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 Publication | Plant Physiology and Biochemistry |
ISSN | 0981-9428 |
Volume | 97Pages:272-277 |
Abstract | 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. |
Keyword | Umbelliferone Analogs Phytotoxicity Structure-activity Relationships Mechanisms |
Subject Area | 分析化学与药物化学 |
DOI | 10.1016/j.plaphy.2015.10.020 |
Funding Organization | 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) |
Indexed By | SCI |
If | 2.928 |
Language | 英语 |
Funding Project | 植物化学生态研究组 |
compositor | 第一作者单位 |
Citation statistics | |
Document Type | 期刊论文 |
Identifier | http://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 Author | Qin B(秦波) |
Affiliation | 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 |
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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