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1.
Nat Prod Res ; : 1-9, 2023 May 02.
Article in English | MEDLINE | ID: mdl-37129020

ABSTRACT

In our antioxidant screening of some Vietnamese plant extracts, the CHCl3-soluble fraction from Calotropis gigantea (L.) W.T.Aiton flowers showed moderate DPPH free radical scavenging activity with an IC50 value of 55.8 µg/mL. Thus, a further phytochemical study was carried out to obtain five alkaloids, including a new ß-carboline-type alkaloid, caloside H (1). These known compounds were identified as 5-hydroxy-(2-methoxymethyl)pyridine (2), nicotinic acid (3), p-(acetylamino)phenol (4), and thymine (5). These structures were determined based on the NMR spectroscopic analysis. In antioxidant assay, caloside H at concentration of 100 µM showed DPPH radical scavenging capacity with a percentage of inhibition of 40.2%. In addition, a plausible biosynthetic pathway for the formation of caloside H was proposed based on the Schiff base formation and Mannich-like reaction.

2.
Nat Prod Res ; 36(15): 4026-4030, 2022 Aug.
Article in English | MEDLINE | ID: mdl-33729063

ABSTRACT

Bioactivity-guided isolation of the CHCl3-soluble fraction of the stems of Salacia chinensis L. (Celastraceae) was carried out to obtain a new 7',9-epoxylignan (1) and three 7,9':7',9-diepoxylignans (2-4). The absolute configuration of 1 was elucidated based on NMR and ECD spectroscopic data interpretation. All isolated lignans showed intermediate α-glucosidase inhibitory activity with the IC50 values ranging from 28.5 to 85.6 µM.


Subject(s)
Celastraceae , Lignans , Salacia , Lignans/pharmacology , Magnetic Resonance Spectroscopy , Plant Extracts/chemistry , Salacia/chemistry
3.
Article in English | MEDLINE | ID: mdl-34306141

ABSTRACT

Two new stilbene derivatives, named strebluses C and D, were isolated from the EtOAc-soluble fraction of the stems of Streblus ilicifolius (Moraceae). Its absolute configuration was elucidated based on NMR spectroscopic data interpretation and optical rotation calculation. Streblus C possesses strong tyrosinase inhibitory activity with an IC50 value of 0.01 µM. Docking studies of 1 and 2 with oxy-tyrosinase were carried out to analyze their interactions. The analysis of the docked poses confirmed that 1 showed better binding affinity for oxy-tyrosinase than that of 2.

4.
Sci Rep ; 11(1): 12280, 2021 Jun 10.
Article in English | MEDLINE | ID: mdl-34112910

ABSTRACT

Nanostructured cathode materials based on Mn-doped olivine LiMnxFe1-xPO4 (x = 0, 0.1, 0.2, and 0.3) were successfully synthesized via a hydrothermal route. The field-emission scanning electron microscopy (SEM) and energy-dispersive X-ray spectroscopy (EDS) analyzed results indicated that the synthesized LiMnxFe1-xPO4 (x = 0, 0.1, 0.2, and 0.3) samples possessed a sphere-like nanostructure and a relatively homogeneous size distribution in the range of 100-200 nm. Electrochemical experiments and analysis showed that the Mn doping increased the redox potential and boosted the capacity. While the undoped olivine (LiFePO4) had a capacity of 169 mAh g-1 with a slight reduction (10%) in the initial capacity after 50 cycles (150 mAh g-1), the Mn-doped olivine samples (LiMnxFe1-xPO4) demonstrated reliable cycling tests with negligible capacity loss, reaching 151, 147, and 157 mAh g-1 for x = 0.1, 0.2, and 0.3, respectively. The results from electrochemical impedance spectroscopy (EIS) accompanied by the galvanostatic intermittent titration technique (GITT) have resulted that the Mn substitution for Fe promoted the charge transfer process and hence the rapid Li transport. These findings indicate that the LiMnxFe1-xPO4 nanostructures are promising cathode materials for lithium ion battery applications.

