- Target profiling of 4-hydroxyderricin in S. aureus reveals seryl-tRNA synthetase binding and inhibition by covalent modification
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4-Hydroxyderricin is a heat labile bioactive chalcone isolated from the plant Angelica keiskei. It received attention due to its antibiotic potency against several strains of bacteria including pathogens such as Staphylococcus aureus. Despite these promising pharmacological properties, the exact mode of action or the biological targets are still unknown. Here we report the synthesis and the application of a 4-hydroxyderricin probe for activity-based protein profiling (ABPP) in S. aureus. Due to the heat sensitivity of the natural product we utilize a chemical tool for the mild and selective enrichment of labile probe-protein conjugates and report seryl-tRNA synthetase (STS) to be covalently modified by our probe. This modification results in inhibition of the amino acylation of tRNAs catalyzed by S. aureus STS which is an essential enzymatic pathway for bacterial viability.
- Battenberg, Oliver A.,Yang, Yinliang,Verhelst, Steven H. L.,Sieber, Stephan A.
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Read Online
- 2-phenylchroman-4-one derivatives and antiviral composition comprising the same
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The present invention relates to a 2-phenylchroman-4-one derivative or a pharmaceutically acceptable salt thereof, a method for manufacturing the same, and a therapeutic agent for MERS containing the same as an active component. A compound containing the
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Paragraph 0085-0088
(2020/09/10)
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- Synthesis and antibacterial activity of four natural chalcones and their derivatives
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Four natural chalcones bearing hydroxyisoprenyl or prenyl groups, named Paratocarpin E (2), Xanthoangelol D (3), Angusticornin A (4) and Kanzonol C (5), were prepared by employing the Claisen-Schmidt condensation as the key step. In an attempt to investigate the effect of the hydroxyisoprenyl group on biological activity, two of their derivatives were also prepared for antibacterial activity research. The synthesized compounds were investigated for their expected antibacterial activities against Gram positive bacteria (Bacillus subtilis, Staphylococcus aureus) as well as Gram negative bacteria (Escherichia coli, Pseudomonas aeruginosa). Paratocarpin E (2) was found to be the most potent against two Gram positive bacteria while the majority of the remaining compounds showed promising activity as well. However, all of the compounds were inactive against both Gram-negative bacteria.
- Li, Yuanyuan,Sun, Bingxia,Zhai, Jiadai,Fu, Lin,Zhang, Shuxin,Zhang, Jing,Liu, Hongliang,Xie, Wenhai,Deng, Hongkuan,Chen, Zhiwei,Sang, Feng
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supporting information
(2019/09/30)
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- Synthesizing method of isoamylene-based chalcone derivative and application of isoamylene-based chalcone derivative in pharmaceutical industry
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The invention discloses a synthesizing method of an isoamylene-based chalcone derivative and application of the isoamylene-based chalcone derivative in pharmaceutical industry. The derivative involvedin the method is synthesized in the steps that 1, a com
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Paragraph 0055-0060; 0134-0136
(2019/06/27)
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- Bavachinin analogues as agonists of pan-peroxisome proliferator-activated receptors
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Peroxisome proliferator-activated receptors (PPARs) agonists contribute to the regulation of glucose, lipid, and cholesterol metabolism and have emerged as key targets to treat metabolic syndrome. In our previous study, the natural compound bavachinin was found to have pan-PPAR agonist activity. In this study, five isoflavones, three isoflavanones, and five scaffold-hopping analogues of bavachinin were designed, synthesised, and evaluated through reporter gene assays for pan-PPAR agonist activity. The analogue 2-(4-hydroxyphenyl)-6-isopentenyl-7-methoxy-2,3-dihydroquinolin-4(1H)-one (21) was identified as a pan-PPAR agonist, exhibiting substantially higher PPAR α/β agonist activity and equal PPAR-γ agonist activity than does bavachinin.
