Synthesis, characterization, biological evaluation, ADMET, and molecular docking studies of novel chalcone-sulfonate hybrid compounds as potential antioxidant and antiobesity activities

Journal of Molecular Structure, Journal Year: 2025, Volume and Issue: unknown, P. 141638 - 141638

Published: Feb. 1, 2025

Language: Английский

---

Synthesis, biological evaluation, and in silico studies of phenyl naphthalene-2-sulfonate derived thiosemicarbazones as potential carbonic anhydrase inhibitors

Bioorganic Chemistry, Journal Year: 2025, Volume and Issue: 155, P. 108118 - 108118

Published: Jan. 4, 2025

Language: Английский

---

Identification and molecular mechanism of novel tyrosinase inhibitory peptides from the hydrolysate of 'Fengdan' peony (Paeonia ostii) seed meal proteins: Peptidomics and in silico analysis

LWT, Journal Year: 2023, Volume and Issue: 180, P. 114695 - 114695

Published: March 23, 2023

Natural and potent tyrosinase inhibitors are in high demand the food, cosmetic, pharmaceutical industries. In this study, hydrolysate was prepared from peony (Paeonia ostii) seed meal proteins (PSMP) by Neutrase with inhibitory activity. The peptide profile analysis exhibited that there were 594 peptides 28 proteins, among which 39 predicted to have bioactivity, good solubility, non-toxicity, suitable for oral or topical administration silico analysis. Molecular docking demonstrated 38 of can be promising as they had lower same binding energies inhibitor kojic acid. interaction mechanism top 3 5 out 8 catalytic residues involved each interaction, hydrogen bonding crucial SFAPRFD, both hydrophobic important HYGR SPGRLP. As vitro test, these three IC50 ranging 0.95 1.58 mmol/L. Our findings highlight PSMP a valuable source natural various industrial applications.

Language: Английский

---

Some morpholine tethered novel aurones: Design, synthesis, biological, kinetic and molecular docking studies

Bioorganic Chemistry, Journal Year: 2023, Volume and Issue: 140, P. 106805 - 106805

Published: Aug. 23, 2023

Language: Английский

---

Design, Synthesis, Characterization, Enzyme Inhibition, Molecular Docking, and Pharmacological Evaluation of New Chalcone‐Sulfonate Derivatives Bearing Thiophene

ChemistrySelect, Journal Year: 2024, Volume and Issue: 9(14)

Published: April 9, 2024

Abstract The novel chalcone‐sulfonate derivatives bearing thiophene motif were synthesized and characterized using 1 H NMR, 13 C HRMS analysis. evaluation of in vitro silico potential pancreatic lipase inhibition activity the was scanned. IC 50 values compounds 5 i (28.76±2.11 μM) f (30.58±0.45 determined to be more effective inhibitors for studies. best inhibitor binding affinity found as compound (−9.8 kcal mol −1 ) Although identified candidates molecular docking studies, predicted mutagenic carcinogenic properties mice according ADMET Deeply, h a enzyme inhibition, docking, It can said that may efficient drug candidate than orlistat treatment obesity.

Language: Английский

---

Design, synthesis, spectroscopic characterizations,in vitropancreatic lipase as well as tyrosinase inhibition evaluations andin silicoanalysis of novel aryl sulfonate-naphthalene hybrids

Journal of Biomolecular Structure and Dynamics, Journal Year: 2022, Volume and Issue: 41(15), P. 7128 - 7143

Published: Sept. 7, 2022

One of the primary purposes this study is to synthesize new aryl sulfonate-naphthalene hybrid structures possessing divergent electron-withdrawing and electron-releasing functional groups. Following improved reaction conditions, we successfully gathered ten distinct sulfonate derivatives (3a-j) with good yields. The synthesized naphthalene-based were then characterized using appropriate analytical methods (FT-IR, 1H-NMR, 13C-NMR, HRMS, elemental analysis). Additionally, in vitro silico enzyme inhibitory properties prepared evaluated against pancreatic lipase tyrosinase enzymes. Corresponding activity investigations revealed that produced compounds inhibit enzymes significantly. According lowest IC50 values, 3h (95.3 ± 4.0 µM) demonstrated most effective inhibition lipase, whereas 3a (40.8 3.3 was found as tyrosinase. studies, exhibited highest affinity value (-9.9 kcal/mol) 3f best (-8.7 tyrosinase.Furthermore, investigated various structural physicochemical target molecules, namely frontier orbital' (HOMO, LUMO, bandgap) energies (including their corresponding contour plots), global reactivity descriptors (ionization energy electron affinity), electronegativity values from ground-state (GS) density theory (DFT) calculations. These observed electrostatic interactions effectively contributed studied molecules' experimentally potential. Also, ADMET studies enlighten molecular enzymes.Communicated by Ramaswamy H. Sarma.