5.
Phytochemistry ; 183: 112646, 2021 Mar.
Article in English | MEDLINE | ID: mdl-33421887

ABSTRACT

A methanolic extract of the rhizomes of Boesenbergia rotunda showed potent preferential cytotoxicity against PANC-1 human pancreatic cancer cells under nutrient deficiency conditions with a PC50 value of 6.6 µg/mL. Bioactivity-guided phytochemical investigation of the rhizomes of B. rotunda led to the isolation of nine undescribed dimeric metabolites, panduratins Q-Y. Their structures were elucidated based on NMR, MS, and ECD spectroscopic data interpretation. Panduratins Q-S and U-W exhibited potent cytotoxicity towards PANC-1 cell line with the PC50 values ranging from 0.8 to 6.3 µM. Panduratin W, which possessed a cyclohexenylchalcone-linked flavanone skeleton, showed the most cytotoxicity with a PC50 value of 0.8 µM under nutrient-deprived medium.


Subject(s)
Antineoplastic Agents, Phytogenic , Pancreatic Neoplasms , Zingiberaceae , Antineoplastic Agents, Phytogenic/pharmacology , Antineoplastic Agents, Phytogenic/therapeutic use , Cell Line, Tumor , Drug Screening Assays, Antitumor , Humans , Pancreatic Neoplasms/drug therapy , Rhizome
6.
Article in English | MEDLINE | ID: mdl-33488760

ABSTRACT

From a CHCl3-soluble extract of the stems of Semecarpus caudata (Anacardiaceae), two new diarylalkanoids, semedienone (1) and semetrienone (2), were isolated. Their structures were elucidated based on NMR spectroscopic data interpretation. These compounds possess strong tyrosinase inhibitory activity with the IC50 values of 0.033 and 0.11 µM, respectively. Docking studies of 1 and 2 with oxy-tyrosinase were carried out to analyze their interactions. Accordingly, semedienone (1) showed good interactions with the peroxide group and amino acid residues. The biosynthesis of the isolated diarylalkanoids was proposed.

7.
Nat Prod Res ; 35(23): 5096-5101, 2021 Dec.
Article in English | MEDLINE | ID: mdl-32571094

ABSTRACT

Bioactivity-guided isolation of the CHCl3-soluble fraction of the roots of Calotropis gigantea was carried out to obtain a new cardenolide glycoside, caloside G. Its absolute structure was elucidated based on NMR and ECD spectroscopic data interpretation. Caloside G showed noteworthy cytotoxicity against the PANC-1 human pancreatic and HeLa human cervical carcinoma cell lines, with the submicromolar IC50 values of 0.038 and 0.09 µM, respectively.


Subject(s)
Antineoplastic Agents, Phytogenic , Calotropis , Antineoplastic Agents, Phytogenic/pharmacology , Cardenolides/pharmacology , HeLa Cells , Humans , Plant Roots
8.
Chem Asian J ; 15(12): 1873-1880, 2020 Jun 17.
Article in English | MEDLINE | ID: mdl-32374519

ABSTRACT

Cu2 MoS4 is a ternary transition-metal sulfide that shows great potential in the field of energy conversion and storage, namely catalytic H2 evolution in water and Li-, Na- or Mg-ion battery. In this work, we report on a growth mechanism of the single-crystalline Cu2 MoS4 nanotube from (NH4 )2 MoS4 salt and Cu2 O nanoparticle. By probing the nature and morphology of solid products generated in function of reaction conditions we find that the crystalline Cu(NH4 )MoS4 nanorod is first generated at ambient conditions. The nanorod is then converted into Cu2 MoS4 nanotube under hydrothermal treatment due to the Kirkendall effect or a selective etching of the Cu2 MoS4 core. Extending the hydrothermal treatment causes a collapse of nanotube generating Cu2 MoS4 nanoplate. The catalytic activities of these sulfides are investigated. The Cu2 MoS4 shows superior catalytic activity to that of Cu(NH4 )MoS4 . Catalytic performance of the former largely depends on its morphology. The nanoplate shows superior catalytic activity to the nanotube, thanks to its higher specific electrochemical surface area.

