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1.
Zhongguo Dang Dai Er Ke Za Zhi ; 25(12): 1227-1233, 2023 Dec 15.
Artículo en Chino | MEDLINE | ID: mdl-38112139

RESUMEN

OBJECTIVES: To explore the role and potential mechanisms of chitinase-3-like protein 1 (CHI3L1) in coronary artery lesions in a mouse model of Kawasaki disease (KD)-like vasculitis. METHODS: Four-week-old male SPF-grade C57BL/6 mice were randomly divided into a control group and a model group, with 10 mice in each group. The model group mice were intraperitoneally injected with 0.5 mL of lactobacillus casei cell wall extract (LCWE) to establish a mouse model of KD-like vasculitis, while the control group mice were injected with an equal volume of normal saline. The general conditions of the mice were observed on the 3rd, 7th, and 14th day after injection. Changes in coronary artery tissue pathology were observed using hematoxylin-eosin staining. The level of CHI3L1 in mouse serum was measured by enzyme-linked immunosorbent assay. Immunofluorescence staining was used to detect the expression and localization of CHI3L1, von Willebrand factor (vWF), and α-smooth muscle actin (α-SMA) in coronary artery tissue. Western blot analysis was used to detect the expression of CHI3L1, vWF, vascular endothelial cadherin (VE cadherin), Caspase-3, B cell lymphoma-2 (Bcl-2), Bcl-2 associated X protein (Bax), nuclear factor κB (NF-κB), and phosphorylated NF-κB (p-NF-κB) in coronary artery tissue. RESULTS: The serum level of CHI3L1 in the model group was significantly higher than that in the control group (P<0.05). Compared to the control group, the expression of CHI3L1 in the coronary artery tissue was higher, while the expression of vWF was lower in the model group. The relative expression levels of CHI3L1, Bax, Caspase-3, NF-κB, and p-NF-κB were significantly higher in the model group than in the control group (P<0.05). The relative expression levels of vWF, VE cadherin, and Bcl-2 were lower in the model group than in the control group (P<0.05). CONCLUSIONS: In the LCWE-induced mouse model of KD-like vasculitis, the expression levels of CHI3L1 in serum and coronary arteries increase, and it may play a role in coronary artery lesions through endothelial cell apoptosis mediated by inflammatory reactions.


Asunto(s)
Síndrome Mucocutáneo Linfonodular , Masculino , Animales , Ratones , Síndrome Mucocutáneo Linfonodular/patología , Vasos Coronarios/patología , FN-kappa B , Caspasa 3/metabolismo , Proteína X Asociada a bcl-2/metabolismo , Proteína 1 Similar a Quitinasa-3 , Factor de von Willebrand/metabolismo , Ratones Endogámicos C57BL , Cadherinas
2.
Nat Prod Res ; 36(1): 114-121, 2022 Jan.
Artículo en Inglés | MEDLINE | ID: mdl-32400187

RESUMEN

Three new diterpenoids, euphopanes A-C (1-3), including one ent-isopimarane (1), one ent-abietane (2) and one cembrane (3), along with five known compounds (4-8) were isolated from the roots of Euphorbia pekinensis. Their structures were elucidated by extensive spectroscopic analysis, and the absolute configurations of compounds 1-3 were determined by ECD calculations. All the isolates were screened for the cytotoxicity against three cancer cell lines (C4-2B, C42B/ENZR, and MDA-MB-231), and compounds 1, 2, and 4 showed significant cytotoxicity against human prostate cancer cells C4-2B with IC50 values of 14.3, 16.9, and 15.3 µM, respectively.


Asunto(s)
Antineoplásicos Fitogénicos , Diterpenos , Euphorbia , Neoplasias , Antineoplásicos Fitogénicos/farmacología , Diterpenos/farmacología , Humanos , Estructura Molecular , Raíces de Plantas
3.
Fitoterapia ; 143: 104582, 2020 Jun.
Artículo en Inglés | MEDLINE | ID: mdl-32234372

RESUMEN

Four new tetracyclic triterpenoids (1-4) were isolated from the leaves and twigs of Jatropha gossypiifolia. Their structures were elucidated by MS and NMR data analysis, together with the Mo2(OAc)4-induced CD data. Jagabeoeuphols A-C (1-3) are rare 19(10 â†’ 9)abeo-euphane-type triterpenoids possessing a Δ5(10) group and a 7,8-epoxide moiety, and jagoseuphone A (4) is a typical euphane-type triterpenoid. The inhibitory effects of 1-4 on nitric oxide production induced by lipopolysaccharide in RAW264.7 cells were evaluated, and 4 exhibited moderate inhibitory activity with an IC50 value of 20.1 µM.


