101032-04-6Relevant academic research and scientific papers
Phloroglucinol derivatives as anti-tumor agents: synthesis, biological activity evaluation and molecular docking studies
Zhang, Fuli,Lai, Qingfu,Lai, Weihong,Li, Ming,Jin, Xiaobao,Ye, Lianbao
, p. 165 - 176 (2021/12/02)
Phloroglucinol compounds isolated from Dryopteris fragrans (L.) Schott showed a variety of biological activities, such as anticancer and anti-inflammatory. In this study, we have made a number of modifications around the scaffold of phloroglucinol and synthesized phloroglucinol derivatives A1–A9, B1–B9, and C1–C3. We synthesized these compounds and investigated their effect on four human cancer cell lines (A-549, MCF-7, Hela, HepG2 cell lines) via MTT assay in vitro. The results revealed that all compounds exhibited certain antiproliferative activities on cancer cell lines and excellent inhibitory effects on MCF-7, in which compound C2 was the best with the IC50 value of 18.49 μM, exceeding that of 5-fluorouracil. Moreover, the cell apoptosis test showed that compound C2 induced apoptosis in a concentration-dependent manner. Furthermore, the results of molecular docking analysis explained the probable interaction between the active compounds and active sites of target protein 4I22 and 1OG5. [Figure not available: see fulltext.]
A Novel Parkinson's Disease Drug Candidate with Potent Anti-neuroinflammatory Effects through the Src Signaling Pathway
Wang, Ya-Dan,Bao, Xiu-Qi,Xu, Song,Yu, Wen-Wen,Cao, Sheng-Nan,Hu, Jin-Ping,Li, Yan,Wang, Xiao-Liang,Zhang, Dan,Yu, Shi-Shan
, p. 9062 - 9079 (2016/10/22)
Numerous drug treatments are available for Parkinson's disease (PD), an age-related neurodegenerative disease, but most cause serious side effects. Therefore, novel therapeutic strategies that halt disease progression and allow for long-term administration are urgently needed. Neuroinflammation critically contributes to the pathogenesis of PD. Here, we report the discovery and optimization of phloroglucinol derivatives, a novel class of anti-neuroinflammatory compounds. Structural modifications of the hit compound 3-methyl-1-(2,4,6-trihydroxyphenyl)butan-1-one produced 43 derivatives, including a preclinical candidate (compound 21), that exhibited potent in vitro anti-neuroinflammatory effects, good blood-brain barrier penetration, and desirable safety margins in mice at a median lethal dose (LD50) >5000 mg/kg. Its in vivo efficacy was demonstrated in 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP)- and MPTP/probenecid (prob)-induced subacute and chronic PD models, respectively, and α-synuclein transgenic mice. Mechanistic studies revealed neuroinflammation inhibition by targeting Src/phosphatase and tensin homologue deleted on chromosome 10 (PTEN)/Akt signaling might be promising. We highlighted the potential usefulness of phloroglucinol derivatives in PD treatment.
The First Total Synthesis of Grandinal, a New Phloroglucinol Derivative Isolated from Eucalyptus grandis
Matsumoto, Takuya,Singh, Inder Pal,Etoh, Hideo,Tanaka, Hitoshi
, p. 210 - 211 (2007/10/03)
The first total synthesis of grandinal (1) is accomplished by biomimetic cycloaddition of the jensenone derivative (2) and the o-quinone methide (3) generated by oxidation of grandinol (4).
First stereoselective total synthesis of macrocarpal C: Structure elucidation of macrocarpal G
Tanaka, Tetsuaki,Mikamiyama, Hidenori,Maeda, Kimiya,Ishida, Toshimasa,In, Yasuko,Iwata, Chuzo
, p. 2401 - 2402 (2007/10/03)
The first stereoselective total synthesis of macrocarpal C is achieved via a coupling reaction of a silyl dienol ether with a novel hexasubstituted benzene chromium tricarbonyl complex as an optically active benzyl cation equivalent, thereby clarifying the identity of macrocarpal C and G.
Robustadials. 2. Total Synthesis of the Bicycloheptane Structure Proposed for Robustadials A and B
Lal, Kasturi,Zarate, Eugene A.,Youngs, Wiley J.,Salomon, Robert G.
, p. 3673 - 3680 (2007/10/02)
Total synthesis of the bicycloheptane structure 2a proposed for robustadial A was achieved.The molecular architecture of the synthetic product was unambiguously established by X-ray crystallographic analysis of an intermediate in the synthesis.Howe