9.
J Nat Prod ; 83(2): 385-391, 2020 02 28.
Article in English | MEDLINE | ID: mdl-31967821

ABSTRACT

Phytochemical analysis of the roots of Calotropis gigantea led to the isolation of six new cardenolide glycosides, calosides A-F (1-6), and five known cardenolides (7-11). The structures of 1-6 were elucidated based on NMR and ECD spectroscopic data interpretation. Caloside D (4) is the first naturally occurring example of a cardenolide containing a C-8/C-19 oxygen bridge. In turn, calosides E (5) and F (6) represent the first naturally occurring 3-epi-cannogenol diglycosides having potent cytotoxicity against the PANC-1 cell line (IC50, 0.081 and 0.070 µM, respectively) and HeLa (IC50, both 0.17 µM) cells, under normoglycemic conditions.


Subject(s)
Antineoplastic Agents, Phytogenic/chemistry , Calotropis/chemistry , Cardenolides/chemistry , Glycosides/analysis , Antineoplastic Agents, Phytogenic/pharmacology , Cardenolides/isolation & purification , Cell Line, Tumor , Glycosides/chemistry , HeLa Cells , Humans , Molecular Structure , Plant Roots/chemistry
10.
Nat Prod Res ; 33(20): 2883-2889, 2019 Oct.
Article in English | MEDLINE | ID: mdl-30295064

ABSTRACT

From an EtOAc-soluble fraction of the stem barks of Swintonia floribunda (Anacardiaceae), one new dimeric alkylresorcinol named integracin E (1), together with 4 known compounds (2-5) were isolated. Their chemical structures were elucidated based on the spectroscopic data interpretation. The absolute configuration of 1 was determined by the specific rotation analysis of its acid-catalyzed hydrolysis product. Compound 1 showed potent tyrosinase inhibitory activity with an IC50 value of 48.2 µM.


Subject(s)
Anacardiaceae/chemistry , Plant Bark/chemistry , Resorcinols/isolation & purification , Dimerization , Enzyme Inhibitors/chemistry , Enzyme Inhibitors/isolation & purification , Inhibitory Concentration 50 , Molecular Structure , Monophenol Monooxygenase/antagonists & inhibitors , Spectrum Analysis
11.
Chem Commun (Camb) ; 54(27): 3363-3366, 2018 Mar 29.
Article in English | MEDLINE | ID: mdl-29542767

ABSTRACT

An electrode made of Au nanoparticles, ca. 13 nm in diameter, displays outstanding catalytic activity for the hydrogen evolution reaction in water. At an overpotential of 200 mV it operates with a catalytic rate TOF of 0.3 s-1, which is among the best performances ever achieved for a Pt-free H2-evolving catalyst.

12.
Nat Prod Res ; 32(15): 1745-1750, 2018 Aug.
Article in English | MEDLINE | ID: mdl-29117736

ABSTRACT

From an CHCl3-soluble fraction of the stems of Semecarpus caudata, one new bischromanone named semecarpanone (1), together with 5 known flavonoids (2-6) were isolated. Their structures were elucidated based on interpretation of spectroscopic data. The stereo-configuration of 1 was identified based on the calculated and experimental coupling constants. Compounds 4-6 showed potent tyrosinase inhibitory activity with the IC50 values ranging from 15.0 to 76.3 µM.


Subject(s)
Chromones/chemistry , Enzyme Inhibitors/pharmacology , Monophenol Monooxygenase/antagonists & inhibitors , Plant Stems/chemistry , Semecarpus/chemistry , Chromones/isolation & purification , Enzyme Inhibitors/chemistry , Flavonoids/chemistry , Flavonoids/isolation & purification , Inhibitory Concentration 50 , Molecular Structure , Plant Extracts/chemistry , Spectrometry, Mass, Electrospray Ionization
13.
J Nat Prod ; 80(12): 3172-3178, 2017 12 22.
Article in English | MEDLINE | ID: mdl-29227656

ABSTRACT

Phytochemical analysis of an EtOAc extract of the stems of Artocarpus rigida led to the identification of seven new prenylated 4-chromenones, artocarmins G-M (1-7), and nine known compounds (8-17). Their structures were identified based on physical data analysis. In the tyrosinase inhibitory activity test, norartocarpetin (8) displayed the strongest effect, with an IC50 value of 0.023 µM.


