title: New 3-O-Alkyl-4a,10a-dihydrofusarubins produced by Fusarium sp. Mj-2.
abstract: Five new 3-O-alkyl-4a,10a-dihydrofusarubins (2-6) were isolated from the culture filtrate of a strain of Fusarium sp. (Mj-2), together with the known metabolite, anhydrofusarubin (1). The structures of the new metabolites were elucidated by spectroscopic analyses to be 3-O-butyl, 3-O-3'-methylbutyl, 3-O-2'-methylbutyl and 3-O-2'-phenylethyl-4a,10a-dihydrofusarubin A, and an isomer of 3-O-2'-phenylethyl-4a,10a-dihydrofusarubin A. Their antifungal and antibacterial activities were evaluated together with a 3-O-methyl derivative (7) prepared from 3-O-butyl-4a,10a-dihydrofusarubin A (2), indicating that the size of the O-substituent at C-3 in the 4a,10a-dihydrofusarubins negatively affected the metabolites' antimicrobial activity.
authors: Department of Agricultural Chemistry, Faculty of Agriculture, Tottori University, Koyama, Tottori, Japan.
authors: Masanobu
authors: M
authors: Suzuki
authors: Naoto
authors: N
authors: Nishida
authors: Atsushi
authors: A
authors: Ishihara
authors: Hiromitsu
authors: H
authors: Nakajima
mesh_terms: D000900:Anti-Bacterial Agents / Q000302:isolation & purification* / Q000494:pharmacology; D000935:Antifungal Agents / Q000302:isolation & purification* / Q000494:pharmacology; D003470:Culture Media / Q000737:chemistry; D005285:Fermentation; D005670:Fusarium / Q000737:chemistry / Q000378:metabolism*; D009682:Magnetic Resonance Spectroscopy; D009284:Naphthols / Q000302:isolation & purification* / Q000494:pharmacology; D009285:Naphthoquinones / Q000302:isolation & purification* / Q000494:pharmacology; D013329:Structure-Activity Relationship
chemical_list: D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D003470:Culture Media; D009284:Naphthols; D009285:Naphthoquinones; C580782:anhydrofusarubin