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1.
Rev. bras. farmacogn ; 29(1): 40-45, Jan.-Feb. 2019. tab, graf
Article in English | LILACS | ID: biblio-990765

ABSTRACT

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.

2.
Rev. bras. farmacogn ; 28(3): 333-338, May-June 2018. tab, graf
Article in English | LILACS | ID: biblio-958864

ABSTRACT

ABSTRACT The organic extracts from stems, roots and leaves of Tephrosia egregia Sandwith, Fabaceae, provided a new flavone, 5-hydroxy-8-(1",2"-epoxy-3"-hydroxy-3"-methylbutyl)-7-methoxyflavone (1), in addition to eleven known compounds: pongaflavone (2), praecansone B (3), 12a-hydroxyrotenone (4), praecansone A, 2',6'-dimethoxy-4',5'-(2",2"-dimethyl)-pyranochalcone, pongachalcone, maackiain, β-sistosterol and its glucoside, p-cumaric acid and cinnamic acid. The structures of all compounds were established on the basis of spectroscopic methods, mainly 1D and 2D NMR and HRESIMS, involving comparison with literature data. Cytotoxicity of compounds 1-4 was evaluated against AGP-01 (cancerous ascitic fluid), HCT-116 (colon adenocarcinoma), HL-60 (leukemia), PC-3 (prostate carcinoma), SF-295 (glioblastoma) and SKMEL 28 (melanoma) cell lines.

3.
Rev. bras. farmacogn ; 28(3): 298-302, May-June 2018. tab, graf
Article in English | LILACS | ID: biblio-958875

ABSTRACT

ABSTRACT Harrisia adscendens (Gürke) Britton & Rose is a species of the family Cactaceae found in the northeastern semi-arid and popularly known as foxtail. In folk medicine, the roots of this species are used for the treatment of toothache and heartburn. The objective of this study was to perform the isolation and identification of the secondary metabolites obtained from the vegetal drug by chromatographic and spectroscopic techniques and to evaluate the antimicrobial activity of the extract. The qualitative phytochemical analysis of the extract showed suggestive results for the presence of alkaloids. Two compounds were isolated and identified: 2-methyl-9H-β-carboline-2-ion, a β-carboline alkaloid obtained for the first time as a natural product and 2',6'-dihydroxy-4'-methoxyacetophenone-2'-O-β-glucoside. In the antimicrobial tests, it was possible to observe activity against Pseudomonas aeruginosa. The results obtained by spectroscopic techniques allowed to characterize the phytochemical properties of the vegetal drug and may be useful in future studies for production of herbal medicines.

4.
Rev. bras. farmacogn ; 27(6): 711-715, Nov.-Dec. 2017. tab, graf
Article in English | LILACS | ID: biblio-898719

ABSTRACT

ABSTRACT Phytochemical investigation of Bauhinia acuruana Moric., Fabaceae, resulted in the isolation of sixteen constituents, including two new compounds 2'-hydroxy-2,3,5-trimethoxybibenzyl (1), (2R,3S)-2-(3,4'-dihydroxyphenyl)-5-methoxy-6-methylchroman-3,7-diol (2), together with fourteen known ones (3-16). The structures of the compounds were established by spectroscopic analysis including HR-ESI-MS, 1D and 2D NMR data, followed by comparison with previously reported data from the literature. Compounds 1, 2, 6, 7, 8 and 9 were evaluated for their cytotoxicity, which turned out to be marginal in a panel of six human cancer cell lines.

