title: Pneumocandins from Zalerion arboricola. III. Structure elucidation.
abstract: Pneumocandin B0 (6) and six related lipopeptides are antifungal and anti-Pneumocystis carinii agents from mutants of Zalerion arboricola, whose structures were determined mainly on the basis of spectroscopic analysis. They belong, along with pneumocandin A0 (L-671,329) previously isolated from these laboratories, to the echinocandin class of antifungal agents. The product from base-catalyzed ring opening involving the hemiaminal position of the dihydroxyornithine residue of B0, has been clearly defined as 6b. Modifications were limited to the 3-hydroxy-4-methylproline, 3,4-dihydroxyhomotyrosine and 4,5-dihydroxyornithine residues of pneumocandin A0.
authors: Department of Natural Products Chemistry, Merck Research Laboratories, Rahway, N.J. 07065-0900.
authors: O D
authors: OD
authors: Hensens
authors: J M
authors: JM
authors: Liesch
authors: D L
authors: DL
authors: Zink
authors: J L
authors: JL
authors: Smith
authors: C F
authors: CF
authors: Wichmann
authors: R E
authors: RE
authors: Schwartz
mesh_terms: D000900:Anti-Bacterial Agents; D000935:Antifungal Agents / Q000737:chemistry* / Q000494:pharmacology; D000998:Antiviral Agents / Q000737:chemistry; D002176:Candida albicans / Q000187:drug effects; D003461:Crystallography; D054714:Echinocandins; D009682:Magnetic Resonance Spectroscopy; D003904:Mitosporic Fungi / Q000737:chemistry*; D010455:Peptides; D010456:Peptides, Cyclic / Q000737:chemistry / Q000494:pharmacology; D011010:Pneumocystis / Q000187:drug effects; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D000998:Antiviral Agents; D054714:Echinocandins; D010455:Peptides; D010456:Peptides, Cyclic; C058995:pneumocandin A(0); C079465:pneumocandin B(0)