Phytochemistry Letters ( IF 1.3 ) Pub Date : 2020-04-29 , DOI: 10.1016/j.phytol.2020.04.005 Armenio A. de Carvalho A. da Silva , Elcilene A. de Sousa , Márcia D. Alves Veras , Bruno Q. Araújo , Fernanda Thevenard , João Henrique G. Lago , Thais A. Costa-Silva , Andre G. Tempone , Mariana H. Chaves
In this work, the CH2Cl2 phase from the EtOH extract of Oxandra sessiliflora (Annonaceae) branches was subjected to chromatographic fractionation to afford six sesquiterpenoids: 4α,10β-aromadendranediol (1), 4β,10α-aromadendranediol (2), 4α,10α-aromadendranediol (3), 1β,6α-dihydroxy-4(15)-eudesmene (4), 4β,10α-dihydroxy-guai-6-ene (5), and 4β,6β,7β,10α-tetrahydroxy-guaiane (6), the last one identified as a new natural product. The structures of isolated compounds were identified by analysis of NMR and HRESIMS spectral data. Compounds 1–6 exhibited activity against T. cruzi with EC50 values ranging from 16.3–47.5 μM. Additionally, no cytotoxicity to mammalian cells (NCTC- L929 clone) was observed for tested compounds at the highest concentration (200 μM). Sesquiterpenes 5 and 6 exhibited higher selectivity index (SI) with values higher than 12.3 and 11.4, respectively. This data suggests that guaiane sesquiterpenes 5 and 6, isolated from O. sessiliflora, may contribute as scaffolds for the design of novel and selective drug candidates for treatment of neglected diseases, mainly for Chagas disease.
中文翻译:
在体外抗锥虫倍半萜烯从树枝评价Oxandra sessiliflora
在这项工作中,对Ox桑(Oxandra sessiliflora(Annonaceae)分支的EtOH提取物的CH 2 Cl 2相进行色谱分离,从而得到六个倍半萜类化合物:4α,10β-aromadendranediol(1),4β,10α-aromadendranediol(2),4α ,10α-芳族马ran丹二醇(3),1β,6α-二羟基-4(15)-癸二烯(4),4β,10α-二羟基-gua -6-烯(5)和4β,6β,7β,10α-四羟基- guaiane(6),最后一个被确定为新的天然产物。通过分析NMR和HRESIMS光谱数据鉴定了分离的化合物的结构。化合物1–6对EC 50值范围为16.3–47.5μM的T. cruzi。另外,对于最高浓度(200μM)的测试化合物,未观察到对哺乳动物细胞(NCTC-L929克隆)的细胞毒性。倍半萜5和6表现出更高的选择性指数(SI),其值分别高于12.3和11.4。该数据表明,从欧塞木(O. sessiliflora)中分离出的愈创树倍半萜5和6可能作为支架设计新的和选择性的候选药物,以治疗被忽视的疾病,主要是南美锥虫病。