Meroterpenoid Pigments from the Basidiomycete Albatrellus ovinus

Abstract

Eight grifolin derivatives, involving three new monomers, albatrelins A-C (1-3), three novel dimers (meroterpenoid pigments), albatrelins D-F (4-6), and two known ones, 6a,7,8,9,10,10a-hexahydro-3,6,9-trimethyl-6-(4-methyl-3-penten-1-yl)-1,9-epoxy-6H-dibenzo[b,d]pyran (7) and confluentin (8), were isolated from Albatrellus ovinus. Their structures were established by extensive spectroscopic analysis. The absolute configurations of compounds 2-4 were determined as 9R by comparing their optical rotations with data reported in the literature. Albatrelin F (6) was isolated as a pair of C-2' tautomers with a ratio of 1.3:1. Confluentin (8) showed weak cytotoxicity against four human tumor cell lines, HL-60, SMMC-7712, A-549, and MCF-7, in vitro.

Biosynthesis of Terpenoid Natural Products in Fungi

“…A SciFinder search for indole-diterpenoids or meroterpenoids from Basidiomycota yielded no hits for the first class and less than 10 results that described the isolation of compounds that contain an aromatic ring attached to an acyclic farnesyl chain (e.g., [236]). These two groups of natural products may therefore not play an important role in Basidiomycota.…”

Terpenoids and Sterols from Mushrooms

“…frondosa resulted in the isolation of two new sterols, (22E)-ergosta-7,9(11),22-triene-3b,5a,6b-triol (111) and 3b,5a,6b-trihydroxy-(22E)-ergost-22-en-7-one (112) (Fig. frondosa resulted in the isolation of two new sterols, (22E)-ergosta-7,9(11),22-triene-3b,5a,6b-triol (111) and 3b,5a,6b-trihydroxy-(22E)-ergost-22-en-7-one (112) (Fig.…”

“…1.24) [110]. Liu et al [111] reported the isolation of six new meroterpenoids, albatrelins A-F (146-151), together with two known ones (152, 153) from Al. Liu et al [111] reported the isolation of six new meroterpenoids, albatrelins A-F (146-151), together with two known ones (152, 153) from Al.…”

“…Liu et al [111] reported the isolation of six new meroterpenoids, albatrelins A-F (146-151), together with two known ones (152, 153) from Al. Compound 153 showed weak cytotoxicity against four human tumor cell lines, HL-60, SMMC-7712, A-549, and MCF-7, in vitro [111]. 1.24).…”

Three New Ergot Alkaloids from the Fruiting Bodies of Xylaria nigripes (Kl.) Sacc.

“…Previous chemical investigations of the fungi led to the isolation of a number of trilinolein, carbohydrade, stearic acid, and allantoin . In our search for structurally interesting and biologically active natural products from higher fungi, three new yellow alkaloids xylanigripones A – C ( 1 – 3 ), together with three known alkaloids ( 4 – 6 ) were isolated from the fruiting bodies of Xylaria nigripes ( Kl .) Sacc ( Fig.…”