Rhodopyran, a carboxylated hexahydrocyclopenta[b]pyran from Rhodococcus

• Enjuro Harunari,
• Sara Fushimi and
• Yasuhiro Igarashi

Beilstein J. Org. Chem. 2026, 22, 1107–1113, doi:10.3762/bjoc.22.89

• unusual carboxylated hexahydrocyclopenta[b]pyran and expands the known metabolite diversity of Rhodococcus, highlighting Rhodococcus as a source of uncommon natural-product scaffolds. Keywords: bicyclic compound; cyclopenta[b]pyran; natural products; Rhodococcus; specialized metabolites; Introduction

• than that of Streptomyces. In our continuing cultivation-based survey of metabolites from Rhodococcus, Rhodococcus sp. strain RD066637 was found to produce a new cyclopenta[b]pyran metabolite, rhodopyran (1) (Figure 1). Herein, we describe the isolation, structure elucidation, relative configuration

• , have been reported [16], whereas natural products featuring a cyclopenta[b]pyran skeleton are exceedingly rare [18][19][20][21][22][23]. Reported microbial natural products containing a cyclopenta[b]pyran motif include diospentenols A and B from Streptomyces sp. KMA-001, which possess a 7,7a-dihydro-2H