5.
Rev. bras. farmacogn ; 27(4): 453-458, July-Aug. 2017. tab, graf
Article in English | LILACS | ID: biblio-898685

ABSTRACT

ABSTRACT Pilosocereus pachycladus F. Ritter, Cactaceae, popularly known as "facheiro", is used as food and traditional medicine in Brazilian caatinga ecoregion. The plant is used to treat prostate inflammation and urinary infection. The present work reports the first secondary metabolites isolated from P. pachycladus. Therefore, the isolated compound 4-hydroxy-3,5-dimethoxy benzaldehyde (syringaldehyde) was evaluated as modulator of Staphylococcus aureus pump efflux-mediated antibiotic resistance. The isolation of compounds was performed using chromatographic techniques and the structural elucidation was carried out by spectroscopic methods. In order to evaluate syringaldehyde ability to modulate S. aureus antibiotic resistance, its minimum inhibitory concentrations (µg/ml) was first determinate, then, the tested antibiotics minimum inhibitory concentrations were determined in the presence of the syringaldehyde in a sub-inhibitory concentration. The chromatographic procedures led to isolation of twelve compounds from P. pachycladus including fatty acids, steroids, chlorophyll derivatives, phenolics and a lignan. The syringaldehyde did not show any antibacterial activity at 256 µg/ml against S. aureus. On the other hand the compound was able to reduce the antibiotic concentration (tetracycline, norfloxacin, ethidium bromide) required to inhibit the growth of drug-resistant bacteria, showing the ability of syringaldehyde of inhibiting the efflux pump on these bacteria.

6.
An. acad. bras. ciênc ; 89(2): 789-797, Apr.-June 2017. graf
Article in English | LILACS | ID: biblio-886693

ABSTRACT

ABSTRACT This study aims to identify special metabolites in polar extracts from Urochloa humidicola (synonym Brachiaria humidicola) that have allelopathic effects and induce secondary photosensitization in ruminants. The compounds were isolated and identified via chromatographic and spectroscopic techniques. The compounds 4-hydroxy-3-methoxy-benzoic acid, trans-4-hydroxycinnamic acid, and p-hydroxy-benzoic acid; the flavonols isorhamnetin-3-O-β-d-glucopyranoside and methyl quercetin-3-O-β-d-glucuronate; and kaempferitrin, quercetin-3-O-α-l-rhamnopyranoside, and tricin were identified in the extract from the leaves of Urochloa humidicola. Two furostanic saponins, namely, dioscin and 3-O-α-l-rhamnopyranosyl-(1-4)-[α-l-rhamnopyranosyl-(1-2)]-β-d-glucopyranosyl-penogenin, as well as catechin-7-O-β-d-glucopyranoside were identified in the methanolic extract obtained from the roots of this plant. This species features a range of metabolites that may be toxic for animals if used in food and may interfere with the growth medium, thereby inhibiting the development of other species.


Subject(s)
Flavonoids/isolation & purification , Plant Extracts/chemistry , Brachiaria/chemistry , Parabens/isolation & purification , Parabens/chemistry , Saponins/chemistry , Vanillic Acid/chemistry , Flavonoids/chemistry , Crotonates/isolation & purification , Crotonates/chemistry , Magnetic Resonance Spectroscopy , Molecular Structure , Chromatography, Thin Layer , Glycosides/isolation & purification , Glycosides/chemistry
7.
An. acad. bras. ciênc ; 89(1): 65-71, Jan,-Mar. 2017. tab, graf
Article in English | LILACS | ID: biblio-886616

ABSTRACT

ABSTRACT A new lactone, 7-epi-griffonilide (1), and six known compounds, 2, 3a - 3c, 4a and 4b, were isolated from the leaves of Bauhinia pentandra (Fabaceae). The structures elucidation of 1 and 2 were based on detailed 2D NMR techniques and spectral comparison with related compounds, leading to complete assignment of the 1H and 13C NMR spectra.


Subject(s)
Plant Leaves/chemistry , Bauhinia/chemistry , Lactones/isolation & purification , Lactones/chemistry , Reference Values , Stereoisomerism , Molecular Structure , Carbon-13 Magnetic Resonance Spectroscopy/methods , Proton Magnetic Resonance Spectroscopy/methods
8.
Rev. bras. farmacogn ; 26(4): 530-532, July-Aug. 2016. tab, graf
Article in English | LILACS | ID: biblio-1042248

ABSTRACT

ABSTRACT The larvicidal activity of the methanol extract, fractions and compounds 2-hydroxy-4-methoxy-6-propyl-methyl benzoate and (+)-usnic acid identified from the lichen Ramalina usnea (L.) R. Howe, Ramalinaceae, was tested against the third instar larvae of the Aedes aegypti mosquito. The methanol extract and three fractions showed activity, killing 100% and 96.6% of the larvae at a concentration of 150 µg/ml at 24 h. The isolated compounds, 2-hydroxy-4-methoxy-6-propyl-methyl benzoate and the (+)-usnic acid showed larvicidal activity, presenting LC50 values of 4.85 and 4.48 µg/ml, respectively. This is the first study of its kind reporting the larvicidal activity against the A. aegypti mosquito with compound (1).

