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1.
Drug Des Devel Ther ; 17: 1079-1096, 2023.
Artigo em Inglês | MEDLINE | ID: mdl-37064431

RESUMO

Celastrol is a naturally occurring chemical isolated from Tripterygium wilfordii Hook. f., root extracts widely known for their neuroprotective properties. In this review, we focus on the efficacy of celastrol in mitigating memory impairment (MI) in both in vivo and in vitro models. Scopus, PubMed and Web of Science databases were utilised to locate pertinent literatures that explore the effects of celastrol in the brain, including its pharmacokinetics, bioavailability, behavioral effects and some of the putative mechanisms of action on memory in many MI models. To date, preclinical studies strongly suggest that celastrol is highly effective in enhancing the cognitive performance of MI animal models, particularly in the memory domain, including spatial, recognition, retention and reference memories, via reduction in oxidative stress and attenuation of neuro-inflammation, among others. This review also emphasised the challenges and potential associated enhancement of medication delivery for MI treatment. Additionally, the potential structural alterations and derivatives of celastrol in enhancing its physicochemical and drug-likeness qualities are examined. The current review demonstrated that celastrol can improve cognitive performance and mitigate MI in several preclinical investigations, highlighting its potential as a natural lead molecule for the design and development of a novel neuroprotective medication.


Assuntos
Triterpenos , Animais , Triterpenos/farmacologia , Triterpenos/uso terapêutico , Triterpenos/química , Triterpenos Pentacíclicos/farmacologia , Estresse Oxidativo , Desenho de Fármacos
2.
Drug Des Devel Ther ; 17: 1065-1078, 2023.
Artigo em Inglês | MEDLINE | ID: mdl-37064433

RESUMO

Streptonigrin is an aminoquinone alkaloid isolated from Streptomyces flocculus and is gaining attention as a drug molecule owing to its potential antitumor and antibiotic effects. It was previously used as an anticancer drug but has been discontinued because of its toxic effects. However, according to the most recent studies, the toxicity of streptonigrin and its structurally modified derivatives has been reduced while maintaining their potential pharmacological action at lower concentrations. To date, many investigations have been conducted on this molecule and its derivatives to determine the most effective molecule with low toxicity to enable new drug discovery. Therefore, the main objective of this study is to provide a comprehensive review and to discuss the prospects for streptonigrin and its derived compounds, which may boost the molecule as a highly interesting target molecule for new drug design, development and therapy. To complete this review, relevant literature was collected from several scientific databases, including Google Scholar, PubMed, Scopus and ScienceDirect. Following a complete screening, the obtained information is summarized in the present review to provide a good reference and accelerate the development and utilization of streptonigrin and its derivatives as pharmaceuticals.


Assuntos
Antineoplásicos , Estreptonigrina , Antineoplásicos/farmacologia , Desenho de Fármacos
3.
Molecules ; 27(16)2022 Aug 09.
Artigo em Inglês | MEDLINE | ID: mdl-36014304

RESUMO

Viniferin is a resveratrol derivative. Resveratrol is the most prominent stilbenoid synthesized by plants as a defense mechanism in response to microbial attack, toxins, infections or UV radiation. Different forms of viniferin exist, including alpha-viniferin (α-viniferin), beta-viniferin (ß-viniferin), delta-viniferin (δ-viniferin), epsilon-viniferin (ε-viniferin), gamma-viniferin (γ-viniferin), R-viniferin (vitisin A), and R2-viniferin (vitisin B). All of these forms exhibit a range of important biological activities and, therefore, have several possible applications in clinical research and future drug development. In this review, we present a comprehensive literature search on the chemistry and biosynthesis of and the diverse studies conducted on viniferin, especially with regards to its anti-inflammatory, antipsoriasis, antidiabetic, antiplasmodic, anticancer, anti-angiogenic, antioxidant, anti-melanogenic, neurodegenerative effects, antiviral, antimicrobial, antifungal, antidiarrhea, anti-obesity and anthelminthic activities. In addition to highlighting its important chemical and biological activities, coherent and environmentally acceptable methods for establishing vinferin on a large scale are highlighted to allow the development of further research that can help to exploit its properties and develop new phyto-pharmaceuticals. Overall, viniferin and its derivatives have the potential to be the most effective nutritional supplement and supplementary medication, especially as a therapeutic approach. More researchers will be aware of viniferin as a pharmaceutical drug as a consequence of this review, and they will be encouraged to investigate viniferin and its derivatives as pharmaceutical drugs to prevent future health catastrophes caused by a variety of serious illnesses.


