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1.
Chem Biodivers ; : e202401273, 2024 Jun 03.
Artigo em Inglês | MEDLINE | ID: mdl-38828879

RESUMO

Eight furostanol glycosides including five undescribed compounds, named tribufurostanosides A-E (1-5), and three known ones (6-8) were isolated from the fruits of Tribulus terrestris L. Their chemical structures were determined by the IR, HR-ESI-MS, 1D-, and 2D-NMR spectra. Furostanols 1-8 significantly inhibited nitric oxide production in LPS activated RAW 264.7 cells with IC50 values ranging from 14.2 to 64.7 µM, compared to that of the positive control compound, dexamethazone (IC50 13.6 µM).

2.
Chem Biodivers ; : e202401049, 2024 May 16.
Artigo em Inglês | MEDLINE | ID: mdl-38757233

RESUMO

Four undescribed spirostan glycosides, (25S)-5α-spirostan-12-one-2α,3ß-diol-3-O-ß-D-glucopyranosyl-(1→4)-ß-D-galactopyranoside (1), (25S)-5α-spirostan-12-one-2α,3ß-diol-3-O-ß-D-galatopyranosyl-(1→2)-ß-D-glucopyranosyl-(1→4)-ß-D-galactopyranoside (2), (25S)-5α-spirostan-12-one-2α,3ß-diol-3-O-ß-D-glucopyranosyl-(1→2)-[ß-D-glucopyranosyl-(1→3)]-ß-D-glucopyranosyl-(1→4)-ß-D-galactopyranoside (3), and hecogenin 3-O-ß-D-glucopyranosyl-(1→3)-[ß-D-xylopyranosyl-(1→2)]-ß-D-glucopyranosyl-(1→4)-[α-L-rhamnopyranosyl-(1→2)]-ß-D-galactopyranoside (4), together with eleven known compounds (5-15) were isolated from the branches and leaves of Tribulus terrestris. Their chemical structures were established through spectroscopic methods. including HR-ESI-MS, 1D-, and 2D-NMR spectra. Preliminary biological evaluation on NO production inhibitory activity in LPS activated RAW 264.7 cells showed that compounds 1-3, 5, and 6 had significant inhibitory effects with IC50 values ranging from 2.4 to 18.3 µM, compared to that of the positive control compound, dexamethazone (IC50 13.6 µM).

3.
Nat Prod Res ; : 1-8, 2023 Sep 15.
Artigo em Inglês | MEDLINE | ID: mdl-37715314

RESUMO

Alpinia nelumboides Nob.Tanaka, T.T.K.Van & V.Hoang is the new Alpninia species discovered in Vietnam in 2023. Herein, we first hydrodistillated its pseudo-stems and rhizomes to obtain its essential oils, PS-EO and RH-EO. Their volatile compounds and total polyphenols were analysed by gas chromatography-mass spectrometry and the Folin-Ciocalteu method, respectively. Antioxidant activities were determined using four different approaches. The results showed that PS-EO and RH-EO contained 40 and 31 compounds, accounting for 99.78% and 99.45% of their compositions, respectively. The contents of polyphenols and monoterpenes in PS-EO were higher than in RH-EO. RH-EO displayed weaker scavenging activities (17.40-19.53%) than PS-EO (30.81-44.08%). PS-EO also showed higher ferric and cupric reducing powers, with EC50 values of 3.50-5.30 mg/mL smaller than RH-EO's EC50 values of 19.0-23.0 mg/mL. These results first revealed the phytochemical profile and antioxidant activities of EOs from A. nelumboides.

