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1.
J Asian Nat Prod Res ; 26(10): 1254-1260, 2024 Oct.
Artículo en Inglés | MEDLINE | ID: mdl-38945154

RESUMEN

A new steroid, 2a-oxa-2-oxo-5ß-hydroxy-3,4-dinor-24-methylcholesta-22E-ene (1), together with 10 known ones (2-11), was isolated from the marine sponge Cliona sp. The structures of these compounds were determined by the spectroscopic methods (UV, IR, MS, and NMR) and X-ray diffraction analysis. Compound 1 was the third example of 3,4-dinorsteroid with a hemiketal at C-5 that was isolated from the natural source. In addition, the antibacterial activities of these compounds were also evaluated. However, none of them exhibited significant inhibition effects.


Asunto(s)
Antibacterianos , Biología Marina , Poríferos , Animales , Poríferos/química , Estructura Molecular , Antibacterianos/farmacología , Antibacterianos/química , Antibacterianos/aislamiento & purificación , Pruebas de Sensibilidad Microbiana , Resonancia Magnética Nuclear Biomolecular , Esteroides/química , Esteroides/farmacología , Esteroides/aislamiento & purificación , Cristalografía por Rayos X
2.
J Asian Nat Prod Res ; 26(3): 328-333, 2024 Mar.
Artículo en Inglés | MEDLINE | ID: mdl-37602427

RESUMEN

(+)- and (-)-Tedanine [(+)-1 and (-)-1], a pair of new enantiomeric indolone alkaloids, along with nine compounds (2-10) were isolated from the marine sponge Tedania sp. The structures of (+)-1 and (-)-1 including absolute configurations were determined by spectroscopic analysis and quantum chemical calculation. Compounds (+)-1 and (-)-1 were the first examples of indolone alkaloids isolated from this genus. In addition, the cytotoxic and antibacterial activities of these compounds were also evaluated.


Asunto(s)
Alcaloides , Antineoplásicos , Poríferos , Animales , Poríferos/química , Alcaloides/química , Antibacterianos/química , Antineoplásicos/química , Estructura Molecular
3.
Chem Biodivers ; 20(8): e202300950, 2023 Aug.
Artículo en Inglés | MEDLINE | ID: mdl-37477082

RESUMEN

Two new pairs of enantiomeric butenolides, (+)- and (-)-suberiteslide A, (+)- and (-)-subertieslide B had been obtained from the marine sponge Suberties sp. The structures with absolute configurations of these compounds were unequivocally determined by spectroscopic analyses and ECD (Electronic Circular Dichroism) method. It was the first separation of butenolides from the marine sponges of genus Suberites. Additionally, the anti-inflammatory, antibacterial and cytotoxic activities of these compounds were evaluated. The result indicated that only (-)-subertieslide B showed weak anti-inflammatory activity with the IC50 value of 40.8 µM.


Asunto(s)
Poríferos , Animales , Poríferos/microbiología , 4-Butirolactona/química , Antibacterianos/farmacología , Dicroismo Circular , Estructura Molecular
4.
J Asian Nat Prod Res ; 25(9): 899-904, 2023 Sep.
Artículo en Inglés | MEDLINE | ID: mdl-36587815

RESUMEN

A new chlorobenzoate derivative, solieriate (1), together with six known compounds (2-7), were isolated from the red alga Solieria sp. The structures of 1-7 were determined by comprehensive spectroscopic methods and X-ray diffraction analysis. Compound 1 is the first example of halogenated derivative isolated from this genus. In addition, 1 exhibited moderate antibacterial activity on A. baumannii with MIC value of 64 µg/ml.


Asunto(s)
Rhodophyta , Rhodophyta/química , Cristalografía por Rayos X , Antibacterianos/química , Clorobenzoatos , Estructura Molecular
5.
J Asian Nat Prod Res ; 25(11): 1044-1050, 2023 Nov.
Artículo en Inglés | MEDLINE | ID: mdl-37042722

RESUMEN

Two new alkaloids, spongimides A (1) and B (2), along with five known ones (3-7), were isolated from the marine sponge Spongia sp. The structures of 1 and 2 were determined by the spectroscopic methods (UV, IR, MS, and NMR) and X-ray diffraction analysis. Compounds 1, 3, and 4 were the first examples of 2,4-imidazolidinediones isolated from this genus. In addition, the cytotoxic and antibacterial activities of compounds 1 and 2 were also evaluated.