Assuntos
Estilbenos , Antioxidantes/farmacologia , Antioxidantes/uso terapêutico , Antivirais , Descoberta de Drogas , Preparações Farmacêuticas , Resveratrol/farmacologia , Estilbenos/química , Estilbenos/farmacologia , Estilbenos/uso terapêutico
4.
Molecules ; 27(6)2022 Mar 21.
Artigo em Inglês | MEDLINE | ID: mdl-35335393

RESUMO

Sarsasapogenin is a natural steroidal sapogenin molecule obtained mainly from Anemarrhena asphodeloides Bunge. Among the various phytosteroids present, sarsasapogenin has emerged as a promising molecule due to the fact of its diverse pharmacological activities. In this review, the chemistry, biosynthesis and pharmacological potentials of sarsasapogenin are summarised. Between 1996 and the present, the relevant literature regarding sarsasapogenin was obtained from scientific databases including PubMed, ScienceDirect, Scopus, and Google Scholar. Overall, sarsasapogenin is a potent molecule with anti-inflammatory, anticancer, antidiabetic, anti-osteoclastogenic and neuroprotective activities. It is also a potential molecule in the treatment for precocious puberty. This review also discusses the metabolism, pharmacokinetics and possible structural modifications as well as obstacles and opportunities for sarsasapogenin to become a drug molecule in the near future. More comprehensive preclinical studies, clinical trials, drug delivery, formulations of effective doses in pharmacokinetics studies, evaluation of adverse effects and potential synergistic effects with other drugs need to be thoroughly investigated to make sarsasapogenin a potential molecule for future drug development.


Assuntos
Anemarrhena , Espirostanos , Anemarrhena/química , Desenho de Fármacos , Espirostanos/química , Espirostanos/farmacologia
5.
Molecules ; 27(3)2022 Jan 20.
Artigo em Inglês | MEDLINE | ID: mdl-35163934

RESUMO

Cardiovascular disorders (CVDs) are the leading risk factor for death worldwide, and research into the processes and treatment regimens has received a lot of attention. Tilianin is a flavonoid glycoside that can be found in a wide range of medicinal plants and is most commonly obtained from Dracocephalum moldavica. Due to its extensive range of biological actions, it has become a well-known molecule in recent years. In particular, numerous studies have shown that tilianin has cardioprotective properties against CVDs. Hence, this review summarises tilianin's preclinical research in CVDs, as well as its mechanism of action and opportunities in future drug development. The physicochemical and drug-likeness properties, as well as the toxicity profile, were also highlighted. Tilianin can be a natural lead molecule in the therapy of CVDs such as coronary heart disease, angina pectoris, hypertension, and myocardial ischemia, according to scientific evidence. Free radical scavenging, inflammation control, mitochondrial function regulation, and related signalling pathways are all thought to play a role in tilianin's cardioprotective actions. Finally, we discuss tilianin-derived compounds, as well as the limitations and opportunities of using tilianin as a lead molecule in drug development for CVDs. Overall, the scientific evidence presented in this review supports that tilianin and its derivatives could be used as a lead molecule in CVD drug development initiatives.


Assuntos
Produtos Biológicos/farmacologia , Doenças Cardiovasculares/tratamento farmacológico , Desenho de Fármacos , Desenvolvimento de Medicamentos , Flavonoides/farmacologia , Glicosídeos/farmacologia , Animais , Humanos
6.
Molecules ; 27(3)2022 Jan 23.
Artigo em Inglês | MEDLINE | ID: mdl-35163999

RESUMO

Kirenol, a potential natural diterpenoid molecule, is mainly found in Sigesbeckia species. Kirenol has received a lot of interest in recent years due to its wide range of pharmacological actions. In particular, it has a significant ability to interact with a wide range of molecular targets associated with inflammation. In this review, we summarise the efficacy and safety of kirenol in reducing inflammation, as well as its potential mechanisms of action and opportunities in future drug development. Based on the preclinical studies reported earlier, kirenol has a good therapeutic potential against inflammation involved in multiple sclerosis, inflammatory bowel disorders, diabetic wounds, arthritis, cardiovascular disease, bone damage, and joint disorders. We also address the physicochemical and drug-like features of kirenol, as well as the structurally modified kirenol-derived molecules. The inhibition of pro-inflammatory cytokines, reduction in the nuclear factor kappa-B (NF-κB), attenuation of antioxidant enzymes, stimulation of heme-oxygenase-1 (HO-1) expression, and nuclear factor erythroid 2-related factor 2 (Nrf2) phosphorylation are among the molecular mechanisms contributing to kirenol's anti-inflammatory actions. Furthermore, this review also highlights the challenges and opportunities to improve the drug delivery of kirenol for treating inflammation. According to the findings of this review, kirenol is an active molecule against inflammation in numerous preclinical models, indicating a path to using it for new drug discovery and development in the treatment of a wide range of inflammations.


