878006-06-5Relevant academic research and scientific papers
GINGEROL DERIVATIVE HAVING INHIBITORY ACTIVITY AGAINST BIOFILM FORMATION AND PHARMACEUTICAL COMPOSITION COMPRISING SAME AS EFFECTIVE INGREDIENT FOR PREVENTING OR TREATING BIOFILM-CAUSED INFECTION SYMPTOM
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Paragraph 0101-0102, (2020/09/22)
The present invention relates to a gingerol derivative having inhibitory activity against biofilm formation and a pharmaceutical composition for preventing or treating infections caused by biofilms including the gingerol derivative as an active ingredient. The gingerol derivative of the present invention exhibits significantly improved binding affinity for LasR and inhibitory activity against biofilm formation. Therefore, the gingerol derivative of the present invention can act on various membrane surfaces where biofilms tend to form and can effectively inhibit the formation of the corresponding biofilms. In addition, the use of the pharmaceutical composition according to the present invention can fundamentally prevent or treat a variety of infections caused by biofilms due to the presence of the gingerol derivative in the pharmaceutical composition.
6-SHOGAOL DERIVATIVES AND ACTIVITIES THEREOF
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, (2018/10/19)
Derivatives of 6-shogaol are described herein. Also described herein are methods of preparing the derivatives, as well as methods of using the derivatives to activate Nrf2 and to treat diseases associated with inflammation and/or oxidative stress.
Structure-Activity Relationships of 6- and 8-Gingerol Analogs as Anti-Biofilm Agents
Choi, Hyunsuk,Ham, So-Young,Cha, Eunji,Shin, Yujin,Kim, Han-Shin,Bang, Jeong Kyu,Son, Sang-Hyun,Park, Hee-Deung,Byun, Youngjoo
, p. 9821 - 9837 (2017/12/26)
Pseudomonas aeruginosa is a causative agent of chronic infections in immunocompromised patients. Disruption of quorum sensing circuits is an attractive strategy for treating diseases associated with P. aeruginosa infection. In this study, we designed and synthesized a series of gingerol analogs targeting LasR, a master regulator of quorum sensing networks in P. aeruginosa. Structure-activity relationship studies showed that a hydrogen-bonding interaction in the head section, stereochemistry and rotational rigidity in the middle section, and optimal alkyl chain length in the tail section are important factors for the enhancement of LasR-binding affinity and for the inhibition of biofilm formation. The most potent compound 41, an analog of (R)-8-gingerol with restricted rotation, showed stronger LasR-binding affinity and inhibition of biofilm formation than the known LasR antagonist (S)-6-gingerol. This new LasR antagonist can be used as an early lead compound for the development of anti-biofilm agents to treat P. aeruginosa infections.
Paradol preparation method
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Paragraph 0041; 0042, (2017/07/21)
The invention provides a paradol preparation method which comprises the steps: firstly mixing the raw materials of vanillin, 2-nonanone and N,N-dimethyl formamide, then adding glacial acetic acid water solution, stirring, cooling to room temperature, filtering, washing and drying to obtain ketene intermediate; then adding metal sodium, anhydrous sodium acetate and tetrahydrofuran into a reaction bottle, adding the ketene intermediate dissolved into ethyl alcohol into the reaction bottle under protection of nitrogen, decoloring through activated carbon after reaction finishes, filtering and recovering solvent to obtain faint yellow grease, namely paradol. The preparation method disclosed by the invention can avoid generating a lot of hydroxyl byproducts in a hydrogenation reduction process, improves yield, simplifies after-treatment operation, avoids additional catalyst, and greatly shortens operation period; equipment utilization rate is high, total cost is lower and economical benefit is higher.
Ginger metabolites and uses thereof
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Page/Page column 55; 56, (2016/03/19)
The present application generally relates to the use of metabolites of ginger and analogs thereof for the treatment and prevention of diseases, including but not limited to, cancer.
Synthesis, evaluation, and metabolism of novel [6]-shogaol derivatives as potent Nrf2 activators
Zhu, Yingdong,Wang, Pei,Zhao, Yantao,Yang, Chun,Clark, Anderson,Leung, TinChung,Chen, Xiaoxin,Sang, Shengmin
, p. 243 - 254 (2016/04/20)
Oxidative stress is a central component of many chronic diseases. The Kelch-like ECH-associated protein 1 (Keap1)-nuclear factor erythroid 2 p45-related factor 2 (Nrf2) system is a major regulatory pathway of cytoprotective genes against oxidative and electrophilic stress. Activation of the Nrf2 pathway plays crucial roles in the chemopreventive effects of various inducers. In this study, we developed a novel class of potent Nrf2 activators derived from ginger compound, [6]-shogaol (6S), using the Tg[glutathione S-transferase pi 1 (gstp1):green fluorescent protein (GFP)] transgenic zebrafish model. Investigation of structure-activity relationships of 6S derivatives indicates that the combination of an α,β-unsaturated carbonyl entity and a catechol moiety in one compound enhances the Tg(gstp1:GFP) fluorescence signal in zebrafish embryos. Chemical reaction and in vivo metabolism studies of the four most potent 6S derivatives showed that both α,β-unsaturated carbonyl entity and catechol moiety act as major active groups for conjugation with the sulfhydryl groups of the cysteine residues. In addition, we further demonstrated that 6S derivatives increased the expression of Nrf2 downstream target, heme oxygenase-1, in both a dose- and time-dependent manner. These results suggest that α,β-unsaturated carbonyl entity and catechol moiety of 6S derivatives may react with the cysteine residues of Keap1, disrupting the Keap1-Nrf2 complex, thereby liberating and activating Nrf2. Our findings of natural product-derived Nrf2 activators lead to design options of potent Nrf2 activators for further optimization.
FORMULATION WITH IRRITATION REDUCING ACTION COMPRISING BISABOLOL AND [6]-PARADOL
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, (2012/10/18)
The present invention relates to formulations having an irritation-reducing action, corresponding cosmetic and pharmaceutical products as well as associated methods and uses thereof.
WRINKLE REDUCTION AGENT, LIPOLYSIS ACCELERATOR, COMPOSITION FOR EXTERNAL USE ON SKIN, AND FOOD OR BEVERAGE COMPOSITION
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Page/Page column 7, (2008/06/13)
An antiwrinkle agent, lipolysis promoter, external composition for skin, and food and beverage composition having for an active ingredient thereof a compound represented by general formula (1): (wherein R represents a hydrogen atom or an acyl group having 2 to 20 carbon atoms) or an extract obtained from guinea ginger and/or an acylation treatment product of said extract.
