Your browser doesn't support javascript.
loading
Mostrar: 20 | 50 | 100
Resultados 1 - 20 de 157
Filtrar
Mais filtros










Intervalo de ano de publicação
1.
Zhongguo Zhong Yao Za Zhi ; 46(17): 4438-4445, 2021 Sep.
Artigo em Chinês | MEDLINE | ID: mdl-34581048

RESUMO

The chemical constituents from the stems and leaves of Clausena excavata were isolated and purified by column chromatography with silica gel, ODS, Sephadex LH-20 and RP-HPLC. The chemical structures of the isolated compounds were identified on the basis of physicochemical properties, spectroscopic analysis, as well as the comparisons with the data reported in literature. Nineteen compounds were isolated from the 90% ethanol extract of the stems and leaves of C. excavata, which were identified as methyl orsellinate(1), syringaresinol(2), lenisin A(3), scopoletin(4), osthenol(5), N-benzoyltyrarnine methyl ether(6), N-p-coumaroyltyramine(7), aurantiamide acetate(8), 1H-indole-3-carboxaldehyde(9), furostifoline(10), clausenalansine E(11), 3-formylcarbazole(12), clausine L(13), clausine E(14), methyl carbazole-3-carboxylate(15), glycosinin(16), murrayafoline A(17), clausine H(18) and 2,7-dihydroxy-3-formyl-1-(3'-methyl-2'-butenyl)carbazole(19). Among these isolated compounds, compounds 1-11 were isolated from C. excavata for the first time, and compounds 1, 2 and 10 were isolated from the genus Clausena for the first time. In addition, this study evaluated the anti-rheumatoid arthritis activities of compounds 1-19 by measuring their anti-proliferative effects on synoviocytes in vitro according to MTS method. Compounds 10-19 displayed remarkable anti-rheumatoid arthritis activities, which exhibited the inhibitory effects on the proliferation of MH7 A synovial fibroblast cells with the IC_(50) values ranging from(27.63±0.18) to(235.67±2.16) µmol·L~(-1).


Assuntos
Clausena , Sinoviócitos , Proliferação de Células , Cromatografia de Fase Reversa , Folhas de Planta
2.
Phytochemistry ; 192: 112930, 2021 Dec.
Artigo em Inglês | MEDLINE | ID: mdl-34481177

RESUMO

Clausena lansium (Lour.) Skeels (Rutaceae) is a natural bioactive plant. Its roots, stems, leaves, and seeds are widely used in Chinese traditional and folk medicine. Although the characterization and functional analysis of bioactive components in Clausena lansium (Lour.) Skeels has been widely reported, the spatial distribution of these compounds within the main plant tissues remains undefined. Here, we adopted matrix-assisted laser desorption/ionization-mass spectrometry imaging (MALDI-MSI) to reveal the spatial distribution of active alkaloids, coumarins, sugars and organic acids in C. lansium. Using a combined wet and dry matrix covering method to enhance sensitivity, we detected alkaloids throughout the fruit including 3-methylcarbazole and murrastinine which were especially rich in the kernel tissues but were restricted to the stem xylem and medulla and in the leaf epidermal region. Interestingly, murrayanine and heptaphylline were mainly found in pulp tissues with very low content in the stems and leaves while girinimbine was only distributed within the outer kernel skin. Coumarins were mainly distributed in the fruit pericarp and leaf vein tissues but with no clear spatial specificity in stems. Lastly, hexoses were mainly evident in the fruit pulp, although sucrose was also found in the pericarp, pulp, and pulp fibers with citric acid being distributed throughout the fruit. The accurate spatial and chemical information obtained provides new insights into the specific accumulation of metabolites in individual tissues.


Assuntos
Clausena , Lasers , Estrutura Molecular , Folhas de Planta , Espectrometria de Massas por Ionização e Dessorção a Laser Assistida por Matriz
3.
Fitoterapia ; 154: 104999, 2021 Oct.
Artigo em Inglês | MEDLINE | ID: mdl-34302918

RESUMO

Five unreported alkaloids including four amide alkaloids (1a, 2a, 3a, and 3b) and one carbazole alkaloid (4) with two known compounds (1b, 2b) were obtained from the stems of Clausena lansium. Their structures were demonstrated by spectroscopic experiments. And the absolute configurations of compounds 1a, 1b, 2b, and 3b were determined by single X-ray diffraction analysis. The neuroprotection assay showed that compound 4 had moderate inhibition effect on PC12 cells induced by serum withdrawal at the concentration of 10 µM. And compounds 1a and 4 had weak protective effects on primary neurons against oxygen glucose deprivation injury at the concentration of 10 µM.