Asunto(s)
Jatropha/química , Hojas de la Planta/química , Triterpenos/farmacología , Animales , China , Ratones , Estructura Molecular , Óxido Nítrico/metabolismo , Fitoquímicos/aislamiento & purificación , Fitoquímicos/farmacología , Células RAW 264.7 , Triterpenos/química
4.
Org Lett ; 22(1): 106-109, 2020 01 03.
Artículo en Inglés | MEDLINE | ID: mdl-31829610

RESUMEN

Jatrofolianes A (1) and B (2), which are two highly modified lathyrane diterpenoids, were isolated from Jatropha gossypiifolia. 1 incorporates an unusual transannular 1,3-dioxolane moiety, forming a unique 5/6/5/8/3 ring system, while 2 possesses a new 10,11:13,14-diseco-lathyrane skeleton with a 12-membered macrocyclic lactone ring. Their structures were determined by spectroscopic analysis, quantum chemical calculations, and single-crystal X-ray diffraction. 2 showed significant multidrug resistance (MDR) reversal activity to cancer cells HepG2/ADR and HCT-15/5-FU at 10 µM.


Asunto(s)
Antineoplásicos Fitogénicos/farmacología , Diterpenos/farmacología , Jatropha/química , Antineoplásicos Fitogénicos/química , Antineoplásicos Fitogénicos/aislamiento & purificación , Línea Celular Tumoral , Proliferación Celular/efectos de los fármacos , Supervivencia Celular/efectos de los fármacos , Diterpenos/química , Diterpenos/aislamiento & purificación , Relación Dosis-Respuesta a Droga , Ensayos de Selección de Medicamentos Antitumorales , Células Hep G2 , Humanos , Modelos Moleculares , Estructura Molecular , Relación Estructura-Actividad
5.
J Nat Prod ; 82(2): 412-416, 2019 02 22.
Artículo en Inglés | MEDLINE | ID: mdl-30724086

RESUMEN

Euphorhelipanes A (1) and B (2), two Euphorbia diterpenoids with a new 4-(5,5-dimethylheptan-2-yl)-2,7-dimethylbicyclo[4.3.0]nonane skeleton, were isolated from a 95% ethanol extract of the whole plants of Euphorbia helioscopia. Their structures were elucidated by spectroscopic data analysis, quantum chemical calculations, and single-crystal X-ray diffraction data. Compounds 1 and 2 represent the first examples of Euphorbia diterpenoids with a 5/6 fused carbon ring system, and their plausible biosynthetic pathways originating from jatrophanes are proposed. Compounds 1 and 2 showed a triglyceride-lowering effect in oleic-acid-stimulated HuH7 cells at concentrations of 1-50 µM.


Asunto(s)
Diterpenos/aislamiento & purificación , Euphorbia/química , Hipolipemiantes/aislamiento & purificación , Triglicéridos/sangre , Línea Celular Tumoral , Diterpenos/química , Diterpenos/farmacología , Humanos , Hipolipemiantes/química , Hipolipemiantes/farmacología , Ácido Oléico/farmacología
6.
Fitoterapia ; 128: 1-6, 2018 Jul.
Artículo en Inglés | MEDLINE | ID: mdl-29723561

RESUMEN

Twenty-seven monoterpene indole alkaloids (MIAs) including three new ones were isolated from the plant of Rhazya stricta. Their structures were elucidated by analyses of HRMS and NMR data. Secopleiocarpamine A (1) represents a novel 2,3-seco pleiocarpamine type MIA possessing a cyano group. A possible biosynthetic pathway for 1 was postulated. All compounds were evaluated for their inhibitory activities against six Candida strains, and the results showed that 2, 5, 12, 21, 23, and 27 exhibited moderate inhibitory activities with MIC values ranging from 3.125 to 50 µg/mL.


