Fluorenone alkaloid from Caulophyllum robustum Maxim. with anti-myocardial ischemia activity

Wang, Sicen; Wen, Binyu; Wang, Na; Liu, Juntian; He, Langchong

doi:10.1007/s12272-009-1407-7

Cited by 38 publications

(38 citation statements)

References 14 publications

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“…In model rats, the myocardial infarction ratio boosted to 30.02 ± 1.66% 24 h after LCA (P < 0.01). Compared with model rats, pretreatment of rats with caulophine (25 and 50 mg/kg) decreased the infarction ratio to 24.68 ± 2.07% and 21.84 ± 2.95%, respectively (P < 0.01), which is similar with the primary result we reported previously (6).…”

Section: Effect Of Caulophine On Lca-induced Myocardial Infarction Insupporting

confidence: 90%

“…1) on the basis of physicochemical properties and spectroscopic analyses (6). As caulophine shows a high affinity for the myocardial cell membrane of the rat in cell membrane chromatography, this suggests that it possibly possesses a bioactivity on the heart.…”

Section: Discussionmentioning

confidence: 99%

“…Caulophine is a new fluorenone alkaloid isolated from the radix of Caulophyllum robustum MAXIM, a traditional Chinese herb used for treating external injury and irregular menses (6). Due to its completely new chemical structure, the pharmacological activities of caulophine have been not reported previously.…”

Section: Introductionmentioning

confidence: 99%

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Caulophine Protects Cardiomyocytes From Oxidative and Ischemic Injury

Liu

et al. 2010

J Pharmacol Sci

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Abstract. Caulophine is a new fluorenone alkaloid isolated from the radix of Caulophyllum robustum MAXIM and identified as 3-(2-(dimethylamino) ethyl)-4,5-dihydroxy-1,6-dimethoxy-9H-fluoren-9-one. Due to its new chemical structure, the pharmacological activities of caulophine are not well characterized. The present study evaluated the protective effect and the primary mechanisms of caulophine on cardiomyocyte injury. Viability of cardiomyocytes was assayed with the MTT method, and cell apoptosis was detected by flow cytometry. Myocardial infarction was produced by ligating the coronary artery, and myocardial ischemia was induced by isoproterenol in rats. Myocardial infarction size was estimated with p-nitro-blue tetrazolium staining. Lactate dehydrogenase (LDH), creatine kinase (CK), superoxide dismutase (SOD), malondialdehyde (MDA), and free fatty acid (FFA) were spectrophotometrically determined. Histopathological and ultrastructural changes of ischemic myocardium were observed. The results showed that pretreatment with caulophine increased the viability of H 2 O 2 -and adriamycin-injured cardiomyocytes; decreased CK, LDH, and MDA; increased SOD; and inhibited H 2 O 2 -induced cellular apoptosis. Caulophine reduced myocardial infarct size and serum CK, LDH, FFA, and MDA; raised serum SOD; and improved histopathological and ultrastructural changes of ischemic myocardium. The results demonstrate that caulophine has the ability to protect cardiomyocytes from oxidative and ischemic injury through an antioxidative mechanism that provides a basis for further study and development of caulophine as a promising agent for treating coronary heart disease.

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Section: Effect Of Caulophine On Lca-induced Myocardial Infarction Insupporting

confidence: 90%

Section: Discussionmentioning

confidence: 99%

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Caulophine Protects Cardiomyocytes From Oxidative and Ischemic Injury

Liu

et al. 2010

J Pharmacol Sci

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“…The organic layers were dried and concentrated under vacuum to give 4 as a yellow powder in 94 % yield. 1 2-Bromo-7-vinyl-9H-fluoren-9-one (5): Under anhydrous conditions, tributyl(vinyl)tin (0.255 mL, 0.000875 mol) was added dropwise to a stirred solution of 1 (0.4205 g, 0.00125 mol) and [Pd(PPh 3 ) 4 ] (0.14 g, 0.000125 mol) in anhydrous toluene (40 mL). The reaction mixture was heated at reflux (120 8C) for 13 h, then cooled to RT and quenched with a saturated solution of KF.…”

Section: Resultsmentioning

confidence: 99%

“…Over the last few years its derivatives have generated interest because of their use in several diverse fields ranging from drugs to materials science. The fluorenone scaffold is found in natural biologically active [1,2] and semisynthetic compounds. [3][4][5] Among these compounds there are some 2,7-disubstituted fluorenones such as tilorone [6] and 2,7-disubstituted amidofluorenones, [7] which show anticancer properties.…”

Section: Introductionmentioning

confidence: 99%

9‐Fluorenone‐2‐Carboxylic Acid as a Scaffold for Tubulin Interacting Compounds

et al. 2013

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The introduction of a hydrophobic group at position 7 of 9‐fluorenone‐2‐carboxylic acid generates new tubulin binders, the design of which is suggested by modeling studies. The synthesis is based on the use of 2,7‐dibromo‐fluorenone as starting material. The antiproliferative activity on two different cell lines, fluorescent microscopy, flow cytometry, and sedimentation assay tests confirmed the supposed mechanism.

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Simultaneous determination of four components in Baige capsule by HPLC: application to pharmacokinetics and tissue distribution of normal and middle cerebral artery occlusion rats

Wang

et al. 2013

Biomedical Chromatography

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A sensitive and specific high-performance liquid chromatography (HPLC) method was developed and applied to the pharmacokinetics for simultaneous identification and quantification of four components - puerarin, daidzein, imperatorin and isoimperatorin - in the plasma and tissues of normal and middle cerebral artery occlusion rats after oral administration of Baige capsule. Ferulic was used as the internal standard. The extraction procedure was composed of two independent steps. The plasma was prepared by liquid-liquid extraction with light petroleum-acetic ether (1:1, v/v) first and then protein was precipitated with methanol. The tissue samples were weighted and homogenated with normal saline, then the homogenate was prepared by liquid-liquid extraction and protein precipitation. The parameters of pharmacokinetics were calculated using DAS 2.1.1 software. The calibration curves of all four components in the plasma and tissue homogenates were in good linearity in the measured range with R(2) ≥ 0.9921. The relative standard deviation of the intra- and inter-day accuracy at different levels was less than ±18.0%. In conclusion, the established method was a simple and effective one to simultaneously detect all four components in the plasma and tissues of rats, and was successfully applied in the pharmacokinetics of Baige capsule.

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Fluorenone alkaloid from Caulophyllum robustum Maxim. with anti-myocardial ischemia activity

Cited by 38 publications

References 14 publications

Caulophine Protects Cardiomyocytes From Oxidative and Ischemic Injury

Caulophine Protects Cardiomyocytes From Oxidative and Ischemic Injury

9‐Fluorenone‐2‐Carboxylic Acid as a Scaffold for Tubulin Interacting Compounds

Simultaneous determination of four components in Baige capsule by HPLC: application to pharmacokinetics and tissue distribution of normal and middle cerebral artery occlusion rats

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