Studies On The Secondary Metabolites Of Marine-Derived Fungi And Algae

In our ongoing research for marine natural products with potential anti-tumor activities, two marine-derived fungi and two algae were investigated. The ethyl acetate extracts of the fermentation and the acetone extracts of mycelia from the two fungi, as well as the methanol or ethanol extracts of the two algae were separated by modern chromatographic methods, such as silica gel column chromatography, Sephadex LH-20, TLC and semi-preparative reversed phase HPLC, and so on. The structures of compounds isolated from the fungi and the algae are elucidated on the basis of spectroscopic methods (UV, IR, NMR, MS and CD) , micro-degradation reactions and their chemical and physical properties. Fungus Trichoderma reesei was obtained from sea mud in the tideland in Lianyungang. 17 compounds were isolated and determined by means of physicochemical evidences and spectral methods, which were identified as trichodermone A (1), (2S, 9S), 2-hydroxy-9-(10-carbonylheptyl)-1,2,3,4,7,8-hexahydro-9H-benzopyran-1-one (2), (2S, 9S), 2-hydroxy-9-(10-heptenyl)-1,2,3,4,7,8-hexahydro-9H-benzopyran-1-one (3), (3S, 9S), 3-hydroxy-9-(10-carbonylheptyl)-1,2,3,4,7,8-hexahydro-9H-benzopyran-1-one (4), (4R, 7R, 9S, 10S), 4,7-dihydroxy-9-(10-hydroxyheptyl)-1,2,3,4,7,8-hexahydro-9H-benzopyran-1-one (5), (4S, 7R, 9S, 10S), 4,7- dihydroxy- 9-(10-hydroxyheptyl)-1,2,3,4,7,8- hexahydro- 9H-benzopyran-1-one (6), (4R, 9S, 10S), 4-hydroxy- 9-(10-hydroxyheptyl)- 1,2,3,4,7,8-hexahydro-9H-benzopyran-1-one (7), Cyclonerodiol (8), 8,9-dihydroxy - megastigmatrienone (9), Harzialactone A (10), 3, 6-dibenzylpiperazine-2, 5-dione (11), 3 - isobutyl — 8 -hydroxylpyrrolopiperazine -2, 5-dione (12), 3 -benzyl - 8 - hydroxylpyrrolopiperazine -2, 5-dione (13), trichoderide A (14), 4-(2-hydroxyethyl)-phenol (15), 2-p-tolylethanamine(16), uridine (17); 9 Compounds were isolated from the strain Penicillium sp. (M1-2) and elucidated by physicochemical evidences and spectral methods, which were identified as ergosta-8(14), 22-diene-3, 5, 6, 7-tetraol(3β, 5α, 6β 7α, 22E) (18), ergosta-8 (9), 22-diene-3, 5, 6, 7- tetraol(3β 5α, 6β, 7α, 22E) (19), 5α, 8α -epidioxy -24(S)- methylcholesta-6, 22-diene -3β -ol (20), 5α, 8α -epidioxy- 24(S)- methylcholesta- 6, 9 (11), 22- trien-3β -ol (21), 3β, 5α, 9α- trihydroxyergosta- 7, 22- diene- 6- one (22), 2-(4-hydroxyphenyl)-acetic acid (23), uridine (24), uracil (25), thymine (26).