Stonikacidin A, an Antimicrobial 4-Bromopyrrole Alkaloid Containing L-Idonic Acid Core from the Northwestern Pacific Marine Sponge .

Stonikacidin A (), the first representative of a new class of 4-bromopyrrole alkaloids containing an aldonic acid core, was isolated from the marine sponge . The compound is named in honor of Prof. Valentin A.

Rhabdastrellosides A and B: Two New Isomalabaricane Glycosides from the Marine Sponge , and Their Cytotoxic and Cytoprotective Effects.

Investigation of the Vietnamese marine sponge led to the isolation of two new polar isomalabaricanes: rhabdastrellosides A () and B (). Their structures and stereochemistry were elucidated with the application of 1D and 2D NMR, HRESIMS, and HRESIMS/MS methods, as well as chemical modifications and GC-MS analysis. Metabolites and are the first isomalabaricanes with non-oxidized cyclopentane ring in the tricyclic core system.

Anthraquinone Derivatives and Other Aromatic Compounds from Marine Fungus KMM 4696 and Their Effects against .

New anthraquinone derivatives acruciquinones A-C (-), together with ten known metabolites, were isolated from the obligate marine fungus KMM 4696. Acruciquinone C is the first member of anthraquinone derivatives with a 6/6/5 backbone. The structures of isolated compounds were established based on NMR and MS data.

Assimiloside A, a Glycolipid with Immunomodulatory Activity from the Northwestern Pacific Marine Sponge .

Assimiloside A (), an unprecedented marine glycolipid containing a γ-lactone of 4,16,26-trihydroxy C fatty acid as an aglycon and a trisaccharide carbohydrate moiety, was isolated from the marine sponge . Its structure was elucidated by NMR spectroscopy, mass spectrometry, chemical transformations, and ECD spectroscopy combined with time-dependent density functional theory calculations. Assimiloside A at nontoxic concentrations of 0.

New Anti-Hypoxic Metabolites from Co-Culture of Marine-Derived Fungi KMM 4638 and sp. KMM 4639.

The KMM 4639 strain was identified as sp. based on two molecular genetic markers: ITS and β-tubulin regions. Chemical investigation of co-culture marine-derived fungi sp.

New Bioactive β-Resorcylic Acid Derivatives from the Alga-Derived Fungus KMM 4685.

Five new β-resorcylic acid derivatives, 14-hydroxyasperentin B (), β-resoantarctines A-C (, , ) and 8-dehydro-β-resoantarctine A (), together with known 14-hydroxyasperentin (5'-hydroxyasperentin) (), were isolated from the ethyl acetate extract of the fungus KMM 4685 associated with the brown alga . The structures of the compounds were elucidated by spectroscopic analyses and modified Mosher's method, and the biogenetic pathways for compounds - were proposed. For the very first time, the relative configuration of the C-14 center of a known compound was assigned via analyses of magnitudes of the vicinal coupling constants.

New Guanidine Alkaloids Batzelladines O and P from the Marine Sponge Induce Apoptosis and Autophagy in Prostate Cancer Cells.

Two new guanidine alkaloids, batzelladines O () and P (), were isolated from the deep-water marine sponge The structures of these metabolites were determined by NMR spectroscopy, mass spectrometry, and ECD. The isolated compounds exhibited cytotoxic activity in human prostate cancer cells PC3, PC3-DR, and 22Rv1 at low micromolar concentrations and inhibited colony formation and survival of the cancer cells. Batzelladines O () and P () induced apoptosis, which was detected by Western blotting as caspase-3 and PARP cleavage.

Meroantarctines A-C, Meroterpenoids with Rearranged Skeletons from the Alga-Derived Fungus KMM 4685 with Potent p-Glycoprotein Inhibitory Activity.

New meroterpenoids, meroantarctines A-C (-), with unique 6/5/6/6, 6/5/6/5/6, and 6/5/6/5 polycyclic systems were isolated from the alga-derived fungus KMM 4685. Their structures were elucidated by spectroscopic methods, X-ray diffraction, and quantum chemical calculations. A biogenetic pathway for - was proposed.

Cytoprotective Polyketides from Sponge-Derived Fungus .

The new polyketides lopouzanones A and B, as well as the new 1--acetyl and 2--acetyl derivatives of dendrodochol B, were isolated from the sponge-derived marine fungus strain 168CLC-57.3. Moreover, six known polyketides, gliorosein, balticolid, dendrodolide G, dihydroisocoumarine, (-)-5-methylmellein, and dendrodochol B, were identified.

New Antibacterial Chloro-Containing Polyketides from the Alga-Derived Fungus KMM 4696.

Six new polyketides acrucipentyns A-F (-) were isolated from the alga-derived fungus KMM 4696. Their structures were established based on spectroscopic methods. The absolute configurations of acrucipentyn A was assigned by the modified Mosher's method and ROESY data analysis.

Toporosides A and B, Cyclopentenyl-Containing ω-Glycosylated Fatty Acid Amides, and Toporosides C and D from the Northwestern Pacific Marine Sponge .

Toporosides A-D (-), new ω-glycosylated fatty acid amides, were isolated from the sponge . The structures of these compounds, including absolute configurations of stereogenic centers, were established using analysis of 1D and 2D NMR, ECD, and HR mass spectra as well as chemical transformations. Toporosides A () and B () are the first lipids containing a cyclopentenyl α,β-unsaturated carbonyl moiety in the polymethylene chain.