ABSTRACT
Pouteria caimito (Sapotaceae) is widely distributed throughout Latin America, including Brazil. The yellow fruits, known as abiu, caimito, or abiurana, are eaten in natura or used to prepare desserts. In addition to being a commercially available Brazilian fruit, P. caimito has also been used as a traditional medicine. Therefore, hexane, ethanol, and aqueous extracts from its leaves were evaluated for radical-scavenging activity. Free radical-scavenging activity was tested using the DPPH assay. Total phenolic and proanthocyanidin contents were also determined. The aqueous extract comprised the highest total phenol and proanthocyanidin contents (173.6 g/mL) and showed the highest radical-scavenging activity (ED50= 36.1 g/mL). Phytochemical analysis of the hexane extract allowed the isolation of spinasterol. We found a high correlation between total phenolic and proanthocyanidin contents and radical-scavenging activity. To our knowledge, this is the first time spinasterol has been isolated from P. caimito leaves.
ABSTRACT
This article summarized the chemical constituents and pharmacological activities of Lysimachia L., thus providing scientific and theoretical basis for development of this genus. Literatures of experimental studies on Lysimachia genus at home and abroad were consulted and summarized. The chemical research showed that the main compounds in Lysimachia genus were triterpenoids and their glycosides, flavonoids and their glycosides, organic acids, and sterols. Pharmacological investigation showed that the plants of this genus had anti-tumor, anti-inflammatory, antioxidant, and α-glucosidase inhibitory activities. Lysimachia genus should be further researched and utilized, which is abundant in our country.
ABSTRACT
To investigate the chemical constituents of Dianthus superbus. The chemical constituents were isolated from 95% alcohol extract of D. superbus by silica gel column chromatography, Sephadex LH-20 column chromatography, and HPLC. Their chemical structures were elucidated on the basis of 1D NMR and ESI-MS spectroscopic analyses. Nine compounds including three flavanoids, two sterols, three triterpenes, and one γ-lactone were isolated. Their structures were identified as 5-hydroxy-7, 3', 4'-trimethoxyflavanone (1), 5, 3'-dihydroxy-7, 4'-dimethoxyflavanone (2), 5, 4'-dihydroxy-7, 3'-dimethoxyflavanone (3), β-spinasterol (4), sterculin A (5), (24R)-cycloart-25-ene-3β, 24-diol (6), (24S)-cycloart-25-ene-3β, 24-diol (7), stigmast-7-en-3β-ol (8), and hydoxydihydrobovolide (9). Conclusion All the compounds (1-9) are isolated from D. superbu for the first time.
ABSTRACT
Objective: To study the chemical constituents from the whole plant of Actinostemma lobatum. Methods: The compounds were isolated and purified by various column chromatographies. Their structures were elucidated by means of chemical evidences and spectral analyses (MS, 1H-NMR, and 13C-NMR). Results: Sixteen compounds were isolated and identified as actinostemmoside A (1), actinostemmoside C (2), actinostemmoside D (3), actinostemmoside E (4), cucurbitacin E (5), β-sitosterol (6), daucosterol (7), α-spinasterol (8), α-spinasterol-3-O-β-D-glucopyranoside (9), 22, 23-dehydroxy-α-chondrillasterone (10), quercetin (11), kaempferol (12), rutin (13), quercitrin (14), kaempferol-3-O-α-L-rhamnopyranosyl (1→6)-β-D-glucoypyranoside (15), and isoquercitrin (16). Conclusion: Compounds 5-10 are obtained from this genus for the first time.
ABSTRACT
alpha spinasterol was identified in stems of Amaranthus spinosus. The structure was obtained by spectroscopic methods and comparison with literature data.
alfa spinasterol fue identificado en ramas de Amaranthus spinosus. La estructura fue obtenida por metodos espectroscópicos y por comparación con datos de literature.
Subject(s)
Amaranthus/chemistry , Stigmasterol/isolation & purification , Stigmasterol/analogs & derivatives , Plant Stems/chemistry , Spectrum AnalysisABSTRACT
Objective: To investigate the chemical constituents from the aerial parts of Achillea alpina. Methods: The compounds were isolated and purified by various chromatographic techniques and their structures were characterized on the basis of physicochemical properties and their spectral analyses. Results: Eleven compounds were isolated. Their structures were identified as epifriedelanol (1), spinasterol (2), β-sitosterol (3), 5, 6-epoxy-24(R)-methylcholesta-7, 22-dien-3β-ol (4), β-daucosterol (5), schensianol A (6), negunfurol (7), (3S, 5S, 8R)-3, 5-dihydroxymegastigma-6, 7-dien-9-one (8), saropeptate (9), (+)-syringaresinol (10), and (±)-lariciresinol (11). Conclusion: All the compounds are isolated from the aerial parts of A. alpina for the first time, and compounds 1, 2, 4, 6-11 are reported to obtain from the plants in Achillea L. for the first time.
