New compounds from Sarcophyton glaucom-derived Penicillium sp.

2021 ◽  
Vol 0 (0) ◽  
Author(s):  
Mohamed Shaaban
Keyword(s):  
Benzoic Acid ◽  
Bioactive Compounds ◽  
Spectroscopic Data ◽  
Soft Coral ◽  
Antimicrobial Activities ◽  
Penicillium Sp ◽  
Propyl Ester ◽  
New Compounds

Abstract Further investigation of the residual bioactive compounds produced by the soft coral Sarcophyton glaucom-derived Penicillium sp. MMA afforded five new compounds assigned as 9-methoxy-penicyrone A (1), 9-methoxy-penicyrone B (2), 3-hydroxy-2,2,4-trimethyl-pentyl ester (3), 3-hydroxy-1-isopropyl-2,2-dimethyl-propyl ester (4), and 3-isobutyryloxy-2,2,4-trimethyl-pentyl linoleate (5). Additional six known compounds were isolated: penicyrones A–B (6, 7), 4-(2-hydroxy-3-butynoxy)benzoic acid (8), cyclopenol (9), aspermytin A (10), and aurantiomide A (11). Structures of the new compounds (1–5) were identified by 1D (1H & 13C) and 2 D (1H–1H COSY, HMBC and NOESY) NMR and HRESI-MS spectroscopic data. Biologically, the antimicrobial activities of the obtained compounds were studied as well.

scholarly journals Bioactive Capnosanes and Cembranes from the Soft Coral Klyxum flaccidum

Marine Drugs ◽  
2019 ◽  
Vol 17 (8) ◽  
pp. 461
Author(s):  
Tseng ◽  
Ahmed ◽  
Huang ◽  
Tsai ◽  
Tai ◽  
...  
Keyword(s):  
Superoxide Anion ◽  
Spectroscopic Data ◽  
Cytochalasin B ◽  
Soft Coral ◽  
Biological Activities ◽  
Human Neutrophils ◽  
Data Comparison ◽  
Spectroscopic Analyses ◽  
New Compounds ◽  
First Time

Two new capnosane-based diterpenoids, flaccidenol A (1) and 7-epi-pavidolide D (2), two new cembranoids, flaccidodioxide (3) and flaccidodiol (4), and three known compounds 5 to 7 were characterized from the marine soft coral Klyxum flaccidum, collected off the coast of the island of Pratas. The structures of the new compounds were determined by extensive spectroscopic analyses, including 1D and 2D nuclear magnetic resonance (NMR) spectroscopy, and spectroscopic data comparison with related structures. The rare capnosane diterpenoids were isolated herein from the genus Klyxum for the first time. The cytotoxicity of compounds 1 to 7 against the proliferation of a limited panel of cancer cell lines was assayed. The isolated diterpenoids also exhibited anti-inflammatory activity through suppression of superoxide anion generation and elastase release in the N-formyl-methionyl-leucyl-phenylalanine/cytochalasin B (fMLF/CB)-stimulated human neutrophils. Furthermore, 1 and 7 also exhibited cytotoxicity toward the tested cancer cells, and 7 could effectively inhibit elastase release. It is worth noting that the biological activities of 7 are reported for the first time in this paper.

scholarly journals Verruculosins A–B, New Oligophenalenone Dimers from the Soft Coral-Derived Fungus Talaromyces verruculosus

Marine Drugs ◽  
2019 ◽  
Vol 17 (9) ◽  
pp. 516 ◽  
Author(s):  
Minghui Wang ◽  
Longhe Yang ◽  
Liubin Feng ◽  
Fan Hu ◽  
Fang Zhang ◽  
...  
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Spectroscopic Data ◽  
Soft Coral ◽  
Optical Rotation ◽  
Tyrosine Phosphatase ◽  
X Ray ◽  
X Ray Crystallography ◽  
Lead Compounds ◽  
Ic50 Values ◽  
New Compounds

In an effort to discover new bioactive anti-tumor lead compounds, a specific tyrosine phosphatase CDC25B and an Erb family receptor EGFR were selected as drug screening targets. This work led to the investigation of the soft coral-derived fungus Talaromyces verruculosus and identification of two new oligophenalenone dimers, verruculosins A–B (1–2), along with three known analogues, bacillisporin F (3), duclauxin (4), and xenoclauxin (5). Compound 1 was the first structure of the oligophenalenone dimer possessing a unique octacyclic skeleton. The detailed structures and absolute configurations of the new compounds were elucidated on the basis of spectroscopic data, X-ray crystallography, optical rotation, Electronic Circular Dichroism (ECD) analysis, and nuclear magnetic resonance (NMR) calculations. Among which, compounds 1, 3, and 5 exhibited modest inhibitory activity against CDC25B with IC50 values of 0.38 ± 0.03, 0.40 ± 0.02, and 0.26 ± 0.06 µM, respectively.

