scholarly journals New Alkaloids and Polyketides from the Marine Sponge-Derived Fungus Penicillium sp. SCSIO41015

Marine Drugs ◽  
2019 ◽  
Vol 17 (7) ◽  
pp. 398 ◽  
Author(s):  
Xiaoyan Pang ◽  
Guodi Cai ◽  
Xiuping Lin ◽  
Limbadri Salendra ◽  
Xuefeng Zhou ◽  
...  
Keyword(s):  
Antibacterial Activity ◽  
2D Nmr ◽  
Specific Rotation ◽  
Human Gastric Cancer ◽  
X Ray Diffraction ◽  
Gastric Cancer Cells ◽  
Penicillium Sp ◽  
Ic50 Value ◽  
Rice Medium ◽  
Weak Antibacterial Activity

The sponge-derived fungus Penicillium sp. SCSIO41015 cultured on solid rice medium yielded twenty-one compounds (1–21), including two new alkaloids (1 and 2) and one new pyrone derivative (3). Their structures were elucidated by analysis of 1D/2D NMR data and HR–ESI–MS. Their absolute configurations were established by single-crystal X-ray diffraction analysis and comparison of the experimental with reported specific rotation values. Compound 16 exhibited selective cytotoxic activity against the human gastric cancer cells MGC803, with IC50 value of 5.19 μM. Compounds 9 and 18 showed weak antibacterial activity against Staphylococcus aureus and Acinetobacter baumannii, respectively, both with MIC values of 57 μg/mL. Furthermore, compound 16 displayed potent antibacterial activity against S. aureus with an MIC value of 3.75 μg/mL.

Juglomycins G-J: Isolation from Streptomycetes and Structure Elucidation

2005 ◽  
Vol 60 (2) ◽  
pp. 183-188 ◽  
Author(s):  
R. P. Maskey ◽  
H. Lessmann ◽  
S. Fotso ◽  
I. Grün-Wollny ◽  
H. Lackner ◽  
...  
Keyword(s):  
Antibacterial Activity ◽  
Absolute Configuration ◽  
Structure Elucidation ◽  
Mass Spectra ◽  
2D Nmr ◽  
Cd Spectra ◽  
Streptomyces Spp ◽  
Nmr Data ◽  
Related Compounds ◽  
Weak Antibacterial Activity

From the Streptomyces spp. 815 and GW4184, four new 4-juglon-2-ylbutyric acid derivatives, the juglomycins G - J (3a, 4a, 4c, 5c), have been isolated and characterised. The structures were derived from the 1D and 2D NMR data and mass spectra and confirmed by comparison with structurally related compounds. The absolute configuration was deduced from the CD spectra. The new natural products exhibited weak antibacterial activity similar to juglomycin A (5a).

scholarly journals New Antiproliferative Compounds against Glioma Cells from the Marine-Sourced Fungus Penicillium sp. ZZ1750

Marine Drugs ◽  
2021 ◽  
Vol 19 (9) ◽  
pp. 483
Author(s):  
Kuo Yong ◽  
Sidra Kaleem ◽  
Bin Wu ◽  
Zhizhen Zhang
Keyword(s):  
Chemical Degradation ◽  
Ionization Mass ◽  
X Ray Diffraction ◽  
Penicillium Sp ◽  
Electrospray Ionization Mass Spectroscopy ◽  
Ionization Mass Spectroscopy ◽  
Ic50 Values ◽  
Rice Medium ◽  
Antiglioma Activity ◽  
New Compounds

Seven novel compounds, namely peniresorcinosides A–E (1–5), penidifarnesylin A (6), and penipyridinone A (7), together with the 11 known ones 8–17, were isolated from a culture of the marine-associated fungus Penicillium sp. ZZ1750 in rice medium. The structures of the new compounds were established based on their high-resolution electrospray ionization mass spectroscopy (HRESIMS) data, extensive nuclear magnetic resonance (NMR) spectroscopic analyses, chemical degradation, Mosher’s method, 13C-NMR calculations, electronic circular dichroism (ECD) calculations, and single crystal X-ray diffraction. Peniresorcinosides A (1) and B (2) are rare glycosylated alkylresorcinols and exhibited potent antiglioma activity, with IC50 values of 4.0 and 5.6 µM for U87MG cells and 14.1 and 9.8 µM for U251 cells, respectively.

