Cyclohexenones and isocoumarins from an endophytic fungus ofSarcosomataceaesp.

Abstract

Three new cyclohexenones (1-3, named sarcosones A-C) and two new isocoumarins (4 and 5), together with five known isocoumarins (6-10), were isolated from the solid cultures of an endophytic fungus Sarcosomataceae sp. NO.49-14-2-1. Their chemical structures were elucidated by analyses of HR-ESI-TOF-MS, (1)H, (13)C NMR, (1)H-(1)H COSY, HSQC, and HMBC spectra. Their absolute configurations were determined via modified Mosher's method and circular dichroism spectra method.

Strobiloscyphones A–F, 6-Isopentylsphaeropsidones and Other Metabolites from Strobiloscypha sp. AZ0266, a Leaf-Associated Fungus of Douglas Fir

“…Phytotoxic and antimicrobial dimedone methyl ethers, including sphaeropsidone ( 8 ), have previously been reported from the fungus Diplodia cupressi , one of the causal agents of canker disease of Italian cypress, Cupressus sempervirens , and other Cupressus species in the Mediterranean . Related compounds with an α,β-unsaturated cyclohexanone system also have been encountered in a variety of endophytic fungi …”

Reisolation and Structure Revision of Asperspiropene A

“…3−5 In contrast, the revised structure of asperspiropene A and sarcosone derivatives belongs to a wide group of fungal polyketides containing a 3methoxycyclohexenone substructure. 7,9,10,19 Interestingly, the chemical shifts of the oxygenated 7-hydroxydihydro-2H-pyran-6(4H)-one (ring B in the proposed structure and in trichothecrotocins and trichothosporon A) and the 3methoxycyclohexenone ring (ring B in the revised structure and in sarcosone derivatives) are very similar (Figures S19 and S20), suggesting that the ring structures in trichothecrotocins and trichothosporon A could be wrongly determined. So we carefully re-examined 2D NMR data of these analogues of the proposed structure of asperspirone A. Consequently, found that the same strong HMBC correlation of H-7/C-8 was observed for trichothecrotocins D−G (Figures S21−S24), which is an uncommon four-bond correlation and also was not taken into consideration when Yang and co-workers elucidated the structures of trichothecrotocins D−G.…”

Chemical Constituents from Endophytic Fungus Annulohypoxylon cf. stygium in Leaves of Anoectochilus roxburghii

“…[47] Compound 15, a naphthalene derivative, was reported to be found in other genera like Coniothyrium palmarum, [48] Edenia gomezpompae, [49] Edenia sp., [50] Anteaglonium sp., [51] Rhytidhysteron rufulum. [52] Compound 16, a dihydrocoumarin compound, was reported to be found in other genera like Septoria nodorum, [53] Aspergillus melleus, [54] Brosimum acutifolium, [55] Apiospora montagnei, [56] Nodulisporium sp., [57] Xylaria sp., [58] Campylotropis hirtella., [59] Hypoxylon investiens., [60] Penicillium sp., [61] Botryosphaeria sp., [62] Sarcosomataceae sp., [63] Pyronema sp. [64] and Pestalotiopsis sp.…”