157207-54-0Relevant academic research and scientific papers
Total syntheses and endoplasmic reticulum stress suppressive activities of hericenes A?C and their derivatives
Kobayashi, Shoji,Hamada, Yoshiki,Yasumoto, Takeshi,Hashino, Yuuki,Masuyama, Araki,Nagai, Kaoru
, p. 1733 - 1736 (2018/04/05)
We report the syntheses and neuroprotective activities of hericenes and their derivatives against endoplasmic reticulum (ER) stress-dependent cell death. Four natural products, including hericenes A?C and hericenol A, and five synthetic derivatives were synthesized and their protective activities were evaluated. In designing the synthetic derivatives, we focused on the binding position of the fatty chain. Hericenes B and C showed moderate protective activity against thapsigargin-induced ER stress-dependent cell death. In contrast, their regioisomers (with respect to the position of the fatty chain) exhibited higher protective activity against tunicamycin-induced ER stress. This study clearly shows that the number and the binding position of the fatty chain are critical for protective activity against ER stress-dependent cell death.
Rapid access to 6-bromo-5,7-dihydroxyphthalide 5-methyl ether by a CuBr2-mediated multi-step reaction: Concise total syntheses of hericenone J and 5′-deoxohericenone C (hericene A)
Kobayashi, Shoji,Ando, Ami,Kuroda, Hiroyuki,Ejima, Shota,Masuyama, Araki,Ryu, Ilhyong
, p. 9087 - 9092 (2011/12/01)
A practical route to 6-bromo-5,7-dihydroxyphthalide 5-methyl ether, a versatile intermediate in the synthesis of hericenones and related bioactive polyphenols, was developed. The synthesis features a combination of tandem Michael addition-Claisen condensation and CuBr2-mediated multi-step reactions. With this product in hand, total syntheses of hericenone J and 5′-deoxohericenone C (hericene A) were achieved.