scholarly journals Two New Carboxyethylflavanones from the Heartwood of Dalbergia tonkinensis and Their Antimicrobial Activities

2017 ◽  
Vol 12 (11) ◽  
pp. 1934578X1701201 ◽  
Author(s):  
Ninh The Son ◽  
Kenichi Harada ◽  
Nguyen Manh Cuong ◽  
Yoshiyasu Fukuyama
Keyword(s):  
Filamentous Fungus ◽  
Spectroscopic Data ◽  
2D Nmr ◽  
Antimicrobial Activities ◽  
Esi Ms ◽  
Chemical Structures ◽  
Dalbergia Tonkinensis ◽  
New Compounds ◽  
Antimicrobial Assay ◽  
Mic Value

Two new carboxyethylflavanone derivatives, (2 S)-8-carboxyethylnarigenin (2) and (2 S)-6,8-dicarboxyethylpinocembrin (3) were isolated from the heartwood of Dalbergia tonkinensis Prain, along with four known compounds 1, and 4-6. The chemical structures of two new compounds 2 and 3 were elucidated based on analyses of the spectroscopic data, including 1D and 2D NMR, HR-ESI-MS, IR, UV, and CD spectroscopies. By carrying out antimicrobial assay, CH3OH and CHCl3 fractions exhibited weak MIC value at 200 μg/mL against filamentous fungus A. niger (439), whereas the known flavanone 1 and the new carboxyethylflavanone 2 had MIC at 100 μg/mL.

The Synthesis and Characterization of some New Thioureides of 2-(4-Methyl-phenoxymethyl)benzoic Acid with Antimicrobial Activity

2008 ◽  
Vol 59 (11) ◽  
Author(s):  
Carmen Limban ◽  
Alexandru-Vasile Missir ◽  
Ileana Cornelia Chirita ◽  
George Mihai Nitulescu1 ◽  
Corina Ilie ◽  
...  
Keyword(s):  
Antimicrobial Activity ◽  
Benzoic Acid ◽  
Acid Chloride ◽  
Ammonium Thiocyanate ◽  
Antimicrobial Activities ◽  
Synthesis And Characterization ◽  
Primary Aromatic Amines ◽  
Benzoyl Isothiocyanate ◽  
New Compounds

It is well known that many compounds bearing thioureide structure have been reported to have antimicrobial activity and some of these thioureide compounds are found to be associated with other therapeutical activities. The present application is a continuation of our research concerning the synthesis and characterization of 2-(4-methyl-phenoxymethyl)benzoic acid thioureides with antimicrobial activities. The new thioureides were obtained in three stages. In the first stage we prepared the 2-(4-methyl-phenoxymethyl)benzoic acid by reacting potassium para-cresolate with phtalide. The second stage consists in the synthesis of the 2-(4-methyl-phenoxymethyl)benzoic acid chloride and, in the third phase, the acid chloride aforementioned is refluxed with ammonium thiocyanate the resulting 2-(4-methyl-phenoxymethyl)benzoyl isothiocyanate being treated with primary aromatic amines to obtain the new compunds. We established the optimal reaction conditions for the new compounds synthesizing process of with high purity and yields. The new compounds, which are not mentioned in the literature concerning this domain, have been characterized by their physical properties (melting point, solubility) and the structures were confirmed by elemental analysis, 1H-NMR, 13C-NMR and IR spectral methods.

scholarly journals Synthesis and antimicrobial activity of 4-(5-ARYL-2-FUROYL)morpholines and 4-[(5-ARYL-2-FURYL)carbonothioyl] morpholines

Pharmacia ◽  
2021 ◽  
Vol 68 (1) ◽  
pp. 175-179
Author(s):  
Yuliia Matiichuk ◽  
Yuri Gorak ◽  
Roman Martyak ◽  
Taras Chaban ◽  
Volodymyr Ogurtsov ◽  
...  
Keyword(s):  
Antimicrobial Activity ◽  
Nmr Spectroscopy ◽  
High Activity ◽  
Carboxylic Acids ◽  
Elemental Analysis ◽  
Spectroscopic Data ◽  
Antimicrobial Activities ◽  
Diazonium Salts ◽  
H Nmr ◽  
New Compounds

