Bioactivity profiling using HPLC/microtiter-plate analysis: application to a New Zealand marine alga-derived fungus, Gliocladium sp.

作者: Gerhard Lang , Maya I. Mitova , Gill Ellis , Sonia van der Sar , Richard K. Phipps

DOI: 10.1021/NP0504917

关键词: Biological activityCyclic peptideStereochemistryGliocladiumAbsolute configurationMicrotiter plateHigh-performance liquid chromatographyAntibacterial agentBiologyMetaboliteChromatography

摘要: Using HPLC/microtiter-plate-based generation of activity profiles the extract a marine alga-derived fungus, identified as Gliocladium sp., was shown to contain known strongly cytotoxic metabolite 4-keto-clonostachydiol (1) and also clonostachydiol (2) well gliotide (3), new cyclodepsipeptide containing several d-amino acids. The absolute configuration 1 elucidated by reduction 2, two further oxidized derivatives (5, 6) were prepared evaluated for biological activity.

参考文章(8)
W. Gams, K. H. Domsch, Traute-Heidi Anderson, Compendium of soil fungi ,(1980)
Yuu Kasai, Kazusei Komatsu, Hideyuki Shigemori, Masashi Tsuda, Yuzuru Mikami, Jun'ichi Kobayashi, Cladionol A, a Polyketide Glycoside from Marine-Derived Fungus Gliocladium Species Journal of Natural Products. ,vol. 68, pp. 777- 779 ,(2005) , 10.1021/NP050046B
Ronald Crouch, Robert D. Boyer, Ross Johnson, Krish Krishnamurthy, Broadband and band-selective IMPRESS-gHMBC: compensation of refocusing inefficiency with synchronized inversion sweep. Magnetic Resonance in Chemistry. ,vol. 42, pp. 301- 307 ,(2004) , 10.1002/MRC.1316
Christine Klemke, Stefan Kehraus, Anthony D. Wright, Gabriele M. König, New secondary metabolites from the marine endophytic fungus Apiospora montagnei. Journal of Natural Products. ,vol. 67, pp. 1058- 1063 ,(2004) , 10.1021/NP034061X
SUSANNE GRABLEY, PETER HAMMANN, RALF THIERICKE, JOACHIM WINK, SIEGRID PHILIPPS, AXEL ZEECK, Secondary metabolites by chemical screening. 21. Clonostachydiol, a novel anthelmintic macrodiolide from the fungus Clonostachys cylindrospora (strain FH-A 6607). The Journal of Antibiotics. ,vol. 46, pp. 343- 345 ,(1993) , 10.7164/ANTIBIOTICS.46.343
NORIKO ARAI, KAZURO SHIOMI, YUZURU IWAI, SATOSHI OMURA, Argifin, a new chitinase inhibitor, produced by Gliocladium sp. FTD-0668. II. Isolation, physico-chemical properties, and structure elucidation. The Journal of Antibiotics. ,vol. 53, pp. 609- 614 ,(2000) , 10.7164/ANTIBIOTICS.53.609