Allyl 1-naphthyl ethers are useful compounds for different purposes, but reported methods to synthesize them require long reaction times. In this work, we have obtained allyl 1-naphthyl ether in good yield using ultrasonic-assisted methodology in a 1-h reaction. A central composite design was used to obtain a statistical model and a response surface (p<0.05; R(2)=0.970; R(2)(adj)=0.949; R(2)(pred)=0.818) that can predict the optimal conditions to maximize the yield, validated experimentally.
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http://dx.doi.org/10.1016/j.ultsonch.2010.10.003 | DOI Listing |
Molecules
November 2023
Department of Genetics and Microbiology, Institute of Biological Sciences, Faculty of Biology and Biotechnology, Maria Curie-Skłodowska University, Akademicka 19, 20-033 Lublin, Poland.
Polycyclic aromatic hydrocarbons (PAHs) are common xenobiotics that are detrimental to the environment and human health. Bacterial endophytes, having the capacity to degrade PAHs, and plant growth promotion (PGP) may facilitate their biodegradation. In this study, phenanthrene (PHE) utilization of a newly isolated PGP endophytic strain of 23aP and factors affecting the process were evaluated.
View Article and Find Full Text PDFMicrobiol Spectr
October 2022
Metalloenzyme Research Group and Department of Plant Science and Technology, Chung-Ang Universitygrid.254224.7, Anseong, Republic of Korea.
Coabalamin-dependent -demethylase in sp. strain MRG-PMF1 was found to catalyze the unprecedented allyl aryl ether cleavage reaction. To expand the potential biotechnological applications, the reaction mechanism of the allyl aryl ether C-O bond cleavage, proposed to utilize the reactive Co(I) supernucleophile species, was studied further from the anaerobic whole-cell biotransformation.
View Article and Find Full Text PDFEur J Med Chem
January 2018
Department of Pharmacology, Penn State Cancer Institute, CH72, Penn State College of Medicine, 500 University Drive, Hershey, PA 17033, USA. Electronic address:
A series of novel thio- and seleno-barbituric acid derivatives were synthesized by varying the substituents at N1 and N3 (ethyl, methyl, allyl, and phenyl), and C5 tethered with dienyl and trienyl moieties attached to substituents such as phenyl, 2-furanyl, 2-thiophenyl, 1-naphthyl, and 3-pyridyl. The cytotoxic potential of these derivatives was evaluated by using MTT assay against melanoma cell lines expressing either wild-type (CHL-1) or mutant (UACC 903) BRAF gene. Among all, 2b and 8b were identified as the most potent compounds.
View Article and Find Full Text PDFACS Omega
November 2017
Department of Chemistry and Biochemistry, University of Regina, 3737 Wascana Parkway, Regina, Saskatchewan S4S 0A2, Canada.
ion of chloride from [W(CO){PPhCl}] with AgOSOCF leads to the phosphine triflate complex [W(CO){PPhCl(OSOCF)}] which undergoes electrophilic substitution reactions with ,-diethylaniline, anisole, ,-dimethyl--toluidine, toluene, biphenyl, naphthalene, 2,7,9,9-tetramethyl xanthene, and allyltrimethylsilane to form the chlorophosphine complexes [W(CO){PPhClR}], where R = -diethylanilinyl, -anisyl, 2-(,-dimethyl-4-methylphenyl), -tolyl, -phenylphenyl, 1-naphthyl, 4-(2,7,9,9-tetramethylxanthyl), and allyl. Abstraction of the second chloride with AgOSOCF leads, in most cases, to the respective phosphine triflates [W(CO){PPhR(OSOCF)}], which react with ferrocene to form the ferrocenyl phosphine complexes [W(CO){PPhR(CHFe)}]. The W(CO) unit can be removed via photolysis in the presence of bis(diphenylphosphino)ethane to form metal-free phosphines.
View Article and Find Full Text PDFAnticancer Agents Med Chem
May 2014
Department of Biochemistry and Medical Genetics, University of Manitoba, 754 Bannatyne Avenue, Winnipeg, Manitoba, Canada R3E 0J9.
A fluorescent analog of ET-18-OCH3, 1-O-(7'-N,N-dimethylamino-3'-pentadecanoyl-1'-naphthyl)-2-O-methyl-sn-glycerophosphocholine (1), was synthesized and its bioactivity was screened against 12 human cancer cell lines. The bioactivity of 1 was found to differ markedly from that of ET-18-OCH3. Growth of two prostate cell lines (PC3 and DU145) and a glioma cell line (U251) was significantly affected by 1, with IC50 values of 2, 6, and 12 µM, respectively.
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