From the root of Calliandra californica two new cassane-type diterpenes were isolated and characterized, escobarine A (1) and B (2), which showed promising activities against two Mycobacterium tuberculosis strains. The microplate alamar blue assay was used to determine the minimum inhibitory concentrations (MIC) of 1 and 2 against M. tuberculosis H37Rv and the resistant CIBIN/UMF15 : 099 strains. The MIC of 1 against the resistant M. tuberculosis strain showed a value 8 times lower than that of rifampin. The structures of the bioactive constituents were established by extensive NMR data analyses (including 1D and 2D NMR). The relative configuration of 2 was confirmed by X-ray analysis and the absolute configurations of 1 and 2 were determined by the circular dichroism method. Additionally, 1 and 2 displayed remarkable cytotoxic activity when evaluated against five human tumor cell lines.
Forty-eight ethanol extracts of medicinal plants reportedly used in the Traditional Medicine of BajaCalifornia Sur were tested for their effects on rabbit jejunal smooth muscle contractility. Thirty-five extracts (73%) showed some response and thirteen (27%) none. The most acti ve was an extract of Brugmansia suaveolens (Datura suaveolens), a member of the Solanaceae family.
Neothyosides A -C, isolated from the body walls of the sea cucumber Neothyone gibbosa Deichmann, and a partially purified mixture of these saponins, were tested in vitro against promastigotes of two strains of Leishmania mexicana and a panel of several fungi using the broth microdilution technique. In addition, the cytotoxicity of these saponins was tested against Artemia salina. The IR, 1 H and 13 C NMR spectroscopic and FAB MS data of neothyoside C revealed that its structure was identical to that of pervicoside B, isolated from another sea cucumber species, Holothuria pervicax. Neothyoside C was the most active antiparasitic compound, inhibiting 100% of the promastigotes at 5 and 10 μg/mL of both L. mexicana strains. The mixture of saponins and pure neothyoside C showed the best activity against Aspergillus niger strains with MIC values between 15.6 μg/mL and 16.7 μg/mL for the mixture, and 4.65 μg/mL and 7.8 μg/mL for neothyoside C. Assays for cytotoxicity using Artemia salina showed that neothyosides A and C caused 50% brine-shrimp deaths at 130 and 63 μg/mL with this cytotoxicity 4 to 6 times greater than the concentration at which these compounds produce an antimicrobial effect. This is the first report describing the antileishmanial, antifungal, and cytotoxic activity of N. gibbosa saponins.
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