Subject(s)
Artocarpus/chemistry , Monophenol Monooxygenase/antagonists & inhibitors , Plant Extracts/chemistry , Plant Extracts/pharmacology , Enzyme Inhibitors/chemistry , Enzyme Inhibitors/pharmacology , Flavonoids/chemistry , Flavonoids/pharmacology , Prenylation
14.
J Rheumatol ; 44(12): 1794-1803, 2017 Dec.
Article in English | MEDLINE | ID: mdl-28966211

ABSTRACT

OBJECTIVE: To evaluate the initial serological responses to pneumococcal vaccination with the 13-valent protein-conjugated pneumococcal vaccine (PCV13) followed by the 23-valent polysaccharide pneumococcal vaccine (PPV23) among patients with rheumatoid arthritis (RA) treated with biological disease-modifying antirheumatic drugs (bDMARD) according to dosing and intervals between immunizations. METHODS: Investigator-initiated clinical trial. Patients with RA receiving bDMARD were randomized (1:1:1) to immunization with single dose PCV13 followed by PPV23 after 16 or 24 weeks, or double dose PCV13 followed by PPV23 after 16 weeks. A comparison group of patients with RA treated with conventional synthetic (cs)DMARD received single dose PCV13 followed by PPV23 16 weeks later. Pneumococcal antibodies were collected before and 4 weeks after each vaccination. The primary endpoint was the proportion of participants responding to ≥ 6/12 pneumococcal serotypes 4 weeks after both vaccinations. RESULTS: Sixty-five participants receiving bDMARD and 35 participants receiving csDMARD were included. After PPV23 vaccination, 87% (95% CI 0.76-0.94) and 94% (95% CI 0.77-0.99), respectively, of participants treated with bDMARD and csDMARD had reached the primary endpoint. There was no significant difference in primary endpoint between the 3 randomization arms. The response for rituximab-treated participants was 25% compared to ≥ 89% in participants treated with bDMARD with other mode of action. CONCLUSION: The early serological response to prime-boost vaccination with PCV13 followed by PPV23 was very similar among participants receiving bDMARD and csDMARD. However, notable differences in response were observed according to individual bDMARD. It is important to consider the RA treatment when planning pneumococcal vaccination in patients with RA.


Subject(s)
Arthritis, Rheumatoid/immunology , Pneumococcal Infections/prevention & control , Pneumococcal Vaccines/immunology , Vaccination , Adult , Aged , Aged, 80 and over , Antirheumatic Agents/therapeutic use , Arthritis, Rheumatoid/drug therapy , Biological Products/therapeutic use , Female , Humans , Male , Middle Aged , Treatment Outcome , Young Adult
15.
J Nat Prod ; 80(8): 2345-2352, 2017 08 25.
Article in English | MEDLINE | ID: mdl-28783356

ABSTRACT

The ethanol extract of propolis from the Vietnamese stingless bee Trigona minor possessed potent preferential cytotoxicity against PANC-1 human pancreatic cancer cells in nutrient-deprived medium, with a PC50 value of 14.0 µg/mL. Chemical investigation of this extract led to the isolation of 15 cycloartane-type triterpenoids, including five new compounds (1-5), and a lanostane-type triterpenoid. The structures of the new compounds were elucidated on the basis of NMR spectroscopic analysis. Among the isolated compounds, 23-hydroxyisomangiferolic acid B (5) and 27-hydroxyisomangiferolic acid (13) exhibited the most potent preferential cytotoxicity against PANC-1 human pancreatic cancer cells under nutrition-deprived conditions, with PC50 values of 4.3 and 3.7 µM, respectively.


