scholarly journals New Naphtho-γ-Pyrones Isolated from Marine-Derived Fungus Penicillium sp. HK1-22 and Their Antimicrobial Activities

Marine Drugs ◽  
2019 ◽  
Vol 17 (6) ◽  
pp. 322 ◽  
Author(s):  
Yao-Yao Zheng ◽  
Zhao-Yang Liang ◽  
Nan-Xing Shen ◽  
Wen-Long Liu ◽  
Xiao-Jian Zhou ◽  
...  
Keyword(s):  
Biosynthetic Pathway ◽  
Inhibitory Concentration ◽  
Rhizosphere Soil ◽  
Antimicrobial Activities ◽  
Significant Activity ◽  
Rice Sheath Blight ◽  
X Ray Diffraction ◽  
Hindered Rotation ◽  
X Ray ◽  
Penicillium Sp

Three novel monomeric naphtho-γ-pyrones, peninaphones A–C (compounds 1–3), along with two known bis-naphtho-γ-pyrones (compounds 4 and 5) were isolated from mangrove rhizosphere soil-derived fungus Penicillium sp. HK1-22. The absolute configurations of compounds 1 and 2 were determined by electronic circular dichroism (ECD) spectra, and the structure of compound 3 was confirmed by single-crystal X-ray diffraction analysis. Compounds 4 and 5 are a pair of hindered rotation isomers. A hypothetical biosynthetic pathway for the isolated monomeric and dimeric naphtho-γ-pyrones is also discussed in this study. Compounds 1–3 showed antibacterial activity against Staphylococcus aureus (ATCC 43300, 33591, 29213, and 25923) with minimum inhibitory concentration (MIC) values in the range of 12.5–50 μg/mL. Compound 3 exhibited significant activity against the rice sheath blight pathogen Rhizoctonia solani.

Synthesis and Structures of Halo-Substituted Aroylhydrazones with Antimicrobial Activity

2012 ◽  
Vol 65 (4) ◽  
pp. 343 ◽  
Author(s):  
Mei Zhang ◽  
Dong-Mei Xian ◽  
Hai-Hua Li ◽  
Ji-Cai Zhang ◽  
Zhong-Lu You
Keyword(s):  
Escherichia Coli ◽  
Staphylococcus Aureus ◽  
Antimicrobial Activity ◽  
Bacillus Subtilis ◽  
Inhibitory Concentration ◽  
Antimicrobial Activities ◽  
X Ray Diffraction ◽  
X Ray ◽  
E Coli ◽  
Diphenyl Tetrazolium Bromide

A series of new halo-substituted aroylhydrazones have been prepared and structurally characterized by elemental analysis, 1H NMR, 13C NMR, and IR spectra, and single crystal X-ray diffraction. The compounds were evaluated for their antibacterial (Bacillus subtilis, Staphylococcus aureus, Escherichia coli, and Pseudomonas fluorescence) and antifungal (Candida albicans and Aspergillus niger) activities by the MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide) method. Among the tested compounds, N′-(2-chloro-5-nitrobenzylidene)-2-fluorobenzohydrazide showed the most effective antimicrobial activity with minimum inhibitory concentration values of 0.82, 2.5, 1.7, 15.2, and 37.5 μg mL–1 against B. subtilis, S. aureus, E. coli, P. fluorescence, and C. albicans, respectively. The biological assay indicated that the presence of the electron-withdrawing groups in the aroylhydrazones improved their antimicrobial activities.

scholarly journals Isonitrile-Based Multicomponent Synthesis of β-Amino Boronic Acids as β-Lactamase Inhibitors

Antibiotics ◽  
2020 ◽  
Vol 9 (5) ◽  
pp. 249 ◽  
Author(s):  
Emanuele Bassini ◽  
Stefano Gazzotti ◽  
Filomena Sannio ◽  
Leonardo Lo Presti ◽  
Jacopo Sgrignani ◽  
...  
Keyword(s):  
Multicomponent Reactions ◽  
Inhibitory Concentration ◽  
Binding Mode ◽  
Antimicrobial Activities ◽  
X Ray Diffraction ◽  
Multicomponent Synthesis ◽  
X Ray ◽  
Class D ◽  
11B Nmr ◽  
Van Leusen Reaction

The application of various isonitrile-based multicomponent reactions to protected (2-oxoethyl)boronic acid (as the carbonyl component) is described. The Ugi reaction, both in the four components and in the four centers–three components versions, and the van Leusen reaction, proved effective at providing small libraries of MIDA-protected β-aminoboronic acids. The corresponding free β-aminoboronic acids, quantitatively recovered through basic mild deprotection, were found to be quite stable and were fully characterized, including by 11B-NMR spectroscopy. Single-crystal X-ray diffraction analysis, applied both to a MIDA-protected and a free β-aminoboronic acid derivative, provided evidence for different conformations in the solid-state. Finally, the antimicrobial activities of selected compounds were evaluated by measuring their minimal inhibitory concentration (MIC) values, and the binding mode of the most promising derivative on OXA-23 class D β-lactamase was predicted by a molecular modeling study.