Assuntos
Alcaloides/farmacologia , Amidas/farmacologia , Carbazóis/farmacologia , Clausena/química , Fármacos Neuroprotetores/farmacologia , Alcaloides/isolamento & purificação , Amidas/isolamento & purificação , Animais , Carbazóis/isolamento & purificação , China , Estrutura Molecular , Fármacos Neuroprotetores/isolamento & purificação , Células PC12 , Compostos Fitoquímicos/isolamento & purificação , Compostos Fitoquímicos/farmacologia , Caules de Planta/química , Ratos
4.
Molecules ; 26(6)2021 Mar 14.
Artigo em Inglês | MEDLINE | ID: mdl-33799365

RESUMO

Dihydrofuranocoumarin, chalepin (1) and furanocoumarin, chalepensin (2) are 3-prenylated bioactive coumarins, first isolated from the well-known medicinal plant Ruta chalepensis L. (Fam: Rutaceae) but also distributed in various species of the genera Boenminghausenia, Clausena and Ruta. The distribution of these compounds appears to be restricted to the plants of the family Rutaceae. To date, there have been a considerable number of bioactivity studies performed on coumarins 1 and 2, which include their anticancer, antidiabetic, antifertility, antimicrobial, antiplatelet aggregation, antiprotozoal, antiviral and calcium antagonistic properties. This review article presents a critical appraisal of publications on bioactivity of these 3-prenylated coumarins in the light of their feasibility as novel therapeutic agents and investigate their natural distribution in the plant kingdom, as well as a plausible biosynthetic route.


Assuntos
Furocumarinas/biossíntese , Furocumarinas/farmacologia , Animais , Clausena/química , Cumarínicos/química , Humanos , Extratos Vegetais/metabolismo , Extratos Vegetais/farmacologia , Plantas Medicinais/química , Ruta/química , Rutaceae/química
5.
Molecules ; 26(6)2021 Mar 15.
Artigo em Inglês | MEDLINE | ID: mdl-33804175

RESUMO

The tumor suppressor p53 is inactivated by mutation in approximately 50% of human cancers. Small molecules that bind and stabilize those mutants may represent effective anticancer drugs. Herein, we report the tumor cell growth inhibitory activity of carbazole alkaloids and amino derivatives, as well as their potential activation of p53. Twelve aminocarbazole alkaloids were semi-synthesized from heptaphylline (1), 7-methoxy heptaphylline (2), and 7-methoxymukonal (3), isolated from Clausena harmandiana, using a reductive amination protocol. Naturally-occurring carbazoles 1-3 and their amino derivatives were evaluated for their potential effect on wild-type and mutant p53 activity using a yeast screening assay and on human tumor cell lines. Naturally-occurring carbazoles 1-3 showed the most potent growth inhibitory effects on wild-type p53-expressing cells, being heptaphylline (1) the most promising in all the investigated cell lines. However, compound 1 also showed growth inhibition against non-tumor cells. Conversely, semi-synthetic aminocarbazole 1d showed an interesting growth inhibitory activity in tumor cells expressing both wild-type and mutant p53, exhibiting low growth inhibition on non-tumor cells. The yeast assay showed a potential reactivation of mutant p53 by heptaphylline derivatives, including compound 1d. The results obtained indicate that carbazole alkaloids may represent a promising starting point to search for new mutp53-reactivating agents with promising applications in cancer therapy.


Assuntos
Antineoplásicos/síntese química , Antineoplásicos/farmacologia , Carbazóis/síntese química , Carbazóis/farmacologia , Bibliotecas de Moléculas Pequenas/síntese química , Bibliotecas de Moléculas Pequenas/farmacologia , Proteína Supressora de Tumor p53/metabolismo , Alcaloides/síntese química , Alcaloides/farmacologia , Linhagem Celular , Linhagem Celular Tumoral , Clausena/química , Células HCT116 , Células HT29 , Humanos , Mutação/efeitos dos fármacos , Neoplasias/tratamento farmacológico , Neoplasias/metabolismo
6.
Biomed Res Int ; 2021: 3123476, 2021.
Artigo em Inglês | MEDLINE | ID: mdl-33748267

