The structures of xenorine A–C from the entomopathogenic bacterium Xenorhabdus indica

2017 ◽  
Vol 41 (5) ◽  
pp. 262-265
Author(s):  
Lie-Feng Ma ◽  
Hao-Ying Qian ◽  
Yang Zheng ◽  
Wei-Wei Pang ◽  
Yuan-Yuan Li ◽  
...  
Keyword(s):  
Quantum Chemical ◽  
Density Functional ◽  
Density Functional Theory Calculations ◽  
2D Nmr ◽  
Immunosuppressive Activity ◽  
Functional Theory ◽  
Chemical Structures ◽  
Synthetic Product ◽  
New Compounds

Three new compounds, xenorine A-C, along with six known compounds were isolated from the cultured broth of Xenorhabdus indica. The chemical structures of these compounds were elucidated mainly by analysis of 1D and 2D NMR and MS data. The major metabolites were dioxopiperazines. In addition, 5,6,11,11a-tetrahydro-1 H-imidazo[1′,5′:1,6]pyrido[3,4- b]indole-1,3(2 H)-dione, previously described as synthetic product, was isolated as a natural product. The absolute configuration was determined using quantum chemical time-dependent density functional theory calculations. The six known compounds showed weak in vitro immunosuppressive activity towards concanavalin-A- and lipopolysaccharide -induced proliferation of mice splenocytes.

scholarly journals 1,3,4-Thiadiazole-Containing Azo Dyes: Synthesis, Spectroscopic Properties and Molecular Structure

Molecules ◽  
2020 ◽  
Vol 25 (12) ◽  
pp. 2822
Author(s):  
Agnieszka Kudelko ◽  
Monika Olesiejuk ◽  
Marcin Luczynski ◽  
Marcin Swiatkowski ◽  
Tomasz Sieranski ◽  
...  
Keyword(s):  
Azo Dyes ◽  
Density Functional ◽  
Density Functional Theory Calculations ◽  
Spectroscopic Properties ◽  
Radiation Absorption ◽  
Functional Theory ◽  
Chemical Structures ◽  
Vis Spectroscopy ◽  
High Yields

Three series of azo dyes derived from 2-amino-5-aryl-1,3,4-thiadiazoles and aniline, N,N-dimethylaniline and phenol were synthesized in high yields by a conventional diazotization-coupling sequence. The chemical structures of the prepared compounds were confirmed by 1H-NMR, 13C-NMR, IR, UV-Vis spectroscopy, mass spectrometry and elemental analysis. In addition, the X-ray single crystal structure of a representative azo dye was presented. For explicit determination of the influence of a substituent on radiation absorption in UV-Vis range, time-dependent density functional theory calculations were performed.

scholarly journals Structural and electronic determinants of flavonoid binding to human serum albumin: an extensive ligand-based study

RSC Advances ◽  
2016 ◽  
Vol 6 (79) ◽  
pp. 75014-75022 ◽  
Author(s):  
Hrvoje Rimac ◽  
Željko Debeljak ◽  
Davor Šakić ◽  
Tin Weitner ◽  
Mario Gabričević ◽  
...  
Keyword(s):  
Density Functional Theory ◽  
Human Serum Albumin ◽  
Serum Albumin ◽  
Human Serum ◽  
Density Functional ◽  
Density Functional Theory Calculations ◽  
Functional Theory ◽  
Flavonoid Aglycones ◽  
Fluorescence Measurements

The most prominent features responsible for binding of flavonoid aglycones to the IIA region of human serum albumin (HSA) were determined based onin vitrofluorescence measurements and density functional theory calculations.

scholarly journals New sulfonamide hybrids: synthesis, in vitro antimicrobial activity and docking study of some novel sulfonamide derivatives bearing carbamate/acyl-thiourea scaffolds

2018 ◽  
Vol 7 (5) ◽  
pp. 370-385 ◽  
Author(s):  
Modather F Hussein
Keyword(s):  
Quantum Chemical ◽  
Density Functional ◽  
Docking Study ◽  
Docking Studies ◽  
Ethyl Carbamate ◽  
The Novel ◽  
Microbial Activities ◽  
Ligand Efficiency ◽  
Functional Theory

