RESUMEN
The methanolic extract of Tabernaemontana catharinensis (Apocynaceae) roots, which contains alkaloids with several biological activities, was separated on a preparative scale using high-speed counter-current chromatography. The optimum solvent system was found to be a mixture of CHCl(3)-MeOH-H(2)O [5:10:6 (v/v/v)] and led to a successful separation of two monoterpenic indole alkaloids, voachalotine (1) and 12-methoxy-N(b)-methylvoachalotine (2) in approximately 4.0 hours. The alkaloids were all isolated at purities over 95%, and their structures were established on the basis of spectroscopic methods, including 1D and 2D NMR and EI/MS.
Asunto(s)
Distribución en Contracorriente/métodos , Extractos Vegetales/aislamiento & purificación , Raíces de Plantas/química , Alcaloides de Triptamina Secologanina/aislamiento & purificación , Tabernaemontana/química , Cromatografía en Capa Delgada , Oxindoles , Extractos Vegetales/química , Alcaloides de Triptamina Secologanina/química , Compuestos de EspiroRESUMEN
A novel oleanane-type triterpene, 15-chloro-ß-amyrone (1), was isolated from Trichilia hirta, together with the known compounds taraxer-3-one (2) and ß-taraxerol (3), along with two novel esters, 3-(isobutyryloxy)-2,2,4-trimethylpenty palmitate (4) and 3-(isobutyryloxy)-2,2,3-trimethylpenty stearate (5), and the known 3-hydroxy-2,2,4-trimethylpentyl isobutyrate (6). These compounds were characterized on the basis of their spectroscopic and HRSEIMS data and by comparison with literature data.
Asunto(s)
Meliaceae/química , Triterpenos/aislamiento & purificación , Estructura Molecular , Ácido Oleanólico/análogos & derivados , Ácido Oleanólico/aislamiento & purificación , Triterpenos/químicaRESUMEN
A novel alkaloid 3-hydroxy-4-(2-hydroxyethyl)-4'-methoxy-7'H-quinolino[2,1-b]quinazolin-7'-one, named atlanticol (1), was isolated from Spiranthera atlantica (Rutaceae), along with five known compounds: lupeol (3), γ-fagarine (4), skimmianine (5), 7-methoxy-1-methyl-2-phenyl-4-quinolone (6) and 8-methoxy-1-methyl-2-phenyl-4-quinolone (7). Compound 6 was isolated from the Spiranthera genus for the first time. These compounds were characterized based on their spectral data, mainly through one and two-dimensional NMR and mass spectra, but also involving comparison with literature data.
Asunto(s)
Alcaloides/química , Quinazolinonas/química , Rutaceae/química , Estructura MolecularRESUMEN
Three new pyranonaphthoquinones: 5-hydroxy-6-methoxy-alpha-lapachone, 5,6-dihydroxy-a-lapachone and 4',5-dihydroxy-6-methoxy-alpha-lapachone, and two known compounds: lapachol and 5,5'-dihydroxy-3',4',7-trimethoxyflavanone, were isolated from the stem bark of Melloa quadrivalvis. Their structures were established by spectrometric data, mainly 1D- and 2D-NMR and mass spectra. The methylazoetetrazolium (MTT) method using viable cells of the strain Hep2 and the strain NCIH-292 demonstrated cytotoxic activity. The CI50 was also calculated. The chloroform extract and 5-hydroxy-6-methoxy-alpha-lapachone inhibited cell growth.
Asunto(s)
Antineoplásicos Fitogénicos/aislamiento & purificación , Bignoniaceae/química , Naftoquinonas/aislamiento & purificación , Antineoplásicos Fitogénicos/farmacología , Carcinoma Hepatocelular/patología , Ensayos de Selección de Medicamentos Antitumorales , Neoplasias Hepáticas/patología , Naftoquinonas/farmacología , Corteza de la Planta/química , Extractos Vegetales/farmacología , Células Tumorales CultivadasRESUMEN
Abstract The chemical study of roots from Azadirachta indica A. Juss., Meliaceae, led to the isolation of two new terpenoids, limonoid morenolide and diterpene 17-hydroxy-sandaracopimar-8,15-dien-11-one, in addition to the four well-known limonoids nimbinene, nimbinal, nimbandiol and salannin, and three diterpenoids nimbidiol, ferruginol, and 6,7-dehydroferruginol. Their structural elucidations were based on one and bidimensional Nuclear Magnetic Resonance and Electrospray ionization mass spectrometry spectra data which was compared to the data found in literature. The anti-inflammatory, cytotoxic and antimycobacterial activities of the identified terpenoids were evaluated.
RESUMEN
Two new terpenoids, ambrosanoli-10(14)-en-11,12-diol (1), a sesquiterpene named quadrijugol, and a pregnane steroid, 3beta,4beta-dihydroxypregnan-16-one (2), were isolated from the stem and leaves of Trichilia quadrijuga, along with eleven known compounds, spathulenol, kudtdiol, 2beta,3beta,4beta-trihydroxypregnan-16-one, bourjotinolone B, piscidinol, niloticin, dihydroniloticin, beta-sitosterol, 3-O-beta-D-glucopyranosyl-sitosterol, itesmol and stigmasterol. Structures were elucidated by spectral data analysis, mainly afforded by 1H and 3C NMR (1D and 2D NMR HMQC, HMBC, NOESY and COSY) and mass spectra.