Meroterpenoids from the Alga-Derived Fungi Penicillium thomii Maire and Penicillium lividum Westling

Abstract

Ten new austalide meroterpenoids (1-10) were isolated from the alga-derived fungi Penicillium thomii KMM 4645 and Penicillium lividum KMM 4663. Their structures were elucidated by extensive spectroscopic analysis and by comparison with related known compounds. The absolute configurations of some of the metabolites were assigned by the modified Mosher's method and CD data. Compounds 1, 2, 8, and 9 were able to inhibit AP-1-dependent transcriptional activity in JB6 Cl41 cell lines at noncytotoxic concentrations. Austalides 1-5, 8, and 9 exhibited significant inhibitory activity against endo-1,3-β-D-glucanase from a crystalline stalk of the marine mollusk Pseudocardium sachalinensis.

Mycochemistry of marine algicolous fungi

“…Although marine algae also contributed a large number of meroterpenes, none of them can be ascribed to these three types. Austalides 203-211 were evaluated for the inhibitory effect on an endo-1,3-β-D-glucanase from a crystalline stalk of the marine mollusk Pseudocardium sachalinensis, and two (206 and 211) of them outstood with an IC 50 value of 0.01 μM (Zhuravleva et al 2014).…”

Symbionts, a promising source of bioactive natural products

“…Compounds 212, 213, 216, 220, and 221 are inhibitory against AP-1-dependent transcription in JB6 Cl41 cell line [74].…”

Terpenoids from the Deep-Sea-Derived Fungus Penicillium thomii YPGA3 and Their Bioactivities

“…These meroterpenoids were mainly produced by the species of the fungal genera Aspergillus and Penicillium, especially those from marine environments. Since austalides A−E were first reported in 1981, a total of 36 analogues have been identified [2][3][4][5][6][7][8][9][10][11]. The structural variations of austalides are attributed to oxidation occurring at C-13, C-14, C-17, and the isopropyl (C-15, C-25, C-26) to generate alcohol, isopropenyl, lactone, ester, or ether functionalities.…”