9.
Rev. bras. farmacogn ; 25(4): 363-368, July-Aug. 2015. tab, graf
Article in English | LILACS | ID: lil-763199

ABSTRACT

AbstractSidastrum paniculatum (L.) Fryxell, Malvaceae, is popularly known in Brazil as “malva-roxa” or “malvavisco”. The species is found mainly in Northeast region where it is used by locals to treat spider bites and bee stings. Aiming to identify the chemical compounds from S. paniculatum secondary metabolism and to contribute to the chemotaxonomic knowledge of Malvaceae family, a phytochemical study of S. paniculatum was carried out. Besides that, the isolated compounds were evaluated for antileishmanial activity against promastigotes of Leishmania braziliensis. By using chromatographic techniques the study resulted the isolation of eight compounds: 3-oxo-21β-H-hop-22(29)-ene; sebiferic acid; sitosterol 3-O-β-d-glucopyranoside/stigmasterol 3-O-β-d-glucopyranoside; phaeophytin a; 132(S)-hydroxyphaeophytin a; 132(S)-hydroxy-(173)-ethoxyphaeophorbide a and 7,4′-di-O-methylisoescutellarein. The structure of all isolated compounds was elucidated by spectroscopic analysis, including two-dimensional NMR techniques. In addition, the isolated compounds phaeophytin a; 132(S)-hydroxyphaeophytin a; 132(S)-hydroxy-(173)-ethoxyphaeophorbide a and 7,4′-di-O-methylisoescutellarein exhibited antileishmanial activity against promastigotes of L. braziliensis.

10.
Rev. bras. farmacogn ; 25(4): 401-406, July-Aug. 2015. tab, graf
Article in English | LILACS | ID: lil-763211

ABSTRACT

AbstractLeishmaniasis and fungal infection treatment efficacy is limited by toxicity and ever increasing resistance to available drugs, requiring development of alternative compounds. The richness of Cerrado plant antimicrobial secondary metabolites justifies screening of Fabaceae species extracts: Enterolobium ellipticum Benth., Sclerolobium aureum (Tul.) Baill. and Vatairea macrocarpa(Benth.) Ducke, against Leishmania(Leishmania) amazonensis, yeasts and dermatophytes. Among the 26 extracts tested, more than 50% of the total demonstrated significant antifungal activity in comparison to the drug controls (minimal inhibitory concentration 0.12 to ≤31.25 µg/ml). Six extracts capable of complete parasitic growth inhibition had the inhibitory concentration index for 50% values from 9.23 to 78.65 µg/ml. The results led to the selection of the V. macrocarpa ethyl acetate root bark extract for chemical fractionation. This plant, traditionally referred to as angelim-do-cerrado or maleiteira, is used to treat superficial mycoses in Amazonia. A previously unreported pterocarpan vatacarpan together with the known compound musizin was isolated. Vatacarpan demonstrated a minimal inhibitory concentration value of 0.98 µg/ml against Candida albicans ATCC 10231, and thus comparable or superior to fluconazole and amphotericin B. The results add to literature's information the ability of pterocarpans to act as antimicrobial agents.

11.
Rev. bras. farmacogn ; 22(5): 1134-1139, Sept.-Oct. 2012. ilus, tab
Article in English | LILACS | ID: lil-649638

ABSTRACT

Chemical study of three medicinal plants: from leaves of Piper renitens (Miq.) Yunck, Piperaceae, and Siparuna guianensis Aubl., Siparunaceae, and from flowers of Alternanthera brasiliana (L.) Kuntze, Amaranthaceae, resulted in isolation of nine compounds: three steroids, β-sitosterol, stigmasterol from P. renitens and sitosterol-3-O-β-D-glucopyranoside from A. brasiliana, the diterpene kaurane ent-kauran-16α,17-diol from P. renitens, two derivatives kaempferol-methylether, kumatakenine (kaempferol-3,7-dimethylether) and kaempferol-3,7,3'-trimethylether from S. guianensis and three flavones, crysoeriol (5,7,4'-trihydroxy-3'-methoxyflavone), tricin (5,7,4'-trihydroxy-3',5'-dimethoxyflavone) and 7-O-β-D-glucopyranoside-5,4'-dihydroxy-3'-methoxyflavone from A. brasiliana. Compounds structures were determinate using 1D and 2D ¹H NMR and 13C spectral data, mass and IR spectra, comparing with literature data.