Assuntos
Anti-Inflamatórios/farmacologia , Produtos Biológicos/farmacologia , Diterpenos/farmacologia , Desenho de Fármacos , Desenvolvimento de Medicamentos , Inflamação/tratamento farmacológico , Animais , Citocinas/metabolismo , Humanos
7.
Molecules ; 27(1)2022 Jan 01.
Artigo em Inglês | MEDLINE | ID: mdl-35011497

RESUMO

Genistein is a naturally occurring polyphenolic molecule in the isoflavones group which is well known for its neuroprotection. In this review, we summarize the efficacy of genistein in attenuating the effects of memory impairment (MI) in animals. Scopus, PubMed, and Web of Science databases were used to find the relevant articles and discuss the effects of genistein in the brain, including its pharmacokinetics, bioavailability, behavioral effects, and some of the potential mechanisms of action on memory in several animal models. The results of the preclinical studies highly suggested that genistein is highly effective in enhancing the cognitive performance of the MI animal models, specifically in the memory domain, including spatial, recognition, retention, and reference memories, through its ability to reduce oxidative stress and attenuate neuroinflammation. This review also highlighted challenges and opportunities to improve the drug delivery of genistein for treating MI. Along with that, the possible structural modifications and derivatives of genistein to improve its physicochemical and drug-likeness properties are also discussed. The outcomes of the review proved that genistein can enhance the cognitive performance and ameliorate MI in different preclinical studies, thus indicating its potential as a natural lead for the design and development of a novel neuroprotective drug.


Assuntos
Encéfalo/metabolismo , Genisteína/uso terapêutico , Transtornos da Memória/tratamento farmacológico , Doenças Neuroinflamatórias/tratamento farmacológico , Fármacos Neuroprotetores/uso terapêutico , Animais , Desenho de Fármacos , Humanos , Transtornos da Memória/metabolismo , Doenças Neuroinflamatórias/metabolismo
8.
Drug Des Devel Ther ; 15: 4527-4549, 2021.
Artigo em Inglês | MEDLINE | ID: mdl-34764636

RESUMO

Anthraquinones (AQs) are found in a variety of consumer products, including foods, nutritional supplements, drugs, and traditional medicines, and have a wide range of pharmacological actions. Rubiadin, a 1,3-dihydroxy-2-methyl anthraquinone, primarily originates from Rubia cordifolia Linn (Rubiaceae). It was first discovered in 1981 and has been reported for many biological activities. However, no review has been reported so far to create awareness about this molecule and its role in future drug discovery. Therefore, the present review aimed to provide comprehensive evidence of Rubiadin's phytochemistry, biosynthesis, physicochemical properties, biological properties and therapeutic potential. Relevant literature was gathered from numerous scientific databases including PubMed, ScienceDirect, Scopus and Google Scholar between 1981 and up-to-date. The distribution of Rubiadin in numerous medicinal plants, as well as its method of isolation, synthesis, characterisation, physiochemical properties and possible biosynthesis pathways, was extensively covered in this review. Following a rigorous screening and tabulating, a thorough description of Rubiadin's biological properties was gathered, which were based on scientific evidences. Rubiadin fits all five of Lipinski's rule for drug-likeness properties. Then, the in depth physiochemical characteristics of Rubiadin were investigated. The simple technique for Rubiadin's isolation from R. cordifolia and the procedure of synthesis was described. Rubiadin is also biosynthesized via the polyketide and chorismate/o-succinylbenzoic acid pathways. Rubiadin is a powerful molecule with anticancer, antiosteoporotic, hepatoprotective, neuroprotective, anti-inflammatory, antidiabetic, antioxidant, antibacterial, antimalarial, antifungal, and antiviral properties. The mechanism of action for the majority of the pharmacological actions reported, however, is unknown. In addition to this review, an in silico molecular docking study was performed against proteins with PDB IDs: 3AOX, 6OLX, 6OSP, and 6SDC to support the anticancer properties of Rubiadin. The toxicity profile, pharmacokinetics and possible structural modifications were also described. Rubiadin was also proven to have the highest binding affinity to the targeted proteins in an in silico study; thus, we believe it may be a potential anticancer molecule. In order to present Rubiadin as a novel candidate for future therapeutic development, advanced studies on preclinical, clinical trials, bioavailability, permeability and administration of safe doses are necessary.


