Complex Polypropionates from a South China Sea Photosynthetic Mollusk: Isolation and Biomimetic Synthesis Highlighting Novel Rearrangements

• Published in: Angewandte Chemie International Edition Vol. 59; no. 29; pp. 12105 - 12112
• Main Authors: Wu, Qihao, Li, Song‐Wei, Xu, Heng, Wang, Hong, Hu, Pei, Zhang, Hao, Luo, Cheng, Chen, Kai‐Xian, Nay, Bastien, Guo, Yue‐Wei, Li, Xu‐Wen
• Format: Journal Article
• Language: English
• Published: WEINHEIM Wiley 13.07.2020; Wiley Subscription Services, Inc; Wiley-VCH Verlag
• Edition: International ed. in English
• Subjects: Absolute configuration; Animals; Biodiversity; biomimetic synthesis; Biomimetics; Biosynthesis; biosynthetic rearrangements; Cascade chemical reactions; Chemical Sciences; Chemical synthesis; Chemistry; Chemistry, Multidisciplinary; Crystallography, X-Ray; Enantiomers; High-performance liquid chromatography; Life Sciences; Liquid chromatography; marine natural products; Mesitylene; Molecular Structure; Mollusca - chemistry; Mollusks; Organic chemistry; Photosynthesis; Physical Sciences; Polyketides; Propionates - chemical synthesis; Quantum chemistry; Sacoglossan mollusk; Science & Technology; Semisynthesis; Stereoisomerism; Structural analysis; South China Sea; PATHWAYS; REVISION; METABOLITES; NATURAL-PRODUCTS; MOLECULAR NETWORKING; marine natural products; polyketides; PYRONES; 1ST; CIRCULAR-DICHROISM; Sacoglossan mollusk; BIOSYNTHESIS; CHEMISTRY; biosynthetic rearrangements; biomimetic synthesis

Placobranchus ocellatus is well known to produce diverse and complex γ‐pyrone polypropionates. In this study, the chemical investigation of P. ocellatus from the South China Sea led to the discovery and identification of ocellatusones A–D, a series of racemic non‐γ‐pyrone polyketides with novel skel...