Periconianone A, a new 6/6/6 carbocyclic sesquiterpenoid from endophytic fungus Periconia sp. with neural anti-inflammatory activity.

Periconianone A (1), a polyoxygenated sesquiterpenoid with a new 6/6/6 tricarbocyclic skeleton, and periconianone B (2) were isolated from the endophytic fungus Periconia sp. Their structures and absolute configurations were elucidated by extensive spectroscopic analyses, calculated ECD, and single-crystal X-ray diffraction (Cu Kα). The biosynthesis of the unusual six-membered carbonic ring of 1 was postulated to be formed through intramolecular aldol condensation. Compounds 1 and 2 showed significant neural anti-inflammatory activity.

Periconiasins A-C, new cytotoxic cytochalasans with an unprecedented 9/6/5 tricyclic ring system from endophytic fungus Periconia sp.

Periconiasins A-C (1-3), new cytochalasans with an unprecedented 9/6/5 tricyclic ring system, were isolated from the endophytic fungus Periconia sp. F-31. Their structures and absolute configurations were elucidated by extensive spectroscopic and X-ray crystallographic analyses. Their biosynthesis is proposed to occur from an unusual seven acetate/malonate polyketide backbone attached to one leucine moiety by a PKS-NRPS followed by Diels-Alder and other reactions. 1 and 2 showed significant cytotoxicity against human HCT-8 cancer cells.

Butyrolactone and cycloheptanetrione from mangrove-associated fungus Aspergillus terreus.

A new butyrolactone, 7″-hydroxybutyrolactone III (1) and three new cycloheptanetriones, terretrione A-C (2-4), together with five known compounds, butyrolactone I, cyclo(Leu-Pro), cyclo(Val-Pro), cyclo(Ile-Pro), cyclo(Phe-Pro), were isolated from mangrove-associated marine fungus Aspergillus terreus. The structures of these compounds were elucidated on the basis of physical data analysis (NMR, high resolution-electrospray ionization (HR-ESI)-MS), especially by 2D-NMR techniques. These compounds showed weak cytotoxicity in vitro against HCT-8, Bel-7402, BGC-823, A2780 cell lines.

Two new terpenoids from endophytic fungus Periconia sp. F-31.

Two new terpenoids, (+)-(3S,6S,7R,8S)-periconone A (1) and (-)-(1R,4R,6S,7S)-2-caren-4,8-olide (2), have been isolated from an endophytic fungus Periconia sp., which was collected from the plant Annona muricata. Their structures were elucidated on the basis of extensive spectroscopic analyses. In the in vitro assays, the two compounds showed low cytotoxic activities against six human tumor cell lines (HCT-8, Bel-7402, BGC-823, A549, A2780 and MCF-7) with IC(50)>10(-5) M.

[Chemical constituents of an endophytic fungus from Annona muricata].

OBJECTIVE: To investigate the chemical constituents of an endophytic fungus, F-31, from Annona muricata and search antitumor natural products. METHOD: After scaling up, the fermentation broth and mycelia were extracted by macroporous resin and chromatographied by silica gel column, Sephadex LH-20 gel column and semi-preparative HPLC. The structures of compounds were determined by the means of extensive spectroscopic data The activity of the compounds were evaluated through MTT assay. RESULT: Six compounds were isolated from the fermentation broth and mycelia of this fungus, their structures were identified as 5-(3-hydroxybutyl)furan-2(5H)-one(1), chloranthalactone E(2), 5, 7-dimethyl-6-hydroxycoumarin(3), 1, 2, 4-triazole-(1'R, 2'R, 3'R, 4'R)-nucleosides(4), L-tryptophan(5), L-phenylalanine(6). The in vitro pharmalogical evaluation results displayed that the above compounds exhibited no inhibitory effects on the proliferation of six tumor cell lines (HCT-8, Bel-7402, BGC-823, A549, A2780 and MCF-7). CONCLUSION: Among these obtained compounds, compound 1 was a new compound.