RESUMO
The phytochemical investigation of a previously unstudied species of the genus Indigofera, I. atriceps Hook.f. was undertaken and two new phenolic compounds, atricephenols A (1) and B (2) were isolated, along with nine known secondary metabolites viz., (-)-melilotocarpan D (3), genistein (4), melilotocarpan A (5), maackiain (6), p-hydroxybenzaldehyde (7), bornesitol (8), ß-sitosterol (9), sitosterol-3-O-ß-D-glucopyranoside (10) and stigmasterol-3-O-ß-D-glucopyranoside (11). Their structures were elucidated by extensive NMR spectroscopic analyses and HRESIMS, and by comparing their data with those reported in the literature. Compounds 1, 4, 7-11 were tested for their antibacterial efficacies and for their potential to inhibit the enzyme urease. Compounds 7 and 9 showed significant antibacterial activity against Salmonella typhi (ZOIs of 13 and 15 mm, respectively), while the best urease inhibition was measured for compound 9 with an IC50 value of 18.6 µM, which is higher than that of the potent inhibitor, thiourea (IC50 = 21.5 µM).
Assuntos
Fabaceae , Indigofera , Indigofera/química , Fabaceae/química , Urease , Estrutura Molecular , Fenóis/farmacologia , Fenóis/química , Antibacterianos/químicaRESUMO
Dioclins A (1) and B (2), the new flavonoids, have been isolated from the ethyl acetate soluble fraction of the roots of Dioclea reflexa along with 3,5-dihydroxy-4 methoxybenzoic acid (3), lupeol (4) and the rare dipeptide, auratiamide acetate (5). Their structures have been elucidated by spectroscopic techniques. The compounds 1 and 2 showed a significant antioxidant activity in DPPH radical scavenging assay.
Assuntos
Antioxidantes/isolamento & purificação , Dioclea/química , Flavonoides/isolamento & purificação , Antioxidantes/química , Antioxidantes/farmacologia , Flavonoides/química , Flavonoides/farmacologia , Sequestradores de Radicais Livres/química , Sequestradores de Radicais Livres/isolamento & purificação , Extratos Vegetais/química , Raízes de Plantas/químicaRESUMO
Two new sphingolipids mucusamide (1) and mucusoside (2) have been isolated from methanol soluble part of the stem bark of Ficus mucuso WELW., together with fifteen known secondary metabolites including cellobiosylsterol (3), ß-sitosterol (4), stigmasterol (5), ß-sitosterol 3-O-ß-D-glucopyranoside (6), lupeol acetate (7), ursolic acid (8), procatechuic acid (9), 2-methyl-5,7-dihydroxychromone 8-C-ß-D-glucoside (10), apigenin (11), (-)-epicatechin (12), (+)-catechin (13), N-benzoyl-L-phenylalanilol (14), α-acetylamino-phenylpropyl α-benzoylamino-phenylpropionate (15), asperphenamate (16) and bejaminamide (17). Structures of compounds 1 and 2 were elucidated by spectroscopic analysis and chemical methods.
Assuntos
Ceramidas/química , Cerebrosídeos/química , Ficus/química , Esfingolipídeos/química , Ceramidas/isolamento & purificação , Cerebrosídeos/isolamento & purificação , Espectroscopia de Ressonância Magnética , Conformação Molecular , Casca de Planta/química , Caules de Planta/química , Esfingolipídeos/isolamento & purificaçãoRESUMO
Chromatographic analysis of the alcoholic extract from Salsola imbricata yielded two new secondary metabolites, salisomide (1) and salisoflavan (2). Their structures were established with the help of spectroscopic techniques including COSY, HMQC and HMBC NMR experiments.
Assuntos
Amidas/química , Flavonoides/química , Fenóis/química , Salsola/química , Amidas/metabolismo , Flavonoides/metabolismo , Espectroscopia de Ressonância Magnética , Modelos Moleculares , Estrutura Molecular , Fenóis/metabolismo , Salsola/metabolismoRESUMO
Species of the genus Phyllanthus are known for their medicinal values and many are explored phytochemically. Some of them produce phthalates which usually have antimicrobial properties. This paper deals with the phytochemical investigation on Phyllanthus muellerianus. As a result, five compounds, bis(2-ethyloctyl)phthalate (1), bis(2-ethylicosyl)phthalate (2), 3-friedelanone (3), beta-sitosterol (4), and methyl gallate (5), have been isolated and characterized. Metabolites 1 and 2 are new compounds, while 3-5 have been isolated for the first time from this source. Structures of all the isolates were established on the basis of MS, 1D and 2D NMR spectral data and in comparison with the reported data.