ABSTRACT
Crude extracts and fractions of five species of Polygala - P. campestris, P. cyparissias, P. paniculata, P. pulchella and P. sabulosa - were investigated for their in vitro antifungal activity against opportunistic Candida species, Cryptococcus gattii and Sporothrix schenckii with bioautographic and microdilution assays. In the bioautographic assays, the major extracts were active against the fungi tested. In the minimal concentration inhibitory (MIC) assay, the hexane extract of P. paniculata and EtOAc fraction of P. sabulosa showed the best antifungal activity, with MIC values of 60 and 30 µg/mL, respectively, against C. tropicalis, C. gattii and S. schenckii. The compounds isolated from P. sabulosa prenyloxycoumarin and 1,2,3,4,5,6-hexanehexol displayed antifungal activity against S. schenckii (with MICs of 125 µg/mL and 250 µg/mL, respectively) and C. gattii (both with MICs of 250 µg/mL). Rutin and aurapten isolated from P. paniculata showed antifungal activity against C. gattii with MIC values of 60 and 250 µg/mL, respectively. In the antifungal screening, few of the isolated compounds showed good antifungal inhibition. The compound á-spinasterol showed broad activity against the species tested, while rutin had the best activity with the lowest MIC values for the microorganisms tested. These two compounds may be chemically modified by the introduction of a substitute group that would alter several physico-chemical properties of the molecule, such as hydrophobicity, electronic density and steric strain.
Subject(s)
In Vitro Techniques , Plant Structures , Polygala , Polygalaceae/growth & development , Rutin/analysis , PlantsABSTRACT
3-hydroxy-1-methylene-2,3,4,4-tetrahydroxynapthalene-2-carbaldehyde (1), 22,23-dihydroxy spinasterol (2) were isolated from petroleum ether extrct of the fruits of Luffa cylindrical. The structures of the isolated compounds were elucidated by extensive spectroscopic studies including IR and high field NMR analysis.Petroleum ether extract (i.e. crude extract) exhibited mild to moderate antimicrobial activity. This is the first report of isolation of compound of 1 2 from this species.
3-hydroxi-1-metilen-2,3,4,4-tetrahidroxinaftalen-2-carbaldehido (1), 22,23-dihidroxispinasterol (2) fueron aislados de un extracto en eter de petróleo de la fruta de Luffa cylindrica. Las estructuras de estos compuestos fueron deducidas por estudios espectroscópicos incluyendo IR y RMN de alto campo. El extracto crudo en éter de petróleo mostró actividad antimicrobiana de leve a moderada. El presente estudio representa el primer reporte de estos compuestos en L cylindrica.
Subject(s)
Anti-Bacterial Agents/analysis , Anti-Bacterial Agents/pharmacology , Bacteria , Luffa/chemistry , Spectrum AnalysisABSTRACT
We purified phytoestrogens from Pueraria root (Pueraria mirifica from Thailand and Pueraria lobata from Korea), which is used as a rejuvenating folk medicine in Thailand and China. Dried, powdered plant material was extracted with 100% ethanol and further separated by concentration, filtration, and thin layer silica gel chromatography. Using the fractions obtained during separation, we first investigated their cytotoxicity in several cancer cell lines from various tissues. The ethanol-extracted components (PE1, PE4) had significant antiproliferative effects on breast cancer cell lines, including MCF-7, ZR-75-1, MDA-MB-231, SK-BR-3, and Hs578T. Second, we compared these results with the cytotoxic effects of known flavonoids, sterols, and coumarins from Pueraria root. The known compounds were not as effective, and occurred in a different polarity region on HPLC. Third, further separation resulted in the isolation of eight different components (Sub PE-A to -H). One of these, PE-D, affected the growth of some breast cancer cell lines (MCF-7, MDA-MB-231) in a dose- and time-dependent manner, as well as the growth of ovarian (2774) and cervical cancer cells (HeLa). Finally, a transfection assay showed that this component had an estrogenic effect similar to 17beta-estradiol, which activates both estrogen receptor a (ER alpha) and ER beta. The NMR analysis determined that spinasterol (stigmasta-7, 22-dien-3beta-ol) is an active cytotoxic component of Pueraria root.
Subject(s)
Female , Humans , Antineoplastic Agents/isolation & purification , Chromatography, High Pressure Liquid , Estrogen Receptor alpha/agonists , Estrogen Receptor beta/agonists , Plant Preparations/therapeutic use , Plant Roots/chemistry , Pueraria/chemistry , Stigmasterol/analogs & derivatives , Transfection , Tumor Cells, CulturedABSTRACT
Objective To investigate the chemical constituents of Polygala tenuifolia. Methods Silica gel column and Sephadex LH-20 column chromatography were used to separate and purify the chemical constituents. The structures were elucidated by spectral data. Results Six compounds were isolated and identified as: 2-hydroxy-4, 6-dimethoxybenzophone (hydrocotoin, Ⅰ), 1, 7-dihydroxy-3-methoxyxanthone (Ⅱ), 1, 7-dihydroxy-2, 3-dimethoxyxanthone (Ⅲ), ?-spinasterol (Ⅳ), 1, 5-anhydro-D-sorbitol (polygitol Ⅴ) and benzoic acid (Ⅵ). Conclusion Compound Ⅳ is isolated from the plant and compound Ⅰ is isolated from the plants of Polygala L. both for the first time.
ABSTRACT
Four crystals have been isolated from the whole herbs of Gynostemma entaphyllum (Thurb)Makino(Cucurbitaceae).Their structures were elucidated as Ombuin(Ⅰ), ?-Spinasterol(Ⅱ)and fatty acids(Ⅲ,Ⅳ)on the basis of spectroscopic analysis.