Submitted to: Organic Letters
Publication Type: Peer reviewed journal
Publication Acceptance Date: 1/14/2003
Publication Date: 2/12/2003
Citation: ZHANG, Y., LI, C., SWENSON, D.C., GLOER, J.B., WICKLOW, D.T., DOWD, P.F. NOVEL ANTIINSECTAN OXALICINE ALKALOIDS FROM TWO UNDESCRIBED FUNGICOLOUS PENICILLIUM SPP. ORGANIC LETTERS. 2003. v. 5. p. 773-776. Interpretive Summary: There is an urgent need for new sources of antiinsectan agents that can be used in combating insect pests of crops and fungi that parasitize other fungi which represent an untapped source of novel bioactive chemicals useful to agriculture and medicine. Decaturins A and B, are new members of a rare class of compounds isolated from extracts of Penicillium decaturense and Penicillium thiersii, isolated as colonists of wood decay fungi. Decaturin B showed potent antiinsectan activity when tested in dietary assays against the fall armyworm Spodoptera frugiptera. Insect resistance to pesticides has become increasingly problematic in recent years and new classes of environmentally friendly agricultural pesticides are also needed.
Technical Abstract: 15-Deoxyoxalicine B (1) and decaturins A (2) and B (3) have been isolated from Penicillium decaturense and Penicillium thiersii, two previously undescribed species obtained as colonists of wood-decay fungi. The structures were determined by 2D NMR experiments and/or single-crystal X-ray diffraction analysis. These compounds are members of a rare structural class, and decaturins A and B feature a new polycyclic ring system. Decaturin B (3) exhibited potent antiinsectan activity against the fall armyworm (Spodoptera frugiperda).