Spirotrichilins A and B: Two Rearranged Spirocyclic Limonoids from Trichilia connaroides

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• 作者：Fa-Liang An ; Jun Luo ; Rui-Jun Li ; Jian-Guang Luo ; Xiao-Bing Wang ; Ming-Hua Yang ; Lei Yang ; He-Quan Yao ; Hong-Bin Sun ; Yi-Jun Chen ; Ling-Yi Kong
• 刊名：Organic Letters
• 出版年：2016
• 出版时间：April 15, 2016
• 年：2016
• 卷：18
• 期：8
• 页码：1924-1927
• 全文大小：336K
• 年卷期：0
• ISSN：1523-7052

文摘

Spirotrichilins A (1) and B (2), two novel limonoids with an unprecedented spiro[cyclopenta[b]furan-2,1′-cyclopentan] ring system in A/B/C rings, were isolated from the fruits of trichilia connaroides. Their planar structures and absolute configurations were established based on 1D-, 2D-NMR data, electronic circular dichroism (ECD) exciton chirality method and time-dependent density functional theory (TDDFT)/ECD calculation. A benzilic acid-like rearrangement in ring A was proposed as the key step in the plausible biogenetic pathway of 1 and 2.