Acaricidal activity of Mexican plants against Rhipicephalus microplus resistant to amitraz and cypermethrin.

This study evaluates the acaricidal activity of Mexican native plants against a Rhipicephalus microplus population resistant to both amitraz and cypermethrin. To explore the activities of plants, the larvicidal effects of 72 Kupchan fractions (Hex, DCM, AcOEt and MeOH:H2O) of 18 plant species collected in Veracruz, Mexico were studied. The evaluation of the Kupchan fractions against double resistant R. microplus indicated that the fractions of Annona globiflora (Hex, LC50 = 0.007% w/v; DCM, LC50 = 0.007% w/v), Annona scleroderma (Hex, LC50 = 0.08% w/v; DCM, LC50 = 0.02% w/v), and Litchi chinensis (Hex, LC50 = 0.79% w/v; DCM, LC50 = 0.54% w/v) showed the greatest larvicidal activities. To identify the presence of additive, synergistic, or antagonistic effects, the acaricidal activity of binary mixtures of the most active fractions of A. globiflora, A. scleroderma, L. chinensis and Citrus sinensis were also evaluated. The latter was chosen as it is easy to obtain due to its substantial presence in agricultural activity locally and globally. The results showed synergistic interaction of the fraction Hex of C. sinensis with the fractions of Hex and DCM of L. chinensis. The most active larvicidal fractions were tested against engorged ticks of R. microplus by adult immersion test at concentration of 2.5% w/v. The Hex and DCM fractions from A. globiflora and A. scleroderma were the most active, causing 100% mortality. The Hex and DCM fractions of L. chinensis exhibited approximately 50% mortality, while the other evaluated fractions did not show efficacy at this concentration. Therefore, it is evident that the fractions of these plants have the potential to be used in either combined or single form as effective alternatives in the control of R. microplus zoonoses.

Ectyoplasin, a novel cytotoxic cyclic peptide from Ectyoplasia ferox sponge.

A new cyclic heptapeptide, ectyoplasin (1), was isolated from a methanol extract of the sponge Ectyoplasia ferox. The planar structure of 1, cyclo(-Leu1-Asn2-Ala3-Val4-Thr5-Pro6-Gly7-), was determined by one and two-dimensional NMR spectroscopy and high-resolution tandem mass spectrometry. Its absolute stereochemistry was solved by Marfey's method. The in vitro assays show that ectyoplasin (1) possess significant cytotoxic activity (2.9 - 23.5 µM) against the cell lines, DU-145 (human prostate cancer), Jurkat (human T-cell acute leukaemia), MM144 (human multiple myeloma), HeLa (human cervical carcinoma) and CADO-ES1 (human Ewing's sarcoma). The DU-145 cell line showed apoptotic cell death in response to ectyoplasin (1) treatment.

Squamins C-F, four cyclopeptides from the seeds of Annona globiflora.

Four cyclic octapeptides, squamins C-F, were isolated from the seeds of Annona globiflora Schltdl. These compounds share part of their amino acid sequence, -Pro-Met(O)-Tyr-Gly-Thr-, with previously reported squamins A and B. Their structures were determined using NMR spectroscopic techniques together with quantum mechanical calculations (QM-NMR), ESI-HRMS data and a modified version of Marfey's chromatographic method. All compounds showed cytotoxic activity against DU-145 (human prostate cancer) and HeLa (human cervical carcinoma) cell lines. Clearly, A. globiflora is an important source of bioactive molecules, which could promote the sustainable exploitation of this undervalued specie.

Antiamoeboid activity of squamins C-F, cyclooctapeptides from Annona globifora.

Free-living amoebae of Acanthamoeba spp. are causative agents of human infections such as granulomatous amoebic encephalitis (GAE) and Acanthamoeba keratitis (AK). The exploration of innovative chemical entities from natural sources that induce intrinsic apoptotic pathway or a Programmed Cell Death (PCD) in Acanthamoeba protozoa is essential to develop new therapeutic strategies. In this work, the antiamoeboid activity of squamins C-F (1-4), four cyclooctapeptides isolated from Annona globiflora was tested in vitro against Acanthamoeba castellanii Neff, A. polyphaga, A. quina, and A. griffini, and a structure-activity relationship was also established. The most sensitive strain against all tested cyclooctapeptides was A. castellanii Neff being the R conformers of the S-oxo-methionine residue, squamins D (2) and F (4), the most active against the trophozoite stage. It is remarkable that all four peptides showed no cytotoxic effects against murine macrophages cell line J774A.1. The analysis of the mode of action of squamins C-F against A. castellanii indicate that these cyclopeptides induced the mechanisms of programmed cell death (PCD). All peptides trigger mitochondrial damages, significant inhibition of ATP production compared to the negative control, chromatin condensation and slight damages in membrane that affects its permeability despite it conserves integrity at the IC90 for 24 h. An increase in reactive oxygen species (ROS) was observed in all cases.