Assuntos
Antraquinonas/farmacologia , Antineoplásicos Fitogênicos/farmacologia , Desenvolvimento de Medicamentos , Animais , Antraquinonas/química , Antraquinonas/isolamento & purificação , Antineoplásicos Fitogênicos/química , Antineoplásicos Fitogênicos/isolamento & purificação , Descoberta de Drogas , Humanos , Medicina Tradicional , Simulação de Acoplamento Molecular , Rubia/química
9.
J Hazard Mater ; 419: 126449, 2021 10 05.
Artigo em Inglês | MEDLINE | ID: mdl-34323715

RESUMO

A simple rhodanine derived fluorophoric unit has been designed for selective detection of Ag+ and I- ions in DMSO-H2O medium. The sensor R1 showed an obvious "turn-on" fluorescence response toward Ag+ due to the inhibition of both C-N single bond free rotation, internal charge transfer (ICT) and the formation of chelation enhanced fluorescence (CHEF) effects. The fluorescence quantum yield (Φ) was increased from 0.0013 to 0.032 for receptor R1 upon the Ag+-complexation. In addition, the 1:1 complexing stoichiometry was employed based on Job's plot analysis with detection limit of 24.23 × 10-7 M. Conversely, receptor R1+Ag+ particularly detects I- ion over other co-existing anions by the "turn-off" fluorescence response due to the formation of AgI, displacing the receptor R1 with the quantum yield of 0.0014. The detection limit was calculated to be 22.83 × 10-7 M. The sensing behaviour of receptor R1 toward Ag+ was also supported by density functional theory (DFT) calculations. Moreover, the sensing ability of reported receptor R1 could be exercised in multifarious applications like paper strip, silica-supported analysis, staining test for latent finger print, logical behaviour, smartphone-assisted quantitative detection and real water samples studies.


Assuntos
Rodanina , Prata , Teoria da Densidade Funcional , Corantes Fluorescentes , Iodetos , Íons
10.
Drug Des Devel Ther ; 15: 2721-2746, 2021.
Artigo em Inglês | MEDLINE | ID: mdl-34188450

RESUMO

Swertiamarin, a seco-iridoid glycoside, is mainly found in Enicostemma littorale Blume (E. littorale) and exhibits therapeutic activities for various diseases. The present study aimed to provide a review of swertiamarin in terms of its phytochemistry, physicochemical properties, biosynthesis, pharmacology and therapeutic potential. Relevant literature was collected from several scientific databases, including PubMed, ScienceDirect, Scopus and Google Scholar, between 1990 and the present. This review included the distribution of swertiamarin in medicinal plants and its isolation, characterization, physicochemical properties and possible biosynthetic pathways. A comprehensive summary of the pharmacological activities, therapeutic potential and metabolic pathways of swertiamarin was also included after careful screening and tabulation. Based on the reported evidence, swertiamarin meets all five of Lipinski's rules for drug-like properties. Thereafter, the physicochemical properties of swertiamarin were detailed and analyzed. A simple and rapid method for isolating swertiamarin from E. littorale has been described. The present review proposed that swertiamarin may be biosynthesized by the mevalonate or nonmevalonate pathways, followed by the seco-iridoid pathway. It has also been found that swertiamarin is a potent compound with diverse pharmacological activities, including hepatoprotective, analgesic, anti-inflammatory, antiarthritis, antidiabetic, antioxidant, neuroprotective and gastroprotective activities. The anticancer activity of swertiamarin against different cancer cell lines has been recently reported. The underlying mechanisms of all these pharmacological effects are diverse and seem to involve the regulation of different molecular targets, including growth factors, inflammatory cytokines, protein kinases, apoptosis-related proteins, receptors and enzymes. Swertiamarin also modulates the activity of several transcription factors, and their signaling pathways in various pathological conditions are also discussed. Moreover, we have highlighted the toxicity profile, pharmacokinetics and possible structural modifications of swertiamarin. The pharmacological activities and therapeutic potential of swertiamarin have been extensively investigated. However, more advanced studies are required including clinical trials and studies on the bioavailability, permeability and administration of safe doses to offer swertiamarin as a novel candidate for future drug development.


