Constituintes químicos de Gustavia augusta L. (Lecythidaceae)

Gustavia augusta is used in the folk medicine against leishmaniosis and showed anti-inflammatory action. The phytochemical studies of the plant stem bark have led to the isolation of (22E)-stigmasta-7,22-dien-3beta-ol, 24alpha(S)-ethyl-5alpha-colesta-7,trans-22-dien-3-one, D-friedoolean-14-en-3beta-ol, D-friedoolean-14-en-3-one and D-friedoolean-14-en-3alpha-ol along with stigmasterol, alpha-amyrin, beta-amyrin, lupeol, 3alpha-hidroxi-lupeol and betulinic acid. The structures of these compounds were identified by IR, GC/MS, ¹H and 13C NMR spectral analysis and comparison with literature data.

Triterpenóides pentacíclicos de Mentha villosa: identificação estrutural e atribuição dos deslocamentos químicos dos átomos de hidrogênio e carbono

The structures of seven oleanene and ursene triterpenoids (1-7) isolated from aerial parts of Mentha villosa were identified. In addition, the complete ¹H and 13C resonance assignments of these triterpenoids were accomplished using 1D and 2D NMR spectroscopic experiments.

Lignanas e triterpenos do extrato citotóxico de Eriope blanchetii

This phytochemical study performed with the cytotoxic chloroformic extract of Eriope blanchetii (Benth.) Harley was the first work with this species and describes from aerial parts the isolation of two lignans of podophylotoxin type named beta-peltatin and alpha-peltatin. Besides them it was obtained four triterpenes; oleanolic acid, ursolic acid, 2alpha,3beta-dihydroxy-urs-12-en-28-olic acid, 2alpha,3beta,19alpha-trihydroxy-urs-12-en-28-olic acid, named tormentic acid and 3beta-glucosyl-sitosterol. The compounds were identified by analysis of their spectral data.

Triterpenos de Styrax camporum (styracaceae)

Chemical investigation of the leaves of Styrax camporum (Styracaceae) resulted in the isolation of the lignan lariciresinol and six triterpenes: ursolic acid, 2alpha,3alpha-dihydroxy-urs-12-en-28-oic acid and mixtures of uvaol and erythrodiol, as well as 3beta-O-trans-p-coumaroyl-2alpha-hydroxy-urs-12-en-28-oic acid and 3b-O-trans-p-coumaroylmaslinic acid. The structures of these compounds were established by spectroscopic analysis. This paper deals with the first report of these compounds in S. camporum.

Flavonóides e triterpenos de Baccharis pseudotenuifolia: bioatividade sobre Artemia salina

The phytochemical investigation of the chloroformic and methanolic extracts of the Baccharis pseudotenuifolia led to the isolation of triterpenes, steroids and flavonoids. From chloroformic extract were isolated oleanolic acid and alpha-spinasterol while from methanolic extract were isolated the flavonoids: hispidulin, naringenin, 3'-methoxy-luteolin, apigenin, kaempferol, eriodyctiol, aromadendrin, quercetin, 3'-methoxy-quercetin, quercetin-3-O-rhamnoside and quercetin-3-O-glucoside. The structure of these compounds were identified by IR, CG/MS, ¹H and 13C NMR spectral analysis and comparison with literature. In addition, the extracts were evaluated by means of Brine Shrimp Lethality test and the highier activity was observed in the chloroformic extract.

Flavonóide e triterpenos de Stigmaphyllom paralias

Stigmaphyllom paralias is a herb belonging to the family Malpighiaceae that occurs in sand soil of brazilian " restinga". This is the first report regarding phytochemical study with this species. The hexane extract of the aerial parts of plant afforded the triterpenes friedelin, lupenone, 3-oxo-alpha-amirin and 3-oxo-beta-amirin, the mixture of alpha-amirinyl palmitate and stearate, lupeol and 3,4-seco-friedelan-3-oic acid. The AcOEt extract yielded the flavonoid luteolin-7-rutinoside. All compounds were characterized by analysis of spectrometric data and the fatty acids esterified with alpha-amirine were identified by GC/MS of methyl derivatives of transesterified products . This is the first natural occurence of 3,4-seco-friedelan-3-oic acid and the 13C NMR spectral data were inequivocally assigned by two-dimensional techniques. This work also permitted to correct the 13C NMR resonances attributed to methyl groups C-26 and C-27 of fridelin.

Constituintes químicos de Arrabidaea samydoides (Bignoniaceae)

Chemical investigation of Arrabidaea samydoides resulted in the isolation of the flavone chrysin; five triterpenes: lupeol, ursolic acid, 3b,16a-dihydroxy-urs-12-ene, uvaol, and erythrodiol; and two sterols: sitosterol and stigmasterol. The structures of these compounds were established by spectroscopic analysis. This paper deal with the first phytochemical study of Arrabidaea samydoides.