In this study, the novel hybrids sulfonamide carbamates were synthesized by treatment of N-substituted 4-isothiocyanatophenyl sulfonamides with ethyl carbamate in dry 1,4-dioxane at reflux temperature in the presence of triethylamine. Also, treatment of Phenylacetylisothiocyanate with sulfanilamide in refluxing acetonitrile afforded the corresponding hybrid sulfonamide acylthiourea derivatives. The anti-microbial activities of the synthesized compounds were evaluated. Ethyl ({4-[(5-methyl-1,2-oxazol-3-yl)sulfamoyl)-phenyl]carbamothioyl)- carbamate and 2-Phenyl-N-((4-(N-thiazol-2-yl)sulfamoyl)-phenyl)carbamothioyl)-acetamide exhibited the best activity against tested bacteria. Molecular docking studies for the final compounds were performed using the Open Eye docking suite. Moreover, Ligand efficiency (LE) and lipophilic ligand efficiency (LLE) parameters for Ethyl ({4-[(5-methyl-1,2-oxazol-3-yl)sulfamoyl)phenyl]carbamothioyl)-carbamate and 2-Phenyl-N-((4-(N-thiazol-2- yl)sulfamoyl)phenyl)carb-amothioyl)acetamide were evaluated. Quantum chemical calculations based on density functional theory (DFT) have been performed.

scholarly journals Benzophenone Derivatives from an Algal-Endophytic Isolate of Penicillium chrysogenum and Their Cytotoxicity

Molecules ◽  
2018 ◽  
Vol 23 (12) ◽  
pp. 3378 ◽  
Author(s):  
Dong-Lin Zhao ◽  
Xiao-Long Yuan ◽  
Yong-Mei Du ◽  
Zhong-Feng Zhang ◽  
Peng Zhang
Keyword(s):  
Penicillium Chrysogenum ◽  
Density Functional ◽  
2D Nmr ◽  
Coupling Constants ◽  
Grateloupia Turuturu ◽  
Functional Theory ◽  
Drug Candidates ◽  
Ic50 Values ◽  
Marine Algal ◽  
New Compounds

Chromatographic separation of a marine algal-derived endophytic fungus Penicillium chrysogenum AD-1540, which was isolated from the inner tissue of the marine red alga Grateloupia turuturu, yielded two new benzophenone derivatives, chryxanthones A and B (compounds 1 and 2, respectively). Their structures were undoubtedly determined by comprehensive analysis of spectroscopic data (1D/2D NMR and HRESIMS). The relative and absolute configurations were assigned by analysis of the coupling constants and time-dependent density functional theory (TDDFT) calculations of their electronic circular dichroism (ECD) spectra, respectively. Both compounds possessed an unusual dihydropyran ring (ring D) fused to an aromatic ring, rather than the commonly occurring prenyl moiety, and a plausible biosynthetic pathway was postulated. The cytotoxicities of compounds 1 and 2 were evaluated against six human cell lines, and both of the compounds demonstrated weak to moderate cytotoxicities with IC50 values ranging from 20.4 to 46.4 μM. These new compounds further demonstrate the potential of marine-derived fungi as an untapped source of pharmaceutical components with unique properties that could be developed as drug candidates.

scholarly journals Nearly free surface silanols are the critical molecular moieties that initiate the toxicity of silica particles

2020 ◽  
Vol 117 (45) ◽  
pp. 27836-27846 ◽  
Author(s):  
Cristina Pavan ◽  
Rosangela Santalucia ◽  
Riccardo Leinardi ◽  
Marco Fabbiani ◽  
Yousof Yakoub ◽  
...  
Keyword(s):  
Density Functional ◽  
Ad Hoc ◽  
Density Functional Theory Calculations ◽  
Silica Particles ◽  
Functional Theory ◽  
Preparation Methods ◽  
Toxic Activity ◽  
Proinflammatory Activity ◽  
Membrane Components