Assuntos
Desenvolvimento de Medicamentos , Gentianaceae/química , Glucosídeos Iridoides/farmacologia , Pironas/farmacologia , Animais , Descoberta de Drogas , Humanos , Glucosídeos Iridoides/química , Glucosídeos Iridoides/isolamento & purificação , Extratos Vegetais/química , Extratos Vegetais/farmacologia , Pironas/química , Pironas/isolamento & purificação
11.
Bioorg Chem ; 97: 103640, 2020 04.
Artigo em Inglês | MEDLINE | ID: mdl-32086051

RESUMO

Inhibitors of aldose reductase are rate-limiting enzymes and could play a key role to prevent the complications of diabetes. In our attempt to develop novel inhibitors of aldose reductase, the derivatives of rhodanine-3-hippuric acid-pyrazole hybrid were synthesized and characterised by spectral data. The biological studies reveal that all the compounds show an excellent activity against ALR2 with IC50 values ranging from 0.04 to 1.36 µM. Among these the synthesised compounds 6a-m, 6g and 6e showed specific inhibitory activity with IC50 values of 0.04 and 0.06 µM respectively against ALR2 and found to be more potent than epalrestat (IC50 = 0.87 µM), the only aldose reductase inhibitor currently used in the therapy. Molecular docking analysis using the AR-NADP+ complex as a receptor was performed with all the synthesized compounds. All the compounds exhibit a well-defined binding mode within the AR active site, similarly to previous described AR inhibitors, with the anion head group bound to the catalytic center, blocking thus its activity. By forming hydrogen bonds with Tyr48 and His110 of the protein from ALR2 (PDB ID: 2FZD), the compounds 6g and 6e interrupt the proton donation mechanism, which is necessary for the catalytic activity of ALR2.


Assuntos
Aldeído Redutase/antagonistas & inibidores , Inibidores Enzimáticos/química , Inibidores Enzimáticos/farmacologia , Rodanina/análogos & derivados , Rodanina/farmacologia , Aldeído Redutase/química , Aldeído Redutase/metabolismo , Desenho de Fármacos , Descoberta de Drogas , Hipuratos/química , Hipuratos/farmacologia , Humanos , Simulação de Acoplamento Molecular , Relação Estrutura-Atividade
12.
Nat Prod Res ; 32(7): 871-874, 2018 Apr.
Artigo em Inglês | MEDLINE | ID: mdl-28783957

RESUMO

The chemical composition and seasonal variation of the essential oil from the aerial parts of Plectranthus hadiensis grown during the rainy and summer seasons in the Western Ghats of India was analysed by GC-MS technique. The analysis of rainy season oil led to the identification of 31 compounds, representing 96.4% of the essential oil and the winter season oil led to 25 compounds, representing 95.1% of the oil. Most of the compounds were sesquiterpenes and oxygenated monoterpenes. The major components of the rainy season oil were L-fenchone (30.42%), ß-farnesene (11.87%), copaene(11.10%), 2,3-dimethyl hydroquinone (10.78%), α-caryophyllene(8.41%) and piperitone oxide (3.94%) and of the summer season oil are L-fenchone (31.55%), copaene(11.93%), ß-farnesene (10.45%), 1,8-naphthalenedione, 8a-ethylperhydro (10.06%), α-caryophyllene(6.36%), piperitone oxide (5.79%) and limonene(4.63%). Antibacterial activity of the essential oil of P. hadiensis was tested using zone of inhibition and minimum inhibition concentration methods. Both the oils inhibited the organisms and showed the zone of inhibition in the range of 20-35 mm with MIC values between 32 and 64 mg/dL.