Asunto(s)
Apocynaceae/química , Alcaloides Indólicos/aislamiento & purificación , Monoterpenos/aislamiento & purificación , Candida/efectos de los fármacos , Pruebas de Sensibilidad Microbiana , Estructura Molecular
7.
J Nat Prod ; 81(6): 1483-1487, 2018 06 22.
Artículo en Inglés | MEDLINE | ID: mdl-29847131

RESUMEN

Two polyprenylated acylcyclopentanone racemates, evodialones A (1) and B (2), featuring a 3-ethyl-1,1-diisopentyl-4-methylcyclopentane skeleton, were isolated from an extract of the aerial parts of Evodia lepta. Evodialone A (1) was resolved by chiral-phase HPLC to afford a pair of enantiomers, (+)- and (-)-evodialones A (1b/1a), while evodialone B (2) could not be resolved. Their structures were elucidated by spectroscopic analysis and a combination of computational techniques including gauge-independent atomic orbital calculation of 1D NMR data and experimental and TDDFT-calculated ECD spectra. A putative biosynthetic pathway of 1 and 2 starting from the monocyclic polyprenylated acylphloroglucinols is proposed. All the isolates were screened for the antimicrobial activity in vitro, and 1a and 1b showed moderate inhibitory activities against several pathogenic fungi with MICs values of 17.1-68.3 µM.


Asunto(s)
Ciclopentanos/química , Evodia/química , Rutaceae/química , Antiinfecciosos/química , Antiinfecciosos/farmacología , Ciclopentanos/farmacología , Concentración 50 Inhibidora , Espectroscopía de Resonancia Magnética/métodos , Floroglucinol/química , Floroglucinol/farmacología
8.
Nat Prod Res ; 32(13): 1532-1536, 2018 Jul.
Artículo en Inglés | MEDLINE | ID: mdl-29022360

RESUMEN

Phytochemical investigation of Strychnos nitida has led to the isolation of three new racemic pyridocarbazole alkaloids, (±)-stritidas A-C (1-3) and three known monoterpenoid indole alkaloids (4-6). Compounds 2 and 3 represent the first examples of pyridocarbazole alkaloids featuring an N-2-hydroxyethyl moiety. Their structures were determined by combined spectroscopic data (MS, UV, IR and NMR) and chemical methods.


Asunto(s)
Alcaloides/química , Carbazoles/química , Strychnos/química , Espectroscopía de Resonancia Magnética , Estructura Molecular , Alcaloides de Triptamina Secologanina/química , Espectrometría de Masa por Ionización de Electrospray , Espectrofotometría Ultravioleta , Estereoisomerismo
9.
Phytochemistry ; 144: 151-158, 2017 Dec.
Artículo en Inglés | MEDLINE | ID: mdl-28934647

RESUMEN

Eight previously undescribed diterpenoids, crolaevinoids A-H, including two halimanes, four clerodanes, and two laevinanes, along with six known analogues were isolated from the twigs of Croton laevigatus. The structures of the previously undescribed were elucidated by spectroscopic analysis, and their absolute configurations were determined by combination of a single crystal X-ray diffraction and CD analysis (exciton chirality and Rh2(OCOCF3)4-induced methods). Crolaevinoids A and B represent the first halimane diterpenoids with a unique lactone bridge between C-12 and C-17. All compounds were evaluated for their inhibitory effects on the nitric oxide (NO) production induced by lipopolysaccharide (LPS) in RAW264.7 macrophage cells. Furocrotinsulolide A and 3,4,15,16-diepoxy-cleroda-13(16),14-diene-12,17-olide exhibited pronounced inhibition of NO production with IC50 values of 10.4 ± 0.8 and 6.0 ± 1.0 µM, respectively, being more potent than the positive control, quercetin (IC50 = 13.1 ± 1.9 µM).


Asunto(s)
Croton/química , Diterpenos/farmacología , Animales , Células Cultivadas , Cristalografía por Rayos X , Diterpenos/química , Diterpenos/aislamiento & purificación , Relación Dosis-Respuesta a Droga , Lipopolisacáridos/antagonistas & inhibidores , Lipopolisacáridos/farmacología , Macrófagos/efectos de los fármacos , Macrófagos/metabolismo , Ratones , Modelos Moleculares , Conformación Molecular , Óxido Nítrico/antagonistas & inhibidores , Óxido Nítrico/biosíntesis , Células RAW 264.7 , Relación Estructura-Actividad
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