12.
An. acad. bras. ciênc ; 83(4): 1159-1164, Dec. 2011. ilus
Article in English | LILACS | ID: lil-607419

ABSTRACT

2-acetyl physcion (2-acetyl-1,8-dihydroxy-6-methoxy-3-methyl-9,10-anthraquinone, 2), a rare anthraquinone, was isolated from Senna macranthera var. nervosa (Vogel) H.S. Irwin & Barneby (Fabaceae). The chemical structure was elucidated and all ¹H and 13C NMR chemical shifts were assigned by NMR one- (¹HNMR, {¹H}-13CNMR, and APT-13CNMR) and two (COSY, NOESY, HMQC and HMBC) dimensional of this natural compound. Furthermore, the minor anthraquinones chrysophanol (3), chrysophanol-8-methyl ether (4) and physcion (5) were characterized by GC-MS analysis. The occurrence of the anthraquinones 3-5 confirms that S. macranthera is a typical representative of the genus Senna.


2-acetil-fisciona (2-acetil-1, 8-di-hidróxi-6-metóxi-3-metil-9, 10-antraquinona, 2), uma antraquinona rara, foi isolada de Senna acranthera var. nervosa (Vogel) H.S. Irwin & Barneby (Fabaceae). estrutura química foi elucidada e todos os deslocamentos químicos de RMN ¹H e 13C foram atribuídos através de RMN uni- (RMN¹H, {¹H}-RMN-13C e APT-RMN13C) e bi- (COSY, NOESY, HMQC e HMBC) dimensional deste composto natural. Adicionalmente, as antraquinonas minoritárias crisofanol (3), crisofanol-8-metil éter (4) e fisciona (5) foram caraterizadas pela análise de CG-EM. A ocorrência das antraquinonas 3-5 confirma que S. macranthera é uma típica representante do gênero Senna.


Subject(s)
Anthraquinones/chemistry , Senna Plant/chemistry , Anthraquinones/isolation & purification , Magnetic Resonance Spectroscopy , Molecular Structure
13.
Braz. arch. biol. technol ; 54(3): 535-541, May-June 2011. ilus, tab
Article in English | LILACS | ID: lil-591192

ABSTRACT

The aim of this work was to study the phytochemical and antifungal activity of anthraquinones and root and leaf extracts of Coccoloba mollis on phytopathogens. The chemical analysis of ethanolic extracts showed a mixture of long-chain hydrocarbons, carboxyl esters and 3-taraxerone in the leaf extract. Two anthraquinones (emodin and physcion) were isolated and identified from the root extract. Phytochemical screening using the pharmacognostic methods revealed the presence of flavonoids and tannins in the leaves and roots. Anthraquinones were only found in the root extract, no alkaloids, coumarins, saponins and simple phenolics were present. The antifungal activity of C. mollis extracts and anthraquinones isolated from the root of this plant against Botryospheria ribis, B. rhodina, Lasiodiplodia theobromae and Fusarium sp showed promising results for their use as fungicides, where emodin was the most active compound, which inhibited the microorganisms tested up to 44 percent.

14.
Acta amaz ; 41(3): 393-400, 2011. ilus, tab
Article in Portuguese | LILACS, VETINDEX | ID: lil-595557

ABSTRACT

Este trabalho relata o estudo químico de duas plantas medicinais da Amazônia: Philodendron scabrum K. krause (Araceae) e Vatairea guianensis Aubl. (Fabaceae). As composições dos óleos essenciais dos cipós de P. scabrum e dos frutos de V. guianensis, respectivamente, foram analisadas em CG-DIC e CG-EM. Os constituintes majoritários dos cipós de P. scabrum foram óxido de cariofileno (19,42%), α-copaeno (16,08%) e ß-bisaboleno (10,01%); e nos frutos de V. guianensis foram o ácido (9Z)-octadecenoico (24,95%) e o ácido docosahexaenoico (24,17%). ß-sitosterol e o alquilresorcinol 1-hexadecanoil-2,6-dihidroxibenzeno foram isolados do extrato etanólico dos cipós de P. scabrum; e do extrato etanólico dos frutos de V. guianensis, foram isoladas as antraquinonas crisofanol e fisciona. As determinações estruturais foram baseadas em dados de RMN de ¹H e 13C. RMN, uni e bidimensional e comparação com dados da literatura.


