ABSTRACT
Three new cyclohexapeptides, petrosamides A-C (1-3), were isolated from the sponge-derived fungus Aspergillus sp. 151304. Their structures were elucidated by detailed 1D and 2D spectroscopic analyses, and the absolute configurations of the amino acid residues were determined by the advanced Marfey's method. These peptides displayed significant and dose-dependent pancreatic lipase (PL) inhibitory activities, with IC50 values of 7.6 ± 1.5, 1.8 ± 0.3, and 0.5 ± 0.1 µM, respectively. Further inhibition kinetics analyses showed that compound 3 inhibited PL in a noncompetitive manner, while molecular dynamics simulation revealed that it could bind to PL at the entrance of the catalytic pocket.
Subject(s)
Aspergillus/isolation & purification , Enzyme Inhibitors/pharmacology , Lipase/antagonists & inhibitors , Marine Biology , Oligopeptides/pharmacology , Pancreas/enzymology , Peptides, Cyclic/pharmacology , Porifera/microbiology , Animals , Cell Line, Tumor , Drug Screening Assays, Antitumor , Enzyme Inhibitors/chemistry , Humans , Molecular Docking Simulation , Molecular Structure , Oligopeptides/chemistry , Peptides, Cyclic/chemistryABSTRACT
Two new sorbicillinoids, 13-hydroxy-dihydrotrichodermolide (1) and 10,11,27,28-tetrahydrotrisorbicillinone C (2), were isolated from the sponge-derived fungus Penicillium chrysogenum 581F1. Their structures were determined on the basis of spectroscopic analysis. Compounds 1 and 2 displayed high affinities to target proteins GLP-1R (diabetes) and eEF2K (cancer) with Kd values of 0.0285 µM, 0.0162 µM for GLP-1R and 0.118 µM, 0.0746 µM for eEF2K, respectively.
Subject(s)
Cyclohexanones/chemistry , Elongation Factor 2 Kinase/metabolism , Glucagon-Like Peptide-1 Receptor/metabolism , Penicillium chrysogenum/chemistry , Animals , Cyclohexanones/isolation & purification , Cyclohexanones/metabolism , Humans , Molecular Structure , Porifera/microbiologyABSTRACT
A new trienic α-pyrone derivative asteltoxin G (1) bearing a tetrahydrofuran ring and a new ochratoxin derivative named ochratoxin A1 (5), along with seven known compounds, were isolated from a sponge-derived fungus Aspergillus ochraceopetaliformis. The compounds (1-9) were evaluated on the basis of spectroscopic analyses and comparison with those of the reported data. The new compound ochratoxin A1 (5) exhibited anti-inflammatory activity against IL-6 and TNF-α expression of the LPS-induced THP-1 cells with inhibitory rates of 74.4 and 67.7% at concentration of 10 µM, respectively.
Subject(s)
Anti-Inflammatory Agents, Non-Steroidal/pharmacology , Aspergillus/chemistry , Ochratoxins/chemistry , Pyrones/chemistry , Animals , Anti-Inflammatory Agents, Non-Steroidal/chemistry , Cell Line , Drug Evaluation, Preclinical , Humans , Interleukin-6/metabolism , Lipopolysaccharides/pharmacology , Molecular Structure , Ochratoxins/pharmacology , Porifera/microbiology , Pyrones/pharmacology , Tumor Necrosis Factor-alphaABSTRACT
Three new cytochalasins Z24 , Z25 , Z26 (1-3, resp.) and one known compound, scoparasin B (4), were isolated from the fungus Eutypella sp. D-1 isolated from the soil of high latitude of the Arctic. The structures of 1-3 were elucidated from spectroscopic data (NMR, MS). These compounds were evaluated for cytotoxic activities against several human tumor cell lines. Among them, compound 1 exhibited moderate cytotoxicity toward human breast cancer MCF-7 cell line with IC50 of 9.33 µM.
Subject(s)
Antineoplastic Agents/chemistry , Antineoplastic Agents/pharmacology , Cytochalasins/chemistry , Cytochalasins/pharmacology , Xylariales/chemistry , Antineoplastic Agents/isolation & purification , Cell Line, Tumor , Cytochalasins/isolation & purification , Humans , MCF-7 Cells , Neoplasms/drug therapy , Tyrosine/chemistryABSTRACT
Two new diterpenes, libertellenone G(1) and libertellenone H(2) were isolated from the fungus Eutypella sp. D-1 isolated from the soil of high latitude of Arctic, together with two known pimarane diterpenes (3-4). The structures of 1 and 2 were elucidated from spectroscopic data (nuclear magnetic resonance, mass spectrometry and infrared). These compounds were evaluated for cytotoxic activity against seven human tumor cell lines. Compound 2 showed a range of cytotoxicity between 3.31 and 44.1 µM. Compound 1 exhibited antibacterial activity against Escherichia coli, Bacillus subtilis and Staphylococcus aureus.
Subject(s)
Abietanes/pharmacology , Anti-Bacterial Agents/pharmacology , Antineoplastic Agents/pharmacology , Diterpenes/pharmacology , Xylariales/chemistry , Abietanes/chemistry , Abietanes/isolation & purification , Anti-Bacterial Agents/chemistry , Anti-Bacterial Agents/isolation & purification , Antineoplastic Agents/chemistry , Antineoplastic Agents/isolation & purification , Arctic Regions , Bacillus subtilis/drug effects , Cell Line, Tumor , Diterpenes/chemistry , Diterpenes/isolation & purification , Drug Discovery , Escherichia coli/drug effects , Humans , Magnetic Resonance Spectroscopy , Mass Spectrometry , Microbial Sensitivity Tests , Molecular Structure , Soil Microbiology , Staphylococcus aureus/drug effectsABSTRACT
Polar regions are remote and challenging areas on the earth. In view of the unique environment and the severe competition in polar regions, it's considered that the ecological system might be the producer of new compounds with diversity biological activities. This review is an attempt to consolidate the studies about 97 natural products isolated from Antarctic and Arctic organisms including microbes, algae, sponges, bryozoans, and tunicates and so on published in the recent years. The emphasis is mainly about the new compounds, source organisms and biological activities, which signifies the immense competence of Antarctic and Arctic organisms as bioactive natural products producers.
