New Anticancer Agents: Design, Synthesis, Biological Activity, and Molecular Docking of Bicyclic Phloroglucinol Derivatives

Abstract

Bicyclic phloroglucinol is a phenolic compound which mainly exist in Dryopteris fragrans (L.) Schott with antiinflammatory, antithrombotic, antifungal and antitumor activity. Although a series of anticancer agents target various tumors under clinical trials, different limitations hinder their clinical development and novel targeting chemical agents are required. Herein, we have made a number of modifications around the scaffold of the phloroglucinol. The results of antitumor activities reveal that compound A5 against A549 cells and compound A3 against HepG2 and McF‐7 cells were best with a degree of concentration dependence, which stronger than that of positive control 5‐FU, and compound A3 and A5 display lower cytotoxicity to normal cells. The molecule docking studies indicate protein Bcl‐xl and Mcl‐12 may be a potential target of these compounds. In general, A3 and A5 with potent binding affinity and good efficacy have the potential to develop into antitumor lead compounds which also deserve further study.

Anti‐Herpes Simplex Virus Type 1 Activity Evaluation of Natural Derived Phloroglucinol Derivatives and Their Molecular Mechanisms Study

“…The compounds were provided by Guangdong Pharmaceutical University, which were prepared according to the references. [22][23][24][25][26][27]…”

“…The solvents and reagents were purchased from commercial vendors. The compounds were provided by Guangdong Pharmaceutical University, which were prepared according to the references [22–27] …”

Total Synthesis and Anti-HIV Activity Evaluation of Desmosdumotin D and Analogues

“…Then, compound 1 was dissolved in EtOAc via the slow dropwise addition of concentrated hydrochloric acid under nitrogen condition and ice bath condition, and then the reaction mixture was stirred overnight to obtain compound 2 in a yield of 86.4% after adding the reducing agent, zinc [14]. Compound 3 and the by-product deacetylation product 4 (2,4,6trihydroxy-3-methyl-5-acetylacetophenone; this by-product could be used for the synthesis of analogues of Des-D) were obtained via the Friedel-Crafts acylation reaction from compound 2 in the presence of acetic acid (AcOH), Ac 2 O, and BF 3 •Et 2 O [15].…”