scholarly journals Bioactive Indole Diketopiperazine Alkaloids from the Marine Endophytic Fungus Aspergillus sp. YJ191021

Marine Drugs ◽  
2021 ◽  
Vol 19 (3) ◽  
pp. 157
Author(s):  
Jin Yang ◽  
Lizhi Gong ◽  
Miaomiao Guo ◽  
Yu Jiang ◽  
Yi Ding ◽  
...  
Keyword(s):  
Endophytic Fungus ◽  
Density Functional ◽  
Pathogenic Bacteria ◽  
Pathogenic Fungi ◽  
Human Monocyte ◽  
2D Nmr ◽  
Antibacterial Activities ◽  
Planar Structures ◽  
Monocyte Cell ◽  
Aspergillus Sp

Six new prenylated indole diketopiperazine alkaloids, asperthrins A–F (1–6), along with eight known analogues (7–14), were isolated from the marine-derived endophytic fungus Aspergillus sp. YJ191021. Their planar structures and absolute configurations were elucidated by HR-ESI-MS, 1D/2D NMR data, and time-dependent density functional theory (TDDFT)/ECD calculation. The isolated compounds were assayed for their inhibition against three agricultural pathogenic fungi, four fish pathogenic bacteria, and two agricultural pathogenic bacteria. Compound 1 exhibited moderate antifungal and antibacterial activities against Vibrioanguillarum, Xanthomonas oryzae pv. Oryzicola, and Rhizoctoniasolani with minimal inhibitory concentration (MIC) values of 8, 12.5, and 25 μg/mL, respectively. Furthermore, 1 displayed notable anti-inflammatory activity with IC50 value of 1.46 ± 0.21 μM in Propionibacteriumacnes induced human monocyte cell line (THP-1).

scholarly journals Antimicrobial evaluation of methyl 4-O-Acetyl-α-L-Rhamnopyranoside derivatives

2013 ◽  
pp. 33-43
Author(s):  
Mohammed M Matin ◽  
Mohammad Ibrahim ◽  
Md Shafiqur Rahman
Keyword(s):  
Pathogenic Bacteria ◽  
Pathogenic Fungi ◽  
Macrophomina Phaseolina ◽  
Antibacterial Activities ◽  
Salmonella Typhi ◽  
Shigella Dysenteriae ◽  
Curvularia Lunata ◽  
In Vitro Antibacterial Activity ◽  
Antimicrobial Evaluation

A number of 2,3-di-O-acyl derivatives (6-11) of methyl 4-O-acetyl-a-Lrhamnopyranoside (5) obtained by using various acylating agents were screened for in vitro antifungal activity against four plant pathogenic fungi, viz., Alternaria alternata, Curvularia lunata. Fusarium equiseti and Macrophomina phaseolina. These compounds were also screened for in vitro antibacterial activity against ten human pathogenic bacteria, viz., Bacillus subtilis, Bacillus cereus, Bacillus megaterium, Staphylococcus aureus, Escherichia coli, INABA ET (Vibrio), Pseudomonas species, Salmonella paratyphi, Shigella dysenteriae and Salmonella typhi. The study reveal that these 4-O-acetyl-?-L-rhamnopyranoside derivatives are more prone towards antifungal activities than that of antibacterial activities. DOI: http://dx.doi.org/10.3329/cujbs.v3i1.13404 The Chittagong Univ. J. B. Sci.,Vol. 3(1&2):33-43, 2008

scholarly journals Isolation and Identification of Antibiotic-Producing Halophilic Bacteria from Dagh Biarjmand and Haj Aligholi Salt Deserts, Iran

2019 ◽  
Vol 25 (1) ◽  
pp. 70-77 ◽  
Author(s):  
Babak Elyasifar ◽  
Sevda Jafari ◽  
Somayeh Hallaj-Nezhadi ◽  
Florence Chapeland-leclerc ◽  
Gwenaël Ruprich-Robert ◽  
...  
Keyword(s):  
Pathogenic Bacteria ◽  
Plant Pathogens ◽  
Halophilic Bacteria ◽  
Pathogenic Fungi ◽  
Antibacterial Activities ◽  
Biochemical Properties ◽  
Diffusion Method ◽  
Human Pathogens ◽  
Isolation And Identification ◽  
Phylogenic Tree

