16825-58-4Relevant academic research and scientific papers
Norhierridin B, a new hierridin B-based hydroquinone with improved antiproliferative activity
Almeida, Joana,Brand?o, Pedro,Cidade, Honorina,Le?o, Pedro,Martins, Rosário,Moreira, Joana,Nazareth, Nair,Pinto, Madalena,Sampaio-Dias, Ivo E.,Saraíva, Lucília,Vasconcelos, Vitor
, (2020/04/09)
Hierridin B (6), a methylated hydroquinone isolated from the marine picocyanobacterium Cyanobium sp. LEGE 06113, moderately inhibited the growth of colon adenocarcinoma HT-29 cells. Aiming to improve the potential antitumor activity of this natural produc
Microwave-mediated claisen rearrangement followed by phenol oxidation: A simple route to naturally occurring 1,4-benzoquinones. The first syntheses of verapliquinones A and B and panicein A
Davis, Christopher J.,Hurst, Timothy E.,Jacob, Aouregan M.,Moody, Christopher J.
, p. 4414 - 4422 (2007/10/03)
The naturally occurring 1,4-benzoquinones 2-methoxy-6-propyl-1,4- benzoquinone (1), 2-methoxy-6-pentyl-1,4-benzoquinone (primin 2), 2-methoxy-6-pentadecyl-1,4-benzoquinone (3), 2-methoxy-6-heptadecyl-l,4- benzoquinone (dihydroirisquinone, pallasone B; 4) were synthesized by a simple protocol involving microwave accelerated Claisen rearrangement of allyl ethers 10, followed by hydrogenation of the side chain alkene, and oxidation to the quinone. The Claisen-based methodology was extended to the first synthesis of the marine benzoquinones verapliquinones A and B (5 and 6), and panicein A (7). Isoarnebifuranone (9) was also synthesized by a similar strategy.
Synthesis of Side-Chain-Modified Analogues of the Allergen Primin
Koenig, Wilfried A.,Faasch, Holger,Heitsch, Holger,Colberg, Cornelia,Hausen, Bjoern M.
, p. 387 - 393 (2007/10/02)
Benzoquinones such as primin (2-methoxy-6-pentyl-1,4-benzoquinone) from Primula obconica HANCE (Primulaceae) are known to be strong sensitizers and thus the source of severe allergic contact dermatitis (cell-mediated type of allergy).In order to determine
Short Syntheses of Furan and Catechol Derivatives. A Synthesis of Hydrourushiol
Wenkert, Ernest,Alonso, Miguel E.,Buckwalter, Brian L.,Sanchez, Eduardo L.
, p. 2021 - 2029 (2007/10/02)
The copper-catalyzed decomposition of ethyl diazopyruvate in enol ethers is shown to yield alkoxydihydrofuroates, whose exposure to acid leads to ethyl α-furoates.The latter are also the products of the copper-induced interaction of ethyl diazopyruvate with acetylenes.The conversion of one furoate into a furan and another into a furanoid terpene system is described.The Fetizon oxidation of primary β-alkoxycyclopropylcarbinols is shown to give alkoxydihydrofurans.The formation of a masked, 1,2,5-triketo system by the copper-assisted decomposition of 1-diazo-3,3-dimethoxy-2-butanone in n-butyl vinyl ether and subsequent acid-catalyzed unraveling of the resultant β-alkoxycyclopropyl ketone are portrayed.Ring scission of the intermediate in methanolic acid at elevated temperature yields veratrole.Utilization of this method of synthesis of aromatic compounds of the catehol type in the synthesis of hydrourushiol is illustrated.