scholarly journals Polyketides from the Mangrove-Derived Endophytic Fungus Cladosporium cladosporioides

Marine Drugs ◽  
2019 ◽  
Vol 17 (5) ◽  
pp. 296 ◽  
Author(s):  
Fan-Zhong Zhang ◽  
Xiao-Ming Li ◽  
Xin Li ◽  
Sui-Qun Yang ◽  
Ling-Hong Meng ◽  
...  
Keyword(s):  
Pathogenic Fungi ◽  
2D Nmr ◽  
Antimicrobial Activities ◽  
Cladosporium Cladosporioides ◽  
X Ray Diffraction ◽  
Bruguiera Gymnorrhiza ◽  
Mangrove Plant ◽  
Spectrometric Data ◽  
Ic50 Value ◽  
Optical Rotations

Five new polyketides, namely, 5R-hydroxyrecifeiolide (1), 5S-hydroxyrecifeiolide (2), ent-cladospolide F (3), cladospolide G (4), and cladospolide H (5), along with two known compounds (6 and 7), were isolated from the endophytic fungal strain Cladosporium cladosporioides MA-299 that was obtained from the leaves of the mangrove plant Bruguiera gymnorrhiza. The structures of these compounds were established by extensive analysis of 1D/2D NMR data, mass spectrometric data, ECDs and optical rotations, and modified Mosher’s method. The structures of 3 and 6 were confirmed by single-crystal X-ray diffraction analysis and this is the first time for reporting the crystal structures of these two compounds. All of the isolated compounds were examined for antimicrobial activities against human and aquatic bacteria and plant pathogenic fungi as well as enzymatic inhibitory activities against acetylcholinesterase. Compounds 1–4, 6, and 7 exhibited antimicrobial activity against some of the tested strains with MIC values ranging from 1.0 to 64 μg/mL, while 3 exhibited enzymatic inhibitory activity against acetylcholinesterase with the IC50 value of 40.26 μM.

scholarly journals Azaphilones from the Red Sea Fungus Aspergillus falconensis

Marine Drugs ◽  
2020 ◽  
Vol 18 (4) ◽  
pp. 204 ◽  
Author(s):  
Dina H. El-Kashef ◽  
Fadia S. Youssef ◽  
Rudolf Hartmann ◽  
Tim-Oliver Knedel ◽  
Christoph Janiak ◽  
...  
Keyword(s):  
Red Sea ◽  
Cancer Cell Line ◽  
2D Nmr ◽  
X Ray Diffraction ◽  
2D Nmr Spectroscopy ◽  
Nmr Data ◽  
Ic50 Values ◽  
Rice Medium ◽  
Optical Rotations ◽  
New Compounds

The marine-derived fungus Aspergillus falconensis, isolated from sediment collected from the Canyon at Dahab, Red Sea, yielded two new chlorinated azaphilones, falconensins O and P (1 and 2) in addition to four known azaphilone derivatives (3−6) following fermentation of the fungus on solid rice medium containing 3.5% NaCl. Replacing NaCl with 3.5% NaBr induced accumulation of three additional new azaphilones, falconensins Q−S (7−9) including two brominated derivatives (7 and 8) together with three known analogues (10−12). The structures of the new compounds were elucidated by 1D and 2D NMR spectroscopy and HRESIMS data as well as by comparison with the literature. The absolute configuration of the azaphilone derivatives was established based on single-crystal X-ray diffraction analysis of 5, comparison of NMR data and optical rotations as well as on biogenetic considerations. Compounds 1, 3−9, and 11 showed NF-κB inhibitory activity against the triple negative breast cancer cell line MDA-MB-231 with IC50 values ranging from 11.9 to 72.0 µM.

scholarly journals Shellmycin A–D, Novel Bioactive Tetrahydroanthra-γ-Pyrone Antibiotics from Marine Streptomyces sp. Shell-016

Marine Drugs ◽  
2020 ◽  
Vol 18 (1) ◽  
pp. 58 ◽  
Author(s):  
Yong Han ◽  
Yan Wang ◽  
Yuehan Yang ◽  
Haotong Chen
Keyword(s):  
Absolute Configuration ◽  
Nature Reserve ◽  
2D Nmr ◽  
Biosynthetic Pathways ◽  
X Ray Diffraction ◽  
Streptomyces Sp ◽  
X Ray ◽  
Structure Activity ◽  
Ic50 Value ◽  
Marine Streptomyces

