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J Agric Food Chem. 2016 Apr 27;64(16):3127-32. doi: 10.1021/acs.jafc.6b00219. Epub 2016 Apr 13.

New Fusaric Acid Derivatives from the Endophytic Fungus Fusarium oxysporum and Their Phytotoxicity to Barley Leaves.

Author information

1
Institute of Pharmaceutical Biology and Biotechnology, Heinrich-Heine-Universität Düsseldorf , Universitätsstrasse 1, 40225 Düsseldorf, Germany.
2
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.
3
Department of Pharmacognosy, Faculty of Pharmacy, King Saud University , Riyadh, Saudi Arabia.
4
State Key Laboratory of Natural and Biomimetic Drugs, Peking University , Beijing 100191, China.

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.

KEYWORDS:

Fusarium oxysporum; fusaricates A−G; phytotoxicity; structural elucidation

PMID:
27050289
DOI:
10.1021/acs.jafc.6b00219
[Indexed for MEDLINE]

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