Phytotoxicity of umbelliferone and its analogs: Structure-activity relationships and action mechanisms
Pan L(潘乐)1,2,3; Li XZ(李秀壮)1,2; Yan ZQ(燕志强)1,2; Guo HR(郭鸿儒)1,2,3; Qin B(秦波)1,2; Qin B(秦波)
刊名Plant Physiology and Biochemistry
2015
卷号97页码:272-277
关键词Umbelliferone Analogs Phytotoxicity Structure-activity relationships Mechanisms
ISSN号0981-9428
通讯作者秦波
英文摘要Two coumarins, umbelliferone and daphnoretin, were isolated from roots of Stellera chamaejasme L; the former had been identified as one of the main allelochemicals in our previous studies. Both of them have the skeleton of 7-hydroxycoumarin, but showed different phytotoxic effects. Umbelliferone and its analogs were then prepared to investigate the structure activity relationship of hydroxycoumarins and screened for phytotoxicity. The inhibitory effects varied observably in response to the coumarin derivatives, especially umbelliferone (1), 7-hydroxy-4-methylcoumarin (3) and coumarin (10) displayed strong inhibition of lettuce and two field weeds, Setaria viridis and Amaranthus retroflexus, and compounds 11 and 12 also exhibited phytotoxic activity with species specificity. The number and location of hydroxyl groups were importantly responsible for the phytotoxicity. A C7 hydroxyl group was considered to be a potentially active site and methyl substitution at the C4 position contributed significantly to the activity. The phytotoxic mechanism was briefly studied with umbelliferone by evaluating the reactive oxygen species (ROS) and chlorophylls level in lettuce seedlings. The results showed that umbelliferone induced the accumulation of ROS in the root tip and significantly decreased the chlorophyll content in the leaves. Thus, a ROS-mediated regulation pathway and the inhibition of photosynthesis were definitely involved in the phytotoxicity of umbelliferone.
学科主题分析化学与药物化学
收录类别SCI
资助信息the National Natural Science Foundation of China (No. 31070386;21302195;31300290);Agricultural Biotechnology Research and Development Program of Gansu Province (GNSW-2015-25);Cooperation Program to Gansu Province of Lanzhou Branch of the Chinese Academy of Sciences;135 key cultivation program of the Chinese Academy of Sciences;the Province-academy Cooperation Program of Henan Province of China (NO. 102106000021)
语种英语
WOS记录号WOS:000366950100029
内容类型期刊论文
源URL[http://210.77.64.217/handle/362003/18962]  
专题兰州化学物理研究所_中科院西北特色植物资源化学重点实验室/甘肃省天然药物重点实验室
通讯作者Qin B(秦波)
作者单位1.Chinese Acad Sci, Key Lab Chem Northwestern Plant Resources CAS, Lanzhou 730000, Peoples R China
2.Chinese Acad Sci, Key Lab Nat Med Gansu Prov, Lanzhou Inst Chem Phys, Lanzhou 730000, Peoples R China
3.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
推荐引用方式
GB/T 7714
Pan L,Li XZ,Yan ZQ,et al. Phytotoxicity of umbelliferone and its analogs: Structure-activity relationships and action mechanisms[J]. Plant Physiology and Biochemistry,2015,97:272-277.
APA Pan L,Li XZ,Yan ZQ,Guo HR,Qin B,&秦波.(2015).Phytotoxicity of umbelliferone and its analogs: Structure-activity relationships and action mechanisms.Plant Physiology and Biochemistry,97,272-277.
MLA Pan L,et al."Phytotoxicity of umbelliferone and its analogs: Structure-activity relationships and action mechanisms".Plant Physiology and Biochemistry 97(2015):272-277.
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