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Mar. Drugs 2014, 12(11), 5563-5575; doi:10.3390/md12115563

Five New Secondary Metabolites Produced by a Marine-Associated Fungus, Daldinia eschscholzii

1
Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, China
2
Tongji Hospital Affiliated to Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, China
3
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650204, China
These authors contributed equally to this work.
*
Authors to whom correspondence should be addressed.
Received: 16 October 2014 / Revised: 12 November 2014 / Accepted: 13 November 2014 / Published: 20 November 2014
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Abstract

Five new compounds, including a benzopyran ribonic glycoside, daldiniside A (1), two isocoumarin ribonic glycosides, daldinisides B (2) and C (3), and two alkaloids, 1-(3-indolyl)-2R,3-dihydroxypropan-1-one (4) and 3-ethyl-2, 5-pyrazinedipropanoic acid (5), along with five known compounds (610), were isolated from the EtOAc extract of the marine-associated fungus, Daldinia eschscholzii. Their structures were elucidated by extensive physicochemical and spectroscopic properties, besides comparison with literature data. The absolute configurations of compounds 13 were corroborated by chemical transformation, GC analysis and X-ray crystallographic analysis. Meanwhile, the absolute configuration of compound 4 and the planar structure of compound 6 were also determined based on the X-ray diffraction analysis. The cytotoxicity of compounds 110, antifungal and anti-HIV activities of compounds 15 and the in vitro assay for glucose consumption of compounds 13 were done in the anti-diabetic model, whereas none showed obvious activity. View Full-Text
Keywords: marine-associated fungus; Daldinia eschscholzii; secondary metabolites; hydrolysis; GC analysis; X-ray diffraction analysis marine-associated fungus; Daldinia eschscholzii; secondary metabolites; hydrolysis; GC analysis; X-ray diffraction analysis
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Hu, Z.-X.; Xue, Y.-B.; Bi, X.-B.; Zhang, J.-W.; Luo, Z.-W.; Li, X.-N.; Yao, G.-M.; Wang, J.-P.; Zhang, Y.-H. Five New Secondary Metabolites Produced by a Marine-Associated Fungus, Daldinia eschscholzii. Mar. Drugs 2014, 12, 5563-5575.

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