This work describes the chemical study of two medicinal plants of the Amazon Philodendron scabrum K. Krause (Araceae) and Vatairea guianensis Aubl. (Fabaceae). Essential oils composition from stems of Philodendron scabrum K. Krause (Araceae) and fruits of Vatairea guianensis Aubl. (Fabaceae), respectively were analyzed in GC-FID and GC-MS. The major constituents from stems of P. scarabum were caryophyllene oxide (22.42%), α-copaene (16.08%) and ß-bisabolene (12.01%) and from fruits of V. guianensis were (9Z)-octadecenoic acid (24.95%) and docosahexenoic acid (24.17%). ß-sitosterol and alkylresorcinol 1-hexadecanoyl-2,6-dihydroxybenzene were isolated from ethanolic extracts from stems of P. scabrum and from ethanolic extracts from fruits of V. guianensis, the athraquinones chrysophanol and physcion were isolated. The structure of isolated compounds we determinate wered based on data from ¹H and 13C NMR, including two dimensional analyses and comparison with literature data.


Subject(s)
Ointment Bases , Anthraquinones , Philodendron
15.
Rev. bras. farmacogn ; 20(5): 675-681, Oct.-Nov. 2010. ilus, tab
Article in Portuguese | LILACS | ID: lil-567420

ABSTRACT

O presente trabalho descreve o isolamento e a identificação de nove alcaloides indólicos monoterpênicos das cascas das raízes e folhas de Tabernaemontana salzmannii (Apocynaceae). As estruturas dos alcaloides foram identificadas através de métodos espectroscópicos uni (RMN ¹H, 13C, APT) e bidimensionais (¹H-¹H-COSY, ¹H-¹H-NOESY, HMQC e HMBC) e espectrometria de massas (EM), além da comparação com dados de literatura. Um screening in vitro da atividade antileucêmica foi feito com os alcaloides majoritários isolados. Dentre os nove alcaloides isolados, a isovoacangina e voacangina mostraram-se capazes de induzir morte celular por apoptose em células leucêmicas humanas THP-1.


This work describes the isolation and structural determination of nine monoterpenic indole alkaloids from the roots bark and leaves of Tabernaemontana salzmannii. The alkaloids were identified by spectroscopic methods uni (NMR ¹H, 13C, APT) and two-dimensional (¹H-¹H-COSY, ¹H-¹H-NOESY, HMQC and HMBC) and mass spectra besides comparison with literature data. An in vitro screening was done with the isolated major alkaloids. Among the nine alkaloids isolated, isovoacangine and voacangine alkaloids were able to induce apoptosis cell death in human leukemic cells line THP-1.

16.
Braz. j. microbiol ; 41(3): 612-620, Oct. 2010. ilus, graf, tab
Article in English | LILACS | ID: lil-549402

ABSTRACT

Staphylococci bacteria are involved in many human and animal infections and development of alternative antimicrobial drugs against pathogenic bacteria is of great interest to the pharmaceutical industry. This study investigated the in vitro effect of Rauvolfia grandiflora methanol extract (root bark fraction) (RGE) on the density of ATCC strains of Staphylococcus aureus and Staphylococcus epidermidis, and a clinical enterotoxin-producer, S. aureus bovine strain. The alkaloid, isoreserpiline, obtained from dichloromethane extract of R. grandiflora was ineffective against the strains tested. After incubation of staphylococci strains in the presence of 1.2 mg.mL-1 RGE, a significant inhibition of cell growth was observed using both spectrophotometry and ELISA assays. Twelve drugs were evaluated for their antimicrobial effects on culture RGE-treated cells using the disk diffusion method. Penicillin resistant strains became sensitive to the drug after RGE treatment. Furthermore, enterotoxin production by RGE-treated S. aureus was evaluated using a standardized ELISA method. Although staphylococcal LSA 88 bovine strain cells remained viable after exposure to the extract, enterotoxin production was precluded in 20 percent after RGE treatment. Significant interference in staphylococci cell density, drug sensitivity and enterotoxin secretion was observed after treatment. The study highlights the necessity to find new methods of disease prevention and new antibiotic therapies against staphylococcal infections.


