80902-65-4Relevant articles and documents
Magnesium dicarboxylates promote the prenylation of phenolics that is extended to the total synthesis of icaritin
Fu, Xuewen,Lu, Xiaoxia,Wang, Chun,Wen, Yongju,Xiong, Wei,Zhang, Guolin,Zhang, Jichao
, p. 1117 - 1124 (2022/02/16)
The prenylation of phenolic substrates promoted by magnesium dicarboxylates was developed. An investigation of the scope demonstrated that substrates with electron-donating group(s) gave better yields than those with electron-withdrawing group(s). Althoug
Rapid method of Friedel-Crafts alkylation of phloroglucinol by microwave in dry media and reusable catalyst
Vergara, Alejandra P.,Contreras, Javier A.,Osorio, Mauricio E.,Carvajal, Marcela A.
, p. 3069 - 3073 (2015/11/27)
A new rapid and efficient method for the synthesis of a series of alkylated phloroglucinols using conventional microwave is reported 4 phloroglucinol derivatives (4, 5, 6 and 7) were synthesized with good yields (～50%) by a Friedel-Crafts reaction through
Friedel-Crafts Alkylation of Acylphloroglucinols Catalyzed by a Fungal Indole Prenyltransferase
Zhou, Kang,Ludwig, Lena,Li, Shu-Ming
, p. 929 - 933 (2015/05/05)
Naturally occurring prenylated acylphloroglucinol derivatives are plant metabolites with diverse biological and pharmacological activities. Prenylation of acylphloroglucinols plays an important role in the formation of these intriguing natural products and is catalyzed in plants by membrane-bound enzymes. In this study, we demonstrate the prenylation of such compounds by a soluble fungal prenyltransferase AnaPT involved in the biosynthesis of prenylated indole alkaloids. The observed activities of AnaPT toward these substrates are much higher than that of a microsomal fraction containing an overproduced prenyltransferase from the plant hop.
Synthesis of polyprenylated benzoylphloroglucinols by regioselective prenylation of phloroglucinol in an aqueous medium
Raikar, Sanjay B.,Nuhant, Philippe,Delpech, Bernard,Marazano, Christian
experimental part, p. 1358 - 1369 (2009/04/04)
Regioselective tri-C-prenylation of phloroglucinol, leading to a compound with gem-disubstitution, has been achieved with prenyl bromide in the presence of potassium hydroxide in an aqueous medium. Geranyl- and isolavandulylphloroglucinol, obtained by ortho-lithiation, were diprenylated under the same conditions. C-Benzoylation of the trialkylated derivatives using benzoyl cyanide in the presence of triethylamine afforded two natural products, grandone and kolanone, and an isomer of weddellianone A. Attemped electrophilic cyclization reactions, aimed at a biomimetic synthesis of polycyclic polyprenylated acylphloroglucinols (PPAPs), are also reported. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.
Phlorophenone derivatives, processes for preparing such compounds, uses and pharmaceutical compositions of phlorophenone compounds
-
, (2008/06/13)
Novel compounds of general formula I STR1 wherein R is a branched or unbranched alkyl, cycloalkyl, or aralkyl group, which group optionally contains or is substituted by a halogen or oxygen function, the oxygen function optionally being in the form of an alcohol or ether moiety; R1, R2, and R3, which may be the same or different, is hydrogen, an alkyl, acyl, or benzoyl group, which group optionally contains or is substituted by a halogen or oxygen function; R4 is hydrogen, an alkyl, alkenyl preferably being an allyl or prenyl group, or aralkyl group which group optionally contains or is substituted by an alkyl, aryl, halogen or oxygen function; R5 is hydrogen, an alkyl, aralkyl, acyl, or aryl group, which group optionally contains or is substituted by an alkyl, aryl, halogen, or oxygen function; except that R4 and R5 are not both hydrogen; and except for the compounds when R5 is hydrogen and R is methyl, i-propyl, branched butyl, methoxy methyl, 2-phenylethyl, or 2-phenylethylene; chromans and dihydrobenzofurans derived from these compounds; pharmaceutically acceptable salts, and metabolites and metabolic precursors of these compounds; processes for preparing the aforementioned types of compounds; use of the aforementioned types of compounds as antibacterial and/or antimycotic agents; and pharmaceutical compositions of such compounds.
