scholarly journals Tyrosinase Inhibitors from the Stems of Streblus Ilicifolius

2021 ◽  
Vol 2021 ◽  
pp. 1-7
Author(s):  
Nhan T. Nguyen ◽  
Phu H. Dang ◽  
Hai X. Nguyen ◽  
Truong N. V. Do ◽  
Tho H. Le ◽  
...  
Keyword(s):  
Absolute Configuration ◽  
Inhibitory Activity ◽  
Spectroscopic Data ◽  
Soluble Fraction ◽  
Optical Rotation ◽  
Data Interpretation ◽  
Docking Studies ◽  
Ic50 Value ◽  
Stilbene Derivatives ◽  
Tyrosinase Inhibitors

Two new stilbene derivatives, named strebluses C and D, were isolated from the EtOAc-soluble fraction of the stems of Streblus ilicifolius (Moraceae). Its absolute configuration was elucidated based on NMR spectroscopic data interpretation and optical rotation calculation. Streblus C possesses strong tyrosinase inhibitory activity with an IC50 value of 0.01 μM. Docking studies of 1 and 2 with oxy-tyrosinase were carried out to analyze their interactions. The analysis of the docked poses confirmed that 1 showed better binding affinity for oxy-tyrosinase than that of 2.

scholarly journals Diarylalkanoids as Potent Tyrosinase Inhibitors from the Stems of Semecarpus caudata

2021 ◽  
Vol 2021 ◽  
pp. 1-8
Author(s):  
Phu H. Dang ◽  
Tho H. Le ◽  
Truong N. V. Do ◽  
Hai X. Nguyen ◽  
Mai T. T. Nguyen ◽  
...  
Keyword(s):  
Amino Acid ◽  
Inhibitory Activity ◽  
Spectroscopic Data ◽  
Data Interpretation ◽  
Docking Studies ◽  
Amino Acid Residues ◽  
Soluble Extract ◽  
Tyrosinase Inhibitory Activity ◽  
Ic50 Values ◽  
Tyrosinase Inhibitors

From a CHCl3-soluble extract of the stems of Semecarpus caudata (Anacardiaceae), two new diarylalkanoids, semedienone (1) and semetrienone (2), were isolated. Their structures were elucidated based on NMR spectroscopic data interpretation. These compounds possess strong tyrosinase inhibitory activity with the IC50 values of 0.033 and 0.11 μM, respectively. Docking studies of 1 and 2 with oxy-tyrosinase were carried out to analyze their interactions. Accordingly, semedienone (1) showed good interactions with the peroxide group and amino acid residues. The biosynthesis of the isolated diarylalkanoids was proposed.

Decumbic anhydride from the stem barks of Swintonia floribunda (Anacardiaceae)

2020 ◽  
Vol 0 (0) ◽  
Author(s):  
Phu Hoang Dang ◽  
Tho Huu Le ◽  
Truong Nhat Van Do ◽  
Hai Xuan Nguyen ◽  
Mai Thanh Thi Nguyen ◽  
...  
Keyword(s):  
Absolute Configuration ◽  
Inhibitory Activity ◽  
Spectroscopic Data ◽  
Dft Calculation ◽  
Soluble Fraction ◽  
Chemical Shifts ◽  
Data Interpretation ◽  
Chemical Structures ◽  
Cotton Effects ◽  
C Nmr

AbstractFrom an EtOAc-soluble fraction of the stem barks of Swintonia floribunda (Anacardiaceae), decumbic anhydride (1) and four known compounds 2–5 were isolated. Their chemical structures were elucidated based on the spectroscopic data interpretation. The GIAO-DFT calculation of 13C NMR chemical shifts was carried out to clarify the structure of 1. The absolute configuration of 1 was assigned based on the Cotton effects in its ECD spectrum. Compound 1 showed potent tyrosinase inhibitory activity with an IC50 value of 52.2 μM.

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.

