Phytotoxicity of umbelliferone and its analogs: Structure-activity relationships and action mechanisms
Department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
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)
2015
Source PublicationPlant Physiology and Biochemistry
ISSN0981-9428
Volume97Pages:272-277
AbstractTwo 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.
KeywordUmbelliferone Analogs Phytotoxicity Structure-activity Relationships Mechanisms
Subject Area分析化学与药物化学
DOI10.1016/j.plaphy.2015.10.020
Funding Organizationthe 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)
Indexed BySCI
If2.928
Language英语
Funding Project植物化学生态研究组
compositor第一作者单位
Citation statistics
Cited Times:45[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.licp.cn/handle/362003/18962
Collection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
Corresponding AuthorQin B(秦波)
Affiliation1.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
Recommended Citation
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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