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Ethylidene-Tethered Chromene-Pyrone Hybrids as Potential Plant-Growth Regulators from an Endolichenic Phaeosphaeria Species

文献类型: 外文期刊

作者: Zhai, Yi-Jie 1 ; Zhou, Zhen-Zhen 2 ; Gao, Lin-Lin 1 ; Li, Jian-Nan 1 ; Pescitelli, Gennaro 4 ; Gao, Jin-Ming 1 ; Han, Wen-Bo 1 ;

作者机构: 1.Northwest A&F Univ, Coll Chem & Pharm, Shaanxi Key Lab Nat Prod & Chem Biol, Yangling 712100, Shaanxi, Peoples R China

2.Jiangsu Acad Agr Sci, Prov Key Lab Agrobiol, Nanjing 210014, Peoples R China

3.Jiangsu Acad Agr Sci, Inst Germplasm Resources & Biotechnol, Nanjing 210014, Peoples R China

4.Univ Pisa, Dipartimento Chim & Chim Ind, I-56124 Pisa, Italy

关键词: Phaeosphaeria sp; endolichenic fungus; ethylidene-bridged dimers; plant growth regulation; conformational analysis; TDDFT calculations

期刊名称:JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY ( 影响因子:6.1; 五年影响因子:6.3 )

ISSN: 0021-8561

年卷期: 2023 年 71 卷 11 期

页码:

收录情况: SCI

摘要: Phaeosphaeria sp., a lichen-associated fungus, produced six skeletally new dimeric spiciferones (1-6) and four known metabolites (7-10). The new structures were elucidated by spectroscopic analysis, and their absolute configurations were determined by electronic circular dichroism calculations. Compounds 1 and 3-6 represent the first examples of ethylidene-bridged dimers from the building blocks 4H-chromene-4,7(8H)-dione and alpha-pyrone, and 2 is a unique homodimer of spiciferone. Compounds 1, 2, and 5-9 significantly inhibited the growth of weed-like dicot Arabidopsis thaliana at 100.0 mu M. Notably, 8 showed the strongest inhibitory activity against the fresh weight and root elongation of A. thaliana with the IC50 values of 32.04 and 26.78 mu M, respectively, whereas 1, 8, and 9 stimulated the growth of A. thaliana at lower concentrations. Meanwhile, compounds 2 and 6 exhibited weak inhibitory effects on the root elongation of monocot rice, while 1 and 8 exhibited growth-promoting effects on the shoot and root elongation of rice in a roughly dose-dependent manner.

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