4.
Chem Biodivers ; 20(3): e202200210, 2023 Mar.
Artigo em Inglês | MEDLINE | ID: mdl-36732885

RESUMO

There is an ongoing interest to identify alternative pesticidal agents to avoid the chronic problems associated with synthetic pesticides. Essential oils have shown promise as botanical pest control agents. In the present study, the essential oils of four members of the Lamiaceae (Callicarpa candicans, C. erioclona, C. macrophylla, and Karomia fragrans; Vietnamese names: Nàng nàng, Tu châu lông mem, Tu châu lá to and Cà dien, respectively), obtained from wild populations in Vietnam, have been obtained by hydrodistillation and analyzed by gas chromatography-mass spectrometry. The essential oils were formulated into microemulsions and the essential oils and their microemulsions were screened for mosquito larvicidal activity against Aedes aegypti, Aedes albopictus, Culex quinquefasciatus, and for molluscicidal activity against Pomacea canaliculata. Atractylone and (E)-caryophyllene dominated the volatiles of C. candicans (CCEO) and C. erioclona (CEEO), while the major component in C. macrophylla (CMEO) and K. fragrans (KFEO) was (E)-caryophyllene. The essential oils and microemulsions of both C. candicans and C. erioclona exhibited excellent larvicidal activity against all three mosquito species (Ae. aegypti, Ae. albopictus, and Cx. quinquefasciatus) with LC50 values <10 µg/mL. Additionally, the larvicidal activity of the microemulsions were significantly improved compared with their free essential oils, especially for C. candicans and C. erioclona. All four essential oils and their microemulsions showed excellent molluscicidal activity with LC50 <10 µg/mL. In most cases, the essential oils and microemulsions showed greater pesticidal activity against target organisms than the non-target freshwater fish, Oreochromis niloticus. The in silico studies on physicochemical and ADMET properties of the major components in the studied essential oils were also investigated and most of the compounds possessed a favorable ADMET profile. Computational modeling studies of the studied compounds demonstrated a favorable binding interaction with the mosquito odorant-binding protein target and support atractylone, ß-selinene, and caryophyllene oxide as potential inhibitors. Based on the observed pesticidal activities of the essential oils and their microemulsions, the Callicarpa species and K. fragrans should be considered for potential cultivation and further exploration as botanical pesticidal agents.


Assuntos
Aedes , Callicarpa , Inseticidas , Lamiaceae , Óleos Voláteis , Praguicidas , Animais , Óleos Voláteis/farmacologia , Óleos Voláteis/química , Praguicidas/farmacologia , Vietnã , Inseticidas/farmacologia , Inseticidas/química , Larva
5.
Molecules ; 27(20)2022 Oct 20.
Artigo em Inglês | MEDLINE | ID: mdl-36296686

RESUMO

Essential oils are promising as environmentally friendly and safe sources of pesticides for human use. Furthermore, they are also of interest as aromatherapeutic agents in the treatment of Alzheimer's disease, and inhibition of the enzyme acetylcholinesterase (AChE) has been evaluated as an important mechanism. The essential oils of some species in the genera Callicarpa, Premna, Vitex and Karomia of the family Lamiaceae were evaluated for inhibition of electric eel AChE using the Ellman method. The essential oils of Callicarpa candicans showed promising activity, with IC50 values between 45.67 and 58.38 µg/mL. The essential oils of Callicarpa sinuata, Callicarpa petelotii, Callicarpa nudiflora, Callicarpa erioclona and Vitex ajugifolia showed good activity with IC50 values between 28.71 and 54.69 µg/mL. The essential oils Vitex trifolia subsp. trifolia and Callicarpa rubella showed modest activity, with IC50 values of 81.34 and 89.38, respectively. trans-Carveol showed an IC50 value of 102.88 µg/mL. Molecular docking and molecular dynamics simulation were performed on the major components of the studied essential oils to investigate the possible mechanisms of action of potential inhibitors. The results obtained suggest that these essential oils may be used to control mosquito vectors that transmit pathogenic viruses or to support the treatment of Alzheimer's disease.


