1076-56-8Relevant articles and documents
Reaction of natural-occurring phenolic derivatives with bis(trimethylsilyl) sulfate
Nuissier,Bourgeois,Grignon-Dubois
, p. 506 - 507 (2008)
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Alkylphenol activity against candida spp. and microsporum canis: A focus on the antifungal activity of thymol, eugenol and o-methyl derivatives
Fontenelle, Raquel O.S.,Morais, Selene M.,Brito, Erika H.S.,Brilhante, Raimunda S.N.,Cordeiro, Rossana A.,Lima, Ynayara C.,Brasil, Nilce V.G.P.S.,Monteiro, Andre J.,Sidrim, Jose J.C.,Rocha, Marcos F.G.
, p. 6422 - 6431 (2011)
In recent years there has been an increasing search for new antifungal compounds due to the side effects of conventional antifungal drugs and fungal resistance. The aims of this study were to test in vitro the activity of thymol, eugenol, estragole and anethole and some O-methyl-derivatives (methylthymol and methyleugenol) against Candida spp. and Microsporum canis. The broth microdilution method was used to determine the minimum inhibitory concentration (MIC). The minimum fungicidal concentrations (MFC) for both Candida spp. and M. canis were found by subculturing each fungal suspension on potato dextrose agar. Thymol, methylthymol, eugenol, methyleugenol, anethole, estragole and griseofulvin respectively, presented the following MIC values against M. canis: 4.8-9.7; 78-150; 39; 78-150; 78-150; 19-39 μg/mL and 0.006-2.5 μg/mL. The MFC values for all compounds ranged from 9.7 to 31 μg/mL. Concerning Candida spp, thymol, methylthymol, eugenol, methyleugenol, anethole, estragole and amphotericin, respectively, showed the following MIC values: 39; 620-1250; 150-620; 310-620; 620; 620-1250 and 0.25-2.0 μg/mL. The MFC values varied from 78 to 2500 μg/mL. All tested compounds thus showed in vitro antifungal activity against Candida spp. and M. canis. Therefore, further studies should be carried out to confirm the usefulness of these alkylphenols in vivo.
Identification and structure-activity relationship study of carvacrol derivatives as Mycobacterium tuberculosis chorismate mutase inhibitors
Alokam, Reshma,Jeankumar, Variam Ullas,Sridevi, Jonnalagadda Padma,Matikonda, Siddharth Sai,Peddi, Santosh,Alvala, Mallika,Yogeeswari, Perumal,Sriram, Dharmarajan
, p. 547 - 554 (2014)
In the present study, we identified carvacrol, a major phenolic component of oregano oil as a novel small molecule inhibitor of Mycobacterium tuberculosis (MTB) chorismate mutase (CM) enzyme with IC50 of 1.06±0.4μM. Virtual screening of the BITS-Pilani in-house database using the crystal structure of the MTB CM bound transition state intermediate (PDB: 2FP2) as framework identified carvacrol as a potential lead. Further various carvacrol derivatives were evaluated in vitro for their ability to inhibit MTB CM enzyme, whole cell MTB and cytotoxicity as steps toward the derivation of structure-activity relationships (SAR) and lead optimization.
Antioxidant and tyrosinase docking studies of heterocyclic sulfide derivatives containing a thymol moiety
Havasi, Mia H.,Ressler, Andrew J.,Parks, Eden L.,Cocolas, Alexander H.,Weaver, Ashton,Seeram, Navindra P.,Henry, Geneive E.
, (2020/02/26)
Fourteen heterocyclic sulfide derivatives (4–17) containing a thymol moiety and oxadiazole, thiadiazole, triazole, oxazole, thiazole, imidazole, pyridine or purine heterocycles were synthesized in three steps. The cupric, Cu(II), ion reducing antioxidant capacity of the compounds was examined, and molecular docking studies were performed to determine whether the sulfur, thymol or heterocyclic moieties interact with the Cu ions in tyrosinase, a type-3 copper enzyme. Using the CUPRAC assay, eight compounds (5–8, 10, 15–17) showed equal or better Cu (II) reducing capacity than trolox at neutral pH, with trolox equivalent antioxidant capacity (TEAC) coefficients ranging between 1.00 and 1.48. The compounds containing a thiadiazole moiety were most effective, with the methyl thiadiazole derivative (8) having the highest Cu(II) reducing capacity. Molecular docking studies of the sulfide derivatives with tyrosinase revealed that there were no direct interactions between the sulfur atom and the active site copper ions. However, the compounds displayed two different binding interactions with the histidine-Cu catalytic center. For compounds 4–13, the thymol portion was embedded in the active site cavity, while for compounds 14–17 the heterocyclic portion of the molecule approached the cavity.
Phenylimidazole derivative, synthesis method of phenylimidazole derivative and application of phenylimidazole derivative to pesticide
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Paragraph 0051, (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.