scholarly journals α-Cellulose Fibers of Paper-Waste Origin Surface-Modified with Fe3O4 and Thiolated-Chitosan for Efficacious Immobilization of Laccase

Polymers ◽  
2021 ◽  
Vol 13 (4) ◽  
pp. 581
Author(s):  
Gajanan S. Ghodake ◽  
Surendra K. Shinde ◽  
Ganesh D. Saratale ◽  
Rijuta G. Saratale ◽  
Min Kim ◽  
...  
Keyword(s):  
Enzyme Immobilization ◽  
Photoelectron Spectroscopy ◽  
Cellulose Fibers ◽  
Relative Activity ◽  
Significant Activity ◽  
X Ray Diffraction ◽  
X Ray ◽  
Transmission Electron ◽  
Laccase Immobilization ◽  
Surface Modified

The utilization of waste-paper-biomass for extraction of important α-cellulose biopolymer, and modification of extracted α-cellulose for application in enzyme immobilization can be extremely vital for green circular bio-economy. Thus, in this study, α-cellulose fibers were super-magnetized (Fe3O4), grafted with chitosan (CTNs), and thiol (-SH) modified for laccase immobilization. The developed material was characterized by high-resolution transmission electron microscopy (HR-TEM), HR-TEM energy dispersive X-ray spectroscopy (HR-TEM-EDS), X-ray diffraction (XRD), vibrating sample magnetometer (VSM), X-ray photoelectron spectroscopy (XPS), and Fourier transform infrared spectroscopy (FT-IR) analyses. Laccase immobilized on α-Cellulose-Fe3O4-CTNs (α-Cellulose-Fe3O4-CTNs-Laccase) gave significant activity recovery (99.16%) and laccase loading potential (169.36 mg/g). The α-Cellulose-Fe3O4-CTNs-Laccase displayed excellent stabilities for temperature, pH, and storage time. The α-Cellulose-Fe3O4-CTNs-Laccase applied in repeated cycles shown remarkable consistency of activity retention for 10 cycles. After the 10th cycle, α-Cellulose-Fe3O4-CTNs possessed 80.65% relative activity. Furthermore, α-Cellulose-Fe3O4-CTNs-Laccase shown excellent degradation of pharmaceutical contaminant sulfamethoxazole (SMX). The SMX degradation by α-Cellulose-Fe3O4-CTNs-Laccase was found optimum at incubation time (20 h), pH (3), temperatures (30 °C), and shaking conditions (200 rpm). Finally, α-Cellulose-Fe3O4-CTNs-Laccase gave repeated degradation of SMX. Thus, this study presents a novel, waste-derived, highly capable, and super-magnetic nanocomposite for enzyme immobilization applications.

scholarly journals New Haloterpenes from the Marine Red Alga Laurencia papillosa: Structure Elucidation and Biological Activity

Marine Drugs ◽  
2021 ◽  
Vol 19 (1) ◽  
pp. 35
Author(s):  
Mohamed Shaaban ◽  
Ghada S. E. Abou-El-Wafa ◽  
Christopher Golz ◽  
Hartmut Laatsch
Keyword(s):  
Biological Activity ◽  
Crude Extract ◽  
Structure Elucidation ◽  
Antimicrobial Activities ◽  
Red Alga ◽  
Spectroscopic Methods ◽  
X Ray Diffraction ◽  
X Ray ◽  
Chemical Structures ◽  
Terpene Derivatives

Analysis of the air-dried marine red alga Laurencia papillosa, collected near Ras-Bakr at the Suez gulf (Red Sea) in Egypt delivered five new halogenated terpene derivatives: aplysiolic acid (1), 7-acetyl-aplysiol (2), aplysiol-7-one (3), 11,14-dihydroaplysia-5,11,14,15-tetrol (5a), and a new maneonene derivative 6, named 5-epi-maneolactone. The chemical structures of these metabolites were characterized employing spectroscopic methods, and the relative and absolute configurations were determined by comparison of experimental and ab initio-calculated NMR, NOE, ECD, and ORD data, and by X-ray diffraction of 2 and 6. The antimicrobial activities of the crude extract and compounds 1–3, 5a and 6 were studied.

scholarly journals Cloning, expression, purification, crystallization and preliminary X-ray diffraction analysis of AerF fromMicrocystis aeruginosa, a putative reductase participating in aeruginosin biosynthesis

