Verónica Rodríguez-López

Effect of host-bark extracts on seed germination in Tillandsia recurvata , an epiphytic bromeliad

Tree species are potential hosts for epiphytes; however in some forests epiphytes have a biased distribution among hosts. In a tropical dry forest of Mexico, previous research showed that there are trees with few epiphytes. It is possible that the bark of these hosts contain allelochemicals that influence epiphyte seed germination. The aims of this study were (1) to determine whether hosts with low epiphyte abundance ( Ipomoea murucoides , I. pauciflora and Lysiloma acapulcense ) would inhibit seed germination of Tillandsia recurvata through aqueous and organic bark extracts, (2) to determine whether germination of T. recurvata would differ among the hosts with low epiphyte abundance and a host with high epiphyte abundance ( Bursera copallifera ) and (3) to relate the chemical composition of organic bark extracts with inhibition of T. recurvata seed germination. Hexanic and dichloromethanic extracts were partially chemically characterized. Total phenolics and flavonoids concentrations of methanolic extracts were analysed. Aqueous and organic bark extracts from hosts with few epiphytes inhibited T. recurvata seed germination. Aqueous and dichloromethanic extracts of B. copallifera inhibited slightly the germination of T. recurvata . There was a positive correlation between concentration of flavonoids and inhibition of seed germination. Results suggest that a combination of compounds may be responsible for affecting the germination of T. recurvata . This study demonstrates the chemical effect of aqueous and organic bark extracts from hosts on germination of an epiphytic bromeliad.

Identification of fatty acid esters and hydrocarbon derivatives from Cyrtocarpa procera Kunth by GC–MS

Extracts obtained from Cyrtocarpa procera Kunth were evaluated to determine their toxicity on Artemia salina Leach. All the extracts showed a significant activity. Bioguided fractionation of these extracts led to the isolation of β-sitosterol (1) and the identification of 1,3-propyl-dipentadecanoate (2), 3-hydroxypropyl-9-octadecenoate (3), pentadecylbenzene (4), eicosylbenzene (5), docosane (6), heptacosane (7), dotriacontane (8) and 2,6,10-trimethyltetradecane (9) by GC–MS.

Anti-Inflammatory Activity of Iridoids and Verbascoside Isolated from Castilleja tenuiflora

Castilleja tenuiflora (Orobanchaceae) has been used in Mexican traditional medicine as a treatment for cough, dysentery, anxiety, nausea and vomiting as well as hepatic and gastrointestinal diseases. The ethanolic extract of the aerial parts of Castilleja tenuiflora was separated by silica gel column chromatography. The fractions were evaluated using the induced edema acetate 12-O-tetradecanoylphorbol (TPA) anti-inflammatory activity model. The most active fraction was subjected to medium-pressure liquid chromatography (MPLC) with UV detection at 206 and 240 nm. The following iridoids were isolated: geniposidic acid, aucubin, bartioside, 8-epi-loganin, mussaenoside, and the phenylpropanoid verbascoside. The most active iridoid was geniposidic acid, which was more active than the control (indomethacin), and the least active iridoid was mussaenoside. 8-epi-Loganin, and mussaenoside have not been previously reported to be anti-inflammatory compounds. The results of these investigations confirm the potential of Mexican plants for the production of bioactive compounds and validate the ethnomedical use of Castilleja tenuiflora-like anti-inflammatory plants.

An Integrated Reactive Distillation Process for Biodiesel Production

Abstract An integrated reactive distillation process for biodiesel production is proposed. The reactive separation process consists of two coupled reactive distillation columns (RDCs) considering the kinetically controlled reactions of esterification of the fatty acids (FFA) and the transesterification of glycerides with methanol, respectively. The conceptual design of the reactive distillation columns was performed through the construction of reactive residue curve maps in terms of elements. The design of the esterification reactive distillation column consisted of one reactive zone loaded with Amberlyst 15 catalyst and for the transesterification reactive column two reactive zones loaded with MgO were used. Intensive simulation of the integrated reactive process considering the complex kinetic expressions and the PC-SAFT EOS was performed using the computational environment of Aspen Plus. The final integrated RD process was able to handle more than 1% wt of fatty acid contents in the vegetable oil. However, results showed that the amount of fatty acids in the vegetable oil feed plays a key role on the performance (energy cost, catalyst load, methanol flow rate) of the integrated esterification–transesterification reactive distillation process.

