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Study on the Secondary Metabolites of Two Fungi from the South China Sea

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Tutor: LeiXiaoLing
School: Guangdong Ocean University
Course: Aquatic Products Processing and Storage Engineering
Keywords: marine fungi,secondary metabolites,algae fungi,coral fungi,biological activity
CLC: R284
Type: Master's thesis
Year:  2011
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Abstract:
The complex and changeable ocean¡¯s environment has caused the marine microorganism¡¯s multiplicity. The marine microorganisms because of their special survival environment and metabolism way, have been produced much novel secondary metabolites with novel skeleton .These compounds have demonstrated antitumor,antibacterial,antifungal or other bioactivities, which have provided the new hope for the new medicine development and difficult disease cure.The metabolites of seaweed endophytic fungi ZJ27 were studied in this master¡¯s thesis and ten compounds were isolated. The structures were identified by comprehensive physic-chemical properties and spectral methods as sclerotiorin (2-1),ochrephilone (2-2),6-((3E,5E)-5,7-dimethyl-2-methylenenona-3,5-dienyl)-2,4-dihydroxy-3-methylbenzaldehyde (2-3) ,( 2E,4E ) -4,6-dimethylocta-2,4-dienoic acid ( 2-4 ), pencolide ( 2-5 ) , 1,3,8-trihydroxy-6-methyl-9,10-anthraquinone(2-6), physcion(2-7), emodindi- methylether(2-8), emodin(2-9), chrysophanol(2-10). Among them, compounds 2-1¡¢2-2¡¢2-3 were structural unique and compounds 2-6¡¢2-7¡¢2-8¡¢2-9¡¢2-10 were series of benzene quinone compounds.The metabolites of Galaxea fascicularis endophytic fungi XW4-12 were studied in this thesis and eleven compounds were isolated. The structures were 3-[[2,3-dihydro-4,5-bis (3-methyl-2-buten-1-yl) -2-(1,1-dimethyl-2-propen-1-yl)-1H-indol-3-yl]methyl]-2,5- piperazinedi(3-1)¡¢3,3¡¯-diisopropyl-2,3,5a,6,11,11a,2¡¯,3¡¯,5¡¯a,6¡¯,11¡¯,11¡¯a-dodecahydro- [10b, 10¡¯b]bi [pyrazino[1¡¯,2¡¯:1,5] pyrrolo [2,3-b] indolyl]-1,4,1¡¯,4¡¯-tetraone(3-2)¡¢1,8-dihydroxy- 6-methoxy-9,10-dioxo-9,10-dihydroanthracene-3-carboxylic acid(3-3)¡¢cyclo-(Pro-Gly)(3-4)¡¢cyclo-( Leu - Pro)(3-5)¡¢mannitol(3-6)¡¢pyridin(3-7)¡¢ergosterol(3-8)¡¢7,22(E)-ergostadiene-3¦Â,5¦Á,6¦Â-triol(3-9)¡¢7,22-(E)¨Cdiene-3¦Â,5¦Á,6¦Â-triol-ergosta(3-10)¡¢3,5-dihydroxy ergosta-7,22-diene-6-keteon(3-11)¡£And compounds 3-1¡¢3-2were structural unique and compounds 3-8¡¢3-9¡¢3-10were series of sterol compounds. Besides, it reported the NMR data of compound 3-2 for the first.Meanwhile,the study was about antibacterial activity and enzyme inhibition activity of these compounds. The study determined their inhibitory activity of bacteria and fungi by the 96-well plate method and growth rate method respectively. Compound 2-1 had remarkable inhibition of Bacillus subtilis, Staphylococcus albus and Sarcina luteus, and the MIC were 0.1, 0.2, 0.2 mmol/L. Compounds 2-1 and 2-2 had notable inhibition of Aspergillus niger, Fusarium oxysporum, Rhizoctonia solani and Candida albicans, which the IC50 of compound 2-1 was 15.06¡¢3.09¡¢3.68¡¢8.19 mmol/L and that of compound 2-2 was 22.28¡¢21.32¡¢8.18¡¢21.75 mmol/L. Compounds 2-2, 3-5 had inhibition of cholinesterase and the IC50 were 0.0905¡¢0.0985 mmol/L. Compounds 2-2¡¢2-3¡¢3-5¡¢3-3 had inhibition of¦Á-glycosidase and the IC50 were 0.0868¡¢0.1049¡¢0.1013¡¢0.1009mmol/L. Compounds 2-1¡¢2-2¡¢2-3¡¢2-4¡¢3-3 had inhibition of DNA topological I and the IC50 were 0.0868¡¢0.1049¡¢0.1013¡¢0.1009 mmol/L.The master¡¯s thesis was about the metabolites of marine fungi ZJ27 and XW4-12 and their activity, which results showed that marine fungi not only contained rich compounds, and most of the compounds had the good antibacterial activity and enzyme inhibition activity. Therefore, they may develop to be medical source microorganism.
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