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1.
J Asian Nat Prod Res ; 26(4): 482-488, 2024 Apr.
Artículo en Inglés | MEDLINE | ID: mdl-37610136

RESUMEN

Two new guaiane-type sesquiterpenes, wenyujinolides A (1) and B (2), were isolated from the ethanol extract of Curcuma wenyujin, together with 10 known compounds. Their structures were established by extensive spectroscopic methods (IR, ESIMS, HRESIMS, ECD, 1D and 2D NMR) and comparison of their NMR data with literatures. Compounds 1 and 2 were evaluated for the inhibition of NO production in LPS induced RAW 264.7 macrophages.


Asunto(s)
Curcuma , Sesquiterpenos , Curcuma/química , Estructura Molecular , Óxido Nítrico , Lipopolisacáridos/farmacología , Sesquiterpenos/farmacología , Sesquiterpenos/química , Sesquiterpenos de Guayano/química
2.
Fitoterapia ; 172: 105779, 2024 Jan.
Artículo en Inglés | MEDLINE | ID: mdl-38104910

RESUMEN

Six new compounds, including two depsidones garciculendepsidones A and B (1 and 2), one prenylated xanthone garciculenxanthone (3) and three dimeric xanthones bigarciculenxanthones A-C (4-6), were isolated from the twigs and leaves of Garcinia esculenta Y. H. Li. Their structures were elucidated based on comprehensive analyses of spectral data, including HRESIMS, 1D and 2D NMR, and ECD calculation. All the isolates were tested for their cytotoxicity against five human cancer cell lines (myeloid leukemia HL-60, lung cancer A-549 cells, hepatocellular carcinoma SMMC-7721, breast cancer MDA-MB-231 and colon cancer SW480), among them, compounds 3-5 displayed cytotoxic potential, especially garciculenxanthone (3) had the lowest IC50 value of 8.2 µm for lung cancer A-549 cells.


Asunto(s)
Antineoplásicos Fitogénicos , Antineoplásicos , Depsidos , Garcinia , Lactonas , Neoplasias Pulmonares , Xantonas , Humanos , Estructura Molecular , Antineoplásicos Fitogénicos/farmacología , Antineoplásicos Fitogénicos/química , Garcinia/química , Xantonas/farmacología , Xantonas/química , Neoplasias Pulmonares/tratamiento farmacológico
3.
Phytochemistry ; 195: 113056, 2022 Mar.
Artículo en Inglés | MEDLINE | ID: mdl-34953266

RESUMEN

Phytochemical investigation of Lycopodium cernuum L. afforded seven undescribed serratene triterpenoids named 3ß, 21ß-dihydroxyserra-14-en-24-oic acid-3ß-(5'-hydroxybenzoate) (1), 3ß, 21ß, 24-trihydroxyserrat-14-en-3ß-(5'-hydroxyl benzoate) (2), 3ß, 14α, 15α, 21ß-tetrahydroxyserratane-24-methyl ester (3), 3ß, 14α, 21ß-trihydroxyserratane-15α-(4'-methoxy-5'-hydroxybenzoate)-24-methyl ester (4), 3ß, 14α, 21ß-trihydroxyserratane-15α-(4'-methoxy-5'-hydroxybenzoate) (5), 3ß-hydroxy-21ß-acetate-16-oxoserrat-14-en-24-oic acid (6), 3ß, 21ß-dihydroxy-16α, 29-epoxyserrat-14-en-24-methyl ester (7), together with eleven known compounds (8-18), whose chemical structures were elucidated through spectroscopic analysis of HRESIMS, 1D NMR, 2D NMR and comparison between the literature. All compounds were evaluated for their α-glucosidase inhibitory activity for the first time. The results showed that compounds 1, 2, 4, 5, 6, 10, 13, 15, and 16 were among the most potent α-glucosidase inhibitors, with IC50 values ranging from 23.22 ± 0.64 to 50.65 ± 0.82 µM. Structure-activity relationship (SAR) studies indicated that the combined properties of the 5-hydroxybenzoate moiety at C-3, ß-OH at C-21, COOH- at C-24, and Δ14,15 groups enabled an increase in the α-glucosidase inhibitory effect. In addition, molecular docking studies showed that the potential inhibitors mainly interact with key amino acid residues in the active site of α-glucosidase through hydrogen bonds and hydrophobic forces.