Assuntos
Ácidos Ftálicos/isolamento & purificação , Phyllanthus/química , Plantas Medicinais/química , Ácido Gálico/análogos & derivados , Ácido Gálico/química , Ácido Gálico/isolamento & purificação , Estrutura Molecular , Nigéria , Ressonância Magnética Nuclear Biomolecular , Ácidos Ftálicos/química , Sitosteroides/química , Sitosteroides/isolamento & purificação , Triterpenos/química , Triterpenos/isolamento & purificaçãoRESUMO
Three new sesquiterpene lactones, (4betaH)-5alpha-hydroxy-8alpha-(2-methylbut-2-enoyloxy)-2-oxo-1(10),11(13)-guaiadien-12,6alpha-olide (1), (4betaH)-8alpha-(2-methylbut-2-enoyloxy)-2-oxo-1(5),10(14),11(13)-guaiatrien-12,6alpha-olide (2) and 2,5-epoxy-2beta-hydroxy-4alpha-methoxy-8alpha-(2-methylbut-2-enoyloxy)-4(15),10(14),11(13)-germacratrien-12,6alpha-olide (3), have been isolated from roots and stems of Elephantopus mollis together with two known sesquiterpene lactones (4, 5). The identification of the isolates was accomplished by spectroscopic methods. Compounds (1-5) exhibited significant cytotoxic activities against mouse neuroblastoma B104 cells.
Assuntos
Antineoplásicos Fitogênicos/isolamento & purificação , Antineoplásicos Fitogênicos/farmacologia , Asteraceae/química , Lactonas/isolamento & purificação , Lactonas/farmacologia , Sesquiterpenos/isolamento & purificação , Sesquiterpenos/farmacologia , Animais , Neoplasias Encefálicas/tratamento farmacológico , Neoplasias Encefálicas/patologia , Linhagem Celular Tumoral , Cromatografia em Camada Fina , Corantes , Ensaios de Seleção de Medicamentos Antitumorais , Espectroscopia de Ressonância Magnética , Camundongos , Neuroblastoma/tratamento farmacológico , Neuroblastoma/patologia , Raízes de Plantas/química , Caules de Planta/química , Rodaminas , Espectrometria de Massas por Ionização por Electrospray , Espectrofotometria InfravermelhoRESUMO
Two new N-acylsphingosines (ceramides) named longifoamide A {6'-tetracosenamide, (6'-Z)-N-[2,3-dihydroxy-1-(hydroxymethyl)octadecyl]} and B {6'-tetracosenamide, (6'-Z)-N-[2,3,4-trihydroxy-1-(hydroxymethyl)octadecyl]} were isolated from a methanol extract of Mentha longifolia. Both ceramides were characterized with the aid of 1D and 2DNMR spectroscopic techniques and high resolution mass spectrometry.
Assuntos
Ceramidas/isolamento & purificação , Mentha/química , Ceramidas/química , Espectrometria de Massas , Conformação Molecular , Ressonância Magnética Nuclear Biomolecular , Rotação Ocular , Extratos Vegetais/química , Extratos Vegetais/isolamento & purificação , Espectrofotometria InfravermelhoRESUMO
Two new N-acyl-glycosphingosines (cerebrosides) named longifoside-A {6'-tetracosenamide, N-[3,4-dihydroxy-1-(hydroxymethyl)-2-(beta-D-glucopyranosyl) heptadecyl]-(6'E)} and B {6'-tetracosenamide, N-[3-hydroxy-1-(hydroxymethyl)-2-(beta-D-glucopyranosyl)-4Z-heptadecenyl]-(6'E)} have been obtained from the methanolic extract of Mentha longifolia belonging to the family Lamiaceae. Both the cerebrosides were purified as their acetate-derivatives: 6'-tetracosenamide, N-[3,4-diacetoxy-1-(acetoxymethyl)-2-(tetraacetoxy-beta-D-glucopyranosyl) heptadecyl]-(6'E) and 6'-tetracosenamide, N-[3-acetoxy-1-(acetoxymethyl)-2-(tetraacetoxy-beta-D-glucopyranosyl)-4Z-heptadecenyl]-(6'E). They were characterized with the aid of 1D and sophisticated 2D-NMR spectroscopic techniques.
Assuntos
Cerebrosídeos/isolamento & purificação , Glucosilceramidas/isolamento & purificação , Mentha/química , Cerebrosídeos/química , Espectroscopia de Ressonância Magnética , Estrutura MolecularRESUMO
Mentha longifolia (Lamiaceae), an aromatic herb yielded a new halogenated chloro-derivative of menthone (longifone), two new derivatives of beta-sitosterol glycoside (longiside-A and -B) and a new flavanone-glycoside (longitin). The beta-sitosterol and flavanone glycosides were purified as their acetate derivatives. Structures of all the isolated constituents were elucidated with the aid of HMBC techniques. However, the structure of longifone was also determined through X-ray crystallography.