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p-Quinone Methide-Mediated Nonenzymatic Formation of Chalcane-Containing Dimers in Dragon?s Blood

文献类型: 外文期刊

作者: Liao, Ge 1 ; Mi, Chengneng 1 ; Yang, Li 1 ; Zhang, Haili 2 ; Ding, Xupo 1 ; Cai, Mingwei 2 ; Wang, Hao 1 ; Mei, Wenli 1 ; Dai, Haofu 1 ; Tang, Xiaoyu 2 ;

作者机构: 1.Chinese Acad Trop Agr Sci, Inst Trop Biosci & Biotechnol, Hainan Key Lab Res & Dev Nat Prod Li Folk Med, Haikou 571101, Peoples R China

2.Shenzhen Bay Lab, Inst Mol Chem Biol, Shenzhen 518132, Peoples R China

3.Xiangnan Univ, Coll Pharm, Chenzhou 423000, Peoples R China

期刊名称:ORGANIC LETTERS ( 影响因子:6.072; 五年影响因子:5.592 )

ISSN: 1523-7060

年卷期:

页码:

收录情况: SCI

摘要: Chalcane-containing dimers are major compounds identified from dragon's blood, the red resin that accumulates in Dracaena trees after injury. The key step for the formation of these dimers was a p-quinone methide (p-QM, 3) mediated nonenzymatic Michael addition. Compound 3 is derived from the spontaneous dehydration of chalcane alcohol-M274 (2). Two dihydroflavonol-4-reductases, discovered in D. cambodiana, reduce dihydrochalcone-M272 (7) to 2. Moreover, the application potential of p-QMs was demonstrated using a 3-like p-QM to synthesize diverse dimeric derivatives.

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