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.

引用

页数：5

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