RESUMO

Background: Clausena excavata Burum. f. has long been applied in ethnomedicine for the treatment of various disorders like rhinitis, headache, cough, wound healing, fever, and detoxification. This study is aimed at investigating the antibacterial activity against Enterococcus faecalis ATCC 49532 using AlamarBlue assay and atomic force microscopy (AFM) as well as the cytotoxicity, anticancer, and phytotoxicity of C. excavata. Method: Bacterial cell viability was performed by using microplate AlamarBlue assay. Atomic force microscopy was used to determine morphological changes in the surface of bacterial cells. Cytotoxicity and phytotoxicity were determined by brine shrimp lethality and Lemna minor bioassay. Caco-2 (colorectal adenocarcinoma) cell line was used for the evaluation of the anticancer effects. Result: Among the fractions tested, ethyl acetate (EA) fraction was found to be active with minimum inhibitory concentration (MIC) of 750 µg/mL against E. faecalis, but other fractions were found to be insensitive to bacterial growth. Microscopically, the EA fraction-treated bacteria showed highly damaged cells with their cytoplasmic content scattered all over. The LC50 value of the EA fraction against brine shrimp was more than 1000 µg/mL showing the nontoxic nature of this fraction. Chloroform (CH), EA, and methanol (MOH) fractions of C. excavata were highly herbicidal at the concentration of 1000 µg/mL. EA inhibited Caco-2 cell line with an IC50 of 20 µg/mL. Conclusions: This study is the first to reveal anti-E. faecalis property of EA fraction of C. excavata leaves, natural herbicidal, and anticancer agents thus highlight the potential compound present in its leaf which needs to be isolated and tested against multidrug-resistant E. faecalis.


Assuntos
Antibacterianos , Antineoplásicos Fitogênicos , Araceae/crescimento & desenvolvimento , Clausena/química , Citotoxinas , Enterococcus faecalis/crescimento & desenvolvimento , Herbicidas , Extratos Vegetais/farmacologia , Folhas de Planta/química , Animais , Antibacterianos/química , Antibacterianos/farmacologia , Antineoplásicos Fitogênicos/química , Antineoplásicos Fitogênicos/farmacologia , Artemia/crescimento & desenvolvimento , Células CACO-2 , Citotoxinas/química , Citotoxinas/farmacologia , Herbicidas/química , Herbicidas/farmacologia , Humanos , Extratos Vegetais/química
7.
Bioorg Chem ; 110: 104775, 2021 05.
Artigo em Inglês | MEDLINE | ID: mdl-33725509

RESUMO

The phytochemical investigation on the fruits of Clausena anisum-olens led to the isolation of 18 carbazole alkaloids (1-18), containing three new ones, clausenanisines A-C (1-3), and three new naturally occurring carbazole alkaloids, clausenanisines D-F (4-6), as well as 12 known analogues (7-18). The chemical structures of clausenanisines A-F (1-6) were elucidated by extensive spectroscopic methods. Notably, clausenanisine A (1) was a novel carbazole alkaloid with a unique five-membered cyclic ether, while clausenanisine E (5) is an unusual carbazole alkaloid owning an unprecedented naturally occurring carbon skeleton possessing 14 carbon atoms. The known carbazole alkaloids (7-18) were identified by the comparison of their spectral data with those data reported in the literature. All known carbazole alkaloids 7-18 were isolated from C. anisum-olens for the first time. Moreover, all isolated compounds 1-18 were assessed for their protein tyrosine phosphatase 1B (PTP1B) and α-glucosidase inhibitory activities in vitro. Compounds 1-18 exhibited remarkable PTP1B inhibitory activities with IC50 values in the range of 0.58 ± 0.05 to 38.48 ± 0.32 µM, meanwhile, compounds 1-18 displayed significant α-glucosidase inhibitory activities with IC50 values ranging from 3.28 ± 0.16 to 192.23 ± 0.78 µM. These research results imply that the separation and identification of these carbazole alkaloids showing notable PTP1B and α-glucosidase inhibitory activities from the fruits of C. anisum-olens can be very significant for discovering and developing new PTP1B inhibitors and α-glucosidase inhibitors for the treatment of diabetes mellitus.