Background: Halophilic bacteria are potent organisms in production of novel bioactive antimicrobial compounds which might be considered in drug innovation and control of plant pathogens. Salt deserts in Semnan province are of the most permanent hypersaline areas in the North of Iran. Despite the importance of these areas, there is no scientific report regarding the biodiversity and potency of their halophilic bacteria. Thus, aforementioned areas were selected to detect the halophilic bacteria. Methods: Here, seven strains were isolated and cultured on their molecular and biochemical properties were characterized. To determine the antibiotic potency of the isolates, agar well diffusion method was conducted. Phylogenetic analysis was done to reveal the isolates relationship with previously known strains. Results: As a result, growth of the strains in the medium containing 5 to 20% (w/v) NaCl determined that the majority of the isolates were moderately halophile. Catalase activity of all strains was positive. The results represented that D6A, Dar and D8B have antimicrobial effects against different plant and human pathogens. Phylogenic tree analysis also showed that two strains of D6A and Dar are belonged to Bacillus subtilis and D8B is belonged to Virgibacillus olivae. The bacteria extracts were evaluated for their antifungal and antibacterial activities on human and Plant pathogenic strains. The MIC of the extract B. subtilis against was found active against human pathogenic fungi and Plant pathogenic bacteria and fungi, ranging from 12.5 to 25 µg/mL. Conclusion: This study highlights the therapeutic and prophylactic potential of B. subtilis extracts as antibacterial and antifungal agents.

scholarly journals Prenylated Phenol and Benzofuran Derivatives from Aspergillus terreus EN-539, an Endophytic Fungus Derived from Marine Red Alga Laurencia okamurai

Marine Drugs ◽  
2019 ◽  
Vol 17 (11) ◽  
pp. 605 ◽  
Author(s):  
Li ◽  
Li ◽  
Yang ◽  
Meng ◽  
Li ◽  
...  
Keyword(s):  
Endophytic Fungus ◽  
Density Functional ◽  
Aspergillus Terreus ◽  
Optical Rotation ◽  
2D Nmr ◽  
Red Alga ◽  
Spectrometric Data ◽  
Phenol Derivatives ◽  
First Time ◽  
Laurencia Okamurai

Three new prenylated phenol derivatives, terreprenphenols A–C (1–3), along with four known related compounds (4–7), were isolated from Aspergillus terreus EN-539, an endophytic fungus obtained from the marine red alga Laurencia okamurai. The structures of these compounds were established by extensive analysis of 1D/2D NMR data, mass spectrometric data, and optical rotation (OR). The corresponding relationship between absolute configuration and optical rotation for known compounds anodendroic acid (4) and asperterreusine C (5) was ambiguous in literature, and their absolute configurations were therefore discussed and confirmed for the first time by time-dependent density functional (TDDFT) ECD and OR calculations. Compounds 1–7 inhibited some common aquatic bacteria with MIC values ranging from 2 to 64 μg/mL.

scholarly journals Simplicilones A and B Isolated from the Endophytic Fungus Simplicillium subtropicum SPC3

Antibiotics ◽  
2020 ◽  
Vol 9 (11) ◽  
pp. 753
Author(s):  
Elodie Gisèle M. Anoumedem ◽  
Bel Youssouf G. Mountessou ◽  
Simeon F. Kouam ◽  
Abolfazl Narmani ◽  
Frank Surup
Keyword(s):  
Endophytic Fungus ◽  
2D Nmr ◽  
In Vitro Cytotoxicity ◽  
Coupling Constants ◽  
Broth Culture ◽  
Spectroscopic Techniques ◽  
Cytotoxic Effects ◽  
Relative Configuration ◽  
Planar Structures

Two new tetracyclic polyketides with a spirocenter, simplicilones A (1) and B (2) were isolated from the broth-culture of the endophytic fungus Simplicilliumsubtropicum (SPC3) in the course of our screening for new bioactive secondary metabolites. This endophytoic fungus is naturally harboured in the fresh bark of the Cameroonian medicinal plant Duguetia staudtii (Engl. and Diels) Chatrou. The planar structures of the simplicilones were elucidated by MS and 1D as well as 2D NMR spectroscopic techniques. The relative configuration was assigned by NOESY experiments in conjunction with coupling constants; subsequently, the absolute configurations were assigned by the modified Mosher’s method. The compounds showed weak cytotoxic effects against the cell line KB3.1 (in vitro cytotoxicity (IC50) = 25 µg/mL for 1, 29 µg/mL for 2), but were inactive against the tested Gram-positive and Gram-negative bacteria as well as fungi.

