Integrated Green Chemical Approach to the Medicinal Plant Carpobrotus edulis Processing.

Many plants have medicinal properties due to substances known as phytochemicals. To utilize these plants in practice, numerous procedures, such as extraction, isolation and characterization methods and toxicology and bioactivity studies, must be designed and implemented. Integrated approach to process Carpobrotus edulis, a weed medicinal plant widely spread in Portugal, was developed into a closed loop of two processes: microwave assisted extraction (MAE) and activation (MAA), to produce both phytochemicals and biochar. The use of MAE for phytochemical extraction was shown to be more energy efficient than conventional Soxhlet extraction: the process time was decreased by 7-8 times, and the energy efficiency was increased by up to 97%. The yield of the extracts is of 27%. Qualitative and quantitative identification/characterization of the phytochemicals were performed by LC-MS and phytochemical screening assays. The results clearly indicated that Carpobrotus edulis is rich by flavonoids (up to 24%). The use of MAA to process the residual biomass could shorten the activation time, resulting in reduced energy consumption. Biochar with a high yield of 65% (on a biomass basis) and a well-developed texture (surface area of 68.9 m2/g; total pore volume of 0.10 cm3/g; micropore volume of 0.07 cm3/g) is obtained.

A new Cu(II)-O-Carvacrotinate complex: Synthesis, characterization and biological activity.

Herein, we report the first example of the synthesis of a novel type of Cu(II) complex based on a natural product ligand derived from carvacrol. The copper(II) complex [Cu(DCA)2(EtOH)]2·2EtOH (1, HDCAO-carvacrotinic acid) has been synthesized and characterized by elemental analysis, IR spectroscopy, ESI-MS and single crystal X-ray analysis. Complex 1 and the carvacrotinic acid (2, HDCA) have been studied towards their antimicrobial and antiproliferative activities. For both compounds the antimicrobial activity was assessed against a panel of Gram-positive and Gram-negative bacteria and yeasts. The microdilution method allowed the determination of their Minimum Inhibitory Concentration (MIC) and minimum bactericidal concentration (MBC). Interestingly, both compounds seem to be more effective on yeasts rather than bacteria especially against C. albicans. Regarding the antimicrobial properties, the compounds appear to present a bacteriostatic behaviour, rather than bactericide. The antiproliferative effect of complex 1, O-carvacrotinic acid (HDCA) 2 and carvacrol (CA) 3 used as a reference to compare their antitumoral activity, was examined in 4 human tumor cell lines (ovarian carcinoma (A2780), colorectal carcinoma (HCT116), lung adenocarcinoma (A549) and breast adenocarcinoma (MCF7)) and in normal human primary fibroblasts. Complex 1 exhibits a moderate cytotoxic activity against ovarian carcinoma cells (A2780), with no cytotoxicity in normal primary human fibroblasts. The moderate cytotoxicity observed in A2780 cells was due to an increase of cell apoptosis.

N-HO and N-HCl supported 1D chains of heterobimetallic CuII/NiII-SnIV cocrystals.

The Schiff base H2L1 [N,N'-ethylenebis(3-methoxysalicylaldimine)] or H2L2 [N,N'-ethylenebis(3-ethoxysalicylaldimine)] was reacted with MCl2·xH2O and SnCl4·5H2O to afford the supramolecular heterobimetallic systems (H2ED)2+·2[ML]·[SnCl6]2- [M = Cu, L = L1 (1), L = L2 (2); M = Ni, L = L1 (3), L = L2 (4); ED = 1,2-ethylenediamine], whose structures were established by single crystal X-ray analyses. Each structure includes different entities, viz. a mononuclear [CuL]/[NiL] neutral complex (coformer), a hexachlorostannate dianion [SnCl6]2-, a 1,2-ethylenediammonium dication (H2ED2+) and, only in 2 and 4, a methanol molecule. Based on the work of Grothe et al. (Cryst. Growth Des., 2016, 16, 3237-3243), compounds 1 and 3 are cocrystal salts, 2 and 4 are cocrystal salt solvates. The ionic pairs (H2ED)2+·[SnCl6]2- in 1-4 are encapsulated by the Cu- or Ni-complexes, and stabilized by N-HO and one N-HCl bond interactions leading to infinite 1D chains. The antimicrobial studies of 1-4 against yeasts (C. albicans and S. cerevisiae) and Gram-positive (S. aureus and E. faecalis) and -negative bacteria (P. aeruginosa and E. coli) indicate that the Ni2Sn systems (3 and 4) are more active than the analogous Cu2Sn ones (1 and 2).