4732-13-2Relevant articles and documents
Synthesis and biological evaluation of carvacrol-based derivatives as dual inhibitors of H. Pylori strains and ags cell proliferation
Sisto, Francesca,Carradori, Simone,Guglielmi, Paolo,Traversi, Carmen Beatrice,Spano, Mattia,Sobolev, Anatoly P.,Secci, Daniela,Di Marcantonio, Maria Carmela,Haloci, Entela,Grande, Rossella,Mincione, Gabriella
, p. 1 - 21 (2020/11/27)
This study reports on the synthesis, structural assessment, microbiological screening against several strains of H. pylori and antiproliferative activity against human gastric adenocarcinoma (AGS) cells of a large series of carvacrol-based compounds. Structural analyses consisted of elemental analysis,1 H/13 C/19 F NMR spectra and crystallographic studies. The structure-activity relationships evidenced that among ether derivatives the substitution with specific electron-withdrawing groups (CF3 and NO2) especially in the para position of the benzyl ring led to an improvement of the antimicrobial activity, whereas electron-donating groups on the benzyl ring and ethereal alkyl chains were not tolerated with respect to the parent compound (MIC/MBC = 64/64 μg/mL). Ester derivatives (coumarin-carvacrol hybrids) displayed a slight enhancement of the inhibitory activity up to MIC values of 8–16 μg/mL. The most interesting compounds exhibiting the lowest MIC/MBC activity against H. pylori (among others, compounds 16 and 39 endowed with MIC/MBC values ranging between 2/2 to 32/32 μg/mL against all the evaluated strains) were also assayed for their ability to reduce AGS cell growth with respect to 5-Fluorouracil. Some derivatives can be regarded as new lead compounds able to reduce H. pylori growth and to counteract the proliferation of AGS cells, both contributing to the occurrence of gastric cancer.
Phenylimidazole derivative, synthesis method of phenylimidazole derivative and application of phenylimidazole derivative to pesticide
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Paragraph 0043, (2019/06/11)
The invention relates to a phenylimidazole derivative, a synthesis method of the phenylimidazole derivative and application of the phenylimidazole derivative to pesticide, particularly application tothe fungicide pesticide aspect, and belongs to the technical field of pesticide. In order to solve the technical problems, the invention provides a novel phenylimidazole derivative, a synthesis methodof the novel phenylimidazole derivative and application of the novel phenylimidazole derivative to the pesticide. The structure of the compound is shown as a formula I. The compound structure is simple and novel; the synthesis is easy; meanwhile, the fungicidal activity is realized; a better bacteriostasis or sterilization effect is achieved on important plant pathogenic fungi such as tomato early blight, tomato botrytis cinereal, cucumber fusarium oxysporum, magnaporthe grisea and rice rhizoctonia solani.
Solid-supported synthesis of bio-active carvacrol compounds using microwaves
Narkhede,More,Dalal,Mahulikar
, p. 2413 - 2418 (2008/09/21)
The most abundant and potent natural products having a broad spectrum of biological activity against various pests are terpenoids, especially monoterpenoids. The chemical modification of natural monoterpenoids has been reported to result in modified biological activity. The present work emphasizes the structural modification of carvacrol, a phenolic monoterpenoid, through the synthesis of different ether and ester derivatives that are useful for structure-activity relationship studies to exploit the potent molecules. The carvacrol was reacted with alkyl halides and acid chlorides under microwaves using solid supports such as silica gel, alumina, and fly ash to give ethers and esters, respectively. The synthesis of dimeric ether and ester compounds using dihalides and acid dichlorides was conducted with novel reactions. Additional features of the methodology include very fast reactions, higher yields and purities of the products, and an ecofriendly approach. Copyright Taylor & Francis Group, LLC.