Asunto(s)
Alcaloides , Antineoplásicos , Poríferos , Animales , Estructura Molecular , Poríferos/química , Antineoplásicos/química , Alcaloides/química , Espectroscopía de Resonancia Magnética
6.
J Asian Nat Prod Res ; 25(1): 61-67, 2023 Jan.
Artículo en Inglés | MEDLINE | ID: mdl-35352584

RESUMEN

Two new halogenated metabolites, laurenhalogens A (1) and B (2), along with four known ones (3-6), were isolated from the red alga Laurencia sp. The structures of 1 and 2 were determined by the means of UV, IR, MS, NMR and X-ray diffraction analysis. In addition, the antibacterial activities of 1-6 were also evaluated.


Asunto(s)
Laurencia , Sesquiterpenos , Laurencia/química , Estructura Molecular , Espectroscopía de Resonancia Magnética , Antibacterianos/química , Cristalografía por Rayos X , Sesquiterpenos/química
7.
Eye Contact Lens ; 47(2): 81-85, 2021 Feb 01.
Artículo en Inglés | MEDLINE | ID: mdl-32443010

RESUMEN

OBJECTIVE: To compare the efficacies of 0.02% atropine eye drops and orthokeratology to control axial length (AL) elongation in children with myopia. METHODS: In this historical control study, 247 children with myopia whose administration of 0.02% atropine (n=142) or underwent orthokeratology from an earlier study (n=105, control group) were enrolled. Data on AL and other baseline parameters were recorded at baseline and after 1 and 2 years of treatment. RESULTS: The mean changes in AL in the first and second years of treatment were 0.30±0.21 and 0.28±0.20 mm, respectively, in the 0.02% atropine group and 0.16±0.20 and 0.20±0.16 mm, respectively, in the orthokeratology group. Axial length elongations after 2 years of treatment were 0.58±0.35 and 0.36±0.30 mm (P=0.007) in the 0.02% atropine and orthokeratology groups, respectively. Multivariate regression analyses showed that the AL elongation was significantly faster in the 0.02% atropine group than in the orthokeratology group (ß=0.18, P=0.009). In multivariate regression analyses, younger age and shorter baseline AL were associated with a rapid AL elongation in the 0.02% atropine group (ßage=-0.04, P=0.01; ßAL=-0.17, P=0.03), while younger age, lower baseline spherical equivalent refractive error (SER), and shorter baseline AL were associated with a greater increase in AL in the orthokeratology group (ßage=-0.03, P=0.04; ßSER=0.06, P=0.03; ßAL=-0.11, P=0.009). Faster AL elongation was found in the 0.02% atropine group compared with the orthokeratology group at higher baseline SER (P=0.04, interaction test). CONCLUSION: Within the limits of this study design, orthokeratology seems to be a better method for controlling AL elongation compared with administration of 0.02% atropine in children with higher myopia over a treatment period of 2 years.


Asunto(s)
Miopía , Procedimientos de Ortoqueratología , Atropina , Longitud Axial del Ojo , Niño , Humanos , Recién Nacido , Miopía/terapia , Refracción Ocular
8.
Chem Biodivers ; 17(5): e2000022, 2020 May.
Artículo en Inglés | MEDLINE | ID: mdl-32166904

RESUMEN

Three new butenolides, caulerpalide A and a pair of enantiomers, (+)-caulerpalide B and (-)-caulerpalide B, together with seven known compounds, have been isolated from the green alga Caulerpa racemosa var. turbinata. All these structures were determined by spectroscopic techniques. The absolute configurations of caulerpalide A, (+)-caulerpalide B and (-)-caulerpalide B were elucidated by the method of ECD calculation. This is the first separation of butenolides from the algae of genus Caulerpa. Additionally, the antibacterial activities of the nine isolated compounds were also evaluated.


