73155-42-7Relevant academic research and scientific papers
ISOLATION AND SYNTHESIS OF TWO COUMARINS FROM MELAMPODIUM DIVARICATUM
Borges-Del-Castillo, Juan,mArtinez-Martir, Ana I.,Rodriguez-Luis, Francisco,Rodriguez Ubis, Juan C.,Vazquez-Bueno, Purificacion
, p. 859 - 862 (1984)
Two new coumarin isomers have been isolated from Melampodium divaricatum and identified by spectral procedures as 8-hydroxy-7-(3'-methyl-2'-butenyloxy)coumarin (1) and 7-hydroxy-8-(3'-methyl-2'-butenyloxy)coumarin (2).The regioselective synthesis of each isomer was made by two different alkylation pathways confirming their structures.Key Word Index - Melampodium divaricatum; Heliantheae; Compositae; new coumarins; NMR; synthesis.
Natural oxyprenylated coumarins are modulators of melanogenesis
Fiorito, Serena,Epifano, Francesco,Preziuso, Francesca,Cacciatore, Ivana,di Stefano, Antonio,Taddeo, Vito Alessandro,de Medina, Philippe,Genovese, Salvatore
, p. 274 - 282 (2018/05/14)
Naturally occurring coumarins 7-isopentenyloxycoumarin, auraptene, and umbelliprenin are able to modulate the biosynthesis of melanin in murine Melan-a cells probably through the interaction with selected biological targets like estrogen receptor β and aryl hydrocarbon receptor. Such a modulation strictly depends on the individual structure of the coumarin: the presence of a 3,3-dimethylallyloxy side chain is a structural determinant for tanning activation whereas a farnesyl one leads to the opposite effect. The parent compound with a free OH group, umbelliferone, did not provide any interaction. Other coumarins assayed, having shorter chains and/or being substituted in other positions, and prenyloxypsoralens, were not active or not further investigated in this context being cytotoxic at low doses.
Revision of the structure of a new coumarin isolated from Artemisia carviforia wall
Harayama, Takashi,Katsuno, Keiko,Nishita, Yoshitaka,Fujii, Masako,Abe, Hitoshi,Takeuchi, Yasuo
, p. 319 - 328 (2007/10/03)
Four coumarins (1-4) were synthesized by the routes shown in Schemes 2-5, respectively. The previously proposed structure for a new coumarin isolated from Artemisia carviforia was incorrect; the structure of the coumarin is represented by formula (3).
Revision of structure of a new coumarin isolated from Artemisia carviforia wall
Harayama,Katsuno,Nishita,Fujii
, p. 1550 - 1552 (2007/10/02)
Four coumarins (1-4) were synthesized by routes shown in Charts 2-5, respectively. A proposed structure for a new coumarin isolated from Artemisia carviforia was incorrect, and the structure of coumarin should be represented by formula (3).
The Chemical Components of Artemisia apiacea HANCE. II. More Coumarins from the Flower Heads
Shimomura, Hiroko,Sashida, Yutaka,Ohshima, Yukio
, p. 347 - 348 (2007/10/02)
A new coumarin, 7-isopentenyloxy-8-methoxycoumarin, was isolated together with 7-hydroxy-8-methoxycoumarin and daphnetin from the flower heads of Artemisia apiacea HANCE. Keywords: Artemisia apiacea HANCE; Compositae; coumarins; daphnetin; 7-hydroxy-8-methoxycoumarin; 7-isopentenyloxy-8-methoxycoumarin