Anti-inflammatory and antioxidative effects of six pentacyclic triterpenes isolated from the Mexican copal resin of Bursera copallifera

BackgroundBursera copallifera (Burseraceae) releases a resin known as “copal ancho” which has been used, since pre-Colombian times, as ceremonially burned incense and to treat tooth ache, tumors, arthritis, cold, cough, and various inflammatory conditions; however, its anti-inflammatory potential is poorly studied. The aim of the present study was to isolate, quantify, and to investigate the anti-inflammatory activity of triterpene compounds isolated from the copal resin of B. copallifera.MethodsThe constituents present in the total resin of B. copallifera were obtained by successive chromatographic procedures, and quantitative analysis was performed by High Performance Liquid Chromatography (HPLC). Anti-inflammatory effects of the isolated triterpenes were investigated to determine their inhibitory effects on phorbol ester 12-O-tetradecanoylphorbol-13-acetate (TPA)-induced edema in mice, viability and nitric oxide (NO) production inhibition on lipopolysaccharide (LPS)-activated RAW 264.7 macrophages, and inhibition of cyclooxygenase (COX)-1, COX-2 and secretory Phospholipase A2 (sPLA2) activities in vitro.ResultsQuantitative phytochemical analysis of the copal resin showed the presence of six pentacyclic triterpenes of which, 3-epilupeol (59.75 % yield) and α-amyrin (21.1 % yield) are the most abundant. Among the isolated triterpenes, 3-epilupeol formiate (Inhibitory Concentration 50 % (IC50) = 0.96 μmol), α.amyrin acetate (IC50 = 1.17 μmol), lupenone (IC50 = 1.05 μmol), and 3-epilupeol (IC50 = 0.83 μmol) showed marked inhibition of the edema induced by TPA in mice. α-amyrin acetate and 3-epilupeol acetate, at 70 μM, also inhibited the activity of COX-2 by 62.85 and 73.28 % respectively, while α-amyrin and 3-epilupeol were the best inhibitors of the production of NO in LPS-activated RAW 264.7 cells with IC50 values of 15.5 and 8.98 μM respectively, and did not affected its viability. All compounds moderately inhibited the activity of PLA2.ConclusionsThis work supports the folk use of B. copallifera and provides the basis for future investigations about the therapeutic use of this resin in treating inflammation.

Cytotoxicity, Post-Treatment Recovery, and Selectivity Analysis of Naturally Occurring Podophyllotoxins from Bursera fagaroides var. fagaroides on Breast Cancer Cell Lines

Despite prevention and treatment options, breast cancer (BC) has become one of the most important issues in the present day. Therefore, the need for more specific and efficient compounds remains paramount. We evaluated four previously isolated aryltetralin lignans: 5′-demethoxy-β-peltatin-A-methylether (1), acetylpodophyllotoxin (2), 5′-demethoxydeoxypodophyllotoxin (3), and 7′,8′-dehydroacetylpodophyllotoxin (4) for cytotoxicity, clonogenicity, and selectivity against three BC cell lines: MCF-7, MDA-MB-231, and BT-549, as well as the non-tumorigenic mammary epithelial cell line MCF-10A. Cytotoxicity was evaluated after 72 h of treatment, and clonogenicity was determined at 72 h post-treatment; experiments were performed using the sulforhodamine B staining assay. Selective-index (SI) was calculated by comparing pure compound IC50 values in MCF-10A cell line against the IC50 of the same compound in cancer cell lines. Structural similarities among lignans and controls (podophyllotoxin and etoposide) were analyzed using the Tanimoto coefficient (Tc). Lignans were cytotoxic against all tested cell lines (0.011–7.22 µM) and clonogenicity testing showed a dose-dependent cytocidality for all lignans (≥0.08 µg/mL); compounds 2 and 3 were more potent (14.1 and 7.6 respectively) than etoposide in BT-549 cell line, while compound 2 displayed selectivity (SI = 28.17) in BT-549 cell line. Tc values of lignans suggested a greater similarity with podophyllotoxin structure.

