Pyrone and isocoumarin derivatives from the endophytic fungus Cytospora rhizophorae. Issue 24 (13th June 2022)

• Record Type: Journal Article
• Authors: Liu, Hongxin; Zhang, Yanjiang; Chen, Yuchan; Liu, Zhaoming; Tan, Haibo; Zhang, Weimin
• Is Part Of: Organic & biomolecular chemistry. Volume 20:Issue 24(2022)
• Page Start: 4900
• Page End: 4904
• Publication Date: 2022-06-13
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/d2ob00846g
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : Cytospone A, a pyrone and isocoumarin hetero-dimer possessing an unprecedented skeleton with a polyoxygen-hetero 6/6/6/6 fused tetracyclic ring system, and three other biosynthetic precursors cytospones B–D were purified from Cytospora rhizophorae . Abstract : Cytospone A (1 ), a pyrone and isocoumarin hetero-dimer possessing an unprecedented skeleton with a polyoxygen-hetero 6/6/6/6 tetracyclic fused ring system, and three other biosynthetic precursors cytospones B–D (2–4 ), along with eleven known compounds were purified from Cytospora rhizophorae A761. The deduced structure of cytospone A represents the first family of natural hetero-dimers comprising pyrone and isocoumarin moieties. A plausible biogenetic pathway involving an intriguing Knoevenagel condensation/6π electrocyclization cascade sequence as the key chemical transformation is proposed.