Tyrosinase Inhibitory Activity of Pyrazole Derivatives

2012 ◽  
Vol 506 ◽  
pp. 194-197
Author(s):  
T. Suwunwong ◽  
T. Kobkeatthawin ◽  
K. Chanawanno ◽  
N. Saewan ◽  
P. Wisitsak ◽  
...  
Keyword(s):  
Inhibitory Activity ◽  
Spectroscopic Data ◽  
Kojic Acid ◽  
Data Interpretation ◽  
Pyrazole Derivatives ◽  
Tyrosinase Inhibitory Activity

A series of 3,5-substituted-4,5-dihydro-1H-pyrazole-1-carbothioamide derivatives were synthesized. Their structures were determined on the basis of spectroscopic data interpretation and their tyrosinase inhibitory activity was determined. The results showed that compound 2 (at 1.00 mg/mL) exhibits significant tyrosinase inhibitory activity with % inhibition of 91.866 ± 2.086 with L-tyrosine as substrate whereas compound 3 (at 1.00 mg/mL) exhibits significant tyrosinase inhibitory activity with % inhibition of 79.266 ± 0.552 and 89.593 ± 1.015 with L-tyrosine and L-DOPA as substrates. The IC50values of compounds 2 and 3 were further determined comparing with kojic acid and resveratrol. It was found that IC50values of compounds 2 and 3 were 0.391 ± 0.017 and 0.259 ± 0.005 mg/mL., with L-tyrosine as substrate, which were lower than those of the standard tyrosinase inhibitory resveratrol (0.965 ± 0.016 mg/mL).

scholarly journals Secondary Metabolites with α-Glucosidase Inhibitory Activity from the Mangrove Fungus Mycosphaerella sp. SYSU-DZG01

Marine Drugs ◽  
2019 ◽  
Vol 17 (8) ◽  
pp. 483 ◽  
Author(s):  
Pei Qiu ◽  
Zhaoming Liu ◽  
Yan Chen ◽  
Runlin Cai ◽  
Guangying Chen ◽  
...  
Keyword(s):  
Antioxidant Activity ◽  
Secondary Metabolites ◽  
Single Crystal ◽  
Absolute Configuration ◽  
Inhibitory Activity ◽  
Spectroscopic Data ◽  
X Ray Diffraction ◽  
X Ray ◽  
Ic50 Values ◽  
New Metabolites

Four new metabolites, asperchalasine I (1), dibefurin B (2) and two epicoccine derivatives (3 and 4), together with seven known compounds (5–11) were isolated from a mangrove fungus Mycosphaerella sp. SYSU-DZG01. The structures of compounds 1–4 were established from extensive spectroscopic data and HRESIMS analysis. The absolute configuration of 1 was deduced by comparison of ECD data with that of a known structure. The stereostructures of 2–4 were further confirmed by single-crystal X-ray diffraction. Compounds 1, 8 and 9 exhibited significant α-glucosidase inhibitory activity with IC50 values of 17.1, 26.7 and 15.7 μM, respectively. Compounds 1, 4, 6 and 8 showed antioxidant activity by scavenging DPPH· with EC50 values ranging from 16.3 to 85.8 μM.

scholarly journals Strychnuxinal, A New Alkaloid from Strychnos nux-blanda Fruits

2018 ◽  
Vol 13 (5) ◽  
pp. 1934578X1801300
Author(s):  
Jirapast Sichaem ◽  
Santi Tip-Pyang ◽  
Kiattisak Lugsanangarm ◽  
Lien Do Thi My
Keyword(s):  
Absolute Configuration ◽  
Inhibitory Activity ◽  
Spectroscopic Data ◽  
Previous Literature ◽  
Ache Inhibitory Activity ◽  
The Absolute