In vitro COX-1 and COX-2 enzyme inhibitory activities of iridoids from Penstemon barbatus, Castilleja tenuiflora, Cresentia alata and Vitex mollis.

A group of sixteen iridoids isolated from plants used as anti-inflammatory remedies in Mexican folk medicine were evaluated for their potential to inhibit cyclooxygenase-1 (COX-1) and cyclooxygenase-2 (COX-2) enzymes. From these assays, loganic acid (10) was identified as the most promising compound with both COX-1 (36.0 ± 0.6%) and COX-2 (80.8 ± 4.0%) inhibition at 10 μM. Compound 10 shows a better inhibition against the COX-2 enzyme. Other iridoids tested in the present study showed weak or no inhibition against these enzymes. Furthermore, herein are presented key interactions of iridoid 10 with COX-1 and COX-2 enzymes through molecular docking studies. These studies suggest that 10 exhibits anti-inflammatory activity due to COX inhibition.

Is Allelopathic Activity of Ipomoea murucoides Induced by Xylophage Damage

Herbivory activates the synthesis of allelochemicals that can mediate plant-plant interactions. There is an inverse relationship between the activity of xylophages and the abundance of epiphytes on Ipomoea murucoides. Xylophagy may modify the branch chemical constitution, which also affects the liberation of allelochemicals with defense and allelopathic properties. We evaluated the bark chemical content and the effect of extracts from branches subjected to treatments of exclusion, mechanical damage and the presence/absence of epiphytes, on the seed germination of the epiphyte Tillandsia recurvata. Principal component analysis showed that branches without any treatment separate from branches subjected to treatments; damaged and excluded branches had similar chemical content but we found no evidence to relate intentional damage with allelopathy; however 1-hexadecanol, a defense volatile compound correlated positively with principal component (PC) 1. The chemical constitution of branches subject to exclusion plus damage or plus epiphytes was similar among them. PC2 indicated that palmitic acid (allelopathic compound) and squalene, a triterpene that attracts herbivore enemies, correlated positively with the inhibition of seed germination of T. recurvata. Inhibition of seed germination of T. recurvata was mainly correlated with the increment of palmitic acid and this compound reached higher concentrations in excluded branches treatments. Then, it is likely that the allelopathic response of I. murucoides would increase to the damage (shade, load) that may be caused by a high load of epiphytes than to damage caused by the xylophages.

Ethyl 2-{(2Z)-2-[(1-naphthyl­sulfon­yl)imino]-2,3-dihydro-1,3-thia­zol-4-yl}acetate monohydrate

The title compound, C17H16N2O4S2·H2O, is of interest with respect to its antidiabetic and anti-obesity activity. In the crystal, the packing is stabilized by three cooperative interactions: offset π–π interactions [centroid–centroid distance = 3.604 (2) Å], as well as C—H⋯O and O—H⋯O hydrogen bonds. N—H⋯O interactions also occur.

A Supercritical Reactive Separation Process to Obtain Biopesticides (phorbol-esters) in the Biodiesel Production from Jatropha curcas Oil

Abstract A coupled supercritical extraction and reactive distillation processes for the extraction of the phorbol ester (biopesticide) and to produce biodiesel from Jatropha Curcas oil has been developed. Simulations of the extractive-reactive processes in Aspen-Plus environment were performed using the PC-SAFT equation of state. The pure component properties of the phorbol-ester are determined using the group contribution method of Marrero and Gani (2001). Simulation results show that a supercritical solvent mixture of CO2 and methanol is the appropriate solvent for enhanced phorbol ester extraction. A 20 equilibrium stages supercritical extractive column (SEC) under a total pressure of 5 bars and a solvent mixture of CO2/methanol was designed to separate the phorbol ester. The SEC is further coupled to the integrated reactive-distillation process for production of biodiesel.