Zhang Guojin, Flach Carol R, Mendelsohn Richard
Department of Chemistry, Newark College of Arts and Sciences, Rutgers University, Newark, New Jersey 07102, USA.
J Control Release. 2007 Nov 6;123(2):141-7. doi: 10.1016/j.jconrel.2007.08.001. Epub 2007 Aug 15.
Polyphenolic resveratrol has been identified as a potent antioxidant acting as both a free radical scavenger and an inhibitor of enzyme oxidative activity. However, the reactive propensity of resveratrol also limits its use in topical formulations. A transient derivative of resveratrol, resveratrol triphosphate, has been designed to provide a means for the delayed delivery of the active compound in skin tissue where endogenous enzymes capable of dephosphorylation reside. Confocal Raman microscopy studies of intact pigskin biopsies treated with modified resveratrol provided information about the spatial distribution and time-dependence of permeation and conversion to the native active form. Conversion to the active form was not observed when skin samples were exposed to steam, a procedure that likely inactivates endogenous skin enzymes. In addition, treatment with the triphosphate compared to the parent compound revealed a more homogeneous distribution of resveratrol throughout the stratum corneum and viable epidermis when the former was applied. Thus, the bioavailability of resveratrol in the epidermis appears to be enhanced upon application of the pro-molecule compared to resveratrol.
多酚类白藜芦醇已被确认为一种有效的抗氧化剂，它既是自由基清除剂，又是酶氧化活性的抑制剂。然而，白藜芦醇的反应倾向也限制了其在局部制剂中的应用。白藜芦醇的一种瞬时衍生物，即三磷酸白藜芦醇，已被设计用于提供一种在皮肤组织中延迟释放活性化合物的方法，皮肤组织中存在能够进行去磷酸化的内源性酶。对用改性白藜芦醇处理的完整猪皮活检组织进行的共聚焦拉曼显微镜研究提供了有关渗透以及转化为天然活性形式的空间分布和时间依赖性的信息。当皮肤样本暴露于蒸汽时未观察到转化为活性形式，蒸汽处理这一过程可能会使皮肤内源性酶失活。此外，与母体化合物相比，用三磷酸白藜芦醇处理时，在应用前者时，白藜芦醇在整个角质层和有活力的表皮中分布更均匀。因此，与白藜芦醇相比，应用前体分子时表皮中白藜芦醇的生物利用度似乎有所提高。
