Programa de Pós-graduação em Ciências Biológicas - Botânica Tropical, Museu Paraense Emilio Goeldi/ Universidade Federal Rural da Amazônia, Avenida Perimetral, 1901, 66077-830, Belém, Pará, Brazil.
Laboratório Adolpho Ducke, Coordenação de Botânica, Museu Paraense Emílio Goeldi, Avenida Perimetral, 1901, 66077-830, Belém, Pará, Brazil.
Toxicon. 2021 May;195:111-118. doi: 10.1016/j.toxicon.2021.02.015. Epub 2021 Mar 2.
Convolvulaceae Juss. is a family of vines and shrubs composed of species of ecological and economic importance. Ipomoea asarifolia (Desr.) Roem. & Schult. and I. setifera Poir. are ruderal and evergreen weeds that invade pastures and cause intoxication in cattle during the dry season. In the present study, the essential oils (EOs) of the leaves from I. setifera (dry season) and I. asarifolia (dry and wet seasons) were obtained by steam distillation for 3h. The chemical composition of the EOs was determined using gas chromatography coupled to gas spectrometry (CG/MS) and gas chromatography with flame ionization detector (CG-FID). To correlate the toxicity of the major chemical constituents of I. setifera and I. asarifolia EOs, we predicted the inhibition activity against the cytochrome P450 (CYP450) and P-glycoprotein 1 (P-gp) using a machine learning-based (ML-based) algorithm. In silico analyses were also applied to evaluate the pharmacokinetics properties related to the penetration in the blood-brain barrier (BBB) and gastrointestinal absorption. The chemical composition of the EO of I. setifera was characterized by high levels of (E)-caryophyllene (36.7%) and β-elemene (20.49%). The I. asarifolia EO showed a phytol derivative as the main chemical constituent in the dry season (35.49%), and its content was reduced in the sample collected during the wet season (10.67%). The constituent (E)-caryophyllene was also present in the leaves of I. asarifolia, but at lower levels (15.93-19.93%) when compared to the EOs of I. setifera. Our computational analyses indicated that the constituents caryophyllene oxide, cedroxyde, pentadecanal, and phytol can be related to the toxicity of these weeds. This is the first study to report the chemical composition of I. asarifolia and I. setifera EOs and correlate their molecular mechanism of toxicity using in silico approaches.
旋花科 Juss. 是一个由具有生态和经济重要性的物种组成的藤本和灌木科。Ipomoea asarifolia (Desr.) Roem. & Schult. 和 I. setifera Poir. 是一种杂草，它们在旱季会入侵牧场并使牛中毒。在本研究中，通过蒸汽蒸馏 3 小时从 I. setifera（旱季）和 I. asarifolia（旱季和雨季）的叶子中获得精油（EOs）。使用气相色谱-气相质谱联用仪（CG/MS）和气相色谱-火焰离子化检测器（CG-FID）确定 EOs 的化学成分。为了关联 I. setifera 和 I. asarifolia EOs 中主要化学成分的毒性，我们使用基于机器学习的（ML 基）算法预测了它们对细胞色素 P450（CYP450）和 P-糖蛋白 1（P-gp）的抑制活性。还应用了计算机分析来评估与穿透血脑屏障（BBB）和胃肠道吸收相关的药代动力学特性。I. setifera EO 的化学成分特征是（E）-石竹烯（36.7%）和 β-榄香烯（20.49%）含量高。I. asarifolia EO 在旱季显示出植醇衍生物作为主要化学成分（35.49%），而在雨季采集的样本中其含量降低（10.67%）。在 I. asarifolia 的叶子中也存在（E）-石竹烯，但含量低于 I. setifera 的 EOs（15.93-19.93%）。我们的计算分析表明，石竹烯氧化物、雪松醇、十五烷醛和植醇等成分可能与这些杂草的毒性有关。这是首次报道 I. asarifolia 和 I. setifera EOs 的化学成分，并使用计算机方法关联它们的毒性分子机制的研究。
