Bioassay-Guided Isolation and Identification of Cytotoxic Compounds from Gymnosperma glutinosum Leaves

Quintanilla-Licea, Ramiro; Morado-Castillo, Rolando; Gómez-Flores, Ricardo; Laatsch, Hartmut; Verde-Star, María Julia; Hernandez-Martinez, Humberto Carlos; Tamez‐Guerra, Patricia; Taméz-Guerra, Reyes; Rodríguez‐Padilla, Cristina

doi:10.3390/molecules170911229

Cited by 23 publications

(15 citation statements)

References 39 publications

(51 reference statements)

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“…Hentriacontane ( 3 ) has been reported to be cytotoxic to in vitro L5178Y-R lymphoma murine model. 22 Tetradecanoic ( 10 , 14:0) and hexadecanoic ( 12 , 16:0) acids have been reported to inhibit the growth of phytopathogenic fungi. 23 …”

Section: Resultsmentioning

confidence: 99%

Defensive Armor of Potato Tubers: Nonpolar Metabolite Profiling, Antioxidant Assessment, and Solid-State NMR Compositional Analysis of Suberin-Enriched Wound-Healing Tissues

Dastmalchi

Kallash

Wang

et al. 2015

J. Agric. Food Chem.

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The cultivation, storage, and distribution of potato tubers are compromised by mechanical damage and suboptimal healing. To investigate wound-healing progress in cultivars with contrasting russeting patterns, metabolite profiles reported previously for polar tissue extracts were complemented by GC/MS measurements for nonpolar extracts and quantitative 13C NMR of interfacial solid suspensions. Potential marker compounds that distinguish cultivar type and wound-healing time point included fatty acids, fatty alcohols, alkanes, glyceryl esters, α,ω-fatty diacids, and hydroxyfatty acids. The abundant long-chain fatty acids in nonpolar extracts and solids from the smooth-skinned Yukon Gold cultivar suggested extensive suberin biopolymer formation; this hypothesis was supported by high proportions of arenes, alkenes, and carbonyl groups in the solid and among the polar markers. The absence of many potential marker classes in nonpolar Atlantic extracts and interfacial solids suggested a limited extent of suberization. Modest scavenging activities of all nonpolar extracts indicate that the majority of antioxidants produced in response to wounding are polar.

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Section: Resultsmentioning

confidence: 99%

Defensive Armor of Potato Tubers: Nonpolar Metabolite Profiling, Antioxidant Assessment, and Solid-State NMR Compositional Analysis of Suberin-Enriched Wound-Healing Tissues

Dastmalchi

Kallash

Wang

et al. 2015

J. Agric. Food Chem.

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“…In this study, DTA was found to lacked cytotoxic effects on human cancer cell lines. Quintanilla‐Licea et al [] reported that the ent‐labdane diterpene (+)‐13 S , 14 R , 15‐trihydroxy‐ent‐labd‐7‐ene, isolated from G. glutinosum , tested at 62.5 µg/ml (approximately 192 µM) decreased the cell viability of L5178YR murine lymphoma cells by approximately 50%. Hexane extract from G. glutinosum aerial parts showed LC 50 = 503.7 µg/ml, using the brine shrimp lethality test [Canales et al, ].…”

Section: Discussionmentioning

confidence: 99%

Antinociceptive Activity of Ent‐Dihydrotucumanoic Acid Isolated from Gymnosperma glutinosum Spreng Less

Alonso-Castro

González‐Chávez

Zapata-Morales

et al. 2017

Drug Development Research

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Preclinical Research The diterpene ent-dihydrotumanoic acid (DTA) was among the compounds isolated from Gymnosperma glutinosum (Spreng) Less (Asteraceae). There are no reports regarding the pharmacological effects of DTA. Cytotoxicity against cancer cells (1-250 µM), and the antibacterial (50-1400 µM) activity of DTA were evaluated using the MTT assay, and the minimum inhibitory concentration test, respectively. The antidiarrheal (1-100 mg/kg p.o.) and anti-inflammatory (2 mg/ear) effects of DTA were evaluated using castor oil and 12-O-tetradecanoylphorbol-13-acetate, respectively. The antinociceptive and sedative effects of DTA (1-100 mg/kg p.o.) were evaluated using two models of chemically-induced nociception, and the pentobarbital-induced sleeping time test, respectively. The antinociceptive mechanism of DTA was evaluated using the acetic acid writhing test with inhibitors related to pain processing pathways. The effects of DTA (10-100 mg/kg p.o.) on locomotor activity were evaluated using the rotarod test. DTA lacked cytotoxic activity (IC > 100 µM) on cancer cells, possessed moderate antibacterial effects against B. subtillis (MIC= 175 µM), moderate antidiarrheal and anti-inflammatory effects, and minimal vasorelaxant effects. In the formalin test, DTA showed antinociceptive effects in both phases. In the acetic acid test, DTA showed antinociceptive activity (ED = 50.2 ± 5.6 mg/kg) with potency similar to that of naproxen (NPX; ED =33.7 ± 4.5 mg/kg) an effect blocked by naloxone implicating an opioid mechanism. DTA also exerted antidiarrheal activity and showed no sedative effects or changes in locomotor activity in mice. Drug Dev Res 78 : 340-348, 2017. © 2017 Wiley Periodicals, Inc.