2015 ◽  
Vol 71 (4) ◽  
pp. 466-470 ◽  
Author(s):  
Ruyi Ding ◽  
Cui Xu ◽  
Xu Chen ◽  
Mengyun Bao ◽  
Xiaoting Qiu
Keyword(s):  
Diffraction Analysis ◽  
Biosynthetic Pathway ◽  
Molecular Replacement ◽  
X Ray Diffraction ◽  
Antithrombotic Activity ◽  
X Ray ◽  
Cell Parameters ◽  
Maximum Resolution ◽  
Replacement Method ◽  
Molecular Replacement Method

The 2-carboxy-6-hydroxyoctahydroindole moiety is an essential residue for the antithrombotic activity of aeruginosins, which are a class of cyanobacteria-derived bioactive linear tetrapeptides. The biosynthetic pathway of the 2-carboxy-6-hydroxyoctahydroindole moiety has not yet been resolved. AerF was indicated to be involved in the biosynthesis of the 2-carboxy-6-hydroxyoctahydroindole moiety. This study reports the cloning, expression, purification, crystallization and preliminary X-ray diffraction analysis of AerF fromMicrocystis aeruginosawith a C-terminal His6tag. The crystal diffracted to a maximum resolution of 1.38 Å and belonged to the tetragonal space groupP4322, with unit-cell parametersa=b= 101.581,c= 116.094 Å. The calculated Matthews coefficient and solvent content of the crystal were 2.47 Å3 Da−1and 50.32%, respectively. The initial model of the structure was obtained by the molecular-replacement method and refinement of the structure is in progress.

scholarly journals Aspergiloid I, an unprecedented spirolactone norditerpenoid from the plant-derived endophytic fungus Aspergillus sp. YXf3

2014 ◽  
Vol 10 ◽  
pp. 2677-2682 ◽  
Author(s):  
Zhi Kai Guo ◽  
Rong Wang ◽  
Wei Huang ◽  
Xiao Nian Li ◽  
Rong Jiang ◽  
...  
Keyword(s):  
Endophytic Fungus ◽  
Spectroscopic Data ◽  
Biosynthetic Pathway ◽  
Culture Broth ◽  
Ring System ◽  
X Ray Diffraction ◽  
X Ray ◽  
Anti Oxidant ◽  
Inhibitory Activities ◽  
Aspergillus Sp

An unusual C18 norditerpenoid, aspergiloid I (1), was isolated from the culture broth of Aspergillus sp. YXf3, an endophytic fungus derived from Ginkgo biloba. Its structure was unambiguously established by analysis of HRMS–ESI and spectroscopic data, and the absolute configuration was determined by low-temperature (100 K) single crystal X-ray diffraction with Cu Kα radiation. This compound is structurally characterized by a new carbon skeleton with an unprecedented 6/5/6 tricyclic ring system bearing an α,β-unsaturated spirolactone moiety in ring B, and represents a new subclass of norditerpenoid, the skeleton of which is named aspergilane. The hypothetical biosynthetic pathway for 1 was also proposed. The cytotoxic, antimicrobial, anti-oxidant and enzyme inhibitory activities of 1 were evaluated.

scholarly journals Verrucosamide, a Cytotoxic 1,4-Thiazepane-Containing Thiodepsipeptide from a Marine-Derived Actinomycete

Marine Drugs ◽  
2020 ◽  
Vol 18 (11) ◽  
pp. 549
Author(s):  
Vimal Nair ◽  
Min Cheol Kim ◽  
James A. Golen ◽  
Arnold L. Rheingold ◽  
Gabriel A. Castro ◽  
...  
Keyword(s):  
Breast Carcinoma ◽  
Diffraction Study ◽  
Cell Line ◽  
Absolute Configuration ◽  
Spectral Methods ◽  
Biosynthetic Pathway ◽  
Cyclic Peptide ◽  
Colon Adenocarcinoma ◽  
X Ray Diffraction ◽  
X Ray

A new cytotoxic thiodepsipeptide, verrucosamide (1), was isolated along with the known, related cyclic peptide thiocoraline, from the extract of a marine-derived actinomycete, a Verrucosispora sp., our strain CNX-026. The new peptide, which is composed of two rare seven-membered 1,4-thiazepane rings, was elucidated by a combination of spectral methods and the absolute configuration was determined by a single X-ray diffraction study. Verrucosamide (1) showed moderate cytotoxicity and selectivity in the NCI 60 cell line bioassay. The most susceptible cell lines were MDA-MB-468 breast carcinoma with an LD50 of 1.26 µM, and COLO 205 colon adenocarcinoma with an LD50 of 1.4 µM. Also isolated along with verrucosamide were three small 3-hydroxy(alkoxy)-quinaldic acid derivatives that appear to be products of the same biosynthetic pathway.