Asunto(s)
4-Butirolactona/análogos & derivados , Antibacterianos/farmacología , Caulerpa/química , 4-Butirolactona/química , 4-Butirolactona/aislamiento & purificación , 4-Butirolactona/farmacología , Acinetobacter baumannii/efectos de los fármacos , Antibacterianos/química , Antibacterianos/aislamiento & purificación , Relación Dosis-Respuesta a Droga , Enterococcus faecalis/efectos de los fármacos , Escherichia coli/efectos de los fármacos , Staphylococcus aureus Resistente a Meticilina/efectos de los fármacos , Pruebas de Sensibilidad Microbiana , Conformación Molecular , Pseudomonas aeruginosa/efectos de los fármacos , Relación Estructura-Actividad
9.
J Asian Nat Prod Res ; 21(5): 494-501, 2019 May.
Artículo en Inglés | MEDLINE | ID: mdl-29595069

RESUMEN

A novel valerenane sesquiterpenoid sinulaspirolactam A (1), together with five known compounds, was isolated from the soft coral Sinularia sp. Their structures were determined by spectroscopic analyses. The absolute configuration of 1 was established by ECD calculation. Compound 1 was the first example of valerenane sesquiterpenoid bearing an aza-spiro[4.5] ring moiety, the plausible biogenetic pathway of which was proposed. Cytotoxic activities of these compounds were also evaluated.


Asunto(s)
Antozoos/química , Antineoplásicos/química , Antineoplásicos/farmacología , Sesquiterpenos/química , Sesquiterpenos/farmacología , Animales , Línea Celular Tumoral , Supervivencia Celular/efectos de los fármacos , Modelos Moleculares , Estructura Molecular
10.
J Asian Nat Prod Res ; 19(12): 1232-1238, 2017 Dec.
Artículo en Inglés | MEDLINE | ID: mdl-28349726

RESUMEN

A new α-pyrone, nocapyrone S (1), together with five known compounds (2-6), were isolated from the deep-sea actinomycete Nocardiopsis dassonvillei subsp. dassonvillei DSM 43111(T). Their structures were determined by spectroscopic analyses. The absolute configuration of 1 was established by quantum approaches. Cytotoxic activity of 1 was evaluated against K562, MCF-7, SGC7901, A375, Hela, and HepG2 cell lines.


Asunto(s)
Actinomycetales/química , Antineoplásicos/aislamiento & purificación , Nocardia/química , Pironas/aislamiento & purificación , Antineoplásicos/química , Antineoplásicos/farmacología , Ensayos de Selección de Medicamentos Antitumorales , Células HeLa , Células Hep G2 , Humanos , Células K562 , Células MCF-7 , Biología Marina , Estructura Molecular , Pironas/química , Pironas/farmacología
11.
J Asian Nat Prod Res ; 19(7): 684-690, 2017 Jul.
Artículo en Inglés | MEDLINE | ID: mdl-28276769

RESUMEN

Two new polyketides, aspergchromones A (1) and B (2), together with five known compounds, secalonic acid D (3), noreugenin (4), (3S)-5-hydroxymellein (5), (4S)-6-hydroxyisosclerone (6), and (-)-regiolone (7), were isolated from the ethyl acetate extract of marine sponge-derived fungus Aspergillus sp. SCSIO XWS03F03. Their structures were elucidated by means of spectroscopic techniques (1D and 2D NMR, MS, UV, and IR). The absolute configurations of the new compounds were established by ECD calculations. Compound 3 showed moderate antimicrobial activity.


Asunto(s)
Aspergillus/química , Policétidos/aislamiento & purificación , Poríferos/microbiología , Xantonas/aislamiento & purificación , Animales , Biología Marina , Pruebas de Sensibilidad Microbiana , Estructura Molecular , Resonancia Magnética Nuclear Biomolecular , Policétidos/química , Xantonas/química
12.
Chemistry ; 21(25): 9022-7, 2015 Jun 15.
Artículo en Inglés | MEDLINE | ID: mdl-25965842

RESUMEN

A novel sesquiterpene-based Psidium meroterpenoid, possessing an unusual coupling pattern, and two new monoterpene-based meroterpenoids with unprecedented skeletons were isolated from the leaves of Psidium guajava. Their structures and absolute configurations were elucidated by spectroscopic, X-ray diffraction, and computational methods. The plausible biosynthetic pathway of these meroterpenoids as well as their cytotoxicities toward HepG2 and HepG2/ADM cells were also discussed.


