title: New Fusaric Acid Derivatives from the Endophytic Fungus Fusarium oxysporum and Their Phytotoxicity to Barley Leaves.
abstract: Chemical investigation of the endophytic fungus Fusarium oxysporum isolated from fruits of Drepanocarpus lunatus afforded eight new fusaric acid derivatives, fusaricates A-G, 1-7, and 10-hydroxy-11-chlorofusaric acid, 8, along with four known compounds. Their structures were elucidated by one- and two-dimensional NMR as well as MS data and by comparison with the literature. The absolute configurations of fusaricates C-E, 3-5, were determined using chiral GC-MS. Fusaricates A-G, 1-7, represent the first examples of fusaric acid linked to a polyalcohol moiety via an ester bond. All isolated fusaric acid derivatives 1-8 showed significant phytotoxicity to leaves of barley.
authors.affiliation: Institute of Pharmaceutical Biology and Biotechnology, Heinrich-Heine-Universität Düsseldorf , Universitätsstrasse 1, 40225 Düsseldorf, Germany.
authors.forename: Shuai
authors.initials: S
authors.lastname: Liu
authors.affiliation: Key Laboratory of Biology and Genetic Resources of Tropical Crops, Ministry of Agriculture, Institute of Tropical Bioscience and Biotechnology, Chinese Academy of Tropical Agricultural Sciences , Haikou 571101, China.
authors.forename: Haofu
authors.initials: H
authors.lastname: Dai
authors.affiliation: Department of Pharmacognosy, Faculty of Pharmacy, King Saud University , Riyadh, Saudi Arabia.
authors.forename: Raha S
authors.initials: RS
authors.lastname: Orfali
authors.affiliation: State Key Laboratory of Natural and Biomimetic Drugs, Peking University , Beijing 100191, China.
authors.forename: Wenhan
authors.initials: W
authors.lastname: Lin
authors.affiliation: Institute of Pharmaceutical Biology and Biotechnology, Heinrich-Heine-Universität Düsseldorf , Universitätsstrasse 1, 40225 Düsseldorf, Germany.
authors.forename: Zhen
authors.initials: Z
authors.lastname: Liu
authors.affiliation: Institute of Pharmaceutical Biology and Biotechnology, Heinrich-Heine-Universität Düsseldorf , Universitätsstrasse 1, 40225 Düsseldorf, Germany.
authors.forename: Peter
authors.initials: P
authors.lastname: Proksch
mesh_terms: D005669:Fusaric Acid / Q000633:toxicity*; D005670:Fusarium / Q000737:chemistry*; D001467:Hordeum / Q000382:microbiology*; D010935:Plant Diseases / Q000382:microbiology*; D018515:Plant Leaves / Q000187:drug effects* / Q000382:microbiology; D021241:Spectrometry, Mass, Electrospray Ionization
chemical_list: D005669:Fusaric Acid
keywords: Fusarium oxysporum; fusaricates A−G; phytotoxicity; structural elucidation