Artículos FC IQUASD
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Browsing Artículos FC IQUASD by Author "Quírico Castillo"
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- ItemA Chemotaxonomic study of endemic species of genus Tanacetum from the Canary Islands(2013) Quírico CastilloLas partes aéreas de Tanacetum oshanahanii recogidas en el Jardín Canario Viera y Clavijo, tanacetum ptarmiciflorum recogidas en Los Moriscos (Tejeda) y Tanacetum ferulaceum var. latipinnum recogidas en Anden Verde (Agaete) en Gran Canaria, Islas Canarias, proporcionaron tres sesquiterpenos relacionados con el nerolidol y seis lactonas sesquiterpénicas cuyas estructuras se establecieron sobre la base de sus datos espectroscópicos y transformaciones químicas. En este trabajo mostramos que este tipo de lactonas sesquiterpénicas podrían ser utilizadas como marcadores quimiotaxonómicos. Una serie de lactonas sesquiterpénicas descritas en este artículo se evaluaron para la citotoxicidad contra las líneas celulares de cáncer HL-60 y U937. Los derivados 106a y 98a mostraron propiedades citotóxicas mostrando valores de CI entre 5 y 11 μM. Además, demostramos que estas lactonas sesquiterpénicas seleccionadas inducen la muerte celular apoptótica en células de leucemia humana a través de un mecanismo que implica la activación de múltiples caspasas y, además, se encontró que la muerte celular se asocia con la liberación del citocromo c.50
- Itement-Labdanediterpenoids from the aerial parts of Eupatorium Obstusismum,(2016-03-29) Quírico CastilloSeis nuevos diterpenoides ent-labdano, uasdlabdanes A-F (1-6), fueron aislados de las partes aéreas de Eupatorium obtusissmum. Las nuevas estructuras se dilucidaron a través de análisis de datos espectroscópicos y espectrométricos. Las configuraciones absolutas de los compuestos 1 y 2 se establecieron mediante cristalografía de rayos X, y las de 3-6, mediante la comparación de espectros de dicroísmo circular electrónico experimental y calculado. La actividad antiproliferativa de los compuestos se estudió en un panel de seis líneas celulares tumorales sólidas humanas representativas y mostró IG50 valores que van desde 19 a >100 μM.
- ItemFlavonoids from Eupatorium illitum and their antiproliferative activities(2015-03-09) Quírico CastilloObjective: To isolate the chemical constituents of the aerial parts from Eupatorium illitum, elucidate their structures and evaluate their antiproliferative activity on human cancer cell lines. Materials and Methods: The ethanolic extract of Eupatorium illitum afforded five compounds, which were characterized using spectroscopic techniques and by comparison with data from the literature. Antiproliferative activities of selected isolates were evaluated. Results: The flavonoids Kumatakenin (1), Ermanin (2), 7-methoxy-aromadendrin (3) and Naringenin (4), together with 4-hydroxybenzoic acid (5) were isolated. Compounds 1, 2, 4 and 5 were evaluated for their antiproliferative activity on the human cancer cell lines A549 (lung), HBL-100 (breast), HeLa (cervix), SW1573 (lung), and T-47D (breast) presenting a wide range of bioactivities. In general, best results were observed for 5. Conclusion: Compounds 1-5 are reported for first time from Eupatorium illitum. Isolated phytochemicals show moderate to low antiproliferative activities when evaluated on the aforementioned human cancer cell lines.
- ItemGuaianolide –type sesquiterpene lactones from the aqueous extract of Salcedoa mirabaliarum(2024-07-05) Quírico Castillo; Luis Díaz; Carime Matos; Yanet Vólquez Pierina VicenteThe phytochemical study of the aqueous extract of Salcedoa mirabaliarum (aerial parts), afforded five guaianolide– type sesquiterpene lactones: dihydroestafiatone, zaluzanin C, dihydroestafiatol, isoamberboin, and 4–epi– dihydroestafiatol, detected for first time in this species. The chemical structures were identified using 13C Nuclear magnetic resonance by comparison with previously reported data.