Assuntos
Antibacterianos/farmacologia , Óleos Voláteis/química , Óleos Voláteis/farmacologia , Plectranthus/química , Antibacterianos/química , Monoterpenos Cicloexânicos , Avaliação Pré-Clínica de Medicamentos/métodos , Cromatografia Gasosa-Espectrometria de Massas , Índia , Testes de Sensibilidade Microbiana , Sesquiterpenos Monocíclicos , Monoterpenos/análise , Óleos Voláteis/análise , Óleos de Plantas/análise , Óleos de Plantas/química , Óleos de Plantas/farmacologia , Estações do Ano , Sesquiterpenos/análise
13.
Eur J Med Chem ; 135: 382-391, 2017 Jul 28.
Artigo em Inglês | MEDLINE | ID: mdl-28460312

RESUMO

A novel series of cinnamoylated chloroquine hybrid analogues were synthesized and evaluated as antimalarial agents. The trans cinnamic acid derivatives (3-8) were synthesized by utilizing substituted aldehydes and malanoic acid in DMF catalysed by DABCO. The final cinnamoylated chloroquine analogues (9-14) were synthesized by utilizing DCC coupling reagent. The amido chloroquine (17) was prepared from acid (16) and compound 2 in benzene using SOCl2 as chlorinating agent. The corresponding ester (15) was prepared from 2-hydroxy acetophenone and 2-bromoacetates in actonitrile in presence of K2CO3 as base followed by basic hydrolysis. The preparation of amide based chloroquine-chalcone analogues (18-22), were obtained by the combination of amido chloroquine (17) and aldehydes in 10% aq. KOH in methanol at room temperature. Further we prepared epichlorohydrin based chloroquine-chalcone analogues (25-28), by reacting the epoxide (24a, 24b and 24c) with 2 and methelenedioxy aniline. In vitro antimalarial activity against chloroquine sensitive strain 3D7, chloroquine resistant strain K1 of P. falciparum and in vitro cytotoxicity of compounds using VERO cell line was carried out. The synthesized molecules showed significant in vitro antimalarial activity especially against CQ resistant strain (K1). Among tested compounds, 13, 9 and 10 were found to be the most potent compounds of the series with IC50 value of 44.06, 48.04 and 59.37 nM against chloroquine resistant K1 strain.


Assuntos
Antimaláricos/farmacologia , Cloroquina/farmacologia , Plasmodium falciparum/efeitos dos fármacos , Animais , Antimaláricos/síntese química , Antimaláricos/química , Chlorocebus aethiops , Cloroquina/síntese química , Cloroquina/química , Relação Dose-Resposta a Droga , Estrutura Molecular , Testes de Sensibilidade Parasitária , Relação Estrutura-Atividade , Células Vero
14.
Pharmacognosy Res ; 7(1): 121-5, 2015.
Artigo em Inglês | MEDLINE | ID: mdl-25598646

RESUMO

BACKGROUND: Natural products have continually played an important role in drug discovery because it serves as active principles in drugs as well as templates for synthesis of new drugs. Cayratia trifolia (L.) is a medicinal plant, which has been reported to have antiviral, antibacterial, antiprotozoal, hypoglycemic, anticancer and diuretic activities. OBJECTIVE: Therefore, the objective of this study is to isolate and identify the natural compound from the ethanolic extract of Cayratia trifolia (L.) and to predict the Absorption, Distribution, Metabolism and Excretion (ADME) properties of isolated natural compound. MATERIALS AND METHODS: Column chromatography and thin layer chromatography were used to isolate the natural compound and Fourier-transform infrared (FTIR) spectroscopy was used to predict the functional groups present in the isolated natural compound. The structural characterization studies were functionally carried out using (1)H, (13)C, two-dimensional nuclear magnetic resonance (NMR) and mass spectrometry methods. RESULTS: FTIR showed that, the groups of OH, C-H, C = C may be present in the isolated natural compound. (1)H, (13)C, two-dimensional NMR and mass spectrometry data suggests that the isolated natural compound probably like linoleic acid. In silico ADME properties, prediction of the compound was under acceptable range. CONCLUSION: Based on the results, it can be concluded that, the isolated natural compound of linoleic acid that has been exhibited good medicinal properties.

15.
Nat Prod Res ; 26(12): 1112-8, 2012.
Artigo em Inglês | MEDLINE | ID: mdl-21939371

RESUMO

This study examines the chemical composition and in vitro anticancer activity of the essential oil from Ocimum basilicum Linn. (Lamiaceae), cultivated in the Western Ghats of South India. The chemical compositions of basil fresh leaves were identified by GC-MS: 11 components were identified. The major constituents were found to be methyl cinnamate (70.1%), linalool (17.5%), ß-elemene (2.6%) and camphor (1.52%). The results revealed that this plant may belong to the methyl cinnamate and linalool chemotype. A methyl thiazol tetrazolium assay was used for in vitro cytotoxicity screening against the human cervical cancer cell line (HeLa), human laryngeal epithelial carcinoma cell line (HEp-2) and NIH 3T3 mouse embryonic fibroblasts. The IC(50) values obtained were 90.5 and 96.3 µg mL(-1), respectively, and the results revealed that basil oil has potent cytotoxicity.