Asunto(s)
Productos Biológicos/química , Hojas de la Planta/química , Psidium/química , Sesquiterpenos/química , Sesterterpenos/química , Productos Biológicos/aislamiento & purificación , Células Hep G2/química , Humanos , Espectroscopía de Resonancia Magnética , Conformación Molecular , Estructura Molecular , Resonancia Magnética Nuclear Biomolecular , Sesquiterpenos/aislamiento & purificación , Sesterterpenos/aislamiento & purificación , Difracción de Rayos X
13.
J Asian Nat Prod Res ; 17(12): 1153-9, 2015.
Artículo en Inglés | MEDLINE | ID: mdl-26651184

RESUMEN

A new taraxastane-type triterpenoid glycoside, clematiunicinoside I (1), together with four known ones (2-5), was isolated from the roots of Clematis uncinata. The structure of the new compound was elucidated on the basis of spectroscopic analyses and acid hydrolysis. The cytotoxic activities of all the compounds against caski cervical cancer (Caski) cells were evaluated. This is the first report of the presence of taraxastane-type triterpenoid glycoside in the genus Clematis.


Asunto(s)
Clematis/química , Glicósidos/aislamiento & purificación , Triterpenos/aislamiento & purificación , Ensayos de Selección de Medicamentos Antitumorales , Femenino , Glicósidos/química , Glicósidos/farmacología , Humanos , Estructura Molecular , Resonancia Magnética Nuclear Biomolecular , Raíces de Plantas/química , Triterpenos/química , Triterpenos/farmacología
14.
J Asian Nat Prod Res ; 16(6): 593-601, 2014.
Artículo en Inglés | MEDLINE | ID: mdl-24957326

RESUMEN

Phytochemical investigation on the fruits of Flueggea suffruticosa resulted in the isolation of three new Securinega alkaloids, secu'amamine H (1), 15ß-methoxy-14,15-dihydrosecurinine (3), and securinol E (7), as well as eight known ones (2, 4-6, and 8-11). Their structures were elucidated by means of spectroscopic techniques (1D and 2D NMR, MS, UV, and IR). The absolute configurations of the new compounds were established by single-crystal X-ray diffraction and CD analyses.


Asunto(s)
Alcaloides/aislamiento & purificación , Medicamentos Herbarios Chinos/aislamiento & purificación , Euphorbiaceae/química , Alcaloides/química , Cristalografía por Rayos X , Medicamentos Herbarios Chinos/química , Frutas/química , Conformación Molecular , Estructura Molecular , Resonancia Magnética Nuclear Biomolecular
15.
Angew Chem Int Ed Engl ; 53(23): 5796-9, 2014 Jun 02.
Artículo en Inglés | MEDLINE | ID: mdl-24729281

RESUMEN

Suffrutines A (1) and B (2), a pair of novel photochemical Z/E isomeric indolizidine alkaloids, with a unique and highly conjugated C20 skeleton, were isolated from the roots of Flueggea suffruticosa. The structures were elucidated by extensive analysis of NMR spectra and single-crystal X-ray diffraction. The light-induced isomerization and hypothetical biogenetic pathway to 1 and 2, as well as their activity for regulating the morphology of Neuro-2a cells are also discussed.


Asunto(s)
Alcaloides/química , Productos Biológicos/química , Medicamentos Herbarios Chinos/química , Frutas/química , Indolicidinas/química , Estructura Molecular
16.
Nat Prod Res ; : 1-6, 2024 Apr 09.
Artículo en Inglés | MEDLINE | ID: mdl-38591101

RESUMEN

A chemical investigation on the marine sponge Dysidea sp. resulted in the isolation of a series of diketopiperazines, including two new compounds, dysidines A (1) and B (2) as well as six known ones (3-8). Their structures with absolute configurations were determined on the basis of UV, IR, HRMS, NMR and calculated ECD method. Additionally, the cytotoxic, anti-inflammatory, antibacterial and antiviral activities of 1-8 were also tested. However, none of them exhibited significant bioactivities.