By the reaction of furan-2-carboxylic acids and furfural with diazonium salts 1a-j the arylfuran-2-carboxylic acids 4a-e and 5-arylfuran-2-carbaldehydes 5a-f were synthesized. Acids 4a-e were transformed into appropriated acylchlorides 6a-e and were used for preparation of 4-(5-aryl-2-furoyl)morpholines 7a-e. 4-[(5-Aryl-2-furyl)carbonothioyl]morpholines 8a-f were prepared from aldehydes 5a-f by using Willgerodt-Kindler reaction. The structures of the obtained compounds were confirmed by 1H NMR spectroscopy and elemental analysis. All these new compounds gave spectroscopic data in accordance with the proposed structures. The antimicrobial activities of synthesized compounds 7a-e and 8a-f were investigated and the compounds with high activity against C. neoformans ATCC 208821 were identified.

scholarly journals (+)-Rumphiin and Polyalthurea, New Compounds from the Stems of Polyalthia Rumphii

2013 ◽  
Vol 8 (10) ◽  
pp. 1934578X1300801 ◽  
Author(s):  
Tian-Shan Wang ◽  
You-Ping Luo ◽  
Jing Wang ◽  
Meng-Xiong He ◽  
Ming-Guo Zhong ◽  
...  
Keyword(s):  
Benzoic Acid ◽  
Cell Lines ◽  
Absolute Configuration ◽  
Spectroscopic Data ◽  
Human Cancer ◽  
Human Cancer Cell ◽  
Human Cancer Cell Lines ◽  
Chemical Structures ◽  
The Matrix ◽  
New Compounds

Two new compounds, (+)-rumphiin (3) and polyalthurea (7), together with seven known ones, 3,4,5-trimethoxy benzoic acid (1), (-)-seselinone (2), cannabisin D (4), allantoin (5), oxostephanine (6) and a mixture of β-sitosterol (8) and stigmasterol (9) were isolated from the stems of Polyalthia rumphii. The chemical structures of 3 and 7 were elucidated by the combination of spectroscopic data, and the absolute configuration of 3 at C-2 was determined by the matrix method to be R. All compounds were evaluated for their cytotoxicity on four human cancer cell lines, which demonstrated that 3 was a moderate bioactive lignan, and 6 showed significant anticancer activity against SPC-A-1 and BEL-7402 cell lines with IC50 values of 1.47 and 1.73 μg/mL, respectively.

scholarly journals A New Macrodiolide and Two New Polycyclic Chromones from the Fungus Penicillium sp. SCSIO041218

Molecules ◽  
2019 ◽  
Vol 24 (9) ◽  
pp. 1686
Author(s):  
Jingxia Huang ◽  
Jianglian She ◽  
Xiliang Yang ◽  
Juan Liu ◽  
Xuefeng Zhou ◽  
...  
Keyword(s):  
Spectroscopic Data ◽  
Mangrove Sediment ◽  
Penicillium Sp ◽  
New Compounds

A new macrodiolide, mangrovlide A (1) and two new polycyclic chromones, penixanthones C (2) and D (3), as well as four other known compounds (4–7), have been isolated from the mangrove sediment derived fungus Penicillium sp. SCSIO041218, cultured in the 0.25% NaCl rice substrate. The structures of the new compounds were determined by analysis of the NMR and MS spectroscopic data. Compound 1 possesses a 10-membered macrodiolide unit, while 2 and 3 are chromones with an unprecedented 6/6/6/5 polycyclic skeleton. Compounds 1–7 were evaluated for their cytotoxicities, while all the compounds displayed weak or no activity.

Synthesis and Antimicrobial activities of Some Polyphenol compounds by Nano ZnO-TBAB as a Heterogeneous Catalytic Media

2020 ◽  
Vol 17 ◽  
Author(s):  
Rahele Bargebid ◽  
Ali Khalafi-Nezhad ◽  
Kamiar Zomorodian ◽  
Leila Zamani ◽  
Ali Ahmadinejad ◽  
...  
Keyword(s):  
Antibacterial Activities ◽  
Antimicrobial Activities ◽  
Reusable Catalyst ◽  
Nano Zno ◽  
Antifungal Activities ◽  
Chemical Structures ◽  
Heterogeneous Catalytic ◽  
Solvent Free Conditions ◽  
New Compounds ◽  
Derivatives Of