Subject(s)
Anti-Bacterial Agents , Drug Resistance , Enterotoxins/analysis , In Vitro Techniques , Rauwolfia/toxicity , Staphylococcal Infections , Staphylococcus aureus/isolation & purification , Staphylococcus aureus/pathogenicity , Enzyme-Linked Immunosorbent Assay , Methods , Methods
17.
Rev. bras. farmacogn ; 20(4): 615-620, ago.-set. 2010. tab
Article in Portuguese | LILACS | ID: lil-557953

ABSTRACT

Este trabalho descreve a composição química dos óleos essenciais e o isolamento de onze substâncias de Eupatorium ballotifolium Kunth, Asteraceae. Os óleos essenciais foram obtidos por hidrodestilação, analisados por CG-EM e avaliados quanto às suas atividades frente à enzima acetilcolinesterase. O rendimento dos óleos foi de 0,11 por cento para as folhas e 0,03 por cento para os talos. Os principais constituintes dos óleos foram os sesquiterpenos β-cariofileno (24,9 e 22,2 por cento), espatulenol (17,7 e 12,4 por cento) e epóxi-allo-aromadendreno (23,0 e 23,6 por cento). Do extrato hexânico da parte aérea foi isolada a mistura de β-sitosterol e estigmasterol, incluindo suas formas glicosiladas, e os triterpenos acetato de taraxasterila e taraxasterol, enquanto, do extrato etanólico foram isolados os flavonóides nepetina and 3-O-glicosil-quercetina. Do extrato hexânico das raízes foram isolados os triterpenos epi-friedelanol e damara-20,24-dien-3β-ol e do extrato etanólico a cumarina 11-hidroxi-11,12-di-hidroobliquina. As estruturas de todos os compostos foram determinadas usando técnicas espectroscópica tais como IV, EM e RMN ¹H e 13C.


This work describes the chemical composition of the essential oils and the isolation of eleven substances from Eupatorium ballotifolium Kunth, Asteraceae. The essential oils were obtained by hydrodistillation, analyzed by GC/MS and evaluated towards the acetylcholinesterase enzyme. The oils yield was of 0.11 percent for the leaves and 0.03 percent for the stems. The main constituents of the oils were the sesquiterpenes β-caryophyllene (24.9 and 22.2 percent), spathulenol (17.7 and 12.4 percent) and epoxy-allo-aromadendrene (23.0 and 23.6 percent). From the hexane extract of the aerial part were isolated a mixture of sitosterol and stigmasterol, its glucosides, and the triterpenes taraxasteryl acetate and taraxasterol, while from the ethanol extract were obtained the flavonoids nepetin and 3-O-glucoside-quercetin. The triterpenes epi-friedelanol and dammara-20,24-dien-3β-ol were obtained from the hexane extract of roots, while the coumarin 11-hydroxy-11,12-di-hydroobliquine was obtained from the ethanol extract. The structures of all compounds were determinate based on spectroscopic methods such as IR, MS and ¹H and 13C NMR.

18.
Rev. bras. farmacogn ; 20(1): 75-81, Jan.-Mar. 2010. ilus, tab
Article in Portuguese | LILACS | ID: lil-551267

ABSTRACT

O presente trabalho descreve o isolamento e a identificação de nove alcaloides indólicos monoterpênicos das cascas das raízes e folhas de Tabernaemontana salzmannii (Apocynaceae). As estruturas dos alcaloides foram identificadas através de métodos espectroscópicos uni (RMN ¹H, 13C, APT) e bidimensionais (¹H-¹H-COSY, ¹H-¹H-NOESY, HMQC e HMBC) e espectrometria de massas (EM), além da comparação com dados de literatura. Um screening in vitro da atividade antileucêmica foi feito com os alcaloides majoritários isolados. Dentre os nove alcaloides isolados, a isovoacangina e voacangina mostraram-se capazes de induzir morte celular por apoptose em células leucêmicas humanas THP-1.