Inhalation of silica particles can induce inflammatory lung reactions that lead to silicosis and/or lung cancer when the particles are biopersistent. This toxic activity of silica dusts is extremely variable depending on their source and preparation methods. The exact molecular moiety that explains and predicts this variable toxicity of silica remains elusive. Here, we have identified a unique subfamily of silanols as the major determinant of silica particle toxicity. This population of “nearly free silanols” (NFS) appears on the surface of quartz particles upon fracture and can be modulated by thermal treatments. Density functional theory calculations indicates that NFS locate at an intersilanol distance of 4.00 to 6.00 Å and form weak mutual interactions. Thus, NFS could act as an energetically favorable moiety at the surface of silica for establishing interactions with cell membrane components to initiate toxicity. With ad hoc prepared model quartz particles enriched or depleted in NFS, we demonstrate that NFS drive toxicity, including membranolysis, in vitro proinflammatory activity, and lung inflammation. The toxic activity of NFS is confirmed with pyrogenic and vitreous amorphous silica particles, and industrial quartz samples with noncontrolled surfaces. Our results identify the missing key molecular moieties of the silica surface that initiate interactions with cell membranes, leading to pathological outcomes. NFS may explain other important interfacial processes involving silica particles.

scholarly journals New Antiproliferative Cembrane Diterpenes from the Red Sea Sarcophyton Species

Marine Drugs ◽  
2019 ◽  
Vol 17 (7) ◽  
pp. 411 ◽  
Author(s):  
Hossam M. Hassan ◽  
Mostafa E. Rateb ◽  
Marwa H. Hassan ◽  
Ahmed M. Sayed ◽  
Samah Shabana ◽  
...  
Keyword(s):  
Red Sea ◽  
Antiproliferative Activity ◽  
High Resolution Mass Spectrometry ◽  
Cancer Cell Line ◽  
2D Nmr ◽  
Future Design ◽  
Chemical Structures ◽  
New Compounds ◽  
Mcf 7

The combination of liquid chromatography coupled to high resolution mass spectrometry (LC-HRESMS)-based dereplication and antiproliferative activity-guided fractionation was applied on the Red Sea-derived soft coral Sarcophyton sp. This approach facilitated the isolation of five new cembrane-type diterpenoids (1–5), along with two known analogs (6 and 7), as well as the identification of 19 further, known compounds. The chemical structures of the new compounds were elucidated while using comprehensive spectroscopic analyses, including one-dimensional (1D) and two-dimensional (2D) NMR and HRMS. All of the isolated cembranoids (1–7) showed moderate in vitro antiproliferative activity against a human breast cancer cell line (MCF-7), with IC50 ranging from 22.39–27.12 µg/mL. This class of compounds could thus serve as scaffold for the future design of anticancer leads.

scholarly journals Cytotoxic Furanoditerpenes from the Sponge Spongia tubulifera Collected in the Mexican Caribbean

Marine Drugs ◽  
2019 ◽  
Vol 17 (7) ◽  
pp. 416 ◽  
Author(s):  
Dawrin Pech-Puch ◽  
Jaime Rodríguez ◽  
Bastien Cautain ◽  
Carlos Alfredo Sandoval-Castro ◽  
Carlos Jiménez
Keyword(s):  
Density Functional ◽  
2D Nmr ◽  
Functional Theory ◽  
Planar Structures ◽  
Mexican Caribbean ◽  
Tumour Cell Lines ◽  
New Compounds ◽  
Ir Spectroscopic ◽  
Human Tumour Cell Lines ◽  
Spongian Diterpene

Two new spongian furanoditerpenes, 3β-hydroxyspongia-13(16),14-dien-2-one (1) and 19-dehydroxy-spongian diterpene 17 (2), along with five known terpenes, the spongian furanoditerpenes 9-nor-3-hydroxyspongia-3,13(16),14-trien-2-one (3), 3β,19 dihydroxyspongia-13(16),14-dien-2-one (epispongiadiol) (4) and spongian diterpene 17 (5), the furanoditerpene ambliol C (6), and the sesterterpene scalarin (7), were isolated from the methanolic extract of the sponge Spongia tubulifera, collected in the Mexican Caribbean. The planar structures of the new compounds were elucidated by 1D/2D NMR and IR spectroscopic analysis, high resolution electrospray mass spectrometry (HRESIMS), and comparison of their spectral data with those reported in the literature. Absolute configurations were determined by comparison of the experimental electronic circular dichroism (ECD) spectrum with those calculated by time-dependent density functional theory (TDDFT). Compounds 1, 4, and 6 displayed weak cytotoxic activity against different human tumour cell lines.

Sign in / Sign up

Export Citation Format

Share Document