scholarly journals Chrysoxanthones A–C, Three New Xanthone–Chromanone Heterdimers from Sponge-Associated Penicillium chrysogenum HLS111 Treated with Histone Deacetylase Inhibitor

Marine Drugs ◽  
2018 ◽  
Vol 16 (10) ◽  
pp. 357 ◽  
Author(s):  
Xin Zhen ◽  
Ting Gong ◽  
Yan-Hua Wen ◽  
Dao-Jiang Yan ◽  
Jing-Jing Chen ◽  
...  
Keyword(s):  
Bacillus Subtilis ◽  
Histone Deacetylase ◽  
Histone Deacetylase Inhibitor ◽  
Penicillium Chrysogenum ◽  
Inhibitory Concentration ◽  
2D Nmr ◽  
Antibacterial Activities ◽  
Planar Structures ◽  
Spectroscopic Analyses ◽  
Deacetylase Inhibitor

By treating with histone-deacetylase inhibitor valproate sodium, three new heterdimeric tetrahydroxanthone–chromanone lactones chrysoxanthones A–C (1–3), along with 17 known compounds were isolated from a sponge-associated Penicillium chrysogenum HLS111. The planar structures of chrysoxanthones A–C were elucidated by means of spectroscopic analyses, including MS, 1D, and 2D NMR. Their absolute configurations were established by electronic circular dichroism (ECD) calculations. Chrysoxanthones A–C exhibited moderate antibacterial activities against Bacillus subtilis with minimum inhibitory concentration (MIC) values of 5–10 μg/mL.

scholarly journals Discovery of New Secondary Metabolites by Epigenetic Regulation and NMR Comparison from the Plant Endophytic Fungus Monosporascus eutypoides

Molecules ◽  
2020 ◽  
Vol 25 (18) ◽  
pp. 4192
Author(s):  
Zhe Guo ◽  
Zhong-Mei Zou
Keyword(s):  
Endophytic Fungus ◽  
2D Nmr ◽  
Chemical Diversity ◽  
Ionization Mass ◽  
Electrospray Ionization Mass Spectroscopy ◽  
Planar Structures ◽  
Ionization Mass Spectroscopy ◽  
Epigenetic Manipulation ◽  
New Compounds ◽  
Mcf 7

Overexpression of the histone acetyltransferase and the 1H NMR spectroscopic experiments of the endophytic fungus Monosporascus eutypoides resulted in the isolation of two new compounds, monosporasols A (1) and B (2), and two known compounds, pestaloficin C (3) and arthrinone (4). Their planar structures and absolute configurations were determined by spectroscopic analysis including high resolution electrospray ionization mass spectroscopy (HRESIMS), one-dimensional (1D) and two-dimensional (2D) NMR, and calculated electronic circular dichroism data. Compounds 1–2 were screened in cytotoxic bioassays against HeLa, HCT-8, A549 and MCF-7 cells. Our work highlights the enormous potential of epigenetic manipulation along with the NMR comparison as an effective strategy for unlocking the chemical diversity encoded by fungal genomes.

scholarly journals Varioloid A, a new indolyl-6,10b-dihydro-5aH-[1]benzofuro[2,3-b]indole derivative from the marine alga-derived endophytic fungus Paecilomyces variotii EN-291

2016 ◽  
Vol 12 ◽  
pp. 2012-2018 ◽  
Author(s):  
Peng Zhang ◽  
Xiao-Ming Li ◽  
Xin-Xin Mao ◽  
Attila Mándi ◽  
Tibor Kurtán ◽  
...  
Keyword(s):  
Endophytic Fungus ◽  
Density Functional ◽  
Indole Derivative ◽  
Marine Alga ◽  
2D Nmr ◽  
Paecilomyces Variotii ◽  
Functional Theory ◽  
Nmr Data ◽  
Hepg2 Cell Lines ◽  
C Nmr