A new pyrrole alkaloid, strychnuxinal (1), along with ten known compounds (2–11) were isolated from the fruits of Strychnos nux-blanda. The structures of all the isolated compounds (1–11) were fully elucidated using spectroscopic data, as well as comparisons with the previous literature data. In addition, the absolute configuration of 1 at C-8 was determined by means of the ECD calculation. Moreover, all isolated compounds were evaluated for their acetylcholinesterase (AChE) inhibitory activity.

scholarly journals Halogen-Substituted Triazolethioacetamides as a Potent Skeleton for the Development of Metallo-β-Lactamase Inhibitors

Molecules ◽  
2019 ◽  
Vol 24 (6) ◽  
pp. 1174 ◽  
Author(s):  
Yilin Zhang ◽  
Yong Yan ◽  
Lufan Liang ◽  
Jie Feng ◽  
Xuejun Wang ◽  
...  
Keyword(s):  
Antibiotic Resistance ◽  
Inhibitory Activity ◽  
Docking Studies ◽  
Hydroxyl Group ◽  
Inhibition Kinetics ◽  
Ic50 Value ◽  
Lactam Antibiotic ◽  
Value Range ◽  
Ic50 Values ◽  
Enzyme Inhibition Kinetics

Metallo-β-lactamases (MβLs) are the target enzymes of β-lactam antibiotic resistance, and there are no effective inhibitors against MβLs available for clinic so far. In this study, thirteen halogen-substituted triazolethioacetamides were designed and synthesized as a potent skeleton of MβLs inhibitors. All the compounds displayed inhibitory activity against ImiS with an IC50 value range of 0.032–15.64 μM except 7. The chlorine substituted compounds (1, 2 and 3) inhibited NDM-1 with an IC50 value of less than 0.96 μM, and the fluorine substituted 12 and 13 inhibited VIM-2 with IC50 values of 38.9 and 2.8 μM, respectively. However, none of the triazolethioacetamides exhibited activity against L1 at inhibitor concentrations of up to 1 mM. Enzyme inhibition kinetics revealed that 9 and 13 are mixed inhibitors for ImiS with Ki values of 0.074 and 0.27μM using imipenem as the substrate. Docking studies showed that 1 and 9, which have the highest inhibitory activity against ImiS, fit the binding site of CphA as a replacement of ImiS via stable interactions between the triazole group bridging ASP120 and hydroxyl group bridging ASN233.

Synthesis, Antioxidant and In-Silico Studies of Potent Urease Inhibitors: N-(4-{[(4-Methoxyphenethyl)-(substituted)amino]sulfonyl}phenyl)acetamides

Drug Research ◽  
2018 ◽  
Vol 69 (02) ◽  
pp. 111-120 ◽  
Author(s):  
Muhammad Abbasi ◽  
Hussain Raza ◽  
Aziz Rehman ◽  
Sahahat Siddiqui ◽  
Majid Nazir ◽  
...  
Keyword(s):  
Inhibitory Activity ◽  
In Silico ◽  
Analysis Data ◽  
Docking Studies ◽  
Enzyme Synthesis ◽  
Parent Molecule ◽  
Aqueous Sodium Carbonate ◽  
Ic50 Value ◽  
In Silico Studies ◽  
Urease Inhibitory

AbstractIn this study, a new series of sulfonamides derivatives was synthesized and their inhibitory effects on DPPH and jack bean urease were evaluated. The in silico studies were also applied to ascertain the interactions of these molecules with active site of the enzyme. Synthesis was initiated by the nucleophilic substitution reaction of 2-(4-methoxyphenyl)-1-ethanamine (1) with 4-(acetylamino)benzenesulfonyl chloride (2) in aqueous sodium carbonate at pH 9. Precipitates collected were washed and dried to obtain the parent molecule, N-(4-{[(4-methoxyphenethyl)amino]sulfonyl}phenyl)acetamide (3). Then, this parent was reacted with different alkyl/aralkyl halides, (4a-m), using dimethylformamide (DMF) as solvent and LiH as an activator to produce a series of new N-(4-{[(4-methoxyphenethyl)-(substituted)amino]sulfonyl}phenyl)acetamides (5a-m). All the synthesized compounds were characterized by IR, EI-MS, 1H-NMR, 13C-NMR and CHN analysis data. All of the synthesized compounds showed higher urease inhibitory activity than the standard thiourea. The compound 5 f exhibited very excellent enzyme inhibitory activity with IC50 value of 0.0171±0.0070 µM relative to standard thiourea having IC50 value of 4.7455±0.0546 µM. Molecular docking studies suggested that ligands have good binding energy values and bind within the active region of taget protein. Chemo-informatics properties were evaluated by computational approaches and it was found that synthesized compounds mostly obeyed the Lipinski’ rule.

