Department of Chemistry and Biochemistry, University of North Carolina Wilmington, Wilmington, North Carolina 28409, United States.
Department of Chemistry, The Scripps Research Institute, La Jolla, California 92037, United States.
J Nat Prod. 2024 Aug 23;87(8):2120-2125. doi: 10.1021/acs.jnatprod.4c00525. Epub 2024 Jul 25.
Portimine B was isolated from an extract derived from the dinoflagellate , a known producer of the closely related portimine A. Initial molecular characterization studies of portimine B suggested an open tetrahydrofuranyl ring isomer, contrary to the intact ring moiety found in portimine A. In 2023, the Baran lab synthesized both portimines A and B suggesting that both macrocyclic analogs contained the intact tetrahydrofuranyl ring. In this note, we utilize newly acquired NMR data, the i-HMBC NMR experiment, and advanced density functional theory calculations to define the structural divergence, originating from the presence of a transient hydrate.
从甲藻中提取的物质中分离得到了泊沙醇 B，甲藻是与之密切相关的泊沙醇 A 的已知产生者。泊沙醇 B 的初步分子特征研究表明，它是一个开环的四氢呋喃环异构体，与泊沙醇 A 中环部分完整的情况相反。2023 年，Baran 实验室合成了泊沙醇 A 和 B，这表明这两个大环类似物都含有完整的四氢呋喃环。在本说明中，我们利用新获得的 NMR 数据、i-HMBC NMR 实验和先进的密度泛函理论计算来确定结构差异，这种差异源于瞬态水合物的存在。