A new indolyl-6,10b-dihydro-5aH-[1]benzofuro[2,3-b]indole derivative, varioloid A (1), was isolated from the marine alga-derived endophytic fungus Paecilomyces variotii EN-291. Its structure was elucidated on the basis of extensive analysis of 1D and 2D NMR data and the absolute configuration was determined by time-dependent density functional theory-electronic circular dichroism (TDDFT-ECD) calculations. A similar compound, whose planar structure was previously described but the relative and absolute configurations and 13C NMR data were not reported, was also identified and was tentatively named as varioloid B (2). Both compounds 1 and 2 exhibited cytotoxicity against A549, HCT116, and HepG2 cell lines, with IC50 values ranging from 2.6 to 8.2 µg/mL.

scholarly journals Antibacterial Alkaloids and Polyketide Derivatives from the Deep Sea-Derived Fungus Penicillium cyclopium SD-413

Marine Drugs ◽  
2020 ◽  
Vol 18 (11) ◽  
pp. 553
Author(s):  
Yan-He Li ◽  
Xiao-Ming Li ◽  
Xin Li ◽  
Sui-Qun Yang ◽  
Xiao-Shan Shi ◽  
...  
Keyword(s):  
Secondary Metabolites ◽  
Deep Sea ◽  
Density Functional ◽  
Pathogenic Bacteria ◽  
Micrococcus Luteus ◽  
Vibrio Anguillarum ◽  
2D Nmr ◽  
Edwardsiella Tarda ◽  
Spectrometric Analysis ◽  
Mic Minimum Inhibitory Concentration

Nine secondary metabolites (1–9), including two new polyketide derivatives 9-dehydroxysargassopenilline A (4) and 1,2-didehydropeaurantiogriseol E (5), along with seven known related secondary metabolites (1–3 and 6–9), were isolated and identified from the deep sea-derived fungus Penicilliumcyclopium SD-413. Their structures were elucidated on the basis of 1D/2D NMR spectroscopic and mass spectrometric analysis and the absolute configurations were determined by the combination of NOESY correlations and time-dependent density functional (TDDFT) ECD calculations. Compounds 1–9 inhibited some pathogenic bacteria including Escherichia coli, E. ictaluri, Edwardsiella tarda, Micrococcus luteus, Vibrio anguillarum, and V. harveyi, with MIC (minimum inhibitory concentration) values ranging from 4 to 32 μg/mL.

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.

scholarly journals Antimicrobial Meroterpenoids and Erythritol Derivatives Isolated from the Marine-Algal-Derived Endophytic Fungus Penicillium chrysogenum XNM-12

Marine Drugs ◽  
2020 ◽  
Vol 18 (11) ◽  
pp. 578
Author(s):  
Kuo Xu ◽  
Xu-Lun Wei ◽  
Lin Xue ◽  
Zhong-Feng Zhang ◽  
Peng Zhang
Keyword(s):  
Plant Pathogen ◽  
Endophytic Fungus ◽  
Penicillium Chrysogenum ◽  
2D Nmr ◽  
Antimicrobial Activities ◽  
Penicillium Species ◽  
Pyrone Ring ◽  
Planar Structures ◽  
Marine Algal ◽  
Optical Rotations

One new meroterpenoid-type alkaloid, oxalicine C (1), and two new erythritol derivatives, penicierythritols A (6) and B (7), together with four known meroterpenoids (2–5), were isolated from the marine algal-derived endophytic fungus Penicillium chrysogenum XNM-12. Their planar structures were determined by means of spectroscopic analyses, including UV, 1D and 2D NMR, and HRESIMS spectra. Their stereochemical configurations were established by comparing the experimental and calculated electronic circular dichroism (ECD) spectra for compound 1, as well as by comparison of the optical rotations with literature data for compounds 6 and 7. Notably, oxalicine C (1) represents the first example of an oxalicine alkaloid with a cleaved α-pyrone ring, whereas penicierythritols A (6) and B (7) are the first reported from the Penicillium species. The antimicrobial activities of compounds 1–7 were evaluated. Compounds 1 and 6 exhibited moderate antibacterial effects against the plant pathogen Ralstonia solanacearum with minimum inhibitory concentration (MIC) values of 8 and 4 μg/mL, respectively. Compound 6 also possesses moderate antifungal properties against the plant pathogen Alternaria alternata with a MIC value of 8 μg/mL.

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