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Carpaine Sale

(Synonyms: 番木瓜碱) 目录号 : GC35611

Carpaine 番木瓜碱是一种从 Carica papaya Linn 中分离出的具有抗血小板减少活性的生物碱,在维持血小板数目方面表现出强烈的活性,无急性毒性。Carpaine 具有抗疟疾活性以预防疟疾。Carpaine 直接影响心肌,降低了大鼠的心脏血液输出量。Carpaine 因其心血管效应被研究。

Carpaine Chemical Structure

Cas No.:3463-92-1

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产品描述

Carpaine is an alkaloid isolated from Carica papaya Linn with anti-thrombocytopenic activity, exhibits potent activity in sustaining platelet counts with no acute toxicity[1].Carpaine has anti-plasmodial activity to prevent malaria[2].Carpaine affects the myocardium directly, it reduces cardiac output, stroke volume, stroke work, and cardiac power in rat, which has been studied for its cardiovascular effects[3].

[1]. Zunjar V, et al. Antithrombocytopenic activity of carpaine and alkaloidal extract of Carica papaya Linn. leaves in busulfan induced thrombocytopenic Wistar rats. J Ethnopharmacol. 2016 Apr 2;181:20-5. [2]. Julianti T, et al. Quantification of the antiplasmodial alkaloid carpaine in papaya (Carica papaya) leaves. Planta Med. 2014 Aug;80(13):1138-42. [3]. Hornick CA, et al. Effect of carpaine, a papaya alkaloid, on the circulatory function in the rat. Res Commun Chem Pathol Pharmacol. 1978 Nov;22(2):277-89.

Chemical Properties

Cas No. 3463-92-1 SDF
别名 番木瓜碱
Canonical SMILES O=C(CCCCCCC[C@@]1([H])N[C@@H](C)[C@@](CC1)([H])O2)O[C@](CC3)([H])[C@H](C)N[C@]3([H])CCCCCCCC2=O
分子式 C28H50N2O4 分子量 478.71
溶解度 Chloroform: 10 mg/ml,DMF: 1,DMSO: 1 mg/ml,Ethanol: 10 mg/ml,Ethanol:PBS (pH 7.2) (1:4): 0.2 mg/ml 储存条件 Store at -20°C
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Research Update

Carpaine Promotes Proliferation and Repair of H9c2 Cardiomyocytes after Oxidative Insults

Pharmaceuticals (Basel) 2022 Feb 15;15(2):230.PMID:35215343DOI:10.3390/ph15020230.

Carpaine has long been identified as the major alkaloid in Carica papaya leaves that possess muscle relaxant properties. Limited study on the molecular signaling properties of Carpaine urges us to conduct this study that aims to elucidate the mechanism underlying the cardioprotective effect of Carpaine in embryonic cardiomyocytes of the H9c2 cell line. The 50% inhibitory concentration (IC50) of Carpaine was first determined using a colorimetric MTT assay to establish the minimum inhibitory concentration for the subsequent test. Using a 1 µM Carpaine treatment, a significant increase in the H9c2 proliferation rate was observed following 24 and 48 h of incubation. A Western blot analysis also revealed that Carpaine promotes the upregulation of the cell cycle marker proteins cyclin D1 and PCNA. Carpaine-induced H9c2 cell proliferation is mediated by the activation of the FAK-ERK1/2 and FAK-AKT signaling pathways. In the setting of ischemia-reperfusion injury (IRI), Carpaine provided a significant protective role to recover the wounded area affected by the hydrogen peroxide (H2O2) treatment. Furthermore, the oxidative-stress-induced reduction in mitochondrial membrane potential (MMP) and overproduction of reactive oxygen species (ROS) were attenuated by Carpaine treatment. The current study revealed a novel therapeutic potential of Carpaine in promoting in vitro cardiomyocyte proliferation and repair following injury.

Isolation and characterization of Carpaine and dihydroxy derivative of Carpaine from leaves of Carica papaya: Development of fast HPLC method and standardization of formulations

J Chromatogr B Analyt Technol Biomed Life Sci 2022 Dec 15;1213:123533.PMID:36442395DOI:10.1016/j.jchromb.2022.123533.

Carpaine, a major alkaloid of Carica papaya leaves, is widely studied for its anti-thrombocytopenic activity. The objective of present work was to isolate Carpaine from dried leaves of Carica papaya. Isolation of Carpaine was carried out by solvent extraction techniques followed by column chromatography by gradient elution using dichloromethane: methanol (80:20, v/v) as eluent. Dihydroxy derivative of Carpaine was also identified for the first time from leaves of Carica papaya. Structures of Carpaine and dihydroxy derivative of Carpaine were confirmed by LC-MS/MS followed by IR studies. Fast HPLC method was developed using Sunniest C18 column (150 mm × 4.6 mm) as stationary phase and water (pH 8.5): acetonitrile (60: 40, v/v) as mobile phase at flow rate of 1.0 mL/min. Carpaine was eluted with mean retention time of 6.017 min. The developed HPLC method was used to estimate Carpaine in extract and marketed formulations containing Carica papaya leaves.

