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1.
Mar Drugs ; 12(9): 4713-31, 2014 Sep 01.
Article in English | MEDLINE | ID: mdl-25257783

ABSTRACT

The fungus Aspergillus tubingensis (strain OY907) was isolated from the Mediterranean marine sponge Ircinia variabilis. Extracellular extracts produced by this strain were found to inhibit the growth of several fungi. Among the secreted extract components, a novel anhydride metabolite, tubingenoic anhydride A (1) as well as the known 2-carboxymethyl-3-hexylmaleic acid anhydride, asperic acid, and campyrone A and C were purified and their structure elucidated. Compound 1 and 2-carboxymethyl-3-hexylmaleic acid anhydride inhibited Neurospora crassa growth (MIC = 330 and 207 µM, respectively) and affected hyphal morphology. We produced a N. crassa mutant exhibiting tolerance to 1 and found that a yet-uncharacterized gene, designated mas-1, whose product is a cytosolic protein, confers sensitivity to this compound. The ∆mas-1 strain showed increased tolerance to sublethal concentrations of the chitin synthase inhibitor polyoxin D, when compared to the wild type. In addition, the expression of chitin synthase genes was highly elevated in the ∆mas-1 strain, suggesting the gene product is involved in cell wall biosynthesis and the novel anhydride interferes with its function.


Subject(s)
Anhydrides/pharmacology , Antifungal Agents/pharmacology , Aspergillus/chemistry , Neurospora crassa/drug effects , Proto-Oncogene Proteins/chemistry , Proto-Oncogene Proteins/genetics , Receptors, G-Protein-Coupled/chemistry , Receptors, G-Protein-Coupled/genetics , Anhydrides/isolation & purification , Animals , Antifungal Agents/isolation & purification , Aspergillus/genetics , Cell Wall/drug effects , Chitin Synthase/biosynthesis , Chitin Synthase/genetics , Neurospora crassa/genetics , Neurospora crassa/growth & development , Porifera/microbiology , Proto-Oncogene Mas
2.
Bioorg Med Chem ; 19(22): 6587-93, 2011 Nov 15.
Article in English | MEDLINE | ID: mdl-21676619

ABSTRACT

Three novel meroterpenoids, insuetolides A-C (1-3) and four drimane sesquiterpenes, the new (E)-6-(4'-hydroxy-2'-butenoyl)-strobilactone A (4) and the known 2α, 9α, 11-trihydroxy-6-oxodrim-7-ene (5), strobilactone A (6) and (E,E)-6-(6',7'-dihydroxy-2',4'-octadienoyl)-strobilactone A (7), were isolated from the EtOAc extract of the culture medium of the marine-derived fungus Aspergillus insuetus (OY-207), which was isolated from the Mediterranean sponge Psammocinia sp. The structures of the compounds were determined by spectroscopic methods. Insuetolides A-C reveal a new carbon skeleton derived from the cyclization of farnesyl and 3, 5-dimethylorsellinic acid. Compounds 1, 6, and 7 exhibited anti-fungal activity towards Neurospora crassa with MIC values of 140, 242, and 162 µM, respectively; and compounds 3, 4, and 7 exhibited mild cytotoxicity towards MOLT-4 human leukemia cells.


Subject(s)
Aspergillus/chemistry , Porifera/microbiology , Terpenes/chemistry , Animals , Cell Line, Tumor , Drug Screening Assays, Antitumor , Humans , Israel , Microbial Sensitivity Tests , Neurospora crassa/drug effects , Nuclear Magnetic Resonance, Biomolecular , Sesquiterpenes/chemistry , Sesquiterpenes/isolation & purification , Terpenes/isolation & purification , Terpenes/pharmacology
3.
FEMS Microbiol Ecol ; 63(2): 192-204, 2008 Feb.
Article in English | MEDLINE | ID: mdl-18093145

ABSTRACT

Zero-discharge marine aquaculture systems are an environmentally friendly alternative to conventional aquaculture. In these systems, water is purified and recycled via microbial biofilters. Here, quantitative data on nitrifier community structure of a trickling filter biofilm associated with a recirculating marine aquaculture system are presented. Repeated rounds of the full-cycle rRNA approach were necessary to optimize DNA extraction and the probe set for FISH to obtain a reliable and comprehensive picture of the ammonia-oxidizing community. Analysis of the ammonia monooxygenase gene (amoA) confirmed the results. The most abundant ammonia-oxidizing bacteria (AOB) were members of the Nitrosomonas sp. Nm143-lineage (6.7% of the bacterial biovolume), followed by Nitrosomonas marina-like AOB (2.2% of the bacterial biovolume). Both were outnumbered by nitrite-oxidizing bacteria of the Nitrospira marina-lineage (15.7% of the bacterial biovolume). Although more than eight other nitrifying populations were detected, including Crenarchaeota closely related to the ammonia-oxidizer 'Nitrosopumilus maritimus', their collective abundance was below 1% of the total biofilm volume; their contribution to nitrification in the biofilter is therefore likely to be negligible.


Subject(s)
Aquaculture , Bacteria/isolation & purification , Biofilms , Ammonia/metabolism , Bacteria/classification , Bacteria/genetics , Bacteria/metabolism , Base Sequence , In Situ Hybridization, Fluorescence , Molecular Sequence Data , Nitrites/metabolism , Oxidation-Reduction , Oxidoreductases/genetics , Phylogeny , RNA, Bacterial/genetics , RNA, Ribosomal, 16S/genetics , Seawater , Sequence Analysis, RNA
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