Assuntos
Alcaloides/farmacologia , Carbazóis/farmacologia , Clausena/química , Inibidores Enzimáticos/farmacologia , Proteína Tirosina Fosfatase não Receptora Tipo 1/antagonistas & inibidores , alfa-Glucosidases/metabolismo , Alcaloides/química , Alcaloides/isolamento & purificação , Carbazóis/química , Carbazóis/isolamento & purificação , Relação Dose-Resposta a Droga , Inibidores Enzimáticos/química , Inibidores Enzimáticos/isolamento & purificação , Frutas/química , Humanos , Simulação de Acoplamento Molecular , Estrutura Molecular , Proteína Tirosina Fosfatase não Receptora Tipo 1/metabolismo , Relação Estrutura-Atividade
8.
Pest Manag Sci ; 77(3): 1355-1360, 2021 Mar.
Artigo em Inglês | MEDLINE | ID: mdl-33089666

RESUMO

BACKGROUND: Clausena lansium (Lour.) Skeels, belonging to the genus Clausena of the family Rutaceae, has a wide range of medical and agricultural activities. Previous studies on agricultural activities have shown that C. lansium extracts and some components have obvious herbicidal activities. In order to study systematically herbicidal activity of this plant, we studied the herbicidal effect of ethyl acetate (EtOAc) extract from the stems and leaves of this plant and further isolated the active compounds. RESULTS: The EtOAc extract inhibited the growth of roots and shoots of Echinochloa crus-galli (L.) Beauv., and the inhibitory effect of the EtOAc extract on roots were stronger than those on shoots with half maximal inhibitory concentration (IC50 ) values of 420.45 and 585.05 mg L-1 , respectively. Fifteen compounds were subsequently isolated and identified from the stems and leaves of C. lansium, including nine O-monoterpenoid furanocoumarins and six cinnamamides. Our results showed that most compounds exhibited varying degrees of herbicidal activities to E. crus-galli. Among them, compounds 3, 8, and 13-15 showed the best inhibitory activities on the growth of E. crus-galli roots, with inhibition rate values ranging from 70% to 83% at a concentration of 300 mg L-1 . Compounds 1 and 2 are two new compounds, and their structures were established as 5-O-monoterpenoid furanocoumarin and 8-O-monoterpenoid furanocoumarin, and named as claulansicoumarin-A and -B, respectively. CONCLUSION: The EtOAc extract and pure compounds showed noticeable herbicidal activities against E. crus-galli and indicated a great potential for these natural compounds to be developed as a herbicide. © 2020 Society of Chemical Industry.


Assuntos
Clausena , Furocumarinas , Herbicidas , Herbicidas/farmacologia , Monoterpenos , Folhas de Planta
9.
J Asian Nat Prod Res ; 23(4): 385-391, 2021 Apr.
Artigo em Inglês | MEDLINE | ID: mdl-32865020

RESUMO

A new prenylated coumarin diglycoside, 6-prenylcoumarin-7-O-ß-D-apiofuranosyl-(1→6)-ß-D-glucopyranoside (1) and five known flavonoid glycosides (2-6) were isolated from the leaves and stems of Clausena dunniana. The structures of these isolates were elucidated based on comprehensive MS, UV, IR, and NMR spectroscopic data analysis and comparison with the data reported in literature. Compounds 2-6 are obtained from the title plant for the first time. All these isolates were evaluated for their insulin-release promoting effects, and compounds 1, 2, and 4 exhibited significant activities (2.0 to 3.3-fold higher in comparison with the control, p < 0.01) at 40 µM.[Formula: see text].


Assuntos
Clausena , Insulinas , Cumarínicos/farmacologia , Glicosídeos/farmacologia , Estrutura Molecular
10.
Nat Prod Res ; 35(4): 556-561, 2021 Feb.
Artigo em Inglês | MEDLINE | ID: mdl-30908081

RESUMO

A new pyrano coumarin, identified as excavatin A (1) together with two known compounds nordentatin (2) and binorpocitrin (3) was isolated from the 95% EtOH extract of Clausena excavata. All structures were elucidated by using spectroscopy methods such as extensive NMR and HR-FAB-MS spectrometry. All the isolated compounds were tested on antidiabetes activity by using α-glucosidase inhibition assay and the antioxidant activity by DPPH assay. Compounds 1-3 showed antioxidant activity with IC50 values 0.286, 0.02, 0.278 mM. Among them, 2 exhibited inhibition activity against maltase (IC50 5.45 µM) and sucrase (IC50 43.57 µM). However, compounds (1) and (3) displayed inhibition on yeast α-glucosidase with IC50 values 1.92 and 5.58 mM.[Figure: see text].


