1308657-94-4Relevant academic research and scientific papers
Total synthesis of (±) commiphoranes C-D and their epimers
Cao, Yang,Deng, Haidong,Jiang, Yingjun,Jiao, Xiaozhen,Liu, Xiaoyu,Wang, Zhe,Xie, Ping
, p. 2102 - 2108 (2022/03/31)
(±) Commiphorane C, (±) commiphorane D, and their two isomers were synthesized through a linear synthesis strategy in 14 steps. Key features of the strategy include the construction of the relative configurations of C-5 and C-6 via aldehyde crotylation followed by the Mitsunobu reaction and ring A via an intramolecular Aldol reaction. The biological evaluation revealed that (±) commiphorane C and (±) isomer-1 significantly attenuated the overproduction of fibronectin, collagen I, and α-SMA in TGF-β1-induced rat renal proximal tubular cells. Intermediate (±) 11 significantly decrease the overexpression of collagen I. Cytotoxicity studies showed that 1a-1d and (±) 11 were not toxic to NRK-52E cells.
Syntheses of prekinamycin and a tetracyclic quinone from common synthetic intermediates
Kimura, Shingo,Kobayashi, Satoshi,Kumamoto, Takuya,Akagi, Aki,Sato, Naomi,Ishikawa, Tsutomu
experimental part, p. 578 - 591 (2011/06/18)
Towards total synthesis of a series of kinamycin and related antibiotics via common synthetic intermediates, total synthesis of prekinamycin was achieved via Suzuki coupling of naphthaleneboronic acid and bromobenzene derivative, intramolecular Friedel-Crafts reaction of 2-(naphthalen-2-yl)benzoic acid, and diazotization in ten steps from 3,5-dimethylphenol. Synthetic studies towards kinamycin antibiotics was also examined, and the tetracyclic quinone core for kinamycins was synthesized. Palladium-catalyzed site-selective hydroxylation of a benzoic acid derivative with the AB-D ring part was successfully applied to the selective D-ring functionalizations. Copyright