scholarly journals Nanangenines: drimane sesquiterpenoids as the dominant metabolite cohort of a novel Australian fungus, Aspergillus nanangensis

2019 ◽  
Vol 15 ◽  
pp. 2631-2643 ◽  
Author(s):  
Heather J Lacey ◽  
Cameron L M Gilchrist ◽  
Andrew Crombie ◽  
John A Kalaitzis ◽  
Daniel Vuong ◽  
...  
Keyword(s):  
Mammalian Cells ◽  
Biosynthetic Pathway ◽  
Spectroscopic Analysis ◽  
Bioinformatics Analysis ◽  
Biosynthetic Gene Cluster ◽  
In Vitro Activity ◽  
X Ray Diffraction ◽  
X Ray ◽  
Drimane Sesquiterpenoids

Chemical investigation of an undescribed Australian fungus, Aspergillus nanangensis, led to the identification of the nanangenines – a family of seven new and three previously reported drimane sesquiterpenoids. The structures of the nanangenines were elucidated by detailed spectroscopic analysis supported by single crystal X-ray diffraction studies. The compounds were assayed for in vitro activity against bacteria, fungi, mammalian cells and plants. Bioinformatics analysis, including comparative analysis with other acyl drimenol-producing Aspergilli, led to the identification of a putative nanangenine biosynthetic gene cluster that corresponds to the proposed biosynthetic pathway for nanangenines.

Synthesis, Characterization, and Antimicrobial Activities of New Organic-Inorganic Hybird Compound Based on Polyoxovanadate and Metal-Schiff-Base Complex

2015 ◽  
Vol 1105 ◽  
pp. 215-219
Author(s):  
Qiong Wu ◽  
Xiao Lin Ji ◽  
Lu Jing ◽  
Hong Ping Ju ◽  
Hai Wang
Keyword(s):  
Schiff Base ◽  
Human Cancer ◽  
Synergetic Effect ◽  
Schiff Base Complex ◽  
Antimicrobial Activities ◽  
Schiff Base Complexes ◽  
X Ray Diffraction ◽  
Base Complex ◽  
X Ray ◽  
Vis Spectroscopy

The reaction of polyoxovanadate and metal-Schiff base complex resulted in the formation of a new organic-inorganic hybrid compounds with the formula Na2[Mn (Salen)(H2O)2]4[V10O28]·9H2O (1) (salen=N,N’-ethylene-bis (salicylideneiminate). Compound 1 have been structurally characterized by IR, UV-vis spectroscopy and single crystal X-ray diffraction. Crystal data for 1: Triclinic, P-1, a=14.1123(3)Å, b=13.9397(7) Å, c=14.2564(5)Å, α=65.4160(9)°, β=81.3920(6)°, γ=89.5740(7) °. Structural analyses revealed that compound 1 represent a rare example of isopolyoxovanadate based metal-Schiff-base complexes, moreover, this is the first POM based metal Schiff-base complex isolated in aqueous solution medium, which may also propose a green chemical way to the synthesis of POM based hybrid. Compare with isopolyoxovanadate precusor Na6 [V10O28], compound 1 exhibit higher antimicrobial activities against human cancer cell, the phenomenon can be explained by the synergetic effect between POM and Schiff-base complex.

Synthesis, Structure, and Antibacterial Activity of Novel 5-Arylpyrazole Derivatives

2008 ◽  
Vol 61 (3) ◽  
pp. 223 ◽  
Author(s):  
Xin-Hua Liu ◽  
Peng-Cheng Lv ◽  
Bo Li ◽  
Hai-Liang Zhu ◽  
Bao-An Song
Keyword(s):  
Experimental Data ◽  
Inhibitory Concentration ◽  
Positive Control ◽  
Significant Activity ◽  
X Ray ◽  
Subtilis Atcc ◽  
Bacillus Subtilis Atcc ◽  
And Staphylococcus Aureus ◽  
Antibacterial Potential

A series of novel 1-(acetyl,carboxamide,carbothioamide)substituted-5-(substituted-phenyl)-3-methy-4,5-dihydropyrazole derivatives have been synthesized and characterized by 1H NMR, IR, ESI-MS, and elemental analysis. Compounds 6h and 6q were further characterized by single crystal X-ray structural analysis. All of the compounds have been screened for their antibacterial potential in vitro against Bacillus subtilis ATCC 6633, Escherichia coli ATCC 35218, Pseudomonas fluorescens ATCC 13525, and Staphylococcus aureus ATCC 6538. Among the tested compounds, some of them display significant activity against the tested strains, and compounds 5ac and 6h show potent activity with a minimum inhibitory concentration value of 1.562 μg mL–1 against B. subtilis ATCC 6633, which is comparable to the positive control penicillin. Structure–effect relationships are also discussed based on the experimental data.

Sign in / Sign up

Export Citation Format

Share Document