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“…Se pesaron 50 g del material vegetal molido y se depositó en un cartucho de celulosa (Cartucho Whatman 33 x 80 mm) para la extracción con el aparato Soxhlet con 250 mL de metanol absoluto (J. T. Baker) como solvente de extracción, se colocó a reflujo a 60 ºC por 40 h. Posteriormente, se filtró el extracto con papel Whatman N°1 y se concentró con el rotavapor Buchi R-205. Se analizó el rendimiento de cada planta previo a realizar las pruebas contra el parásito (g de extracto/100 g de planta) (Quintanilla-Licea et al, 2012).…”

Section: Preparación De Los Extractosunclassified

Actividad contra Trypanosoma cruzi (Kinetoplastida: Trypanosomatidae) de extractos metanólicos de plantas de uso medicinal en México

Pérez-Treviño

Galaviz

Iracheta-Villarreal

et al. 2017

RBT

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Activity against Trypanosoma cruzi (Kinetoplastida: Trypanosomatidae) of methanolic extracts of medicinal use plants in Mexico. American trypanosomiasis is a potentially lethal disease caused by the hemoflagellate protozoan Trypanosoma cruzi. This neglected disease affects from 6 to 7 million people worldwide. Currently there are only two medicines to treat this disease: beznidazol and nifurtimox, both effective if they are administrated in the acute phase of infection, although their effectiveness fades away in the chronic phase; it also induces significant side effects. The aim of this study is to screen the trypanocidal activity of methanolic extracts from Hematoxilum brasiletto, Marrubium vulgare, Schinus molle, and Cympongon citratus, against T. cruzi epimastigotes, followed by the chromatographic separation, and identification of active compounds of the best candidate by colored chemical reactions; furthermore, it was also determined their cytotoxic effect in human lymphocytes and the brine shrimp Artemia salina. The extract of H. brasiletto showed the highest anti-T. cruzi activity with a inhibitory concentration (IC 50 ) of 543 µg/mL; in descending order, it was followed by M. vulgare (IC 50 = 647 µg/mL), S. molle (IC = 827 µg/mL) and finally, C. citratus (IC = 1 210 µg/mL). The chromatographic fraction Fr22 from H. brasiletto showed the best anti-T. cruzi effectivity (IC 50 = 0.238 mg/mL), when compared to the other fraction or the whole extract, with no cytotoxic effect against human lymphocytes or A. salina. The active compounds were identified as tannins, quinones, flavonoids and sesquiterpenlactones. In conclusion, active compounds against T. cruzi were identified for the first time in H. brasiletto, with non-cytotoxic effects. The H. brasiletto extract, according to our results, could be used as an alternative treatment for the Chagas disease; however, additional studies will be necessary to test their activity and doses in a murine model, with the complete identification of the active compounds, on which we are investigating. Rev. Biol. Trop. 65 (4) La tripanosomiasis americana es una enfermedad potencialmente mortal causada por el protozoario Trypanosoma cruzi (Chagas, 1909). Las zonas endémicas abarcan 21 países de América Latina, donde el parásito se transmite principalmente por vía vectorial (Calvo, 2015). La enfermedad presenta dos fases; el inicio de la infección es la fase aguda, y permanece hasta dos meses con parasitemia, fiebre y malestar. La etapa crónica, que se desarrolla después de algunos años en el 25-35 % de las personas infectadas, se caracteriza por no presentar parasitemia; en esta fase, los parásitos se alojan y reproducen en nidos de amastigotes de órganos y sistema nervioso periférico, de los cuales un 30 % desarrolla desórdenes cardíacos y un 10 %, trastornos nerviosos y digestivos como el megacolon o megaesófago (Martino, 2012). Actualmente, los movimientos migratorios la han diseminado desde las regiones endé-micas hasta Canadá y varios países europeos (Slot, Ho...

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Bioassay-Guided Isolation and Identification of Cytotoxic Compounds from Gymnosperma glutinosum Leaves

Cited by 23 publications

References 39 publications

Defensive Armor of Potato Tubers: Nonpolar Metabolite Profiling, Antioxidant Assessment, and Solid-State NMR Compositional Analysis of Suberin-Enriched Wound-Healing Tissues

Defensive Armor of Potato Tubers: Nonpolar Metabolite Profiling, Antioxidant Assessment, and Solid-State NMR Compositional Analysis of Suberin-Enriched Wound-Healing Tissues

Antinociceptive Activity of Ent‐Dihydrotucumanoic Acid Isolated from Gymnosperma glutinosum Spreng Less

Actividad contra Trypanosoma cruzi (Kinetoplastida: Trypanosomatidae) de extractos metanólicos de plantas de uso medicinal en México

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