65284-99-3Relevant academic research and scientific papers
Cantffln - 6 - quaternary ammonium salt and its preparation method and application
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Paragraph 0033; 0036; 0037, (2017/12/02)
The invention relates to a canthium dicoccum-6-one quaternary ammonium salt and a preparation method and an application thereof. The structural formula of the compound is shown in a formula (1) in the specification, wherein R is ethyl, propyl, isopropyl, allyl, normal-butyl, isobutyl, normal-amyl, normal-octyl, unsubstituted benzyl or substituted benzyl substituted by a hydrogen atom, methyl, bromomethyl, trifluoromethyl, benzyloxyl, a fluorine atom or a chlorine atom; X is chlorine, bromine or iodine. The application is that of the compound for preparing antibacterial drugs.
Synthesis, in vitro antibacterial activities of a series of 3-N-substituted canthin-6-ones
Dai, Jiang-Kun,Dan, Wen-Jia,Li, Na,Du, Hong-Tao,Zhang, Ji-Wen,Wang, Jun-Ru
, p. 580 - 583 (2016/01/09)
An improved synthetic route of canthin-6-one was accomplished. To further enhance the antibacterial potency and improve water solubility, a series of 3-N-alkylated and 3-N-benzylated canthin-6-ones were designed and synthesized, and their in vitro antibacterial activities were evaluated. A clear structure-activity relationship with peak minimal inhibitory concentration (MIC) values of 0.98 (μg·mL-1) was investigated. Particularly, compounds 6i-r and 6t were found to be the most potent compounds with minimal inhibitory concentration (MIC) values lower than 1.95 (μg·mL-1) against Staphylococcus aureus.
An improved synthesis of canthin-6-one
Czerwinski, Kevin M.,Zificsak, Craig A.,Stevens, John,Oberbeck, Melissa,Randlett, Christopher,King, Melissa,Mennen, Steve
, p. 1225 - 1231 (2007/10/03)
An improved route has been devised which provides canthin-6-one in the highest yield from tryptamine to date. Tryptamine is converted to Nb-benzyltryptamine via reaction with benzoylchloride and reduction using LAH. Pictet-Spengler condensation with 2-ketoglutaric acid, removal of the protecting group by CTH, and aromatization with MnO2 affords canthin-6-one in 48% overall yield.
Selenium Dioxide Oxidations in the Indole Area. Synthesis of β-Carboline Alkaloids
Cain, M.,Campos, O.,Guzman, F.,Cook, J.M.
, p. 907 - 913 (2007/10/02)
A number of different piperidoindole systems have been subjected to oxidation with selenium dioxide.The bonding between the indole and piperidine unit has been varied to provide different systems, the oxidation of which has led to formation of either 2-acyl- or 3-acylindoles or fully aromatic β-carbolines, depending on the substrate chosen.The pattern of reactivity observed was in complete agreement with the ene mechanism proposed for selenium dioxide oxidations, and this can be employed to predict the regiochemistry of the oxidation.Use of this technology has resulted in a two-step synthesis of the indole alkaloid canthin-6-one (30a).
A New Synthesisof(+/-)Trypargine
Shimizu, Masato,Ishikawa, Masayuki,Komoda, Yasuo,Matsubara, Yukimi,Nakajima, Terumi
, p. 4529 - 4533 (2007/10/02)
A new route for the synthesis of (+/-)-trypargine (I) is described.The Pictet-Spengler reaction of Nb-benzyltryptamine with α-ketoglutaric acid was carried out in aprotic media to afford the key intermediate, 2-benzyl-1,2,3,3-tetrahydro-9H-pyri
SELENIUM DIOXIDE OXIDATIONS IN THE β-CARBOLINE AREA
Campos, Olivia,DiPierro, Mike,Cain, Michael,Mantei, Robert,Gawish, Ali,Cook, James M.
, p. 975 - 984 (2007/10/02)
The reaction of 1-ethyl-3-methoxycarbonyl-1,2,3,4-tetrahydro-β-carboline 11 with selenium dioxide has resulted in the synthesis of the β-carboline alkaloids, 1-acetyl-3-methoxycarbonyl-β-carboline 14 and 1-acetyl-β-carboline 15.Application of this technol
