Synthesis, characterization and inhibitory effects of crocetin derivative compounds in cancer and inflammation

Publication date: February 2018 Source:Biomedicine & Pharmacotherapy, Volume 98 Author(s): Yang Chu, Jin Gao, Jie Niu, Yan-Fen Huang, Ming Chen, Mao-Ze Wang, Qiang Shang, Wen-Qi Lu, Li-Hua Peng, Zhi-Hong Jiang Crocetin is a natural product possessing extraordinary therapeutic effects for various diseases. However, its extremely low solubility limits its application greatly. Conjugation of organic compounds containing heteroatoms such as N to poor soluble molecules can help the synthesized derivative to form stable hydrogen bonds by lowering the salvation energy, which will improve the solubility of the synthesized compounds. Herein, crocetin was modified by conjugating with piperidyl, diethylin and benzylamine to improve their solubility and bioactivities. In the present study, the conjugation of crocetin with piperidyl, diethylin and benzylamine and their influence on the solubility and the pharmacological effects of crocetin were investigated. With the described strategy, crocetin derivatives were synthesized and their structures were elucidated by 1H NMR, 13C NMR and UPLC-MS spectroscopic analysis. The solubility of crocetin and its derivatives were identified. Upon that, the pharmacological effects of the crocetin derivatives on the tumor and inflammation treatment were investigated. It was shown that, in contrast to crocetin, of which, the solubility and pharmacological effects were low and limited, the synthesized compounds have significantly higher ...
Source: Biomedicine and Pharmacotherapy - Category: Drugs & Pharmacology Source Type: research