glucopyranoside (5). Their structures were elucidated by 1D and 2D NMR and MS spectroscopic analyses as well as comparing with the data reported in the literature. The absolute configurations of compounds 4 and 5 were determined by CD spectra. It is noted that (7R,8S,7'S,8'R)-4,9,4',7'-tetrahydroxy-3,3'-dimethoxy-7,9'-epoxylignan-4-O-beta-D-glucopyranoside and (7S,8R,7'S,8'S)-4,9,4',7'-tetrahydroxy-3,3'-dimethoxy-7,9'-epoxylignan-4-O-beta-D-glucopyranoside were isolated for the first time from the Datura genus.

scholarly journals Indole Alkaloids from Tropical Sponge Hyrtios sp. as Isocitrate Lyase Inhibitors

2018 ◽  
Vol 13 (6) ◽  
pp. 1934578X1801300 ◽  
Author(s):  
Seung-Il Park ◽  
Yeon-Ju Lee ◽  
Hoshik Won ◽  
Ki-Bong Oh ◽  
Hyi-Seung Lee
Keyword(s):  
Candida Albicans ◽  
Marine Sponge ◽  
Isocitrate Lyase ◽  
Indole Alkaloids ◽  
Natural Source ◽  
Spectroscopic Analyses ◽  
Inhibitory Activities ◽  
First Time

A new β-carboline alkaloid, 3,4-dihydrohyrtiosulawesine (8), and fifteen known alkaloids were isolated from the tropical marine sponge Hyrtios sp. Among these known compounds, β-ketoserotonin (10) has been isolated for the first time from a natural source. The structures of the isolated compounds were determined by spectroscopic analyses and comparison with literature values. Compound 8 displayed potent inhibitory activities against isocitrate lyase (IC50: 92.9 μM) from Candida albicans.

scholarly journals Extraction of Phenolics and Flavonoids from Four Hosta Species Using Reflux and Ultrasound-Assisted Methods with Antioxidant and α-Glucosidase Inhibitory Activities

2020 ◽  
Vol 2020 ◽  
pp. 1-8
Author(s):  
Junwei He ◽  
Liangfa Wu ◽  
Li Yang ◽  
Boyuan Zhao ◽  
Chunlong Li
Keyword(s):  
Inhibitory Activity ◽  
Natural Antioxidants ◽  
Positive Control ◽  
Total Phenolic ◽  
Ultrasound Assisted Extraction ◽  
Assisted Extraction ◽  
Ultrasound Assisted ◽  
Inhibitory Activities ◽  
First Time ◽  
Phenolic And Flavonoid

The total phenolic and flavonoid contents (TPC and TFC) from the genus Hosta with antioxidant and α-glucosidase inhibitory activities were reported for the first time. Sixteen extracts from the aboveground and underground parts of the four Hosta species, including H. plantaginea, H. ventricosa, H. ensata, and H. albofarinosa, using reflux extraction (RE) and ultrasound-assisted extraction (UAE) techniques have high TPC and TFC with good antioxidant and α-glucosidase inhibitory activities. Furthermore, no significant differences on extraction yields, TPC, and TFC were found between RE and UAE techniques. Additionally, extracts from the aboveground parts of the four Hosta species had higher TPC, TFC, antioxidant, and α-glucosidase inhibitory activities compared to the underground parts by means of RE or UAE techniques. Lastly, the extracts of H. albo-marginata displayed a very remarkable α-glucosidase inhibitory activity compared to the positive control acarbose. The relationships of sixteen extracts of the four Hosta species were analyzed by RE and UAE techniques between extraction yields, TPC, TFC, antioxidant activity, and α-glucosidase inhibitory activity. The present study demonstrated that H. plantaginea, H. ventricosa, H. ensata, and H. albofarinosa could be new sources of natural antioxidants and antidiabetes for pharmaceutical and industrial purposes.

scholarly journals Antifungal Activity of Chemical Constituents from Piper pesaresanum C. DC. and Derivatives against Phytopathogen Fungi of Cocoa

Molecules ◽  
2021 ◽  
Vol 26 (11) ◽  
pp. 3256
Author(s):  
Luis C. Chitiva-Chitiva ◽  
Cristóbal Ladino-Vargas ◽  
Luis E. Cuca-Suárez ◽  
Juliet A. Prieto-Rodríguez ◽  
Oscar J. Patiño-Ladino
Keyword(s):  
Antifungal Activity ◽  
Benzoic Acid ◽  
Chemical Constituents ◽  
Chemical Study ◽  
Positive Control ◽  
Positive Influence ◽  
Phytopathogenic Fungi ◽  
Phytochemical Study ◽  
Benzoic Acid Derivatives ◽  
First Time

In this study, the antifungal potential of chemical constituents from Piper pesaresanum and some synthesized derivatives was determined against three phytopathogenic fungi associated with the cocoa crop. The methodology included the phytochemical study on the aerial part of P. pesaresanum, the synthesis of some derivatives and the evaluation of the antifungal activity against the fungi Moniliophthora roreri, Fusarium solani and Phytophthora sp. The chemical study allowed the isolation of three benzoic acid derivatives (1–3), one dihydrochalcone (4) and a mixture of sterols (5–7). Seven derivatives (8–14) were synthesized from the main constituents, of which compounds 9, 10, 12 and 14 are reported for the first time. Benzoic acid derivatives showed strong antifungal activity against M. roreri, of which 11 (3.0 ± 0.8 µM) was the most active compound with an IC50 lower compared with positive control Mancozeb® (4.9 ± 0.4 µM). Dihydrochalcones and acid derivatives were active against F. solani and Phytophthora sp., of which 3 (32.5 ± 3.3 µM) and 4 (26.7 ± 5.3 µM) were the most active compounds, respectively. The preliminary structure–activity relationship allowed us to establish that prenylated chains and the carboxyl group are important in the antifungal activity of benzoic acid derivatives. Likewise, a positive influence of the carbonyl group on the antifungal activity for dihydrochalcones was deduced.

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