Assuntos
Clausena/química , Cumarínicos/isolamento & purificação , Radicais Livres/antagonistas & inibidores , Inibidores de Glicosídeo Hidrolases/farmacologia , Raízes de Plantas/química , Piranos/isolamento & purificação , Antioxidantes/farmacologia , Carbazóis/química , Cumarínicos/química , Cumarínicos/farmacologia , Inibidores de Glicosídeo Hidrolases/química , Extratos Vegetais/química , Piranos/química , alfa-Glucosidases/metabolismo
11.
Nat Prod Res ; 35(12): 2002-2009, 2021 Jun.
Artigo em Inglês | MEDLINE | ID: mdl-31523980

RESUMO

The investigation on the stems and leaves of Clausena lenis led to the isolation of a previously undescribed carbazole alkaloid, clausenalenine A (1), along with seven known analogues (2-8). The structure of 1 was elucidated based on comprehensive spectroscopic analyses and the known compounds were identified by comparisons with data reported in the literatures. All known compounds (2-8) were isolated from C. lenis for the first time. All isolated compounds were evaluated for their neuroprotective activities against 6-hydroxydopamine induced cell death in human neuroblastoma SH-SY5Y cells in vitro. Compounds 1-8 showed significant neuroprotective effects with EC50 values ranging from 0.68 to 18.76 µM.


Assuntos
Alcaloides/farmacologia , Clausena/química , Fármacos Neuroprotetores/química , Fármacos Neuroprotetores/farmacologia , Alcaloides/química , Carbazóis/química , Linhagem Celular Tumoral , Avaliação Pré-Clínica de Medicamentos , Humanos , Estrutura Molecular , Folhas de Planta/química , Caules de Planta/química , Espectrometria de Massas por Ionização por Electrospray
12.
Nat Prod Res ; 35(21): 3873-3879, 2021 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-32252565

RESUMO

Phytochemical examination of Clausena lenis Drake (Rutaceae), collected in Thailand, led to the isolation of seven coumarins, four furoquinolines, two amides, and one flavonoid glycoside. Four of these compounds, one coumarine derivative named as gravelliferone A (3), two furoquinoline derivatives (kokusagenin A (8) and B (9)) and one amide, clausenalansamide H (13), are reported for the first time. Compound 3 was isolated from the root bark, compound 8 from the stem bark and compounds 9 and 13 from the leaves. The molecular structures of all isolated compounds were established by means of NMR experiments combined with mass spectrometry. Preliminary tests of the lipophilic stem bark extract against various human pathogenic bacteria strains revealed promising effects against Staphylococcus aureus ATCC 43300.


Assuntos
Clausena , Rutaceae , Cumarínicos/farmacologia , Humanos , Estrutura Molecular , Compostos Fitoquímicos/farmacologia , Folhas de Planta
13.
Int J Syst Evol Microbiol ; 70(12): 6213-6219, 2020 Dec.
Artigo em Inglês | MEDLINE | ID: mdl-33095132

RESUMO

An endophytic actinobacterium, strain CLES2T, was discovered from the surface-sterilized stem of a Thai medicinal plant, Clausena excavala Burm. f., collected from the Phujong-Nayoa National Park, Ubon Ratchathani Province, Thailand. The results of a polyphasic taxonomic study identified this strain as a member of the genus Microbispora and a Gram-stain-positive, aerobic actinobacterium. It had well-developed substrate mycelia, which were non-motile and possessed paired spores. A phylogenetic evaluation based on 16S rRNA gene sequence analysis placed this strain in the family Streptosporangiaceae, being most closely related to Microbispora bryophytorum NEAU-TX2-2T (99.4 %), Microbispora camponoti 2C-HV3T (99.2 %), Microbispora catharanthi CR1-09T (99.2 %) and Microbispora amethystogenes JCM 3021T and Microbispora fusca NEAU-HEGS1-5T (both at 99.1 %). The major cellular fatty acid of this strain was iso-C16 : 0 and major menaquinone was MK-9(H4). The polar lipid profile of strain CLES2T contained diphosphatidylglycerol, phosphatidylmethylethanolamine, phosphatidylinositol and phosphatidylinositol dimannosides. These chemotaxonomic data confirmed the affiliation of strain CLES2T to the genus Microbispora. The DNA G+C content of this strain was 70 mol%. Digital DNA-DNA hybridization and average nucleotide identity blast values between strain CLES2T and M. catharanthi CR1-09T were 62.4 and 94.0 %, respectively. The results of the polyphasic study allowed the genotypic and phenotypic differentiation of strain CLES2T from its closest species with valid names. The name proposed for the new species is Microbispora clausenae sp. nov. The type strain is CLES2T (=DSM 101759T=NRRL B-65340T).