This work describes the isolation and structural determination of nine monoterpenic indole alkaloids from the root barks and leaves of Tabernaemontana salzmannii. The alkaloids were identified by spectroscopic methods uni (NMR ¹H, 13C, APT) and two-dimensional (¹H-¹H-COSY, ¹H-¹H-NOESY, HMQC and HMBC) and mass spectra besides comparison with literature data. An in vitro screening was done with the isolated major alkaloids. Among the nine alkaloids isolated, isovoacangine and voacangine alkaloids were able to induce apoptosis cell death in human leukemic cells line THP-1.

19.
Rev. bras. farmacogn ; 19(3): 710-714, jul.-set. 2009. ilus, tab
Article in Portuguese | LILACS | ID: lil-537914

ABSTRACT

Os óleos essenciais de Lantana camara L. e Lantana sp., Verbenaceae, foram obtidos por hidrodestilação e seus componentes analisados por CG/EM. Tal procedimento analítico revelou a predominância dos sesquiterpenos, biciclogermacreno (19,42 por cento), isocariofileno (16,70 por cento), valenceno (12,94 por cento) e germacreno D (12,34 por cento) no óleo de L. camara, enquanto o biciclogermacreno (13,93 por cento), germancreno D (27,54 e β-cariofileno (31,50 por cento), por cento) destacaram-se como majoritários no óleo de Lantana sp. Os dois óleos foram submetidos a avaliação de atividades antibacteriana e de toxicidade usando as larvas de Artemia salina. Os resultados mostraram considerável atividade antibacteriana do óleo de L. camara, principalmente para Proteus vulgaris (ATCC 13315) e Escherichia coli (ATCC 25922). O óleo de Lantana sp. mostrou-se mais significativo contra Sthaphylococcus aureus (ATCC 10390). As atividades de toxicidade CL50 revelaram resultados inferiores ao limite padrão de 1000 μg/mL.


The essential oils from Lantana camara L. and Lantana sp. Verbenaceae, were obtained by hydrodistillation and analyzed by GC/MS. This GC/MS analysis revealed the sesquiterpenoids bicyclogermacrene (19.42 percent), isocaryophyllene (16.70 percent), valencene (12.94 percent) and germacrene D (12.34 percent) as majoritaries in the essential oil of L. camara, and bicyclogermacrene (13.93 percent), germacrene D (27.54 and β-caryophyllene (31.50 percent) in the essential oil from Lantana sp. The two essential oils were evaluated to antibacterial activity and toxicity using Artemia salina. The results revealed considerable antibacterial activity for essential oil from L. camara, meanly for Proteus vulgaris (ATCC 13315) and Escherichia coli (ATCC 25922). The essential oil of Lantana sp. showed major activity for Sthaphylococcus aureus (ATCC 10390). The evaluation of toxicity CL50 revealed results with minor values to limit pattern of 1000 μg/mL.

20.
Rev. bras. farmacogn ; 19(2a): 366-369, Apr.-June 2009. ilus, tab
Article in English | LILACS | ID: lil-524539

ABSTRACT

From the hexanic extract of the stem from Swartzia apetala Raddi var. glabra were isolated one stilbene (1), one flavanone (2), one pterocarpan (3), one triterpene (4) and a mixture of three steroids (5 to 7). The crude extract and the compounds isolated were submitted to evaluation of the antifungal activity against nine yeast standard ATCC of the Candida genus. Among the compounds only the triterpene (4) and the mixture of steroids (5 to 7) showed no activity. The structures of the compounds were determined by spectral data analysis of GC/MS and ¹H and 13C NMR (1D and 2D experiments), as well as comparison with literature values.


Do extrato hexânico da madeira de Swartzia apetala Raddi var. glabra foram isolados um estilbeno (1), uma flavanona (2), um pterocarpano (3), um triterpeno (4) e uma mistura de esteróides (5 a 7). O extrato bruto e as substâncias isoladas foram submetidas à avaliação do potencial antifúngico usando nove cepas padrão ATCC do gênero Candida. Entre as substâncias testadas apenas o triterpeno (4) e a mistura de esteróides (5 a 7) não apresentaram atividade. As estruturas das substâncias foram determinadas através da análise dos espectros de CG/EM, e RMN (1D e 2D) e comparação com dados da literatura.

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