Assuntos
Doença de Alzheimer , Callicarpa , Lamiaceae , Óleos Voláteis , Praguicidas , Plantas Medicinais , Vitex , Animais , Humanos , Óleos Voláteis/farmacologia , Óleos Voláteis/uso terapêutico , Acetilcolinesterase/uso terapêutico , Doença de Alzheimer/tratamento farmacológico , Simulação de Acoplamento Molecular , Praguicidas/farmacologia , Povo Asiático
6.
J Nanosci Nanotechnol ; 19(6): 3293-3300, 2019 06 01.
Artigo em Inglês | MEDLINE | ID: mdl-30744756

RESUMO

Recently, drug delivery using natural and biodegradable nanoparticles has attracted huge attention. This study focused to deliver an anti-cancer and anti-inflammatory drug Ginsenoside Rb1 through chitosan-Alginate nanocomposite film prepared by solution method. Ginsenoside Rb1 is a dammaran saponin group, which is extracted from an herbaceous plant Panax notoginseng. Ginsenoside loaded alginate-chitosan nanocomposite films were characterized by Fourier transform infrared spectroscopy (FT-IR), scanning electron microscopy (SEM) and differential scanning calorimetry (DSC) methods. The FTIR spectra of alginate/chitosan/ginsenoside Rb1 nanocomposite films show that chitosan, alginate, and ginsenoside Rb1 are linked through the hydrogen bonding and dipolar-dipolar interactions. The FESEM image indicates that the chitosan and ginsenoside Rb1 dispersed well in the alginate matrix. The DSC diagrams display that melting temperature of alginate/chitosan/ginsenoside Rb1 nanocomposite films higher than that of chitosan and lower than that of alginate. It means that alginate and chitosan interact together. Investigation of the ginsenoside Rb1 release from alginate/chitosan/ginsenoside Rb1 nanocomposite films at different pH solutions and different ginsenoside Rb1 content has been carried out by ultraviolet-visible spectroscopy method. The rate of drug release is proportional to the increase in pH solution and inversely proportional to the content of loaded ginsenoside Rb1. The Rb1 release process includes two stages: burst release in the first 10 hours, then constant release afterwards. The suitable ratio of alginate/chitosan to prepare the alginate/chitosan/ginsenoside Rb1 nanocomposite films for further investigations was found out to be 8:2. Ginsenoside Rb1 release process from alginate/chitosan/ginsenoside Rb1 nanocomposite films was believed to be first-order kinetics in the first stage, and then the Rb1 release complies with Higuchi kinetic model in the slow release stage. This study demonstrated the novel synthesis methodology to design drug delivery system based on ginsenoside Rb1 loaded to chitosan/alginate nanocomposite films.


Assuntos
Quitosana , Ginsenosídeos , Nanocompostos , Alginatos , Sistemas de Liberação de Medicamentos , Espectroscopia de Infravermelho com Transformada de Fourier
7.
J Nanosci Nanotechnol ; 15(12): 9585-90, 2015 Dec.
Artigo em Inglês | MEDLINE | ID: mdl-26682382

RESUMO

Poly-lactic acid (PLA) has been widely applied in the medical field (in biomedicines such as medical capsules, surgical sutures and suture wounds) owing to its high biodegradability, good biocompatibility and ability to be dissolved in common solvents. Chitosan (CS) is an abundant polysaccharide and a cationic polyelectrolyte present in nature. In this study, the combination of PLA and CS has been used to form PLA/CS nanocomposites having the advantages of both the original components. To enhance the dispersibility and compatibility between PLA and CS in the PLA/CS nanocomposites, polycaprolactone (PCL) is added as a compatibilizer. The Fourier Transform Infrared spectroscopies prove the existence of the interactions of PCL with PLA and CS. A more regular dispersion of CS of 200-400 nm particle size, is observed in the PLA matrix of the PLA/CS nanocomposites containing PCL, through the Field Emission Scanning Electron Microscopy images. The appearance of one glass transition temperature (T(g)) value of PLA/CS/PCL nanocomposites occuring between the T(g) values of PLA and CS in DSC diagrams confirms the improvement in the compatibility between PLA and CS, due to the presence of PCL. The TGA result shows that PCL plays an important role in enhancing the thermal stability of PLA/CS/PCL nanocomposites. The hydrolysis of PLA/CS/PCL nanocomposites in alkaline and phosphate buffer solutions was investigated. The obtained results show that the PLA/CS/PCL nanocomposites have slower hydrolysis ability than the PLA/CS composites.


Assuntos
Quitosana/química , Nanocompostos/química , Poliésteres/química , Hidrólise , Microscopia Eletrônica de Varredura
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