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Abstract: A novel polyhydroxylated C29-sterol, 25ξ-methyl-22-homo-5α-cholest-7,22-diene-3β,6β,9α-triol, designated globosterol (1), together with one known tetrahydroxylated ergosterol (22E, 24R)-ergosta-7,22-diene-3β,5α,6β,9α-tetraol (2) has been isolated from the cultures of an endophytic fungus, Chaetomium globosum ZY-22 originated from the plant Ginkgo biloba. The structures and relative configurations of 1 and 2 were established on the basis of extensive spectroscopic analyses including 1D and 2D NMR (1H–1H COSY, HSQC, HMBC, and NOESY) experiments and comparison with the literature. Globosterol (1) possesses an unprecedented 25-methyl Δ22-C10-side chain and Δ7-3β,6β,9α-hydroxy-steroid nucleus, which represents the first example for C29-steroids of the group. [Copyright &y& Elsevier]

Abstract: A novel cytotoxic chlorinated azaphilone derivative named chaetomugilin D (1), together with three known metabolites, chaetomugilin A (2), chaetoglobosins A (3) and C (4), has been isolated by a bioassay-guided fractionation from the EtOAc extract of the cultures of Chaetomium globosum, an endophytic fungus found in the leaves of Ginkgo biloba. Structure of 1 was established by analyses of spectroscopic methods, including 2D-NMR experiments (COSY, NOESY, HMQC, and HMBC). Compounds 1–4 displayed significant growth inhibitory activity against the brine shrimp (Artemia salina) and Mucor miehei. [Copyright &y& Elsevier]

Globosumin, an undescribed chromene-4,7(4a H)-dione-tetramic acid PKS-PKS-NRPS hybrid, and globosumone, an undescribed azaphilone, together with ten known metabolites, were isolated from the desert plant-associated endophytic fungus Chaetomium globosum (Chaetomiaceae). The planar structures and relative configurations of globosumin and globosumone were determined by high-resolution ESI-MS and NMR data, and the absolute configurations of these two metabolites were determined by electronic circular dichroism (ECD) and circular dichroism (CD) combined with time-dependent density functional theory (TDDFT)-based quantum-chemical calculations. Chaetoglobosin A displayed biological effects against the seedling growth of Arabidopsis thaliana (Brassicaceae) in a dose-dependent manner, and this compound also exhibited biological activity against two cancer cell lines, A549 and HepG2, with IC 50 values of 6.82 ± 2.34 and 38.62 ± 7.44 μ M, respectively. Globosumin, an undescribed chromene-4,7(4a H)-dione-tetramic acid PKS-PKS-NRPS hybrid, and globosumone, an undescribed azaphilone, together with ten known metabolites, were isolated from the desert plant-associated endophytic fungus Chaetomium globosum (Chaetomiaceae). [Display omitted] • Twelve metabolites were isolated from the desert plant endophytic fungus Chaetomium globosum , in which globosumin possesses an undescribed chromene-4,7(4a H)-dione-tetramic acid skeleton, and chaetoglobosin A displayed biological effects against the seedings growth of Arabidopsis thaliana and two cancer cell lines. • Endophytic fungi inhabiting desert plants might be a new source to find metabolites with unique structures and potent bioactivities. [ABSTRACT FROM AUTHOR]

Abstract: Three novel azaphilone alkaloids, namely chaetomugilides A–C (1–3), together with three related compounds (4–6) were isolated from the methanol extract of Chaetomium globosum TY1, an endophytic fungus isolated from Ginkgo biloba. Their structures were elucidated on the basis of extensive 1D and 2D NMR as well as HRESI-MS spectroscopic data analysis. The isolated compounds exhibited highly cytotoxic activities against human cancer cell line HePG2 with the IC50 values range from 1.7 to 53.4μM. [Copyright &y& Elsevier]

Three novel azaphilone alkaloids, chaetomugilides A-C, are isolated together with three related compounds. [ABSTRACT FROM AUTHOR]