144078-11-5Relevant articles and documents
Phenols and Quinones from Seeds of Different Iris Species
Marner, Franz-Josef,Horper, Wolfgang
, p. 1557 - 1562 (1992)
The seed oils of I. pseudacorus LINN., I. sibirica LINN., and I. missouriensis NUTTAL. contain appreciable amounts of phenols, quinones, and resorcinols, substituted with homologous alkyl or alkenyl side chains.The structure elucidation of these compounds
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.