Characterization and Hydrolysis Studies of a Prodrug Obtained as Ester Conjugate of Geraniol and Ferulic Acid by Enzymatic Way

被引:0
|
作者
Lerin, Lindomar Alberto [1 ]
Botti, Giada [1 ,2 ]
Dalpiaz, Alessandro [1 ]
Bianchi, Anna [1 ]
Ferraro, Luca [3 ,4 ]
Chaibi, Chaimae [1 ]
Zappaterra, Federico [1 ]
Meola, Domenico [1 ]
Giovannini, Pier Paolo [1 ]
Pavan, Barbara [2 ,5 ]
机构
[1] Univ Ferrara, Dept Chem Pharmaceut & Agr Sci, Via Luigi Borsari 46, I-44121 Ferrara, Italy
[2] Italian Inst Technol IIT, Ctr Translat Neurophysiol Speech & Commun CTNSC Un, Via Fossato Mortara 19, I-44121 Ferrara, Italy
[3] Univ Ferrara, Dept Life Sci & Biotechnol, Via Fossato Mortara 19, I-44121 Ferrara, Italy
[4] LTTA Ctr, Via Fossato Mortara 19, I-44121 Ferrara, Italy
[5] Univ Ferrara, Dept Neurosci & Rehabil, Sect Physiol, Via L Borsari 46, I-44121 Ferrara, Italy
关键词
geraniol; ferulic acid; bio-catalyzed; prodrug; solid lipid microparticles; N2a cells; oxidative injury; SOLID LIPID MICROPARTICLES; IN-VITRO; ZIDOVUDINE PRODRUG; DRUG; NANOPARTICLES; DELIVERY; LIPASE; ASSAY; RAT;
D O I
10.3390/ijms25116263
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Ferulic acid (Fer) and geraniol (Ger) are natural compounds whose antioxidant and anti-inflammatory activity confer beneficial properties, such as antibacterial, anticancer, and neuroprotective effects. However, the short half-lives of these compounds impair their therapeutic activities after conventional administration. We propose, therefore, a new prodrug (Fer-Ger) obtained by a bio-catalyzed ester conjugation of Fer and Ger to enhance the loading of solid lipid microparticles (SLMs) designed as Fer-Ger delivery and targeting systems. SLMs were obtained by hot emulsion techniques without organic solvents. HPLC-UV analysis evidenced that Fer-Ger is hydrolyzed in human or rat whole blood and rat liver homogenates, with half-lives of 193.64 +/- 20.93, 20.15 +/- 0.75, and 3.94 +/- 0.33 min, respectively, but not in rat brain homogenates. Studies on neuronal-differentiated mouse neuroblastoma N2a cells incubated with the reactive oxygen species (ROS) inductor H2O2 evidenced the Fer-Ger ability to prevent oxidative injury, despite the fact that it appears ROS-promoting. The amounts of Fer-Ger encapsulated in tristearin SLMs, obtained in the absence or presence of glucose, were 1.5 +/- 0.1%, allowing the control of the prodrug release (glucose absence) or to sensibly enhance its water dissolution rate (glucose presence). These new "green" carriers can potentially prolong the beneficial effects of Fer and Ger or induce neuroprotection as nasal formulations.
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页数:25
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