Department of Phytochemistry, Medicinal Plants and Drugs Research Institute , Shahid Beheshti University , G. C., Evin , Tehran , Iran.
Khorasan Razavi Agricultural and Natural Resources Research Center, Sabzevar Branch , Sabzevar , Khorasan Razavi , Iran.
J Nat Prod. 2018 Jun 22;81(6):1384-1390. doi: 10.1021/acs.jnatprod.7b01019. Epub 2018 Jun 13.
Phytochemical investigation of the lipophilic extract of the roots of Salvia leriifolia resulted in the isolation of the new rearranged abietane diterpenoids leriifoliol (1) and leriifolione (2), together with 10 known diterpenoids. Structure elucidations were performed via extensive NMR and HRESIMS data, and the absolute configurations of compounds 1 and 3-5 were established by evaluation of experimental and calculated ECD spectra. The antiplasmodial activity of the new isolates was assayed against Trypanosoma brucei rhodesiense, T. cruzi, Plasmodium falciparum, and Leishmania donovani and also toxicity against rat myoblast (L6) cells. Compound 1 displayed antimalarial and low cytotoxic activity with IC values of 0.4 and 33.6 μM, respectively, and a selectivity index of 84. Compound 2 displayed activity against T. brucei, T. cruzi, and L. donovani, with IC values of 1.0, 4.6, and 1.0 μM, respectively. Putative biosynthetic pathways toward the formation of 1, 2, and 3 are proposed. Leriifoliol (1) is the first 20- nor-9,10- seco-abietane, while 2 exhibits an uncommon 6-6-5 fused-ring system.
从 Salvia leriifolia 的脂溶性根部分离得到了新的重排松香烷二萜类化合物 leriifoliol（1）和leriifolione（2），以及 10 个已知的二萜类化合物。通过广泛的 NMR 和 HRESIMS 数据进行结构阐明，并通过评估实验和计算的 ECD 光谱确定了化合物 1 和 3-5 的绝对构型。对新分离物的抗疟原虫活性进行了测定，针对 Trypanosoma brucei rhodesiense、T. cruzi、Plasmodium falciparum 和 Leishmania donovani，以及对大鼠成肌细胞（L6）的毒性。化合物 1 表现出抗疟原虫活性和低细胞毒性，IC 值分别为 0.4 和 33.6 μM，选择性指数为 84。化合物 2 对 T. brucei、T. cruzi 和 L. donovani 表现出活性，IC 值分别为 1.0、4.6 和 1.0 μM。提出了形成 1、2 和 3 的假定生物合成途径。Leriifoliol（1）是第一个 20- nor-9,10- seco-abietane，而 2 则表现出不常见的 6-6-5 稠合环系统。
