Bioactive Polyketides from the Natural Complex of the Sea Urchin-Associated Fungi Penicillium sajarovii KMM 4718 and Aspergillus protuberus KMM 4747.

The marine-derived fungal strains KMM 4718 and KMM 4747 isolated from sea urchin Scaphechinus mirabilis as a natural fungal complex were identified as Penicillium sajarovii and Aspergillus protuberus based on Internal Transcribed Spacer (ITS), partial ß-tubulin (BenA), and calmodulin (CaM) molecular markers as well as an ribosomal polymerase two, subunit two (RPB2) region for KMM 4747. From the ethyl acetate extract of the co-culture, two new polyketides, sajaroketides A (1) and B (2), together with (2'S)-7-hydroxy-2-(2'-hydroxypropyl)-5-methylchromone (3), altechromone A (4), norlichexanthone (5), griseoxanthone C (6), 1,3,5,6-tetrahydroxy-8-methylxanthone (7), griseofulvin (8), 6-O-desmethylgriseofulvin (9), dechlorogriseofulvin (10), and 5,6-dihydro-4-methyl-2H-pyran-2-one (11) were identified. The structures of the compounds were elucidated using spectroscopic analyses. The absolute configurations of the chiral centers of sajaroketides A and B were determined using time-dependent density functional theory (TDDFT)-based calculations of the Electronic Circular Dichroism (ECD) spectra. The inhibitory effects of these compounds on urease activity and the growth of Staphylococcus aureus, Escherichia coli, and Candida albicans were observed. Sajaroketide A, altechromone A, and griseofulvin showed significant cardioprotective effects in an in vitro model of S. aureus-induced infectious myocarditis.

The O-specific polysaccharide from the marine bacterium Pseudoalteromonas agarivorans KMM 255(T).

The O-specific polysaccharide was isolated from the lipopolysaccharide of a marine bacterium Pseudoalteromonas agarivorans KMM 255(T) and studied by chemical methods along with (1)H and (13)C NMR spectroscopies. The following new structure of the O-specific polysaccharide from P. agarivorans KMM 255(T) containing 2-acetamido-2-deoxy-D-glucose (D-GlcNAc), D-glucose (D-Glc), D-glucuronic acid (D-GlcA) and two residues of D-galactose (D-Gal) was established: Formula: see text].

Structure of the O-specific polysaccharide from the deep-sea marine bacterium Idiomarina abyssalis КММ 227(T) containing a 2-O-sulfate-3-N-(4-hydroxybutanoyl)-3,6-dideoxy-d-glucose.

The O-specific polysaccharide was isolated from the lipopolysaccharide of type strain Idiomarina abyssalis КММ 227(T) and studied by sugar analysis, Smith degradation, and two-dimensional (1)H and (13)C NMR spectroscopy including (1)H,(1)H-TOCSY, (1)H,(1)H-COSY, (1)H,(1)H-ROESY, (1)H,(13)C-HSQC, (1)H,(13)C-HMBC, (1)H,(13)C-H2BC and (1)H,(13)C-HSQC-TOCSY experiments. The new structure of the O-specific polysaccharide of I. abyssalis КММ 227(T) containing 2-O-sulfate-3-N-(4-hydroxybutanoyl)-3,6-dideoxy-d-glucose was established.