Faculty of Pharmacy, Department of Pharmaceutical Products, Federal University of Minas Gerais, Av. Antônio Carlos, 6627, CEP 31.270-901 Belo Horizonte, MG, Brazil.
Z Naturforsch C J Biosci. 2009 Nov-Dec;64(11-12):813-8. doi: 10.1515/znc-2009-11-1210.
Solanum species are traditionally employed as antiherpes and anticancer agents in different countries. S. paniculatum has widespread ethnomedical uses in Brazil, including the treatment of viral infections. This paper reports on the isolation of neotigogenin (1) and the new compound delta25(27)-tigogenin-3-O-beta-D-glucopyranoside (2), obtained as a mixture of R and S diastereoisomers at C22 from an ethanol extract of S. paniculatum leaves, along with the determination of their cytotoxicity against Vero cells and antiviral effect against human herpes virus type 1 (HHV-1), murine encephalomyocarditis virus (EMCv), and vaccinia virus strain Western Reserve (VACV-WR). The extract of S. paniculatum inhibited HHV-1 replication [EC50 = (298.0 +/- 11.2) microg/ml] and showed no effect on EMCv and VACV-WR. On its turn, 1 was inactive against the assayed strains but presented high cytotoxicity [CC50 = (2.03 +/- 0.03) microg/ml], whereas 2 exhibited significant antiherpes [EC50 = (170.8 +/- 1.7) microg/ml] and antivaccinia virus effects [EC50 = (177.0 +/- 3.3) microg/ml], with low cytotoxicity (CC50 > 400 microg/ml). The results corroborate Solanum paniculatum as a source of cytotoxic and antiviral compounds.
茄属植物在不同国家传统上被用作抗疱疹和抗癌药物。S. paniculatum 在巴西有广泛的民族医学用途，包括治疗病毒感染。本文报道了从 S. paniculatum 叶的乙醇提取物中分离得到的 neotigogenin（1）和新化合物 delta25(27)-tigogenin-3-O-beta-D-吡喃葡萄糖苷（2），其在 C22 处为 R 和 S 非对映异构体的混合物，以及它们对 Vero 细胞的细胞毒性和对人疱疹病毒 1（HHV-1）、鼠脑炎心肌炎病毒（EMCv）和牛痘病毒株西部储备（VACV-WR）的抗病毒作用的测定。S. paniculatum 的提取物抑制 HHV-1 复制[EC50 =（298.0 +/- 11.2）μg/ml]，对 EMCv 和 VACV-WR 没有影响。1 对测定的菌株均无活性，但具有高细胞毒性[CC50 =（2.03 +/- 0.03）μg/ml]，而 2 表现出显著的抗疱疹[EC50 =（170.8 +/- 1.7）μg/ml]和抗牛痘病毒作用[EC50 =（177.0 +/- 3.3）μg/ml]，细胞毒性低（CC50 > 400 μg/ml）。这些结果证实了 S. paniculatum 是细胞毒性和抗病毒化合物的来源。
