Naphthalene derivatives and halogenate quinoline from the coral-derived fungus Trichoderma harzianum (XS-20090075) through OSMAC approach.

OSMAC approach was performed on the soft coral-derived fungus Trichoderma harzianum (XS-20090075) leading to the significant changes of its secondary metabolites by using two different cultures. A new naphthalene derivative, trichoharzin B (1) and a new natural product, methyl-trichoharzin (2) were isolated by using rice medium. Whereas, a new natural product, ethyl 2-bromo-4-chloroquinoline-3-carboxylate (9) was obtained by using Czapek's medium. Their structures were established by extensive spectroscopic investigation. The absolute configuration of 5 was determined by single-crystal X-ray diffraction. Compound 9 was the first halogenate quinoline derivative isolated from the genus of Trichoderma.