Assuntos
Actinobacteria/classificação , Clausena/microbiologia , Filogenia , Actinobacteria/isolamento & purificação , Técnicas de Tipagem Bacteriana , Composição de Bases , DNA Bacteriano/genética , Ácidos Graxos/química , Hibridização de Ácido Nucleico , Fosfolipídeos/química , Caules de Planta/microbiologia , Plantas Medicinais/microbiologia , RNA Ribossômico 16S/genética , Análise de Sequência de DNA , Tailândia , Vitamina K 2/análogos & derivados , Vitamina K 2/química
14.
Pak J Pharm Sci ; 33(2(Supplementary)): 745-749, 2020 Mar.
Artigo em Inglês | MEDLINE | ID: mdl-32863247

RESUMO

Oxidative stress is considered to play an important role in the pathophysiology of hypertension. The aim of this research was to find out whether Clausena lansium (Lour.) Skeels of Wampee (WP) fruits extract attenuate the progression of high blood pressure, endothelial dysfunction and preservation of antioxidant status with using a nitric oxide synthase (NOS) inhibitor, N(G) (-nitro-L-arginine methyl ester (L-NAME) induced hypertension and oxidative stress in rats. Healthy adult male rats were received L-NAME at dose of 50mg/kg/day in drinking water for 4 weeks and were orally administered 250 or 500mg/kg of an aqueous extract of WP fruits extract daily for 2 consecutive weeks. Quercetin (QC; 25 mg/kg) was served as a positive control. The results showed that arterial blood pressure, vascular superoxide production, and plasma malondialdehyde level were markedly induced in L-NAME treated rats. In addition, serum nitric oxide, and glutathione levels were also reduced after L-NAME administration. However, daily administration with the high dose of WP fruits extract significantly alleviated these deleterious effects by attenuated high blood pressure, reversed the L-NAME-induced suppression in serum levels of nitric oxide, mitigated endothelial dysfunction, reduced oxidative stress and restored antioxidant glutathione. This suggests that WP fruits extract is a potential candidate for the development as a novel antihypertensive agents in the future.


Assuntos
Anti-Hipertensivos/farmacologia , Clausena/química , Frutas/química , Hipertensão/induzido quimicamente , Hipertensão/tratamento farmacológico , NG-Nitroarginina Metil Éster/farmacologia , Substâncias Protetoras/farmacologia , Animais , Antioxidantes/metabolismo , Pressão Sanguínea/efeitos dos fármacos , Modelos Animais de Doenças , Glutationa/metabolismo , Hipertensão/metabolismo , Masculino , Malondialdeído/metabolismo , Óxido Nítrico/metabolismo , Estresse Oxidativo/efeitos dos fármacos , Extratos Vegetais/farmacologia , Ratos , Ratos Sprague-Dawley , Superóxidos/metabolismo
15.
Environ Sci Pollut Res Int ; 27(18): 23215-23221, 2020 Jun.
Artigo em Inglês | MEDLINE | ID: mdl-32335829

RESUMO

Essential oil (EO), from Clausena anisata, was evaluated for their efficacy (fumigant and repellent activities) against Sitophilus oryzae. Result revealed that C. anisata showed 82% fumigant toxicity (insect mortality) at 160 µL/L concentration after 24h observation period. C. anisata exhibited LC50 value of 17.84 µL/L concentration for fumigant toxicity. The insect movement behaviour (repellent) was observed in two different concentrations of 10 and 50 µL for a period of 3 h. Maximum repellent activity (- 0.25) was observed at 50 µL/L concentration against S. oryzae after 3-h observation. At 3, 6 and 12 µL/L concentrations of C. anisata oil significantly reduced the protein content and total esterase activity of S. oryzae.


Assuntos
Clausena , Repelentes de Insetos , Inseticidas , Óleos Voláteis , Gorgulhos , Animais , Insetos
16.
Bioorg Chem ; 97: 103699, 2020 04.
Artigo em Inglês | MEDLINE | ID: mdl-32146173

RESUMO

The phytochemical study on the stems of Clausena lenis resulted in the isolation of three new prenylated coumarins, clauselenins A-C (1-3), together with nine known prenylated coumarins (4-12). The chemical structures of new prenylated coumarins (1-3) were elucidated by means of comprehensive spectral analyses and the known compounds (4-12) were determined by means of comparing their experimental spectral data with those described data in the literatures. All isolated prenylated coumarins were assessed for their anti-inflammatory effects together with anti-HIV activities in vitro. Prenylated coumarins 1-12 displayed remarkable inhibitory effects against nitric oxide (NO) production induced by lipopolysaccharide in mouse macrophage RAW 264.7 cells in vitro with the IC50 values which are comparable to hydrocortisone. Meanwhile, prenylated coumarins 1-12 exhibited considerable anti-HIV-1 reverse transcriptase (RT) activities possessing EC50 values in the range of 0.17-9.08 µM. These findings indicate that the isolation and identification of these prenylated coumarins with pronounced anti-inflammatory effects as well as anti-HIV activities separated from the stems of C. lenis could be of great significance to the development of new anti-inflammatory and anti-HIV agents and their potential applications in the pharmaceutical industry.