- Yi, Jingyu,Du, Guoxin,Zhao, Yuanyuan,Zhang, Liuqiang,Li, Bo,Zhu, Weiliang,Huang, Cheng,Li, Yiming,Guo, Fujiang
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p. 1851 - 1862
(2018/06/18)
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- A restorative Psoralea corylifolia active component in the synthesis of the key intermediate (by machine translation)
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The invention relates to a fruit hyperuricemia active component in the synthesis of the key intermediate, comprising the following steps: (a) will be Paeonia suffruticosa Andr. (tree peony bark) phenol, 1 - bromo - 3 - methyl - 2 - butene and acetone mixe
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Paragraph 0016; 0018
(2018/09/13)
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- Method for synthesizing active ingredient intermediate of traditional Chinese medicine fructus psoraleae
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The invention relates to a method for synthesizing an active ingredient intermediate of a traditional Chinese medicine fructus psoraleae. The method comprises the following steps: (a) mixing paeonol,1-bromo-3-methyl-2-butene and acetone, and adding potass
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Paragraph 0018-0020
(2018/11/22)
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- Synthesis method of active component of Chinese herb psoralea corylifolia
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The invention relates to a synthesis method of an active component of a Chinese herb psoralea corylifolia. The synthesis method comprises the following steps: (a), mixing paeonol, 1-bromo-3-methyl-2-butene and acetone, adding potassium carbonate, and then
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Paragraph 0020; 0022
(2018/11/22)
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- Design, Synthesis, and Structure–Activity Relationships of Bavachinin Analogues as Peroxisome Proliferator-Activated Receptor γ Agonists
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Peroxisome proliferator-activated receptor γ (PPARγ) agonists have been used for the treatment of diabetes with the effect of lowering blood glucose levels and improving insulin sensitivity. Natural compounds such as flavones, flavanones, and isoflavones
- Du, Guoxin,Zhao, Yuanyuan,Feng, Li,Yang, Zhuo,Shi, Jiye,Huang, Cheng,Li, Bo,Guo, Fujiang,Zhu, Weiliang,Li, Yiming
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p. 183 - 193
(2017/02/05)
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- Separation and peroxisome proliferator-activated receptor-γ agonist activity evaluation of synthetic racemic bavachinin enantiomers
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Abstract Bavachinin, isolated from Psoralea corylifolia seeds, has been reported to demonstrate peroxisome proliferator-activated receptor-γ (PPAR-γ) agonist activity. However, isolated bavachinin is actually a mixture of S and R configurations, with an e
- Du, Guoxin,Feng, Li,Yang, Zhuo,Shi, Jiye,Huang, Cheng,Guo, Fujiang,Li, Bo,Zhu, Weiliang,Li, Yiming
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supporting information
p. 2579 - 2583
(2015/06/02)
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- Inhibition of prostaglandin E2 production by synthetic minor prenylated chalcones and flavonoids: Synthesis, biological activity, crystal structure, and in silico evaluation
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The discovery of potent inhibitors of prostaglandin E2 (PGE 2) synthesis in recent years has been proven to be an important game changer in pharmaceutical industry. It is known that excessive production of PGE2 triggers a
- Rullah, Kamal,Mohd Aluwi, Mohd Fadhlizil Fasihi,Yamin, Bohari M.,Abdul Bahari, Mohd Nazri,Wei, Leong Sze,Ahmad, Syahida,Abas, Faridah,Ismail, Nor Hadiani,Jantan, Ibrahim,Wai, Lam Kok
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p. 3826 - 3834
(2014/09/16)
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- Synthesis and antibacterial activity of chalcones bearing prenyl or geranyl groups from Angelica keiskei
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Chalcones bearing prenyl or geranyl groups from Angelica keiskei, such as 4-hydroxyderricin (1a), xanthoangelol (1e), xanthoangelol F (1f), xanthoangelol H (2), deoxyxanthoangelol H (3), and deoxydihydroxanthoangelol H (4) and their derivatives were synthesized. From the evaluation of antibacterial activity of the synthesized chalcones, 1a, isobavachalcone (1b), 1e, 1f, bavachalcone (5a), and broussochalcone B (5b) were found to inhibit Gram-positive bacteria.
- Sugamoto, Kazuhiro,Matsusita, Yoh-Ichi,Matsui, Kana,Kurogi, Chiaki,Matsui, Takanao
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experimental part
p. 5346 - 5359
(2011/08/04)
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- Synthesis of 4-hydroxyderricin and related derivatives
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Naturally occurring chalcones, namely 4-hydroxyderricin (1), xanthoangelol H (2), deoxyxanthoangelol H (3), and deoxydihydroxanthoangelol H (4), were first synthesized and evaluated for antibacterial activities.
- Sugamoto, Kazuhiro,Kurogi, Chiaki,Matsushita, Yoh-ichi,Matsui, Takanao
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scheme or table
p. 6639 - 6641
(2009/04/07)
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- Indole derivative having piperidine ring
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The present invention relates to a compound represented by the following formula, a pharmacologically acceptable salt thereof, or a use thereof as a pharmaceutical: wherein R1 and R2 are substituents adjacent to each other, and together with two carbon atoms to each of which they attach, form a 5- to 7-membered non-aromatic carbocyclic group or the like, which may be substituted by 1 to 4 substituents selected from (1) an oxo group, (2) a hydroxyl group, and the like; R3 represents a hydrogen atom or the like; and R6 represents a hydrogen atom or the like. It is an object of the present invention to discover an agent for treating or preventing lower urinary tract symptoms, and particularly symptoms regarding urinary storage, which has a superior strength of binding to a 5-HT1A receptor and an antagonism to the receptor.
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Page/Page column 57
(2008/06/13)
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- An Improved Procedure for Cyclisation of Chalcones to Flavanones Using Celite Supported Potassium Fluoride in Methanol: Total Synthesis of Bavachinin
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Chalcones may be cyclised to the corresponding flavanones by stirring with KF - celite suspended in methanol at reflux.This method gives consistently higher conversion than other reported procedures and its utility is illustrated by the synthesis of the l
- Harwood, Laurence M.,Loftus, Gabriel C.,Oxford, Anona,Thomson, Colin
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p. 649 - 657
(2007/10/02)
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