Dirhamnosyl flavonoid and other constituents from Brillantaisia palisatii

A mixture containing sitosterol and stigmasterol; a new triterpene 3-epi-ursolic acid; another triterpene mixture comprising a-amyrin, b-amyrin and lupeol; verbascoside, a phenylpropanoid glycoside; and lespedin, a glycosyl flavonoid, were isolated. The less polar compounds (steroids and triterpenoids) were isolated from the hexane partition of the crude ethanolic extract while the more polar ones (phenylpropanoid glycoside and glycosyl flavonoid) were isolated from the ethyl acetate partition of the same extract. The structures of all compounds were established using modern spectrometric methods of elucidation. The spectroscopic data of Lespedin, a rare dirhamnosylflavonol with hypotensor activity and of the triterpene, 3-epi-ursolic acid, are also reported.

Triterpenos e ferulatos de alquila de Maprounea guianensis

This work describes the phytochemical study of hexane extracts from the stem of Maprounea guianensis. Besides 3-oxo-21alpha-H-hop-22(29)-en (moretenone), beta-sitosterol, lupenone and lupeol, a mixture of dodecosyl, tetracosyl, hexacosyl, octacosyl and triacontyl ferulates was also isolated, as well as 3-beta-acetoxy-lup-20(29)-en-28-oic acid, 3beta-O-trans-p-coumaroyl-lup-20(29)-en-28-oic acid and 3beta-O-trans-p-coumaroyl-urs-12-en-28-oic acid. The structures of these compounds were established by spectroscopic analysis.

Resina de Protium heptaphyllum: isolamento, caracterização estrutural e avaliação das propriedades térmicas

Three mixtures of triterpenes (maniladiol and breine; alpha and beta-amyrin; lupenone, alpha and beta-amyrinone) were isolated from Protium heptaphyllum March resin. The structural identification was based on NMR and mass spectrometry data. Lupenone, and alpha and beta-amyrinone were not reported before as constituents of this resin. The resin was submitted to methylation and acetylation reactions. The pure and derivatized resins and the mixtures (maniladiol and breine; alpha and beta-amyrin) were analyzed by TG and DSC. The TG curves revealed that the derivatization decreases the thermal stability of the resin. The DSC curves showed peaks that can be assigned to evaporation and phase transitions processes.

Constituintes químicos de Luehea divaricata Mart. (Tiliaceae)

Chemical studies of the leaves of L. divaricata afforded 3beta-p-hydroxybenzoyl-tormentic acid, a triterpene with an ursene-type skeleton, a mixture whose main compound was an oleanene derivative, the maslinic acid, a C-glycoside flavone, vitexin and glucopyranosylsitosterol. A flavonoid, characterized as (-)-epicatechin, which belongs to the flavan-3-ol class, was isolated from the stem's bark. The structures of the compounds were elucidated by spectroscopic analysis. The antibacterial, antifungal and antiproliferative activities of the crude methanolic extracts of leaves and bark were evaluated and the antibacterial properties of the fractions of the barks were also investigated.

Triterpenóides pentacíclicos das folhas de Terminalia brasiliensis

Eleven oleanane, ursane and lupane-type triterpenes were isolated from the leaves of Terminalia brasiliensis Camb, daturadiol (3b,6beta-dihydroxy-olean-12-ene), 3beta-hydroxy-30-norlupan-20-one, lupenone, beta-amyrenone, alpha-amyrenone, lupeol, beta-amyrin, alpha-amyrin, betulin, erythrodiol and uvaol, in addition to squalene, sitosterol and alpha-tocopherol. The structures of these compounds were identified by ¹H and 13C NMR spectral analysis and comparison with literature data.

Bauer-7-en-3beta-yl acetate: a major constituent of unusual samples of Brazilian propolis

The pentacyclic triterpenoid bauer-7-en-3beta-yl acetate was obtained from the chloroform extract of an unusual sample of propolis from southeast Brazil with the yield of 7%. The compound was identified by comparison of IR, MS and NMR analysis with published data.

Triterpenos e alcalóide tipo cantinona dos galhos de Simaba polyphylla (Cavalcante) W.W. Thomas (Simaroubaceae)

Simaba polyphylla is a small tree found in the Amazon region, known by the common names "marupazinho" or "serve para tudo". It is used in traditional medicine for the treatment of fevers. This work describes the phytochemical study of the hexane extract and chloroform fraction obtained by partitioning the methanol extract of stems, which led to isolation and identification of the triterpenes niloticin, dyhidroniloticin, taraxerone and of the cytotoxic alkaloid 9-methoxy-canthin-6-one. These compounds are described for the first time in S. polyphylla.

Gênero Calophyllum: importância química e farmacológica

The Calophyllum genus (Clusiaceae) is composed of about 200 species, with a pantropical distribution. Some species are medicinal and are used against several diseases, including gastric ulcers, infectious pathologies, painful, inflammatory processes and as molluscicidal. A search in the literature regarding the chemical and biological aspects of these plants indicates cytotoxic activity against several cell lines, inhibition of HIV-1 reverse transcriptase, antisecretory and cytoprotective properties, antinociceptive, molluscicidal and antimicrobial effects, among others, related particularly to the presence of coumarins, xanthones, flavonoids, and triterpenes.