Subject(s)
Pancreatic Neoplasms/drug therapy , Propolis/chemistry , Triterpenes/isolation & purification , Triterpenes/pharmacology , Animals , Antineoplastic Agents, Phytogenic/chemistry , Cell Line, Tumor , Drug Screening Assays, Antitumor , Humans , Molecular Structure , Nuclear Magnetic Resonance, Biomolecular , Triterpenes/chemistry , Vietnam
16.
J Nat Prod ; 80(7): 2151-2155, 2017 07 28.
Article in English | MEDLINE | ID: mdl-28726400

ABSTRACT

From a CHCl3-soluble extract of the stems of Paramignya trimera, two new alkaloids, (E)-2-(prop-1-enyl)-N-methylquinolinium-4-olate (1) and (R)-2-ethylhexyl 2H-1,2,3-triazole-4-carboxylate (2), were isolated. Their structures were elucidated based on the spectroscopic data interpretation. Compound 2 possesses α-glucosidase inhibitory activity, with an IC50 value of 137.9 µM. Molecular docking studies of 1 and 2 with human maltase-glucoamylase (MGAM) were performed for the first time; thus, the 2,3-diH+-1H-1,2,3-triazolium cation (2i) showed good interactions with both MGAM-N (2QMJ) and -C (3TOP) terminal subunits.


Subject(s)
Alkaloids/isolation & purification , Alkaloids/pharmacology , Glycoside Hydrolase Inhibitors/isolation & purification , Glycoside Hydrolase Inhibitors/pharmacology , Plant Stems/chemistry , Rutaceae/chemistry , Triazoles/isolation & purification , Triazoles/pharmacology , Alkaloids/chemistry , Glycoside Hydrolase Inhibitors/chemistry , Humans , Molecular Structure , Nuclear Magnetic Resonance, Biomolecular , Triazoles/chemistry , Vietnam
17.
J Nat Prod ; 80(6): 1876-1882, 2017 06 23.
Article in English | MEDLINE | ID: mdl-28581744

ABSTRACT

From an EtOAc-soluble extract of the roots of Taxus wallichiana, six new (1-6) and 11 known lignans were isolated. The structures of the new compounds were elucidated based on interpretation of spectroscopic data. (+)-7'-epi-Tsugacetal (1) is a rare aryltetralin-type lignan having a cis-orientation of H-7' and H-8'. Compounds 3-6 were identified as the first naturally occurring tetrahydrofuranoid lignans having a cis-orientation of H-7 and H-8. All tested compounds were found to possess α-glucosidase inhibitory activity, with formosanol (9) showing the most potent effect with an IC50 value of 35.3 µM.


Subject(s)
Glycoside Hydrolase Inhibitors/isolation & purification , Glycoside Hydrolase Inhibitors/pharmacology , Lignans/isolation & purification , Lignans/pharmacology , Plant Roots/chemistry , Taxus/chemistry , Dose-Response Relationship, Drug , Glycoside Hydrolase Inhibitors/chemistry , Inhibitory Concentration 50 , Lignans/chemistry , Molecular Structure , Vietnam , alpha-Glucosidases/drug effects
18.
Bioorg Med Chem Lett ; 27(13): 2902-2906, 2017 07 01.
Article in English | MEDLINE | ID: mdl-28495081

ABSTRACT

A new lignan, 9'-methoxypinoresinol (1), and two new glycosylated 5-hydroxymethylfurfurals, calofurfuralside A (2), and calofurfuralside B (3), together with nine known compounds (4-12) have been isolated from the active fractions, CHCl3 (IC50, 0.32µgmL-1) and EtOAc (IC50, 0.55µgmL-1) fractions of the leaves of Calotropis gigantea. Their structures were elucidated based on NMR and MS data. Among the isolated compounds, compounds 1 and 9 exhibited potent cytotoxicity against PANC-1 human pancreatic cancer cell line under the normoglycemic condition with IC50 values of 3.7 and 3.3µM, respectively. 9'-Methoxypinoresinol (1) significantly inhibited the colony formation of PANC-1 cells in a concentration-dependent manner.