Four novel bioactive tetrahydroanthra-γ-pyrone compounds, shellmycin A–D (1–4), were isolated from the marine Streptomyces sp. shell-016 derived from a shell sediment sample collected from Binzhou Shell Dike Island and Wetland National Nature Reserve, China. The structures of these four compounds were established by interpretation of 1D and 2D NMR and HR-MS data, in which the absolute configuration of 1 was confirmed by single crystal X-ray diffraction, and compound 3 and 4 are a pair of stereoisomers. Compound 1–4 exhibited cytotoxic activity against five cancer cell lines with the IC50 value from 0.69 μM to 26.3 μM. Based on their structure–activity relationship, the putative biosynthetic pathways of these four compounds were also discussed.

A New Inhibitor of Synovial Phospholipase A2 from Fermentations of Penicillium Sp. 62-92

1998 ◽  
Vol 53 (1-2) ◽  
pp. 60-64 ◽  
Author(s):  
Ludwig Witter ◽  
Timm Anke ◽  
Olov Sterner
Keyword(s):  
Antimicrobial Activity ◽  
Antibacterial Activity ◽  
Cytotoxic Activities ◽  
Spectroscopic Methods ◽  
Submerged Cultures ◽  
Amide Bonds ◽  
Penicillium Sp ◽  
L1210 Cells ◽  
Hela S3 ◽  
Weak Antibacterial Activity

AbstractPenidiamide, a new tripetide containing dehydrotryptamine, glycine and anthranilic acid linked together by two amide bonds, and oxindole were isolated from submerged cultures of Penicillium sp. 62-92 . Both compounds preferentially inhibited human synovial phospholipase A2, penidiamide with an IC50 of 30 μᴍ and oxindole of 380 μᴍ. With the exception of U 937 cells (leukemia, human), no cytotoxic activities were detected against HL-60- (leukemia, human), HeLa S3- (epitheloid carcinoma, human), BHK 21- (kidney fibroblasts, hamster), and L1210-cells (leukemia, mouse). No antimicrobial activity was detected for oxindole, and only weak antibacterial activity for penidiamide. The structure of penidiamide was elucidated by spectroscopic methods.

scholarly journals Bioactive Metabolites from the Mariana Trench Sediment-Derived Fungus Penicillium sp. SY2107

Marine Drugs ◽  
2020 ◽  
Vol 18 (5) ◽  
pp. 258 ◽  
Author(s):  
Sidra Kaleem ◽  
Le Qin ◽  
Wenwen Yi ◽  
Xiao-Yuan Lian ◽  
Zhizhen Zhang
Keyword(s):  
Antimicrobial Activities ◽  
Bioactive Metabolites ◽  
Ionization Mass ◽  
X Ray Diffraction ◽  
Mariana Trench ◽  
Penicillium Sp ◽  
Electrospray Ionization Mass Spectroscopy ◽  
Ionization Mass Spectroscopy ◽  
Rice Medium ◽  
Trench Sediments

Mariana Trench sediments are enriched in microorganisms, however, the structures and bioactivities of their secondary metabolites are not very known. In this study, a fungus Penicillium sp. SY2107 was isolated from a sample of Mariana Trench sediment collected at a depth of 11000 m and an extract prepared from the culture of this fungus in rice medium showed antimicrobial activities. Chemical investigation on this active extract led to the isolation of 16 compounds, including one novel meroterpenoid, named andrastone C. Structure of the new compound was elucidated based on high-resolution electrospray ionization mass spectroscopy (HRESIMS) data, extensive nuclear magnetic resonance (NMR) spectroscopic analyses and a single crystal X-ray diffraction. The crystal structure of a known meroterpenoid andrastone B was also reported in this study. Both andrastones B and C exhibited antimicrobial activities against methicillin-resistant Staphylococcus aureus (MRSA), Escherichia coli, and Candida albicans with minimum inhibitory concentration (MIC) values in a range from 6 to 13 μg/mL.

scholarly journals Cytotoxic Polyketide Metabolites from a Marine Mesophotic Zone Chalinidae Sponge-Associated Fungus Pleosporales sp. NBUF144