Assuntos
Embrião de Mamíferos/efeitos dos fármacos , Ocimum basilicum/química , Óleos Voláteis/farmacologia , Animais , Linhagem Celular Tumoral , Embrião de Mamíferos/citologia , Fibroblastos/efeitos dos fármacos , Cromatografia Gasosa-Espectrometria de Massas , Humanos , Concentração Inibidora 50 , Camundongos , Células NIH 3T3 , Óleos Voláteis/química
16.
Chem Pharm Bull (Tokyo) ; 59(8): 913-9, 2011.
Artigo em Inglês | MEDLINE | ID: mdl-21804233

RESUMO

Antioxidant and related properties of the plant Embelia ribes and embelin are well known. In the present study embelin was condensed with various aromatic substituted primary amines to yield ten new and one reported derivatives along with monomethyl embelin. All these compounds along with embelin were evaluated for in vitro antioxidant activity using 2,2'-azino-bis(3-ethylbenzo-thiazoline-6-sulfonic acid) diammonium salt (ABTS) and 2,2'-diphenyl-1-picryl hydrazyl (DPPH) methods. Two para-substituted embelin derivatives showed potent antioxidant activity. These compounds along with embelin were studied for analgesic and anti-inflammatory activities at 10 and 20 mg/kg doses by standard methods. Potent analgesic activity higher than the standard pentazocine was observed. Embelin and both of its derivatives almost completely abolished the acetic acid induced writhing. p-Sulfonylamine phenylamino derivative showed better anti-inflammatory activity than embelin.


Assuntos
Anti-Inflamatórios/química , Anti-Inflamatórios/uso terapêutico , Benzoquinonas/química , Benzoquinonas/uso terapêutico , Embelia/química , Sequestradores de Radicais Livres/química , Sequestradores de Radicais Livres/uso terapêutico , Animais , Anti-Inflamatórios/síntese química , Benzoquinonas/síntese química , Benzotiazóis/química , Edema/induzido quimicamente , Edema/tratamento farmacológico , Sequestradores de Radicais Livres/síntese química , Frutas/química , Membro Posterior/efeitos dos fármacos , Camundongos , Dor/tratamento farmacológico , Extratos Vegetais/síntese química , Extratos Vegetais/química , Extratos Vegetais/uso terapêutico , Ratos , Relação Estrutura-Atividade , Ácidos Sulfônicos/química
17.
Nat Prod Res ; 25(9): 927-33, 2011 May.
Artigo em Inglês | MEDLINE | ID: mdl-21547844

RESUMO

Retama raetam (Forssk) Webb & Berthel is well known in the folk medicine of North and East Mediterranean regions for the treatment of microbial infections. The powdered leaves are used to heal circumcision wounds and used as an antiseptic for wounds, skin rash and pruritus. In this study, to validate this antiseptic property, the chemical composition and antimicrobial activity of the essential oil from the flowers of R. raetam was evaluated. The oil was obtained using hydrodistillation and was analysed by gas chromatography-mass spectrometry. The antibacterial activity was achieved using disc diffusion and broth dilution assay against six bacteria species. Analysis of the essential oil revealed the presence of ß-linalool (51%), 2-decen-1-ol (6.6%) and limonene (7.4%) as the major components. The results showed significant activity against microorganisms, especially Staphylococcus aureus, with inhibition zones and minimal inhibitory concentration values in the range of 5.0 mm and 3.0 mg mL⁻¹, respectively. The results on the antibacterial activity provide scientific support for the use of these plants in traditional herbal preparations.


Assuntos
Anti-Infecciosos , Fabaceae/química , Óleos Voláteis , Plantas Medicinais/química , Anti-Infecciosos/química , Anti-Infecciosos/isolamento & purificação , Anti-Infecciosos/farmacologia , Humanos , Líbia , Masculino , Testes de Sensibilidade Microbiana , Óleos Voláteis/análise , Óleos Voláteis/química , Óleos Voláteis/isolamento & purificação , Óleos Voláteis/farmacologia , Folhas de Planta/química , Cicatrização
18.
Bioorg Med Chem Lett ; 20(21): 6297-301, 2010 Nov 01.
Artigo em Inglês | MEDLINE | ID: mdl-20832305