Subject(s)
Antineoplastic Agents, Phytogenic/pharmacology , Calotropis/chemistry , Lignans/pharmacology , Phytochemicals/pharmacology , Plant Leaves/chemistry , Antineoplastic Agents, Phytogenic/chemistry , Antineoplastic Agents, Phytogenic/isolation & purification , Cell Line, Tumor , Cell Proliferation/drug effects , Dose-Response Relationship, Drug , Drug Screening Assays, Antitumor , Humans , Lignans/chemistry , Lignans/isolation & purification , Molecular Structure , Phytochemicals/chemistry , Phytochemicals/isolation & purification , Structure-Activity Relationship
19.
PLoS One ; 10(5): e0127198, 2015.
Article in English | MEDLINE | ID: mdl-26018910

ABSTRACT

BACKGROUND: The burden of obesity in Vietnam has not been well defined because there is a lack of reference data for percent body fat (PBF) in Asians. This study sought to define the relationship between PBF and body mass index (BMI) in the Vietnamese population. METHODS: The study was designed as a comparative cross-sectional investigation that involved 1217 individuals of Vietnamese background (862 women) aged 20 years and older (average age 47 yr) who were randomly selected from the general population in Ho Chi Minh City. Lean mass (LM) and fat mass (FM) were measured by DXA (Hologic QDR 4500). PBF was derived as FM over body weight. RESULTS: Based on BMI ≥30, the prevalence of obesity was 1.1% and 1.3% for men and women, respectively. The prevalence of overweight and obesity combined (BMI ≥25) was ~24% and ~19% in men and women, respectively. Based on the quadratic relationship between BMI and PBF, the approximate PBF corresponding to the BMI threshold of 30 (obese) was 30.5 in men and 41 in women. Using the criteria of PBF >30 in men and PBF >40 in women, approximately 15% of men and women were considered obese. CONCLUSION: These data suggest that body mass index underestimates the prevalence of obesity. We suggest that a PBF >30 in men or PBF >40 in women is used as criteria for the diagnosis of obesity in Vietnamese adults. Using these criteria, 15% of Vietnamese adults in Ho Chi Minh City was considered obese.


Subject(s)
Adipose Tissue/metabolism , Body Mass Index , Obesity/diagnosis , Obesity/metabolism , Adolescent , Adult , Female , Humans , Male , Middle Aged , Obesity/epidemiology , Vietnam/epidemiology , Young Adult
20.
Mol Phylogenet Evol ; 82 Pt B: 436-54, 2015 Jan.
Article in English | MEDLINE | ID: mdl-25305518

ABSTRACT

The squirrel monkey, Saimiri, is a pan-Amazonian Pleistocene radiation. We use statistical phylogeographic methods to create a mitochondrial DNA-based timetree for 118 squirrel monkey samples across 68 localities spanning all Amazonian centers of endemism, with the aim of better understanding (1) the effects of rivers as barriers to dispersal and distribution; (2) the area of origin for modern Saimiri; (3) whether ancestral Saimiri was a lowland lake-affiliated or an upland forest taxa; and (4) the effects of Pleistocene climate fluctuation on speciation. We also use our topology to help resolve current controversies in Saimiri taxonomy and species relationships. The Rondônia and Inambari centers in the southern Amazon were recovered as the most likely areas of origin for Saimiri. The Amazon River proved a strong barrier to dispersal, and squirrel monkey expansion and diversification was rapid, with all speciation events estimated to occur between 1.4 and 0.6Ma, predating the last three glacial maxima and eliminating climate extremes as the main driver of squirrel monkey speciation. Saimiri expansion was concentrated first in central and western Amazonia, which according to the "Young Amazon" hypothesis was just becoming available as floodplain habitat with the draining of the Amazon Lake. Squirrel monkeys also expanded and diversified east, both north and south of the Amazon, coincident with the formation of new rivers. This evolutionary history is most consistent with a Young Amazon Flooded Forest Taxa model, suggesting Saimiri has always maintained a lowland wetlands niche and was able to greatly expand its range with the transition from a lacustrine to a riverine system in Amazonia. Saimiri vanzolinii was recovered as the sister group to one clade of Saimiri ustus, discordant with the traditional Gothic vs. Roman morphological division of squirrel monkeys. We also found paraphyly within each of the currently recognized species: S. sciureus, S. ustus, and S. macrodon. We discuss evidence for taxonomic revision within the genus Saimiri, and the need for future work using nuclear markers.


Subject(s)
Biological Evolution , Phylogeny , Saimiri/classification , Animals , Bayes Theorem , DNA, Mitochondrial/genetics , Ecosystem , Models, Genetic , Phylogeography , Sequence Analysis, DNA , South America
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