Broccatelli Fabio, Carosati Emanuele, Cruciani Gabriele, Oprea Tudor I
Laboratory for Chemometrics, Department of Chemistry, University of Perugia, Via Elce di Soto 10, 06100 Perugia, Italy.
Mol Inform. 2010 Jan 12;29(1-2):16-26. doi: 10.1002/minf.200900075.
We examined the relationship between sedation and orthostatic hypotension, two central side effects and ABCB1 transporter-mediated efflux for a set of 64 launched drugs that are documented as histamine H1 receptor antagonists. This relationship was placed in the context of passive diffusion (estimated using LogP, the octanol/water partition coefficient), receptor affinity, and the adjusted therapeutic daily dose, in order to account for side effect variability. Within this set, CNS permeability was not dependent on passive diffusion, as no significant differences were found for LogP and its pH-corrected equivalent, LogD(74). Sedation and orthostatic hypotension can be explained within the framework of ABCB1-mediated efflux and adjusted dose, while target potency has less influence. ABCB1, an antitarget for anti-cancer agents, acts in fact as a drug target for non-sedating antihistamines. An empirical set of rules, based on the incidence of these two side-effects, target affinity and dose was used to predict efflux effects for a number of drugs. Among them, azelastine and mizolastine are predicted to be effluxed via ABCB1-mediated transport, whereas aripiprazole, clozapine, cyproheptadine, iloperidone, olanzapine, and ziprasidone are likely to be non-effluxed.
我们研究了镇静作用与体位性低血压这两种主要副作用之间的关系,以及一组64种已上市的组胺H1受体拮抗剂药物的ABCB1转运体介导的外排作用。为了解释副作用的变异性,将这种关系置于被动扩散(用LogP即辛醇/水分配系数估算)、受体亲和力和调整后的治疗日剂量的背景下。在这组药物中,中枢神经系统通透性不依赖于被动扩散,因为LogP及其pH校正后的等效值LogD(74)没有显著差异。镇静作用和体位性低血压可以在ABCB1介导的外排作用和调整剂量的框架内得到解释,而靶点效力的影响较小。ABCB1是抗癌药物的一个反靶点,实际上它是无镇静作用的抗组胺药的一个药物靶点。基于这两种副作用的发生率、靶点亲和力和剂量,使用一组经验规则来预测多种药物的外排作用。其中,氮卓斯汀和咪唑斯汀预计会通过ABCB1介导的转运而外排,而阿立哌唑、氯氮平、赛庚啶、伊潘立酮、奥氮平和齐拉西酮可能不会被外排。