Introduction: Mannich reaction is a typical example of a three-component condensation reaction and the chemistry of Mannich bases has been the matter of search by researchers. Here an efficient procedure for the synthesis of some new Mannich derivatives of simple phenols is described. Methods: In this procedure a microwave-assisted and solvent less condensation were done between different phenols, secondary amines and paraformaldehyde. The reactions proceed in the presence of catalytic amount of nano ZnO and tetrabutylammonium bromide (TBAB) in excellent yields. 10 new compounds were synthesized (A1-A10). Chemical structures of all new compounds were confirmed by different spectroscopic methods. We optimized the chemical reactions in different conditions. Optimization reactions were done in the presence of different mineral oxides, different amount of TBAB and also different solvents. Nano ZnO and TBAB in catalytic amounts and solvent free conditions were the best conditions. All the synthesized compounds were screened for their antimicrobial activities. Antifungal and antibacterial activities of the synthesized compounds were evaluated against some Candida, filaments fungi, gram positive and gram negative bacteria by broth micro dilution method as recommended by CLSI. Results: The result showed that compounds A2, A3 and A4 against most of the tested Candida species and compounds A5 and A7 against C. parapsilosis and C. tropicalis, exhibited considerable antifungal activities. Also Compounds A8 and A10 showed desirable antifungal activities against C. neoformance and C. parapsilosis, respectively. The antibacterial activities of the synthesized compounds were also evaluated. Compounds A6 - A10 against E. Fecalis and compounds A5, A7, A9 and A10 against P. aeruginosa showed desirable antibacterial activities. Discussion: We have synthesized some new Mannich adducts of poly-hydroxyl phenols in the presence of nano-ZnO as a reusable catalyst, with the hope of discovering new lead compounds serving as potent antimicrobial agents. The advantages of this method are generality, high yields with short reaction times, simplicity, low cost and matching with green chemistry protocols. The antimicriobial studies of Mannich derivatives of phenols showed desirable results in vitro.

scholarly journals Valorization of Kiwi by-Products for the Recovery of Bioactive Compounds: Circular Economy Model

Proceedings ◽  
2020 ◽  
Vol 70 (1) ◽  
pp. 9
Author(s):  
Franklin Chamorro ◽  
María Carpena ◽  
Bernabé Nuñez-Estevez ◽  
Miguel A. Prieto ◽  
Jesus Simal-Gandara
Keyword(s):  
Bioactive Compounds ◽  
Circular Economy ◽  
Agricultural Production ◽  
Organic Waste ◽  
Antimicrobial Activities ◽  
Added Value ◽  
Economic Returns ◽  
Industrial Processing ◽  
Pharmaceutical Industries ◽  
By Products

Currently, agricultural production generates large amounts of organic waste, both from the maintenance of farms and crops, and from the industrialization of the product. Generally, these wastes are accumulated in landfills or burned, sometimes causing environmental problems. However, many scientific studies suggest that these residues are rich in bioactive compounds, so these matrices could be revalued for their use in food, cosmetic, or pharmaceutical industries. In this way, the circular and sustainable economy is favored, while obtaining products with high added value. In this case, this approach is applied to the residues generated from kiwi production, since numerous studies have shown the high content of kiwi in bioactive compounds of interest, such as phenolic compounds, vitamins, and carotenoids. These compounds have been reported for their antioxidant, anti-inflammatory, and antimicrobial activities, among other beneficial properties for health such as its use as prebiotic. Therefore, this article reviews the potential of residues derived from industrial processing and agricultural maintenance of kiwi as promising matrices for the development of new nutraceutical, cosmetic, or pharmacological products, obtaining, at the same time, economic returns and a reduction of the environmental impact of this industry, attaching it to the perspective of the circular economy.

scholarly journals Tanzawaic acids I–L: Four new polyketides from Penicillium sp. IBWF104-06

2014 ◽  
Vol 10 ◽  
pp. 251-258 ◽  
Author(s):  
Louis P Sandjo ◽  
Eckhard Thines ◽  
Till Opatz ◽  
Anja Schüffler
Keyword(s):  
Soil Sample ◽  
Magnaporthe Oryzae ◽  
Rice Blast ◽  
Rice Blast Fungus ◽  
Fungal Strain ◽  
Conidial Germination ◽  
Penicillium Sp ◽  
Culture Filtrates ◽  
Blast Fungus ◽  
New Compounds

Four new polyketides have been identified in culture filtrates of the fungal strain Penicillium sp. IBWF104-06 isolated from a soil sample. They are structurally based on the same trans-decalinpentanoic acid skeleton as tanzawaic acids A–H. One of the new compounds was found to inhibit the conidial germination in the rice blast fungus Magnaporthe oryzae at concentrations of 25 μg/mL.

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