Alkaloids from the Sponge‐Associated Fungus Aspergillus sp.

Abstract

Seven new alkaloids including tryptoquivaline K (1) and fumiquinazolines K-P (2-7), bearing a rare 1-aminocyclopropane-1-carboxylic acid residue, together with six known compounds (8-13), were isolated from the fungus Aspergillus sp. obtained from the Mediterranean sponge Tethya aurantium. The structures of the new compounds were determined by extensive analysis by 1D and 2D NMR spectroscopy and mass spectrometry. The absolute configurations of tryptoquivaline K (1) and fumiquinazolines K and L (2, 3) were determined by TDDFT ECD calculations of their solution conformers, and the configurational assignment of the related fu-

Pretrichodermamide C and N-methylpretrichodermamide B, two new cytotoxic epidithiodiketopiperazines from hyper saline lake derived Penicillium sp.

“…(Seephonkai et al, 2006) and from the sponge-associated fungus Aspergillus sp. (Zhou et al, 2013). Herein, we report the isolation and structure elucidation of the new compounds 1 and 2, as well as their cytotoxic activities.…”

Antitumor Activity of Quinazolinone Alkaloids Inspired by Marine Natural Products

“…PJX-41 [4], fumiquinazoline F ( 3 ), isolated from the marine-derived fungus Aspergillus fumigatus strain H1-04 and Aspergillus sp. [5,6], and fiscalin B ( 4 ), isolated from the culture of the fugal strain Dichotomomyces cejpii which was recovered from sediments of the Brazilian coast [7]; (ii) compounds with a more complex structure containing several rings such as fumiquinazoline K ( 6 ), isolated from the Mediterranean sponge-derived fungus Aspergillus sp., the soft coral ( Sinularia sp. )-associated fungus Aspergillus fumigatus KMM 4631 [8], and a gorgonian-associated fungus [9]; (iii) spiro compounds such as fumiquinazoline C ( 7 ), isolated from the marine-derived fungus Aspergillus fumigatus strain H1-04, and N -formyllapatin A ( 8 ), isolated from the marine-derived fungus Penicillium adametziodes (AS-53) [10]; (iv) compounds with complex 3-indolyl groups such as cladoquinazoline ( 9 ) and epi-cladoquinazoline ( 10 ), isolated from the mangrove-derived fungus Cladosporium sp.…”

Penicitols A–C and Penixanacid A from the Mangrove-Derived Penicillium chrysogenum HDN11-24

“…The IR spectrum showed absorptions at 3300 and 1680 cm −1 , indicating 4 contained hydroxy and carbonyl groups. The 1 H, 13 C, and DEPT NMR spectroscopic data (Table 3) C-11/C-12/C-14, from H-12 to C-10/C-11, from H-3 to C-1/ C-2/C-4/C-7, and from H-5 to C-3/C-4/C-6/C-7 ( Figure 1). Further HMBC correlations from H-5 to C-17 and from H-12 to C-15 located the two carbonyls at C-6 and C-11, respectively.…”