Biological Activities of 13, 28-epoxyoleanane Triterpene Saponins from Two Peruvian Myrsinaceae
نویسندگان
چکیده
Two known 13,28-epoxy-oleanane triterpene saponins (1) and (2), were isolated from the 95% ethanolic extract of the roots of Myrsine coriaceae and Myrsine andina. Their structures were deduced by combined spectral analysis and chemical evidences based on data reported in the literature. Compounds 1 and 2 were evaluated in vitro against different cellular models such as Mycobacterium tuberculosis, Leishmania amazonensis axenic amastigotes, six human cancer cell lines (Hs683, T98G, U251, HT29, MCF7, SKMEL28) and two murine cell lines (CT26 and B16F10). Compound 1 was found to exhibit antileishmanial activity (IC = 16 μg/mL) 50 whereas compound 2 was inactive (IC > 50 μg/mL). Furthermore, compound 1 exhibited 50 stronger inhibition activity on human cancer cells (IC = 15 μg/mL) and on murine cell lines 50 (IC = 10 μg/mL) than compound 2 (IC > 82 and 42 μg/mL, respectively). As the only 50 50 difference between 1 and 2 is due to a substitution of an aldehyde group by a hydroxymethyl moiety, these results showed the crucial role of the aldehyde function at C-30 for the cytotoxicity. In contrast, none of the tested compounds revealed activity against M. tuberculosis.
منابع مشابه
Myrseguinosides A-E, five new glycosides from the fruits of Myrsine seguinii.
Chemical investigation of the 1-BuOH soluble fraction of the dried fruits of Myrsine seguinii (Myrsinaceae) led to the isolation of five new glycosides, named myrseguinosides A-E (1-5), together with eight known compounds (6-13). The absolute structures of the new glycosides were elucidated by spectroscopic and chemical analyses to be a monoterpene glucoside (1), two flavonol glycosides (2, 3),...
متن کاملTwo new noroleanane-type triterpene saponins from the methanol extract of Salicornia herbacea.
Two new noroleanane-type triterpene saponins, Salbige A (1) and Salbige B (2), have been isolated from the aerial parts of Salicornia herbacea together with five other known compounds, including echinocystic acid (3), gypsogenin (4), pheophorbide a (5), (13(2)S)-hydroxy-pheophorbide a (6) and (13(2)S)-hydro-pheophorbide-lactone a (7). The chemical structures of these compounds were elucidated b...
متن کاملCharacterization of the triterpene saponins of the roots and rhizomes of blue cohosh (Caulophyllum thalictroides).
Seven triterpene saponins were isolated from n-butanol fractions of blue cohosh (Caulophyllum thalictroides) roots and rhizomes. Their structures were established by spectral ((1)H NMR, (13)C NMR, 2D-NMR, and APCI-MS) techniques and chemical reactions as hederagenin 3-O-alpha-L-arabinopyranoside (1); caulophyllogenin 3-O-alpha-L-arabinopyranoside (2); hederagenin 3-O-beta-D-glucopyranosyl-(1-->...
متن کاملLclet 4 enhances pro-apoptotic and anti-invasive effects of mitoxantrone on human prostate cancer cells - in vitro study.
Triterpene saponosides are widely distributed plant secondary metabolites characterized by relatively low systemic cytotoxicity and a range of biological activities. These include anti-inflammatory, antimicrobial, vasoprotective and antitumor properties. In particular, the ability of saponins to enhance the cytotoxicity of chemotherapeutic drugs opened perspectives for their application in comb...
متن کاملAcetylated Triterpene Glycosides and Their Biological Activity from Holothuroidea Reported in the Past Six Decades
Sea cucumbers have been valued for many centuries as a tonic and functional food, dietary delicacies and important ingredients of traditional medicine in many Asian countries. An assortment of bioactive compounds has been described in sea cucumbers. The most important and abundant secondary metabolites from sea cucumbers are triterpene glycosides (saponins). Due to the wide range of their poten...
متن کامل