Anticholinesterase activity of ß-carboline-1, 3, 5-triazine hybrids

Abstract The ß-carboline-1,3,5-triazine hydrochlorides 8-13 were evaluated in vitro against acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE). The analysed compounds were selective to BuChE, with IC50 values in the range from 1.0-18.8 µM being obtained. The N-{2-[(4,6-dihydrazinyl-1,3,5-triazin-2-yl)amino]ethyl}-1-phenyl-ß-carboline-3-carboxamide (12) was the most potent compound and kinetic studies indicate that it acts as a competitive inhibitor of BuChE. Molecular docking studies show that 12 strongly interacts with the residues of His438 (residue of the catalytic triad) and Trp82 (residue of catalytic anionic site), confirming that this compound competes with the same binding site of the butyrylthiocholine

Healing effect of the ointment made of Equisetum pyramidale in the treatment of cutaneous lesions in diabetic rats

This study aimed to evaluate the anti-inflammatory and repair effects of the ethanolic extract and ointment of Equisetum pyramidale on the skin lesions of rats induced to diabetes. After the induction of diabetes with alloxan, a surgical procedure was performed on the back of each rat. Then, they were separated into treatment groups: G1 ethanol extract of E. pyramidale; G2-ointment (extract of E. pyramidale 80g + 20g of vaseline:lanolin 1:1); G3 control (vehicle vaseline:lanolin 1:1); and G4-no treatment during 3, 7 and 14 days. The samples were embedded in paraffin and stained with hematoxylin-eosin for histological analysis. The findings showed that the use of ethanolic extract as well as the ointment decreased the inflammatory cells at the site of inflammation, resulting a faster healing, with less crusting and lower amount of secretion in comparison to the control group. Therapy with topical herbal was an effective method in the inflammatory process of tissue repair, contributing to a faster and more organized tissue re-epithelialization.

Chemical characterization of bioactive compounds from the endophytic fungus Diaporthe helianthi isolated from Luehea divaricata

Endophytic microorganisms, defined as fungi or bacteria that colonize the interior of plants without causing any immediate negative effects or damages, have reciprocal relationships with host plants. In some cases their presence is beneficial to the host due to the synthesis of bioactive compounds, among which several alcohols, esters, ketones and others that may react with other compounds and may be lethal to pathogenic microorganisms. Diaporthe helianthi (Phomopsis helianthi in its anamorphic phase) is available worldwide, especially in Europe, Asia and America. Isolated in Europe as an agent of the sunflower stem cancer, it has also been endophytically isolated from tropical and temperate plants. A D. helianthi strain isolated from Luehea divaricata has been employed in current research. An investigation of the secondary metabolite from D. helianthi by CC and NMR of ¹H and 13C yielded the separation of 10 fractions and the identification of the phenolic compound 2(-4 hydroxyphenyl)-ethanol (Tyrosol). Its antimicrobial reaction was tested and the ensuing antagonistic effects on the human pathogenic bacteria Enterococcus hirae, Escherichia coli, Micrococcus luteus, Salmonella typhi, Staphylococcus aureus, phytopathogenic Xanthomonas asc. phaseoli and phytopathogenic fungi were demonstrated. Results show that bioactive compounds and Tyrosol produced by D. helianthi have a biotechnological potential.

Potencial alelopático de Tropaeolum majus L. na germinação e crescimento inicial de plântulas de picão-preto / Allelophaty potential of Tropaeolum majus L on picão-preto seeds germination and initial seedling growth

Objetivou-se com este estudo avaliar o potencial alelopático de extratos metanólicos de folhas, flores e raízes de capuchinha (Tropaeolum majus L.) sobre a germinação de sementes e o crescimento inicial de plântulas de picão-preto. O extrato metanólico com melhor potencial de inibição foi submetido a particionamento, resultando nas frações hexânica, clorofórmica, acetato de etila e hidrometanólica e posterior caracterização pelo espectro de absorção na região do infravermelho (IV). O efeito alelopático foi avaliado sobre as sementes de picão-preto, as quais foram distribuídas sobre papel germitest umedecido com 2mL dos extratos e mantidas em germinador do tipo B.O.D. regulado a temperatura de 25°C e luz branca constante, sendo que as sementes imersas diretamente em água constituíram o tratamento controle. A avaliação da qualidade da semente foi realizada pelos testes de germinação e vigor (primeira contagem e comprimento de raiz primária e de hipocótilo das plântulas), em delineamento inteiramente ao acaso. O potencial alelopático das folhas de capuchinha foi maior em relação às demais partes da planta sobre a germinação das sementes, comprimento de hipocótilo e de raiz das plântulas de picão-preto. Estes efeitos podem estar associados à presença de grupos químicos polares, pois à medida que se aumentou a polaridade dos solventes detectou-se maior efeito inibitório sobre a germinação e o crescimento inicial de plântulas de picão-preto.

