A new meroterpenoid from the marine fungus Aspergillus versicolor (Vuill.) Tirab.

Abstract

A new meroterpenoid asperdemin (1) and two known compounds, viz., diorcinol (2) and viridicatol (3), were isolated from the marine fungus Aspergillus versicolor. The structures of these compounds were established by NMR spectroscopy and high resolution mass spectrome try. The absolute stereochemistry of 1 was determined by modified Mosher's method. The antimicrobial activity of the total extract from A. versicolor was attributed to diorcinol (2). Asperdemin exhibits weak cytostatic and membranolytic activities in developing embryos of the sea urchin Strongylocentrotus nudus.

Sydoxanthone C and acremolin B produced by deep-sea-derived fungus Aspergillus sp. SCSIO Ind09F01

“…Two new compounds sydoxanthone C (1) and acremolin B (2) along with 10 known compounds (3)(4)(5)(6)(7)(8)(9)(10)(11)(12) were isolated from a deep-seaderived fungi Aspergillus sp. SCSIO Ind09F01.…”

“…Further solid-phase fermentation of Aspergillus sp. SCSIO Ind09F01 followed by its crude ethyl acetate (EtOAc) extract yielded two new compounds: sydoxanthone C (1) and acremolin B (2) together with 10 known compounds (3)(4)(5)(6)(7)(8)(9)(10)(11)(12): sydoxanthone B (3), 6 engyodontiumone B (4), 7 sydowinin B (5), 8 acremolin (6), 9 diorcinol (7), 10 cordyol C (8), 11 cordyol E (9), 12 methyl 2-hydroxy-4-(3-hydroxyl-5-methylphenoxy)-6-methylbenzoate(10), 13 3,7-dihydroxy-1,9-dimethyldibenzofuran (11) 14 and AGI-B4 (12) 15 ( Figure 1). The cytotoxicity and COX-2 inhibitory activities of these compounds were individually evaluated.…”

Penicyrones A and B, an epimeric pair of α-pyrone-type polyketides produced by the marine-derived Penicillium sp.

“…[7][8][9][10][11][12][13][14][15][16][17][18][19][20][21] Penicyrones A (1) and B (2) were first obtained as a mixture by HPLC (octadecylsilyl (ODS)) with CH 3 OH-H 2 O (1:1). The mixture showed a clear 1 H NMR spectrum; however, two sets of signals were detected for several carbons in the 13 C NMR spectrum.…”

“…TPU1271 was found to produce various types of secondary metabolites. HPLC separation from a culture broth of strain TPU1271 led to the isolation of an epimeric pair of polyketides containing α-pyrone and the tetrahydrofuran rings, penicyrones A (1) and B (2) (Figure 1), as well as nine known compounds: verrucosidin (3), 7-11 fructigenine A (4), 12,13 verrucofortine (5), 9,12 cyclo-(L-Trp-L-Phe) (6), 14,15 cyclopenol (7), 9,16 cyclopenin (8), 9,17 penipratynolene (9), 18,19 aspterric acid (10) 20 and viridicatol (11) 16,21 (Figure 1). Although the planar structure of penicyrones was found in the SciFinder as a compound in commercial chemical libraries, the stereostructure, spectroscopic data and origin were not available.…”

3-Hydroxy-4-(3-hydroxyphenyl)-2-quinolone monohydrate

“…For the isolation of viridicatol, see: Yurchenko et al (2010); Fremlin et al (2009) ;Proksch et al (2008); Lund & Frisvad (1994); Birkinshaw et al (1963); Kozlovskii et al (2002). For the synthesis of viridicatol, see: Kobayashi & Harayama (2009).…”