Pestanoid A, a Rearranged Pimarane Diterpenoid Osteoclastogenesis Inhibitor from a Marine Mesophotic Zone Chalinidae Sponge-Associated Fungus, Pestalotiopsis sp. NBUF145

Abstract

One novel rearranged pimarane diterpenoid, pestanoid A (1), and two reported molecules, nodulisporenones A (2) and B (3), were discovered from Pestalotiopsis sp. NBUF145 fungus associated with a 62 m deep mesophotic (“twilight”) zone Chalinidae sponge. The structures of 1–3 were identified by spectrometry, spectroscopy, quantum-chemical calculations, and X-ray crystallography. Compounds 1 and 2 inhibited bone marrow monocyte osteoclastogenesis in vitro with the IC50 values 4.2 ± 0.2 μM and 3.0 ± 0.4 μM, respectively, without observed cytotoxicity. Both 1 and 2 suppressed the receptor activator of NF-kB ligand-induced MAPK and NF-κB signaling by inhibiting the phosphorylation of ERK1/2-JNK1/2-p38 MAPKs and NF-κB nuclear translocation.

Hot off the Press

“…NBUF145 associated with a Chalinidae sponge, was established by X-ray analysis. 9 Koilodenoids A 10 to G are dolabrane diterpenoid dimers obtained from Koilodepas hainanense . 10 Koilodenoid A 10 has a new hexacyclic ring system.…”

Irpetones A and B, Anti-Osteoclastic Heptaketides from a Marine Mesophotic Zone Ircinia Sponge-Associated Fungus Irpex sp. NBUF088

“…In our continuous endeavors to discover interesting fungal metabolites, − plenty of uncommon or understudied fungi have been isolated from sponges within MCEs. To date, anti-osteoclastic pimarane diterpenoid, anti- Vibrio sterols, isobenzofuran metabolites exhibiting iron-chelating, cytotoxic polypeptides, and antiviral meroterpenoids have been reported from sponge-associated fungi in MCEs. As a continuation of this work, the fungus Irpex sp.…”