Asunto(s)
Lycopodium , Triterpenos , Inhibidores de Glicósido Hidrolasas/farmacología , Imidazoles , Simulación del Acoplamiento Molecular , Estructura Molecular , Relación Estructura-Actividad , Sulfonamidas , Tiofenos , Triterpenos/farmacología
4.
J Asian Nat Prod Res ; 22(10): 989-994, 2020 Oct.
Artículo en Inglés | MEDLINE | ID: mdl-31538496

RESUMEN

Two hitherto unknown highly modified abietane diterpenoids, namely salviapritin A (1) and salviapritin B (2), were isolated from the ethanol extract of Salvia prionitis, together with 17 known compounds. Their chemical structures were established by extensive spectroscopic methods (ESIMS, HRESIMS, 1D and 2D NMR) and by comparison of their NMR data with those of related analogues. Salviapritin A is the first example of a trinorabietane diterpenoid possessing an acenaphthylene skeleton from the Salvia genus. Additionally, a plausible biogenetic pathway for salviapritin B is proposed. [Formula: see text].


Asunto(s)
Diterpenos , Salvia , Abietanos , Espectroscopía de Resonancia Magnética , Estructura Molecular
5.
Nat Prod Bioprospect ; 9(6): 425-429, 2019 Dec.
Artículo en Inglés | MEDLINE | ID: mdl-31724098

RESUMEN

Two hitherto unknown iboga-type indole alkaloids, namely (3R)-7,19-di-epi-3-methoxytabernoxidine (1) and (3R,19R)-19-hydroxy-3-(2-oxopropyl)voacangine (2), together with eight known alkaloids (3-10), were isolated from the twigs and leaves of Tabernaemontana divaricata. Their structures were established on the basis of spectroscopic data interpretation, single crystal X-ray diffraction analysis and circular dichroism spectrum.

6.
Nat Prod Bioprospect ; 9(2): 149-155, 2019 Apr.
Artículo en Inglés | MEDLINE | ID: mdl-30848431

RESUMEN

Four hitherto unknown aristolane-type sesquiterpenes, including one novel 8,9-secoaristolane, namely secoaristolenedioic acid (1), two aristolone derivatives, namely 1α,2ß-dihydroxyaristolone (2), 9-epidebilon (3), and one rare aristolane-chalcone hybrid, namely 3'-hydroxynardoaristolone A (4) were isolated from the ethanol extract of the roots and rhizomes of Nardostachys chinensis. Their structures were elucidated on the basis of extensive spectroscopic analysis. In addition, the structure of aristolanhydride, recently isolated from the same species, was corrected by reanalysis of the published NMR data.

7.
Nat Prod Bioprospect ; 6(2): 111-6, 2016 Apr.
Artículo en Inglés | MEDLINE | ID: mdl-26895232

RESUMEN

Four hitherto unknown prenylated isoflavonoids, named derrisisoflavones H-K (1-4) and one new isoflavan, namely 6-hydroxyisosativan (5), were isolated from the ethanol extract of Derris robusta. Their structures were elucidated on the basis of extensive spectroscopic studies. To our knowledge, derrisisoflavones J (3) and K (4) are the first examples of hydroxyethylated isoflavonoid.

8.
Phytochemistry ; 95: 428-35, 2013 Nov.
Artículo en Inglés | MEDLINE | ID: mdl-23906551

RESUMEN

Two Daphniphyllum alkaloid and iridoid hybrids with the hitherto unknown decacyclic fused skeletons, hybridaphniphyllines A and B, along with one diamino Daphniphyllum alkaloid, daphnicyclidin I, were isolated from dried stems and leaves of Daphniphyllum longeracemosum. Their structures were elucidated on the basis of extensive spectroscopic analysis, and the absolute configuration of daphnicyclidin I was deduced by the CD exciton chirality method. A biogenetic pathway for 1 and 2 involving natural Diels-Alder cycloaddition is proposed.


Asunto(s)
Alcaloides/aislamiento & purificación , Glicósidos Iridoides/aislamiento & purificación , Magnoliopsida/química , Extractos Vegetales/química , Alcaloides/química , Reacción de Cicloadición , Glicósidos Iridoides/química , Estructura Molecular , Hojas de la Planta/química , Tallos de la Planta/química
9.
Nanoscale Res Lett ; 7(1): 510, 2012 Sep 17.
Artículo en Inglés | MEDLINE | ID: mdl-22985404

RESUMEN

: We investigate the spin accumulations of Aharonov-Bohm interferometers with embedded quantum dots by considering spin bias in the leads. It is found that regardless of the interferometer configurations, the spin accumulations are closely determined by their quantum interference features. This is mainly manifested in the dependence of spin accumulations on the threaded magnetic flux and the nonresonant transmission process. Namely, the Aharonov-Bohm-Fano effect is a necessary condition to achieve the spin accumulation in the quantum dot of the resonant channel. Further analysis showed that in the double-dot interferometer, the spin accumulation can be detailedly manipulated. The spin accumulation properties of such structures offer a new scheme of spin manipulation. When the intradot Coulomb interactions are taken into account, we find that the electron interactions are advantageous to the spin accumulation in the resonant channel.

