| 马东旭,徐涛.基于仿生[2+2]光环加成策略对Asperginulin A的合成研究[J].中国海洋药物,2026,(3):-. |
| 基于仿生[2+2]光环加成策略对Asperginulin A的合成研究 |
| Research on the Synthesis of Aspergilinulin A Based on Biomimetic [2+2] Photocycloaddition Strategy |
| 投稿时间：2025-02-22 修订日期：2025-03-28 |
| DOI： |
| 中文关键词: asperginulin A 吲哚二酮哌嗪生物碱 [2+2]环加成 |
| English Keywords:asperginulin A Indoledione piperazine alkaloids [2+2] cycloaddition |
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| 中文摘要: |
| 目的 以仿生[2+2]光环加成策略对吲哚二酮哌嗪生物碱二聚体asperginulin A进行合成研究。方法 以已知化合物邻苯二甲酰甘氨酸与脯氨酸甲酯盐酸盐为起始原料,合成吲哚二酮哌嗪生物碱单体brevianamide K,利用该单体及其衍生物尝试通过不同光催化条件实现 [2+2] 环加成反应合成海洋天然产物asperginulin A。结果 在多个光催化条件下验证了由 [2+2] 光环加成反应合成asperginulin A一定程度的不可行性,同时分离得到了新颖的吲哚二酮哌嗪生物碱单体以及二聚体结构,为此类生物碱家族成员的合成提供了思路。 |
| English Summary: |
| Objective To investigate the synthesis of the indole diketopiperazine alkaloid dimer asperginulin A via a biomimetic [2+2] photocycloaddition strategy. Methods Starting from the known compounds N-phthaloylglycine and methyl L-prolinate hydrochloride, the indole diketopiperazine alkaloid monomer brevianamide K was synthesized. These monomers and their derivatives were subjected to various photocatalytic conditions to achieve the [2+2] cycloaddition reaction for constructing the marine natural product asperginulin A. Results The feasibility of synthesizing asperginulin A through a [2+2] photocycloaddition reaction was systematically evaluated under multiple photocatalytic conditions, demonstrating limited viability. Notably, novel indolodiketopiperazine alkaloid monomers and dimers were successfully isolated during these investigations. These findings establish a strategic foundation for the synthetic exploration of structurally related members within this alkaloid family, offering new avenues for molecular diversification and complexity generation. |
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