17.
Neurochem Int ; 177: 105747, 2024 Jul.
Artículo en Inglés | MEDLINE | ID: mdl-38657682

RESUMEN

Stroke is the most devastating disease, causing paralysis and eventually death. Many clinical and experimental trials have been done in search of a new safe and efficient medicine; nevertheless, scientists have yet to discover successful remedies that are also free of adverse effects. This is owing to the variability in intensity, localization, medication routes, and each patient's immune system reaction. HIF-1α represents the modern tool employed to treat stroke diseases due to its functions: downstream genes such as glucose metabolism, angiogenesis, erythropoiesis, and cell survival. Its role can be achieved via two downstream EPO and VEGF strongly related to apoptosis and antioxidant processes. Recently, scientists paid more attention to drugs dealing with the HIF-1 pathway. This review focuses on medicines used for ischemia treatment and their potential HIF-1α pathways. Furthermore, we discussed the interaction between HIF-1α and other biological pathways such as oxidative stress; however, a spotlight has been focused on certain potential signalling contributed to the HIF-1α pathway. HIF-1α is an essential regulator of oxygen balance within cells which affects and controls the expression of thousands of genes related to sustaining homeostasis as oxygen levels fluctuate. HIF-1α's role in ischemic stroke strongly depends on the duration and severity of brain damage after onset. HIF-1α remains difficult to investigate, particularly in ischemic stroke, due to alterations in the acute and chronic phases of the disease, as well as discrepancies between the penumbra and ischemic core. This review emphasizes these contrasts and analyzes the future of this intriguing and demanding field.


Asunto(s)
Subunidad alfa del Factor 1 Inducible por Hipoxia , Accidente Cerebrovascular Isquémico , Humanos , Accidente Cerebrovascular Isquémico/metabolismo , Subunidad alfa del Factor 1 Inducible por Hipoxia/metabolismo , Animales , Transducción de Señal/fisiología , Estrés Oxidativo/fisiología , Isquemia Encefálica/metabolismo
18.
J Asian Nat Prod Res ; 15(11): 1145-51, 2013 Nov.
Artículo en Inglés | MEDLINE | ID: mdl-24215397

RESUMEN

Five new stilbene glycosides (1-5), together with six known ones, were isolated from the roots of Polygonum multiflorum. Their structures were elucidated on the basis of spectroscopic analysis and chemical evidence.


Asunto(s)
Medicamentos Herbarios Chinos/aislamiento & purificación , Glicósidos/aislamiento & purificación , Polygonaceae/química , Estilbenos/aislamiento & purificación , Medicamentos Herbarios Chinos/química , Glicósidos/química , Estructura Molecular , Resonancia Magnética Nuclear Biomolecular , Raíces de Plantas/química , Estilbenos/química
19.
Nat Prod Res ; 37(1): 1-7, 2023 Jan.
Artículo en Inglés | MEDLINE | ID: mdl-34180744

RESUMEN

A new amide, baeriamide (1), along with nine known diketopiperazines (2-10), was isolated from the marine sponge Haliclona baeri. Their structures were identified by the means of UV, IR, MS and NMR. The absolute configuration of 1 was established by Marfey's method and comparing the specific optical rotation with the known compound HCO-Val-Gly methyl ester. Compound 1 was derived from dehydration of formylated L-valine with γ-amino-butanoic acid methyl ester. Compounds 2-10 were isolated from the genus of Haliclona for the first time. The absolute confirmation of 7 was confirmed first by the means of single-crystal X-ray diffraction. The cytotoxic, antibacterial, antiviral and antifouling activities of these compounds were also tested. However, none of them exhibited significant bioactivities.


Asunto(s)
Haliclona , Animales , Haliclona/química , Amidas/farmacología , Espectroscopía de Resonancia Magnética , Antibacterianos/farmacología , Antibacterianos/química , Dicetopiperazinas
20.
J Asian Nat Prod Res ; 14(9): 831-7, 2012.
Artículo en Inglés | MEDLINE | ID: mdl-22873485

RESUMEN

Two new euglobals, R1 (1) and R2 (2), together with eight known euglobals (3-10) were isolated from the leaves of Eucalyptus robusta. Their structures were established by means of spectroscopic analysis and single-crystal X-ray diffraction. Euglobal R1 (1) represents a new skeleton of formyl-isovaleryl phloroglucinol-coupled ß-phellandrene.


Asunto(s)
Medicamentos Herbarios Chinos/aislamiento & purificación , Eucalyptus/química , Monoterpenos/aislamiento & purificación , Floroglucinol/análogos & derivados , Floroglucinol/aislamiento & purificación , Plantas Medicinales/química , Cristalografía por Rayos X , Medicamentos Herbarios Chinos/química , Monoterpenos/química , Resonancia Magnética Nuclear Biomolecular , Floroglucinol/química , Hojas de la Planta/química
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