Assuntos
Fármacos Anti-HIV/química , Fármacos Anti-HIV/farmacologia , Anti-Inflamatórios/química , Anti-Inflamatórios/farmacologia , Cumarínicos/química , Cumarínicos/farmacologia , Animais , Fármacos Anti-HIV/isolamento & purificação , Anti-Inflamatórios/isolamento & purificação , Clausena/química , Cumarínicos/isolamento & purificação , Infecções por HIV/tratamento farmacológico , Transcriptase Reversa do HIV/antagonistas & inibidores , Transcriptase Reversa do HIV/metabolismo , HIV-1/efeitos dos fármacos , Humanos , Camundongos , Modelos Moleculares , Prenilação , Células RAW 264.7
17.
Food Chem Toxicol ; 138: 111207, 2020 Apr.
Artigo em Inglês | MEDLINE | ID: mdl-32074492

RESUMO

In this work, the essential oils (EOs) from Litchi chinensis, Clausena anisata, Heracleum sphondylium, Pimpinella anisum, Lippia alba, Crithmum maritimum and Syzygium aromaticum were tested for their contact toxicity against the poultry red mite, Dermanyssus gallinae, a deleterious ectoparasite of aviary systems. In addition, in order to give insights on their mode of action and effectiveness, the vapor phase and residual toxicity tests were also performed. Results showed that amongst all the tested EOs, that of S. aromaticum demonstrated the highest contact toxicity, with a LC50 value of 8.9 µg/mL, followed by C. maritimum and L. chinensis EOs, with LC50 values of 23.7 and 24.7 µg/mL, respectively. L. chinensis and C. anisata EOs showed higher vapor toxicity than the other EOs. L. chinensis and S. aromaticum EOs showed promising toxic effects up to 4 days post-application. Taken together, these results highlighted L. chinensis and S. aromaticum as two promising sources of biopesticides, able to cause severe contact, vapor and residual toxicity in the poultry red mites. Given the wide plant cultivation and uses in foodstuffs, cosmetics, flavour and fragrances, these EOs may be considered cheap and ready-to-use products as valid, eco-friendly alternatives to pesticides currently used in the aviary systems.


Assuntos
Acaricidas/toxicidade , Ácaros/efeitos dos fármacos , Óleos Voláteis/farmacologia , Doenças das Aves Domésticas/prevenção & controle , Aves Domésticas/parasitologia , Animais , Camarões , Clausena , Destilação , Inocuidade dos Alimentos , Itália , Litchi/química , Extratos Vegetais/farmacologia , Óleos Vegetais/farmacologia , Syzygium/química
18.
ACS Synth Biol ; 9(2): 449-456, 2020 02 21.
Artigo em Inglês | MEDLINE | ID: mdl-31940436

RESUMO

Sandalwood oil has been widely used in perfumery industries and aromatherapy. Santalols are its major components. Herein, we attempted to construct santalol-producing yeasts. To alter flux from predominant triterpenoid/steroid biosynthesis to sesquiterpenoid production, expression of ERG9 (encoding yeast squalene synthase) was depressed by replacing its innate promotor with PHXT1 and fermenting the resulting strains in galactose-rich media. And the genes related to santalol biosynthesis were overexpressed under control of GAL promotors, which linked santalol biosynthesis to GAL regulatory system. GAL4 (a transcriptional activator of GAL promotors) and PGM2 (a yeast phosphoglucomutase) were overexpressed to overall promote this artificial santalol biosynthetic pathway and enhance galactose uptake. 1.3 g/L santalols and 1.2 g/L Z-α-santalol were achieved in the strain WL17 expressing SaSS (α-santalene synthase from Santalum album) and WL19 expressing SanSyn (α-santalene synthase from Clausena lansium) by fed-batch fermentation, respectively. This study constructed the microbial santalol-producing platform for the first time.