Synthesis, in vitro Acetylcholinesterase Inhibitory Activity Evaluation and Docking Investigation of Some Aromatic Chalcones

MedPharmRes ◽  
2017 ◽  
Vol 1 (1) ◽  
pp. 15-25
Author(s):  
Dao Tran ◽  
Son Tran ◽  
Vi Nguyen ◽  
Tri Le ◽  
Minh Thai ◽  
...  
Keyword(s):  
Inhibitory Activity ◽  
Condensation Reaction ◽  
Acetylcholinesterase Inhibitors ◽  
Docking Studies ◽  
Acetylcholinesterase Inhibitory Activity ◽  
Ic50 Value ◽  
Ic50 Values ◽  
Inhibitory Activities ◽  
Ellman’S Method

In this study, a total of twenty chalcones were synthesized via Claisen-Schmidt condensation reaction and evaluated for their in vitro acetylcholinesterase inhibitory activities using Ellman’s method. Molecular docking studies on acetylcholinesterase were performed to elucidate the interactions between these chalcone derivatives and acetylcholinesterase active site at the molecular level. From the series, six compounds (S1-5 and S17) exhibited strong acetylcholinesterase inhibitory activities with IC50 values below 100 µM compared to the parent unsubstituted chalcone. Compound S17 (4’-amino-2-chlorochalcone) showed the strongest acetylcholinesterase inhibitory activity in the investigated group with IC50 value of 36.10 µM. Molecular modeling studies were consistent with the results of in vitro acetylcholinesterase inhibitory activities, and chalcone S17 could be considered as a potential lead compound for the development of new acetylcholinesterase inhibitors.

scholarly journals Secondary Metabolites with α-Glucosidase Inhibitory Activity from Mangrove Endophytic Fungus Talaromyces sp. CY-3

Marine Drugs ◽  
2021 ◽  
Vol 19 (9) ◽  
pp. 492
Author(s):  
Wencong Yang ◽  
Qi Tan ◽  
Yihao Yin ◽  
Yan Chen ◽  
Yi Zhang ◽  
...  
Keyword(s):  
Secondary Metabolites ◽  
13C Nmr ◽  
Inhibitory Activity ◽  
Endophytic Fungus ◽  
Spectroscopic Data ◽  
Positive Control ◽  
Mangrove Endophytic Fungus ◽  
Chemical Hydrolysis ◽  
Ic50 Value ◽  
New Compounds

Eight new compounds, including two sambutoxin derivatives (1–2), two highly oxygenated cyclopentenones (7–8), four highly oxygenated cyclohexenones (9–12), together with four known sambutoxin derivatives (3–6), were isolated from semimangrove endophytic fungus Talaromyces sp. CY-3, under the guidance of molecular networking. The structures of new isolates were elucidated by analysis of detailed spectroscopic data, ECD spectra, chemical hydrolysis, 13C NMR calculation, and DP4+ analysis. In bioassays, compounds 1–5 displayed better α-glucosidase inhibitory activity than the positive control 1-deoxynojirimycin (IC50 = 80.8 ± 0.3 μM), and the IC50 value was in the range of 12.6 ± 0.9 to 57.3 ± 1.3 μM.

Sign in / Sign up

Export Citation Format

Share Document