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采用光学纯 (+)-和 (-)-对映体评价具有 7,9':7',9-环氧结构的呋喃木脂素类植物生长调节剂活性。

Evaluation of plant growth regulatory activity of furofuran lignan bearing a 7,9':7',9-diepoxy structure using optically pure (+)- and (-)-enantiomers.

机构信息

†Faculty of Agriculture, Ehime University, 3-5-7 Tarumi, Matsuyama, Ehime 790-8566, Japan.

§South Ehime Fisheries Research Center, 1289-1 Funakoshi, Ainan, Ehime 798-4292, Japan.

出版信息

J Agric Food Chem. 2015 Jun 3;63(21):5224-8. doi: 10.1021/acs.jafc.5b01099. Epub 2015 May 19.

DOI:10.1021/acs.jafc.5b01099
PMID:25955149
Abstract

The plant growth regulatory activity of furofuran lignan (7,9':7',9-diepoxylignan) was evaluated by employing optically pure synthesized (+)- and (-)-enantiomers. (+)-Sesamin possessing a 3,4-methylenedioxy group on the aromatic rings and 7-aryl structure showed growth promotion activity against lettuce roots (EC50 = 0.50 mM); on the other hand, growth inhibitory activity was observed against lettuce shoots (EC50 = 0.38 mM). Against ryegrass shoots, (-)-sesamolin, which has 3,4-methylenedioxy groups on the aromatic rings and a 7-acetal structure, was effective in showing growth inhibitory activity (EC50 = 0.23 mM). Different activity levels were observed between (+)- and (-)-enantiomers. It was assumed that the 3,4-methylenedioxy group on the aromatic ring was more potent for the plant growth regulatory activity.

摘要

采用光学纯合成的 (+)-和 (-)-对映异构体评价了呋喃木脂素(7,9':7',9-环氧木脂素)的植物生长调节活性。(+)芝麻素在芳环上具有 3,4-亚甲二氧基和 7-芳基结构,对生菜根表现出促进生长活性(EC50 = 0.50 mM);另一方面,对生菜芽表现出抑制生长活性(EC50 = 0.38 mM)。(-)芝麻素林,其芳环上具有 3,4-亚甲二氧基和 7-缩醛结构,对黑麦草芽表现出有效的抑制生长活性(EC50 = 0.23 mM)。(+)-和(-)-对映异构体之间观察到不同的活性水平。据推测,芳环上的 3,4-亚甲二氧基基团对植物生长调节活性更强。

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