- ItemKoanolide A, antiproliferative germacrane-type sesquiterpene lactone from Koanophyllongibbosum.(2019-06) Quírico CastilloA new germacrane-type sesquiterpene lactone, koanolide A (1), was isolated from the aerial parts of Koanophyllon gibbosum. The new structure was elucidated using spectroscopic and spectrometric data analyses, including 1D and 2D NMR. The absolute configuration of compound 1 was established by X-ray crystallography. The antiproliferative activity of 1 was studied in a panel of six representative human solid tumor cell lines and showed GI50 values ranging from 0.34 to 20 μM.
- ItemKoanolides B-D, new sesquiterpene lactones from Koanophyllon gibbosum(2022-02) Quírico CastilloThree new germacrane-type sesquiterpene lactones, koanolides B–D (1-3) have been isolated from the aerial parts of Koanophyllon gibbosum (Asteraceae), along with the previously reported sesquiterpene lactone koanolide A and the flavonoid eupatorin. The structures of the new compounds were elucidated using spectroscopic and spectrometric data analyses, including 1D and 2D NMR, and by comparison with known spectral data. The antiproliferative activities of the new compounds were evaluated in a panel of six representative human solid tumor cell lines and showed GI50 values ranging from 1.3 to 16 μM for the new molecules.
- ItemKoanolides E and F from the hexanic extract of Koanophyllon gibbosum(2024-06-12) Quírico CastilloKoanolides E and F (1–2), two new germacrane-type sesquiterpene lactones, have been isolated from the hexanic extract of the aerial parts (leaves) of Koanophyllon gibbosum (Asteraceae), along with three other known compounds. The chemical structures of the isolates were elucidated using spectroscopic and spectrometric techniques, and by comparison with previously reported data.
- ItemSecondary metabolites from Pterocaulonalo pecuroides and their antiproliferative activities.(2019) Quírico CastilloTo isolate secondary metabolites from the aerial parts of Pterocaulon alopecuroides, elucidate their structures and evaluate their antiproliferative activities on selected human cancer cell lines. Materials and Methods: The ethanolic extract of P. alopecuroides afforded five compounds, which were characterized using spectroscopic techniques and by comparison with data from the literature. Antiproliferative activities of all isolates were evaluated. Results: The compounds 7-(2,3-dihydroxy-3-methylbutoxy)-6-methoxycoumarin (1), 5,6-methylenedioxy- 7-(2,3-dihydroxy-3-methylbutoxy) coumarin (2), Dihydrokaempferol (3), 5,7,4´-trihydroxy- 6-(α,α-dimethylallyl)dihydroflavonol (4) and 5,4´-dihydroxy-7-(γ,γ-dimethylallyloxy)dihydroflavonol (5) were isolated. The antiproliferative activity of all compounds was evaluated in a panel of six human solid tumor cell lines showing GI50 values for the most active compounds in the low micromolar range. Conclusion: Compound 2 is reported for first time from P. alopecuroides. Isolated coumarins show no antiproliferative activity, whilst among flavonoids compound 5 showed the best antiproliferative activity.
- ItemSecondary metabolites from two Hispaniola Ageratina species and therir cytotoxic activity(2018) Quírico CastilloStudy of the aerial parts of the two species of Ageratina: A. dictyoneura and A. illita afforded four new ent-labdane diterpenoids (1–4). Two known labdanes: 2β,3α,15-trihydroxy-ent-labd-7-ene (5), and 2β,3α-trihydroxy-ent-labd-7-en-15-oic acid (6); two sesquiterpene lactones: 8β-hydroxy-β-cyclocostunolide (7) and eupatoriopicrin (8), one benzofuran, and six flavonoids were also isolated. Their chemical structures were determined based on extensive spectroscopic study, comparison with reported data and chemical transformations. The cytotoxicity of the new ent-labdane diterpenoids 1–3, sesquiterpene lactone 7, and the flavonoid: quercetin 3,7-dimethylether were assessed against the human myeloid leukemia U-937 cell line and found that compound 7 and quercetin 3,7-dimethylether were cytotoxic against this cell line.