Synthesis and germination activity study of novel strigolactam/strigolactone analogues

被引：4
|
作者：
Ge, Yuhua [1 ]
Chen, Xingyue [1 ]
Khan, Shah Nawaz [2 ]
Jia, Shuhe [3 ]
Chen, Gang [2 ]
机构：
[1] Southeast Univ, Sch Chem & Chem Engn, Nanjing 211189, Peoples R China
[2] Shanghai Jiao Tong Univ, Sch Chem & Chem Engn, Shanghai Key Lab Mol Engn Chiral Drugs, Shanghai 200240, Peoples R China
[3] Shenyang Pharmaceut Univ, Sch Tradit Chinese Mat Med, Shenyang 110016, Peoples R China
来源：
TETRAHEDRON LETTERS | 2023年 / 115卷
关键词：
Strigolactone; Strigolactam; SAR studies; Radical cyclization; C AH activation; INTRAMOLECULAR 2+2 CYCLOADDITION; PLANT DEVELOPMENT; STRIGOLACTONES; STIMULANT; STRIGA; STEREOISOMERS; INHIBITORS; GR24;
D O I：
10.1016/j.tetlet.2022.154315
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Herein, we report an efficient and practical synthetic route to assemble novel highly-tens [5,5] trans- fused B/C strigolactam/strigolactone analogues along with cis-fused strigolactams. The key feature of our synthetic strategy includes palladium-catalyzed carboxylate-directed olefination of commercially available N-Boc phenylalanines followed by direct photocatalytic decarboxylative Giese cyclization. The SAR studies were conducted for the newly synthesized scaffolds to stimulate seed germination of Orobanche cumana. The trans-fused compounds showed better activity then the cis-fused compounds. However, the strigolactones 35/36 and 39/40 showed superior bioactivity than the GR245DS and GR244DO.(c) 2022 Elsevier Ltd. All rights reserved.
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页数：5
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