Assuntos
Proteínas de Ligação a DNA/metabolismo , Sesquiterpenos Policíclicos/metabolismo , Proteínas de Saccharomyces cerevisiae/metabolismo , Saccharomyces cerevisiae/metabolismo , Fatores de Transcrição/metabolismo , Alquil e Aril Transferases/genética , Alquil e Aril Transferases/metabolismo , Técnicas de Cultura Celular por Lotes , Clausena/enzimologia , Proteínas de Ligação a DNA/genética , Farnesil-Difosfato Farnesiltransferase/genética , Farnesil-Difosfato Farnesiltransferase/metabolismo , Galactose/metabolismo , Cromatografia Gasosa-Espectrometria de Massas , Fosfoglucomutase/genética , Fosfoglucomutase/metabolismo , Sesquiterpenos Policíclicos/análise , Sesquiterpenos Policíclicos/química , Regiões Promotoras Genéticas , Saccharomyces cerevisiae/crescimento & desenvolvimento , Proteínas de Saccharomyces cerevisiae/genética , Santalum/enzimologia , Fatores de Transcrição/genética
19.
J Photochem Photobiol B ; 203: 111748, 2020 Jan.
Artigo em Inglês | MEDLINE | ID: mdl-31918235

RESUMO

Nanotechnology is an emerged field to develop the plant mediated metal based nanodrugs by green method. In this current study, the zinc oxide metal based nanoparticles were developed using (Clausena lansium (Lour.) Skeels) Peel aqueous extracts and zinc nitrate. The C.L extract zinc nanoparticleswere indicated by the sharp peak seen at 350 nm utilizing the Ultraviolet-Visible spectroscopy (UV-Vis). The high peaks indicate the presence of phytochemicals and its functional groups in ZnONPs were studied by the Fourier Transform Infrared Spectroscopy (FT-IR). The X-Ray Diffraction analysis (XRD) explores the pattern and structure of ZnONPs as spherical and base-centered monoclinic crystalline shapes. The C.L extract with Zn nanoparticles were spherical in nature and the size of the synthesized particles were about 28.42 nm respectively. The autophagy (Beclin-1, LC3-I, LC3-II and ATG4B) and apoptotic (Bax, Bcl-2 and Caspase-3) proteins were regulated by the treatment with ZnONPs in SH-SY5Y neuroblastoma cells. The DNA loss or damage was occurred in the ZnONPs treatment and it was performed using Comet assay. The ZnONPs treatment generates the ROS in the cells and decreased its stability and viability. Addition of NAC prevents ROS in the cultured SH-SY5Y cells and prevents the cells from the apoptosis. We concluded that the ZnONPs potentially kills the neuroblastoma cells by producing the intracellular ROS.


Assuntos
Antineoplásicos/farmacologia , Autofagia/efeitos dos fármacos , Nanopartículas Metálicas/química , Óxido de Zinco/química , Antineoplásicos/química , Apoptose/efeitos dos fármacos , Proteína Beclina-1/metabolismo , Caspase 3/metabolismo , Linhagem Celular Tumoral , Sobrevivência Celular/efeitos dos fármacos , Clausena/química , Clausena/metabolismo , Dano ao DNA/efeitos dos fármacos , Química Verde , Humanos , Nanopartículas Metálicas/toxicidade , Neuroblastoma/metabolismo , Neuroblastoma/patologia , Extratos Vegetais/química , Proteínas Proto-Oncogênicas c-bcl-2/metabolismo , Espécies Reativas de Oxigênio/metabolismo
20.
Nat Prod Res ; 34(24): 3499-3505, 2020 Dec.
Artigo em Inglês | MEDLINE | ID: mdl-30931625

RESUMO

The investigation on the stems and leaves of Clausena sanki led to the isolation of a previously undescribed bisabolane sesquiterpene, clausemargic A (1), together with six known analogues (2-7). The structure of 1 was elucidated by extensive spectroscopic methods and the known compounds were identified by comparisons with data reported in the literature. All known compounds (2-7) were isolated from C. sanki for the first time. All isolated compounds were evaluated for their anti-inflammatory activities via examining the inhibitory activity on nitric oxide (NO) production induced by lipopolysaccharide in mouse macrophage RAW 264.7 cells in vitro. Compounds 1-7 showed significant inhibitory activities with IC50 values comparable to that of hydrocortisone.


Assuntos
Anti-Inflamatórios não Esteroides/química , Anti-Inflamatórios não Esteroides/farmacologia , Clausena/química , Sesquiterpenos Monocíclicos/farmacologia , Animais , Avaliação Pré-Clínica de Medicamentos , Lipopolissacarídeos/farmacologia , Camundongos , Estrutura Molecular , Sesquiterpenos Monocíclicos/química , Sesquiterpenos Monocíclicos/isolamento & purificação , Óxido Nítrico/biossíntese , Folhas de Planta/química , Células RAW 264.7
SELEÇÃO DE REFERÊNCIAS
DETALHE DA PESQUISA
...