New Bioactive 2,3‐Epoxycyclohexenes and Isocoumarins from the Endophytic Fungus Phomopsis sp. from Laurus Azorica

Abstract

Six new metabolites, namely cycloepoxylactone (1a), cycloepoxytriol A (2), cycloepoxytriol B (3) and phomolactones A–C (4–6), were isolated from two cultures of the ethyl acetate soluble fraction of the endophytic fungus Phomopsis sp. (internal strain no. 7233). Their structures were determined by means of spectroscopic data including HREIMS, 1H NMR, 13C NMR, and 2D NMR (HMQC, HMBC, and NOESY). The absolute configurations of 1a, 4 and 5 were determined by circular dichroism and comparison of solution CD spectra with TDDFT‐calculated ones. Preliminary studies showed that cycloepoxylactone (1a) has good antibacterial, antifungal, and algicidal activity against Bacillus megaterium, Microbotryum violaceum, and Chlorella fusca, respectively, whereas cycloepoxytriol B (3) has good algicidal activity against Chlorella fusca.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

Pseudoanguillosporin A and B: Two New Isochromans Isolated from the Endophytic Fungus Pseudoanguillospora sp.

“…In connection with our ongoing search for biologically active metabolites from fungi, [1] we investigated the constituents of an endophytic fungus, Pseudoanguillospora sp, internal strain number 6577, isolated from the red algae Polyides rotundus and found on the shore of the Baltic See near Ahrenshoop. The crude culture extract of the fungus was found to have good antifungal activity against Microbotryum violaceum and antibacterial activity against Bacillus megaterium.…”

“…The crude culture extract of the fungus was found to have good antifungal activity against Microbotryum violaceum and antibacterial activity against Bacillus megaterium. Extensive column and preparative thinlayer chromatography of the ethyl acetate culture extract afforded two new isochromans, named pseudoanguillosporin A (2a) and B (3), together with the known cephalochromin (1). [2][3][4] Cephalochromin (1) was recently identified as the first selective FabI [bacterial enoyl-acyl carrier protein (ACP) reductase] inhibitor of Staphylococcus aureus and Escherichia coli.…”

Antimicrobial activity of two mellein derivatives isolated from an endophytic fungus

“…It has been reported that endophytic fungi have in the past provided a number of novel and interesting organic compounds that showed quite notable biological activities and a high degree of biodiversity (Hussain et al, 2009a;2012;Saleem et al, 2011). Moreover, fungal natural products have also played a crucial role in producing a number of lead compounds for new drug candidates (Hussain et al, 2009a, b;2012).…”

“…Moreover, fungal natural products have also played a crucial role in producing a number of lead compounds for new drug candidates (Hussain et al, 2009a, b;2012).…”

Pestalotheols E–H: Antimicrobial Metabolites from an Endophytic Fungus Isolated from the Tree Arbutus unedo

“…Endophytes, commonly present in almost all plants, are being recognized as a potential source of useful medicinal compounds. [2] Continuing our work on the characterization of structurally novel and/or biologically active metabolites from fungal endophyte cultures, [3][4][5] we found that the EtOAc extract of the culture of an unidentified Ascomycete isolated from Arbutus unedo showed strong antifungal activity and good antibacterial and antialgal activities. Fractionation of the ethyl acetate extract led to the isolation and structural determination of four new compounds, which have been named pestalotheols E-H (1-4).…”