New class azaphilone produced by a marine fish-derived Chaetomium globosum. The stereochemistry and biological activities.

Four new metabolites, chaetomugilins P-R and 11-epi-chaetomugilin I, were isolated from a strain of Chaetomium globosum originally obtained from the marine fish Mugil cephalus, and their absolute stereostructures were elucidated on the basis of spectroscopic analyses, including 1D and 2D NMR techniques and various chemical transformations. Particularly, the skeleton of chaetomugilin P is different from that of other azaphilones isolated from this fungal strain to date. In addition, these compounds significantly inhibited the growth of cultured P388, HL-60, L1210 and KB cell lines.

New azaphilones, seco-chaetomugilins A and D, produced by a marine-fish-derived Chaetomium globosum.

Seco-chaetomugilins A and D were isolated from a strain of Chaetomium globosum that was originally isolated from the marine fish Mugil cephalus, and their absolute stereostructures were elucidated on the basis of spectroscopic analyses, including 1D and 2D NMR techniques, along with the chemical transformation from known chaetomugilins A and D. Seco-chaetomugilin D exhibited growth inhibitory activity against cultured P388, HL-60, L1210, and KB cells.

Absolute stereostructures of chaetomugilins G and H produced by a marine-fish-derived Chaetomium species.

Chaetomugilins G and H were isolated from a strain of Chaetomium globosum that was originally isolated from the marine fish, Mugil cephalus, and their absolute stereostructures were elucidated on the basis of spectroscopic analyses, including 1D and 2D NMR techniques, and chemical transformation. In addition, the absolute configuration of chaetoviridin C was established by derivatization from chaetomugilin A. These compounds exhibited a growth inhibitory activity against cultured P388, HL-60, L1210 and KB cells.

Chaetomugilins, new selectively cytotoxic metabolites, produced by a marine fish-derived Chaetomium species.

Chaetomugilins A-F have been isolated from a strain of Chaetomium globosum originally isolated from the marine fish Mugil cephalus, and their absolute stereostructures have been elucidated on the basis of spectroscopic analyses, including 1D and 2D NMR techniques, some chemical transformations and an X-ray analysis. These compounds exhibited significant growth inhibition against cultured P388 cells and HL-60 cells. In addition, chaetomugilins A, C and F showed selective cytotoxic activities against 39 human cancer cell lines.