55889-32-2Relevant academic research and scientific papers
CITRUS HUANGLONGBING THERAPEUTIC COMPOUNDS
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Page/Page column 74, (2021/07/31)
Certain embodiments of the invention provide a method of inhibiting Candidatus Liberibacter asiaticus (CLas) growth and/or treating a CLas infection (e.g., Huanglongbing) in a plant, comprising introducing to the plant at least one compound selected from the group consisting of: a cladosporol compound, a radicinin compound (e.g., a compound of formula (I)), and an epicoccamide compound, or a salt thereof. This present invention also provides methods of screening or identifying CLas inhibitory compounds.
Synthesis of Deoxyradicinin, an Inhibitor of Xylella fastidiosa and Liberibacter crescens, a Culturable Surrogate for Candidatus Liberibacter asiaticus
Blacutt, Alex A.,Brandenburg, Connor A.,Brinton, Kyler C.,Castro, Claudia A.,Corral, Diana W.,Costa, Elizabeth A.,Drozd, Christopher L.,Lockner, Jonathan W.,Maloney, Katherine N.,Rolshausen, Philippe E.,Roper, M. Caroline
, (2020/06/25)
Pierce's disease of grapevine and citrus huanglongbing are caused by the bacterial pathogens Xylella fastidiosa and Candidatus Liberibacter asiaticus (CLas), respectively. Both pathogens reside within the plant vascular system, occluding water and nutrient transport, leading to a decrease in productivity and fruit marketability and ultimately death of their hosts. Field observations of apparently healthy plants in disease-affected vineyards and groves led to the hypothesis that natural products from endophytes may inhibit these bacterial pathogens. Previously, we showed that the natural product radicinin from Cochliobolus sp. inhibits X. fastidiosa. Herein we describe a chemical synthesis of deoxyradicinin and establish it as an inhibitor of both X. fastidiosa and Liberibacter crescens, a culturable surrogate for CLas. The key to this three-step route is a zinc-mediated enolate C-acylation, which allows for direct introduction of the propenyl side chain without extraneous redox manipulations.
Regioselective addition of thiophenol to α,β-unsaturated N-acylbenzotriazoles
Xia, Ziming,Lv, Xin,Wang, Wencun,Wang, Xiaoxia
supporting information; experimental part, p. 4906 - 4910 (2011/10/07)
Regioselective addition of thiophenol to α,β-unsaturated N-acylbenzotriazoles has been achieved by controlling the conditions. Thus, three types of products, namely α,β-unsaturated thioesters, β-thiophenoxy substituted N-acylbenzotriazoles, and β-thiophenoxy substituted thioesters were selectively obtained in good to excellent yields.
Features and applications of reactions of α,β-unsaturated N-acylbenzotriazoles with amino compounds
Wang, Xiaoxia,Li, Zhifang,Zhu, Xiangming,Mao, Hui,Zou, Xuefei,Kong, Lichun,Li, Xinsheng
, p. 6510 - 6521 (2008/09/21)
Promoted by triethylamine, α,β-unsaturated N-acylbenzotriazoles reacted with amino compounds in a variety of ways. Thus, N-cinnamoylbenzotriazoles reacting with aromatic amines afforded novel addition products β-benzotriazolyl amides 3, which might be normally formed from the alternative but unknown 1,4-addition of benzotriazole to N-cinnamoylamides. The type 3 compounds could also result from the reaction between N-crotonoylbenzotriazole and aliphatic amines. However, normal 1,4-addition could occur between α,β-unsaturated aliphatic N-acylbenzotriazoles and aromatic amines, leading to β-amino N-acylbenzotriazoles 4 in good yields. In addition, exclusive 1,2-addition of aliphatic amines to N-cinnamoylbenzotriazoles gave excellent yields of cinnamides 5. Accordingly, three possible routes were proposed to rationalize the formation of compounds 3-5. Finally, with o-phenylenediamine and o-aminothiophenol as the substrates, the 1,4- and 1,2-addition to α,β-unsaturated N-acylbenzotriazoles could take place concurrently and the corresponding heterocycles 1,5-benzodiazepine-2-one and 1,5-benzothiazepine-4-one were constructed, respectively.
Efficient Conversion of Carboxylic Acids into N-Acylbenzotriazoles
Katritzky, Alan R.,Zhang, Yuming,Singh, Sandeep K.
, p. 2795 - 2798 (2007/10/03)
An improved one-pot procedure for the preparation of N-acylbenzotriazoles involves mild reaction conditions and allows the preparation of several derivatives not accessible by the previously reported methods.