Language: Английский

---

In Vitro and In Silico Evaluation of Amylase, Tyrosinase, and Pancreatic Lipase Inhibitions of Novel Benzothiazole‐Sulfonate Derivatives

ChemistrySelect, Journal Year: 2023, Volume and Issue: 8(42)

Published: Nov. 8, 2023

Abstract This paper provides a comprehensive account of the synthesis and assessment newly developed aryl sulfonate derivatives based on benzothiazole as enzyme inhibitors, specifically focusing their ability to target tyrosinase, amylase, pancreatic lipase. The assessments were performed utilizing experimental (in vitro) computational ( in silico ) methodologies. For this aim, nine different synthesized. synthesized compounds subjected structural characterizations by Nuclear Magnetic Resonance 1 H NMR, 13 C NMR) High‐Resolution Mass Spectrometry (HRMS) studies, which provided confirmation properties. inhibitory efficiency was determined measuring 50 % concentration (IC values comparing them with standard compounds. According vitro amylase activity, benzo[d]thiazol‐2‐yl 4‐methylbenzenesulfonate showed best inhibition lowest IC value (43.31±4.3 μM) calculated be at close level acarbose (38.50±3.8 μM). Also, 4‐bromobenzenesulfonate (22.73±4.15 4‐chlorobenzenesulfonate (25.28±1.95 have most effective capacities against Benzo[d]thiazol‐2‐yl 4‐fluorobenzenesulfonate significantly exhibited superior tyrosinase compared other conventional kojic acid. In molecular docking affirmed that naphthalene‐2‐sulfonate presented highest binding affinities studied enzymes, −7.8 kcal/mol for −10.7 lipase, −9.4 α‐amylase. pharmacokinetic characteristics drug‐likeness also evaluated using absorption, distribution, metabolism, excretion, toxicity (ADMET) prediction. Density Functional Theory (DFT) calculations employed DFT/B3LYP/6‐311 g(d,p) theory investigate electronic compounds, therefore facilitating comprehension reported actions. summary, our research highlights potential inhibitors hold promise therapeutic applications.

Language: Английский

---

Design, synthesis, characterization, molecular docking studies, molecular properties, toxicity, and bioactivity score prediction evaluation of novel chalcone-sulfonate hybrid derivatives

Journal of Molecular Structure, Journal Year: 2023, Volume and Issue: 1286, P. 135597 - 135597

Published: April 18, 2023

Language: Английский

---

In Silico and in Vitro Biological Evaluation of Novel Serial Sulfonate Derivatives on Pancreatic Lipase Activity

Chemistry & Biodiversity, Journal Year: 2023, Volume and Issue: 20(11)

Published: Sept. 25, 2023

The novel benzothiazole sulfonate hybrid derivatives containing azomethine group were synthesized and characterized using 1 H-NMR, 13 C-NMR, HR-MS analysis. potential enzyme inhibition activities against pancreatic lipase of the screened with in vitro silico methods. IC50 values compounds 5 b (23.89 μM), i (28.87 f (30.13±4.32) found to be more effective inhibitors than orlistat (57.75 μM) studies. Also, binding affinities (-8.7 kcal/mol), (-8.6 (-8.9 kcal/mol) for In addition, absorption distribution, metabolism, excretion properties (ADME), molecular properties, toxicity estimation, bioactivity scores scanned. It was have ability cross brain-blood barrier a, b, c, d. All calculated taken orally as drugs, suitable intestinal tract not carcinogenic, well very strongly bound plasma proteins. Finally, compound observed best inhibitor according

Language: Английский

---

Pancreatic lipase inhibitors as anti-obesity agents: a review of recent chemical scaffolds and their pancreatic lipase inhibitory potential

Medicinal Chemistry Research, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 18, 2025

Language: Английский

---