10.
Xi Bao Yu Fen Zi Mian Yi Xue Za Zhi ; 28(5): 455-7, 2012 May.
Artículo en Chino | MEDLINE | ID: mdl-22558981

RESUMEN

AIM: To investigate the effect of high glucose and mycophenolate (MMF) on the expression of MCP-1 in human mesangial cells (HMCs) and fibronectin (FN). METHODS: The HMCs were divided randomly into five groups: control group (5 mmol/L glucose), high glucose group (30 mmol/L glucose), mannitol group (5 mmol/L glucose and 25 mmol/L mannitol), high glucose+MMF-10 group (30 mmol/L glucose plus 10 µg/mL mycophenolate) and high glucose+MMF-100 group (30 mmol/L glucose plus 100 µg/mL mycophenolate). We detected the levels of MCP-1 and fibronectin in each group at 24 h, 48 h and 72 h, respectively. The expression levels of the MCP-1 mRNA were detected by RT-PCR, and the protein expression of MCP-1 and fibronectin was measured by ELISA. RESULTS: Compared with the control group, the levels of the MCP-1 and FN in high glucose group were significantly increased with the expression peak at 48 h (P<0.01). The MMF with different concentration could inhibit the expression of MCP-1 and FN in time- and dose-dependent manner (P<0.05). CONCLUSION: Mycophenolate could inhibit the expressions of MCP-1 and FN in human mesangial cells and it might be expected to delay the development and progression of glomerular sclerosis and interstitial fibrosis.


Asunto(s)
Quimiocina CCL2/análisis , Fibronectinas/análisis , Glucosa/farmacología , Células Mesangiales/efectos de los fármacos , Ácido Micofenólico/análogos & derivados , Células Cultivadas , Quimiocina CCL2/genética , Humanos , Células Mesangiales/química , Ácido Micofenólico/farmacología , ARN Mensajero/análisis
11.
Phytochemistry ; 77: 312-7, 2012 May.
Artículo en Inglés | MEDLINE | ID: mdl-22387090

RESUMEN

Six eudesmane-type sesquiterpene lactones, named chlorantholides A-F, were isolated from the ethanol extract of Chloranthus elatior (Chloranthaceae) together with 12 known compounds. Their structures were elucidated on the basis of extensive spectroscopic analysis, and their absolute configurations were studied by the CD exciton chirality method. The structure of a recently reported eudesmanolide from Chloranthus anhuiensis: 8ß-hydroxy-1-oxoeudesma-3,7(11)-dien-12,8-olide, was also revised as 8ß-hydroxy-2-oxoeudesma-3,7(11)-dien-12,8-olide (chlorantholide D).


Asunto(s)
Helechos/química , Lactonas/química , Sesquiterpenos/química , Lactonas/aislamiento & purificación , Espectrometría de Masas , Resonancia Magnética Nuclear Biomolecular , Extractos Vegetales/química , Sesquiterpenos/aislamiento & purificación
12.
J Asian Nat Prod Res ; 14(2): 154-8, 2012.
Artículo en Inglés | MEDLINE | ID: mdl-22296155

RESUMEN

Two new xanthones, angustins A and B (1 and 2), were isolated from the aerial parts of Swertia angustifolia together with six known compounds (3-8). The structures of these two xanthones were elucidated by extensive analysis of the spectroscopic data. In addition, compounds 3 and 6-8 were isolated from this plant for the first time.


Asunto(s)
Medicamentos Herbarios Chinos/aislamiento & purificación , Swertia/química , Xantonas/aislamiento & purificación , Medicamentos Herbarios Chinos/química , Estructura Molecular , Xantonas/química
13.
Chem Pharm Bull (Tokyo) ; 59(4): 484-7, 2011.
Artículo en Inglés | MEDLINE | ID: mdl-21467679

RESUMEN

Six new ent-15-oxokauran-19-oic acid derivatives, named pterisolic acids A-F (1-6), were isolated from the ethanol extract of the fern Pteris semipinnata (Pteridaceae), and the structures of these new ent-kauranoids were elucidated on the basis of extensive spectroscopic studies and single crystal X-ray diffraction analysis.


