104783-88-2Relevant academic research and scientific papers
First total synthesis of sterenins A, C and D
Shinozuka, Tsuyoshi,Yamamoto, Yuko,Hasegawa, Toru,Saito, Keiji,Naito, Satoru
, p. 1619 - 1622 (2008/09/18)
The first total synthesis of sterenins A, C and D, potent inhibitors of 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1), is described. The prenyl group was regioselectively introduced by a Claisen rearrangement, whereas the construction of an isoindolinone skeleton was accomplished by the lactamization of lactones assisted by a phenolic hydroxyl group.
Synthesis of 3-substituted isocoumarins and their inhibitory effects on degranulation of RBL-2H3 cells induced by antigen
Kurume, Ai,Kamata, Yasuhiro,Yamashita, Masayuki,Wang, Qilong,Matsuda, Hisashi,Yoshikawa, Masayuki,Kawasaki, Ikuo,Ohta, Shunsaku
experimental part, p. 1264 - 1269 (2009/09/25)
Eleven 3-substituted isocoumarins and a benzylidenephthalide were synthesized through thermal cyclization reaction of δ- and γ-ketoamides, respectively. Subsequent deprotection of the hydroxyl groups of the resulting isocoumarin and benzylidenephthalide compounds afforded thunberginols A, B, and F., respectively, which originated from the processed leaves of Hydrangea macrophylla Seringe var. thunbergii MAKINO. The synthesized isocoumarins and thunberginols were evaluated for their anti-allergic activity, in which thunberginol B exhibited the highest inhibitory potency on the degranulation of RBL-2H3 cells induced by antigen. Structure - activity relationship studies were carried out to determine the necessary substituents on the 3-phenylisocoumarin skeleton for inhibitory activity.