RESUMO

We have designed and synthesized three novel compounds, 5-isopropylidiene derivatives of 3-dimethyl-2-thio-hydantoin (ITH-1), 3-ethyl-2-thio-2,4-oxazolidinedione (ITO-1), and 5-benzilidene-3-ethyl rhodanine (BTR-1), and have tested their chemotherapeutic properties. Our results showed that all three compounds induced cytotoxicity in a time- and concentration-dependent manner on leukemic cell line, CEM. Among the compounds tested, BTR-1 was 5- to 7-fold more potent than ITH-1 and ITO-1 when compared by trypan blue and MTT assays. IC(50) value of BTR-1 was estimated to be <10µM. Both cell cycle analysis and tritiated thymidine assays revealed that BTR-1 affects DNA replication by inducing a block at S phase. BTR-1 treatment led to increased level of ROS production and DNA strand breaks suggesting activation of apoptosis for induction of cell death.


Assuntos
Antineoplásicos/síntese química , Antineoplásicos/farmacologia , Apoptose/efeitos dos fármacos , Proliferação de Células/efeitos dos fármacos , Rodanina/análogos & derivados , Rodanina/farmacologia , Linhagem Celular Tumoral , Membrana Celular/efeitos dos fármacos , Membrana Celular/ultraestrutura , Sobrevivência Celular/efeitos dos fármacos , Corantes , Fragmentação do DNA , Relação Dose-Resposta a Droga , Humanos , L-Lactato Desidrogenase/metabolismo , Leucemia-Linfoma Linfoblástico de Células T Precursoras/tratamento farmacológico , Leucemia-Linfoma Linfoblástico de Células T Precursoras/patologia , Espécies Reativas de Oxigênio , Rodanina/síntese química , Sais de Tetrazólio , Tiazóis , Azul Tripano
19.
Nat Prod Commun ; 5(4): 621-4, 2010 Apr.
Artigo em Inglês | MEDLINE | ID: mdl-20433085

RESUMO

GC-MS analysis of the hydrodistilled oil of Erigeron mucronatus DC was carried out, after the separation of a crystalline compound, lachnophyllum cumulene. Twenty-four components were identified. The oil contained 59.6% sesquiterpenoids, 16.1% monoterpenoids and 24.3% poly-acetylenic esters. Among the mono and sesquiterpenoids, limonene (10.3%) and caryophyllenes (11.4%) were the major constituents. The essential oil also revealed the unusual presence of both cis (8.3%) and trans (1.1%) methyl lachnophyllum esters. Seasonal variation in the yield of E. mucronatus oil was observed. The yield varied from 0.49 to 0.58%, being highest during the rainy season. Antimicrobial activity was assessed using a method based on zones of inhibition; the oil exhibited maximum anti- bacterial activity against both Staphylococcus aureus and Escherichia coli, but moderate activity against Pseudomonas aeruginosa. Genotoxicity of the oil was determined in AB blood serum at different concentrations and hours of exposure. The antibacterial activity of the oil and its insignificant genotoxicity at low concentrations make the oil a good candidate as a curative agent.


Assuntos
Erigeron/química , Óleos Voláteis/química , Óleos Voláteis/farmacologia , Óleos de Plantas/química , Óleos de Plantas/farmacologia , Antibacterianos/química , Antibacterianos/isolamento & purificação , Antibacterianos/farmacologia , Cromatografia Gasosa-Espectrometria de Massas , Humanos , México , Testes de Sensibilidade Microbiana , Testes de Mutagenicidade , Óleos Voláteis/isolamento & purificação , Óleos de Plantas/isolamento & purificação , Terpenos/química , Terpenos/isolamento & purificação , Terpenos/farmacologia
20.
Eur J Med Chem ; 45(7): 2748-52, 2010 Jul.
Artigo em Inglês | MEDLINE | ID: mdl-20236736

RESUMO

5-Isopropylidene-3-ethyl rhodanine II was prepared by conventional and Microwave assisted synthesis. For the first time, we found that rhodanine II treatment led to cytotoxicity in leukemic cell line, CEM by inducing apoptosis.


Assuntos
Apoptose/efeitos dos fármacos , Leucemia/patologia , Rodanina/análogos & derivados , Rodanina/farmacologia , Ciclo Celular/efeitos dos fármacos , Linhagem Celular Tumoral , Proliferação de Células/efeitos dos fármacos , Relação Dose-Resposta a Droga , Citometria de Fluxo , Humanos , Rodanina/síntese química , Rodanina/química , Fatores de Tempo
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