Asunto(s)
Diterpenos de Tipo Kaurano/química , Pteris/química , Cristalografía por Rayos X , Conformación Molecular
14.
Nat Prod Res ; 24(12): 1146-50, 2010 Jul.
Artículo en Inglés | MEDLINE | ID: mdl-20582809

RESUMEN

A new compound of ansamitocin was isolated from the extracts of fermentation medium of mutant strain HGF052 derived from Actinosynnema pretiosum ssp. aurantium ATCC 31565, and identified as N-demethyl-desepoxy-9-methoxy-maytansinol (1) on the basis of extensive spectroscopic methods. Bioassay results showed that compound 1 had cytotoxic activity against HL-60 and BEL-7402 cell lines.


Asunto(s)
Actinomycetales/química , Antineoplásicos/farmacología , Maitansina/análogos & derivados , Antineoplásicos/química , Línea Celular Tumoral , Proliferación Celular/efectos de los fármacos , Células HL-60 , Humanos , Espectroscopía de Resonancia Magnética , Maitansina/química , Maitansina/farmacología
15.
Immunol Cell Biol ; 88(3): 305-12, 2010.
Artículo en Inglés | MEDLINE | ID: mdl-19997078

RESUMEN

The renin-angiotensin system exerts a profound regulatory effect on the functional features of dendritic cells (DCs), thus suggesting a new target of angiotensin II (Ang II) action in the immune system. This study analyzed whether peroxisome proliferator-activated receptor-gamma (PPAR-gamma) activation in DCs regulated Ang II-induced activation of DCs and exploited the possible molecular mechanisms, especially focused on the signaling pathways of mitogen-activated protein kinase (MAPK) and nuclear factor-kappa B (NF-kappaB). Ang II stimulation of human monocyte-derived DCs resulted in an intermediate state of DC maturation and function via modulating the balance of the negative or positive regulation of the signaling pathways of extracellular regulated kinase (ERK), p38 MAPK and NF-kappaB, but not c-Jun N-terminal kinase (JNK). Moreover, pretreatment of DCs with the PPAR-gamma agonist pioglitazone reverted these effects of Ang II on DCs via suppression of the MAPK and NF-kappaB signaling pathways at least in part. Collectively, our data support the notion that PPAR-gamma activation in human DCs inhibits the activation of DCs induced by Ang II, with which involves the regulation of MAPK and NF-kappaB signaling pathways. These findings may support the important role of these mediators in the regulation of DC-mediated inflammatory and immunologic processes.


Asunto(s)
Angiotensina II/inmunología , Células Dendríticas/inmunología , Hipoglucemiantes/farmacología , Sistema de Señalización de MAP Quinasas/efectos de los fármacos , Monocitos/inmunología , FN-kappa B/inmunología , PPAR gamma/agonistas , Tiazolidinedionas/farmacología , Células Cultivadas , Quinasas MAP Reguladas por Señal Extracelular/inmunología , Humanos , Inflamación/inmunología , MAP Quinasa Quinasa 4/inmunología , PPAR gamma/inmunología , Pioglitazona , Proteínas Quinasas p38 Activadas por Mitógenos/inmunología
16.
Zhongguo Yi Xue Ke Xue Yuan Xue Bao ; 25(5): 495-8, 2003 Oct.
Artículo en Chino | MEDLINE | ID: mdl-14650143

RESUMEN

OBJECTIVE: To perform variation and phylogenetics analysis on the SARS-CoV genome sequence (PUMC01) isolated in the Peking Union Medical College Hospital. METHODS: The cDNA library of SARS-CoV (PUMC01 isolate) was constructed by means of random-priming strategy. Random selected plasmid was sequenced and the genome sequence of SARS-CoV-PUMC01 was assembled by conventional methods (The Genebank Accession No. of SARS-CoV-PUMC01 is AY350750). The variation and phylogenetics analysis were performed by comparing the PUMC01 sequence with other SARS-CoV isolates. RESULTS: Ten variation sites were found by comparing PUMC01 isolate with Tor2 and Urbani isolates. In phylogenetic analysis of 18 SARS-CoV isolates, two classes were observed and there is different differential time between these two classes and the different isolates in each class. CONCLUSIONS: The evidence of phylogenetic analysis of different SARS-CoV isolates from different region is instructive for understanding the clinical relations between the different isolates and the transmission chain of SARS-CoV.


Asunto(s)
Variación Genética , Genoma Viral , Filogenia , Coronavirus Relacionado al Síndrome Respiratorio Agudo Severo/genética , Secuencia de Aminoácidos , Secuencia de Bases , China , ADN Viral/genética , Datos de Secuencia Molecular , Coronavirus Relacionado al Síndrome Respiratorio Agudo Severo/aislamiento & purificación , Análisis de Secuencia de ADN , Proteínas Virales/genética
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