Marine Drugs ◽  
2021 ◽  
Vol 19 (4) ◽  
pp. 186
Author(s):  
Jing Zhou ◽  
Hairong Zhang ◽  
Jing Ye ◽  
Xingxin Wu ◽  
Weiyi Wang ◽  
...  
Keyword(s):  
Mass Spectra ◽  
Spectroscopic Analysis ◽  
2D Nmr ◽  
Leukemia Cells ◽  
Ionization Mass ◽  
X Ray Diffraction ◽  
X Ray ◽  
Lymphatic Leukemia ◽  
Ic50 Value ◽  
Lymphatic Leukemia Cells

Two new polyketide natural products, globosuxanthone F (1), and 2′-hydroxy bisdechlorogeodin (2), were isolated from the fungus Pleosporales sp. NBUF144, which was derived from a 62 m deep Chalinidae family sponge together with four known metabolites, 3,4-dihydroglobosuxanthone A (3), 8-hydroxy-3-methylxanthone-1-carboxylate (4), crosphaeropsone C (5), and 4-megastigmen-3,9-dione (6). The structures of these compounds were elucidated on the basis of extensive spectroscopic analysis, including 1D and 2D NMR and high-resolution electrospray ionization mass spectra (HRESIMS) data. The absolute configuration of 1 was further established by single-crystal X-ray diffraction studies. Compounds 1-5 were evaluated for cytotoxicity towards CCRF-CEM human acute lymphatic leukemia cells, and it was found that 1 had an IC50 value of 0.46 µM.

scholarly journals Cyclic Peptides from the Soft Coral-Derived Fungus Aspergillus sclerotiorum SCSIO 41031

Marine Drugs ◽  
2021 ◽  
Vol 19 (12) ◽  
pp. 701
Author(s):  
Jieyi Long ◽  
Yaqi Chen ◽  
Weihao Chen ◽  
Junfeng Wang ◽  
Xuefeng Zhou ◽  
...  
Keyword(s):  
Cyclic Peptides ◽  
Soft Coral ◽  
2D Nmr ◽  
X Ray Diffraction ◽  
X Ray ◽  
Cyclic Hexapeptide ◽  
Ic50 Value ◽  
Ic50 Values ◽  
Cyclic Hexapeptides ◽  
Aspergillus Sclerotiorum

Three novel cyclic hexapeptides, sclerotides C–E (1–3), and a new lipodepsipeptide, scopularide I (4), together with a known cyclic hexapeptide sclerotide A (5), were isolated from fermented rice cultures of a soft coral-derived fungus: Aspergillus sclerotiorum SCSIO 41031. The structures of the new peptides were determined by 1D and 2D NMR spectroscopic analysis, Marfey’s method, ESIMS/MS analysis, and single crystal X-ray diffraction analysis. Scopularide I (4) exhibited acetylcholinesterase inhibitory activity with an IC50 value of 15.6 μM, and weak cytotoxicity against the human nasopharyngeal carcinoma cell line HONE-EBV with IC50 values of 10.1 μM.

scholarly journals Polyketide Derivatives from Mangrove Derived Endophytic Fungus Pseudopestalotiopsis theae

Marine Drugs ◽  
2020 ◽  
Vol 18 (2) ◽  
pp. 129 ◽  
Author(s):  
Xiaoqin Yu ◽  
Werner E. G. Müller ◽  
Dieter Meier ◽  
Rainer Kalscheuer ◽  
Zhiyong Guo ◽  
...  
Keyword(s):  
Antibacterial Activity ◽  
Endophytic Fungus ◽  
2D Nmr ◽  
Drug Resistant ◽  
Lymphoma Cell Line ◽  
Nmr Data ◽  
Ic50 Value ◽  
New Compounds ◽  
Modified Mosher’S Method ◽  
Mouse Lymphoma

Chemical investigation of secondary metabolites from the endophytic fungus Pseudopestalotiopsis theae led to the isolation of eighteen new polyketide derivatives, pestalotheols I–Q (1–9) and cytosporins O–W (15–23), together with eight known analogs (10–14 and 24–26). The structures of the new compounds were elucidated by HRMS and 1D and 2D NMR data, as well as by comparison with literature data. Modified Mosher’s method was applied to determine the absolute configuration of some compounds. Compound 23 showed significant cytotoxicity against the mouse lymphoma cell line L5178Y with an IC50 value of 3.0 μM. Furthermore, compounds 22 and 23 showed moderate antibacterial activity against drug-resistant Acinetobacter baumannii (ATCC BAA-1605) in combination with sublethal colistin concentrations.

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