ImprimatinC1, a novel plant immune-priming compound, functions as a partial agonist of salicylic acid

Yoshiteru Noutoshi; Yusuke Jikumaru; Yuji Kamiya; Ken Shirasu

doi:10.1038/srep00705

ImprimatinC1, a novel plant immune-priming compound, functions as a partial agonist of salicylic acid

Yoshiteru Noutoshi, Yusuke Jikumaru, Yuji Kamiya, Ken Shirasu

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Abstract

Plant activators are agrochemicals that protect crops from pathogens. They confer durable resistance to a broad range of diseases by activating intrinsic immune mechanisms in plants. To obtain leads regarding useful compounds, we have screened a chemical library using an established method that allows selective identification of immune-priming compounds. Here, we report the characterisation of one of the isolated chemicals, imprimatinC1, and its structural derivative imprimatinC2. ImprimatinC1 functions as a weak analogue of salicylic acid (SA) and activates the expression of defence-related genes. However, it lacks antagonistic activity toward jasmonic acid. Structure-activity relationship analysis suggests that imprimatinC1 and C2 can be metabolised to 4-chlorobenzoic acid and 3,4-chlorobenzoic acid, respectively, to function in Arabidopsis. We also found that imprimatinC1 and C2 and their potential functional metabolites acted as partial agonists of SA. Thus, imprimatinC compounds could be useful tools for dissecting SA-dependent signal transduction pathways.

Original language	English
Article number	705
Journal	Scientific reports
Volume	2
DOIs	https://doi.org/10.1038/srep00705
Publication status	Published - Oct 4 2012

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title = "ImprimatinC1, a novel plant immune-priming compound, functions as a partial agonist of salicylic acid",

abstract = "Plant activators are agrochemicals that protect crops from pathogens. They confer durable resistance to a broad range of diseases by activating intrinsic immune mechanisms in plants. To obtain leads regarding useful compounds, we have screened a chemical library using an established method that allows selective identification of immune-priming compounds. Here, we report the characterisation of one of the isolated chemicals, imprimatinC1, and its structural derivative imprimatinC2. ImprimatinC1 functions as a weak analogue of salicylic acid (SA) and activates the expression of defence-related genes. However, it lacks antagonistic activity toward jasmonic acid. Structure-activity relationship analysis suggests that imprimatinC1 and C2 can be metabolised to 4-chlorobenzoic acid and 3,4-chlorobenzoic acid, respectively, to function in Arabidopsis. We also found that imprimatinC1 and C2 and their potential functional metabolites acted as partial agonists of SA. Thus, imprimatinC compounds could be useful tools for dissecting SA-dependent signal transduction pathways.",

author = "Yoshiteru Noutoshi and Yusuke Jikumaru and Yuji Kamiya and Ken Shirasu",

note = "Funding Information: We are grateful for the LOX2-GUS transgenic Arabidopsis plants that were generously provided by Professor John Mundy. We thank Professor Ken-ichiro Hayashi for a suggestion concerning imine bond metabolism. We also thank Ms. Akiko Ueno for the maintenance of the plants. This work was supported in part by a Grant-in-Aid for Scientific Research (KAKENHI, no. 19039034 to K.S. and Y.N., 19678001 and 24228008 to K.S, 22780036 to Y.N.), and by the Special Coordination Fund for Promoting Sciences and Technology of MEXT. This work was also partly supported by grants from the Sumitomo Foundation, the Kurata Memorial Hitachi Science and Technology Foundation and the Ryobi Teien Memory Foundation to Y.N.",

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AU - Noutoshi, Yoshiteru

AU - Jikumaru, Yusuke

AU - Kamiya, Yuji

AU - Shirasu, Ken

N1 - Funding Information: We are grateful for the LOX2-GUS transgenic Arabidopsis plants that were generously provided by Professor John Mundy. We thank Professor Ken-ichiro Hayashi for a suggestion concerning imine bond metabolism. We also thank Ms. Akiko Ueno for the maintenance of the plants. This work was supported in part by a Grant-in-Aid for Scientific Research (KAKENHI, no. 19039034 to K.S. and Y.N., 19678001 and 24228008 to K.S, 22780036 to Y.N.), and by the Special Coordination Fund for Promoting Sciences and Technology of MEXT. This work was also partly supported by grants from the Sumitomo Foundation, the Kurata Memorial Hitachi Science and Technology Foundation and the Ryobi Teien Memory Foundation to Y.N.

PY - 2012/10/4

Y1 - 2012/10/4

N2 - Plant activators are agrochemicals that protect crops from pathogens. They confer durable resistance to a broad range of diseases by activating intrinsic immune mechanisms in plants. To obtain leads regarding useful compounds, we have screened a chemical library using an established method that allows selective identification of immune-priming compounds. Here, we report the characterisation of one of the isolated chemicals, imprimatinC1, and its structural derivative imprimatinC2. ImprimatinC1 functions as a weak analogue of salicylic acid (SA) and activates the expression of defence-related genes. However, it lacks antagonistic activity toward jasmonic acid. Structure-activity relationship analysis suggests that imprimatinC1 and C2 can be metabolised to 4-chlorobenzoic acid and 3,4-chlorobenzoic acid, respectively, to function in Arabidopsis. We also found that imprimatinC1 and C2 and their potential functional metabolites acted as partial agonists of SA. Thus, imprimatinC compounds could be useful tools for dissecting SA-dependent signal transduction pathways.

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ImprimatinC1, a novel plant immune-priming compound, functions as a partial agonist of salicylic acid

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