Antithrombocytopenic activity of Carpaine and alkaloidal extract of Carica papaya Linn. leaves in busulfan induced thrombocytopenic Wistar rats

J Ethnopharmacol 2016 Apr 2;181:20-5.PMID:26812680DOI:10.1016/j.jep.2016.01.035.

Ethnopharmacological relavance: The decoction of Carica papaya Linn. leaves is used in folklore medicine in certain parts of Malaysia and Indonesia for the treatment of different types of thrombocytopenia associated with diseases and drugs. There are several scientific studies carried out on humans and animal models to confirm the efficacy of decoction of papaya leave for the treatment of disease induced and drug induced thrombocytopenia, however very little is known about the bio-active compounds responsible for the observed activity. The aim of present study was to identify the active phytochemical component of Carica papaya Linn. leaves decoction responsible for anti-thrombocytopenic activity in busulfan-induced thrombocytopenic rats. Materials and methods: Antithrombocytopenic activity was assessed on busulfan induced thrombocytopenic Wistar rats. The antithrombocytopenic activity of different bio-guided fractions was evaluated by monitoring blood platelet count. Bioactive compound Carpaine was isolated and purified by chromatographic methods and confirmed by spectroscopic methods (LC-MS and 1D/2D-1H/13C NMR) and the structure was confirmed by single crystal X-ray diffraction. Quantification of Carpaine was carried out by LC-MS/MS equipped with XTerra(®) MS C18 column and ESI-MS detector using 90:10 CH3CN:CH3COONH4 (6mM) under isocratic conditions and detected with multiple reaction monitoring (MRM) in positive ion mode. Results: Two different phytochemical groups were isolated from decoction of Carica papaya leaves: phenolics, and alkaloids. Out of these, only alkaloid fraction showed good biological activity. Carpaine was isolated from the alkaloid fraction and exhibited potent activity in sustaining platelet counts upto 555.50±85.17×10(9)/L with no acute toxicity. Conclusions: This study scientifically validates the popular usage of decoction of Carica papaya leaves and it also proves that alkaloids particularly Carpaine present in the leaves to be responsible for the antithrombocytopenic activity.

Quantification of the antiplasmodial alkaloid Carpaine in papaya (Carica papaya) leaves

Planta Med 2014 Aug;80(13):1138-42.PMID:25153096DOI:10.1055/s-0034-1382948.

Daily consumption of papaya (Carica papaya) leaves as greens and an herbal infusion is common in some parts of Indonesia as a means for preventing malaria. Antiplasmodial activity of the leaf extracts and of the main alkaloid Carpaine were recently confirmed. A quantitative assay for determination of Carpaine in papaya leaves was developed and validated. The assay involved pressurized liquid extraction and quantification with the aid of ultrahigh-performance liquid chromatography-tandem mass spectroscopy. Extraction conditions were optimized with respect to solvent, temperature, and number of extraction cycles. The ultrahigh-performance liquid chromatography-tandem mass spectroscopy assay was validated over a range of 20-5000 ng/mL (R(2) of 0.9908). A total of 29 papaya leaf samples were analyzed, and Carpaine concentration in dry leaves was found to range from 0.02 to 0.31%. No obvious dependence on geographic origin and leaf maturity was observed.

Effect of Carpaine, a papaya alkaloid, on the circulatory function in the rat

Res Commun Chem Pathol Pharmacol 1978 Nov;22(2):277-89.PMID:734216doi

Carpaine is one of the major components of alkaloid of papaya leaves. Circulatory effects of Carpaine were studied in Wistar male rats weighing 314 +/- 13 g, under pentabarbital (30 mg/kg) anesthesia. Increasing dosages of Carpaine from 0.5 mg/kg to 2.0 mg/kg resulted in progressive decrease in systolic, diastolic, and mean arterial blood pressure. Selective autonomic nervous blockade with atropine sulfate (1 mg/kg) or propranolol hydrochloride (8 mg/kg) did not alter the circulatory response to Carpaine. Carpaine, 2 mg/kg, reduced cardiac output, stroke volume, stroke work, and cardiac power, but the calculated total peripheral resistance remained unchanged. It is concluded from these results that Carpaine affects the myocardium directly. The effects of Carpaine may be related to its macrocyclic dilactone structure, a possible cation chelating structure.