This research aimed to evaluate the metanolic extracts allelopathic potential from leaves, flowers and roots of capuchinha (Tropaeolum majus L.) on picão-preto seeds germination and initial seedling growth. The best inhibitor metanolic extract was fractioned, in hexanic, cloroformic, etil acetate and hidrometanolic fractions and it was characterized through absorption spectrum using mid-infrared. To evaluate the allelopathic effect of metanolic extracts and the fractions aftereffect; it was used picão-preto seeds distributed on 2ml extracts moistured paper maintained in B.O.D. germinator at 25°C and white constant light. Seeds sowed directly in water moistured germitest paper constituted the control. The allelopathic potential extracts were evaluated through the first count, final germination percentage, seedlings primary root and hypocotyl length (cm). The experiment was carried out DIC with three replications of 25 seeds. The capuchinha leaves showed allelopathic potential on picão-preto seeds germination, hypocotyl and seedlings primary root length. It was suggested that such effects are associated to the presence of polar chemical groups because the increase in the solvents polarity detected the major picão-preto germination and seedlings growth inhibition effect.

Free radical scavenging and anti-edematogenic activities of Paullinia elegans Cambess., Sapindaceae, leaves extracts / Atividades sequestradora de radicais livres e anti-edematogênica de extratos das folhas de Paullinia elegans Cambess., Sapindaceae

Ethanol extract of the leaves of Paullinia elegans Cambess., Sapindaceae, and its hexane, chloroform, ethyl acetate, and hydroethanol fractions were evaluated for their antiedematogenic and free radical scavenging activities. The ethanol extract and the hexane fraction produced statistically significant inhibition (74.4 and 76.0 percent, respectively) of the ear edema induced by croton oil in mice, observed at doses of 5 mg/ear. The ethyl acetate and hydroethanol fractions showed significant radical scavenging effect in the DPPH assay, with IC50 of 36.7 and 30.1 µg/mL, respectively. Fractionation of the extracts through chromatographic methods afforded epifriedelanol, oleanolic acid 3-O-acetyl, a mixture of stigmasterol 3-β-O-glucopyranoside and sitosterol 3-β-O-glucopyranoside, kaempferol 3,7-O-α-dirhamnopyranoside, kaempeferol-3-O-α-rhamnopyranoside and 2-O-methyl-chiro-inositol. The compounds were identified on the basis of their NMR spectral data and comparison with those of literature.

O extrato etanólico das folhas de Paullinia elegans Cambess., Sapindaceae, e as frações n-hexano, clorofórmio, acetato de etila e hidroetanólica, obtidas de seu fracionamento, foram avaliadas quanto às suas atividades anti-edematogênica e sequestradora de radicais livres. O extrato etanólico e a fração hexano produziram inibição significativa (74,4 e 76,0 por cento, respectivamente) do edema da orelha induzido pelo óleo de cróton em ratos, em doses de 5 mg/orelha. As frações acetato de etila e hidroetanólica mostraram atividade sequestradora de radicais livres no ensaio de DPPH, com IC50 de 36,7 e de 30,1 µg/mL, respectivamente. O fracionamento dos extratos pelo uso de métodos cromatográficos resultou no isolamento do epifriedelanol, ácido 3-O-acetil oleanólico, mistura do stigmasterol 3-β-O-glucopiranosídeo e sitosterol 3-β-O-glucopiranosídeo, canferol, canferol 3,7-O-α-diramnopiranosídeo, canferol 3-O-α-ramnopiranosídeo e 2-O-metil-chiro-inositol. Os compostos foram identificados com base na comparação de seus dados espectroscópicos de RMN com os da literatura.

In vitro antibacterial activity of a 7-O-beta-D-glucopyranosyl-nutanocoumarin from Chaptalia nutans (Asteraceae)

Ethanolic crude extracts from the roots of Chaptalia nutans, traditionally used in Brazilian folk medicine, were screened against Staphylococcus aureus, Escherichia coli, and Pseudomonas aeruginosa by using the disk diffusion test technique. S. aureus with 14 mm inhibition zone was considered susceptible. E. coli and P. aeruginosa without such a zone were considered resistant. As a result of this finding, the ethanolic crude extract was fractionated on silica gel column chromatography into five fractions. The ethyl acetate fraction was active against S. aureus and Bacillus subtilis. Further column chromatography separation of the ethyl acetate fraction afforded 30 fractions, which were assayed against S. aureus. Fractions 16 and 17 showed inhibition zones with S. aureus, indicating the presence of active compounds, and were subjected to purification by repeated preparative thin layer chromatography. The pure compound 7-O-beta-D-glucopyranosyl-nutanocoumarin inhibited B. subtilis and S. aureus at concentrations of 62.5 æg/ml and 125 æg/ml, respectively. The antibacterial property of C. nutans appears to have justified its use for the treatment of wounds, which are contaminated through bacterial infections