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Toxins 2016, 8(1), 20; doi:10.3390/toxins8010020

Preparative Separation of Main Ustilaginoidins from Rice False Smut Balls by High-Speed Counter-Current Chromatography

1
Key Laboratory of Plant Pathology, Ministry of Agriculture/Department of Plant Pathology, College of Plant Protection, China Agricultural University, Beijing 100193, China
2
Institute of Food Science and Technology, Chinese Academy of Agricultural Sciences/Key Laboratory of Agro-products Processing, Ministry of Agriculture, Beijing 100193, China
*
Authors to whom correspondence should be addressed.
Academic Editor: Paola Battilani
Received: 11 December 2015 / Revised: 5 January 2016 / Accepted: 6 January 2016 / Published: 12 January 2016
(This article belongs to the Collection Understanding Mycotoxin Occurrence in Food and Feed Chains)
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Abstract

Ustilaginoidins are bis-naphtho-γ-pyrone mycotoxins isolated from the rice false smut balls (FSBs) infected by the pathogen Villosiclava virens in rice spikelets on panicles. In order to obtain large amounts of pure ustilaginoidins to further evaluate their biological activities and functions, phytotoxicity on rice, security to human and animals as well as to accelerate their applications as pharmaceuticals, preparative high-speed counter-current chromatography (HSCCC) was successfully applied to the isolation and purification of seven bis-naphtho-γ-pyrone mycotoxins, namely ustilaginoidins A (1), G (2), B (3), H (4), I (5), C (6), and J (7) from the ethyl acetate crude extract of rice FSBs. Both 1 and 2 were prepared by HSCCC from the low-polarity fraction of the crude extract using the two-phase solvent system composed of n-hexane-ethyl acetate-methanol-water at the volume ratio of 6.5:3.5:5.0:5.0. Similarly, 3, 4 and 5 were prepared from the medium-polarity fraction using the system at the volume ratio of 4.0:5.0:5.0:6.0, and 6 and 7 were prepared from the higher-polarity fraction using the system at volume ratio of 3.0:5.0:4.0:6.7. A total of 6.2 mg of 1, 5.1 mg of 2, 3.9 mg of 3, 1.2 mg of 4, 5.7 mg of 5, 3.5 mg of 6, and 6.1 mg of 7 with purities of 88%, 82%, 91%, 80%, 92%, 81% and 83%, respectively, were yielded from total 62 mg fraction samples in three independent HSCCC runs. The structures of the purified ustilaginoidins were characterized by means of physicochemical and spectrometric analysis. View Full-Text
Keywords: ustilaginoidins; mycotoxin; preparative separation; rice false smut balls; Villosiclava virens; Ustilaginoidea virens; high-speed counter-current chromatography ustilaginoidins; mycotoxin; preparative separation; rice false smut balls; Villosiclava virens; Ustilaginoidea virens; high-speed counter-current chromatography
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Sun, W.; Dong, X.; Xu, D.; Meng, J.; Fu, X.; Wang, X.; Lai, D.; Zhou, L.; Liu, Y. Preparative Separation of Main Ustilaginoidins from Rice False Smut Balls by High-Speed Counter-Current Chromatography. Toxins 2016, 8, 20.

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