Bioactive carbazole alkaloids from Murraya koenigii (L.) Spreng

Ma, Qinge; Tian, Jin; Yang, Jun; Wang, Aiguo; Ji, Tengfei; Wang, Yan-Gai; Su, Ya‐Lun

doi:10.1016/j.fitote.2013.03.003

Cited by 48 publications

(28 citation statements)

References 14 publications

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“…In contrast, syntheses of 3-6 have been carried out using a Mannich reaction of 1 with 2.5 eq of the corresponding secondary amines and 2.5 eq of formaldehyde in methanol at room temperature. The O-alkylation of 3 with 1 eq of 3-bromopropan-1-ol in the presence of 0.1 eq of tetrabutylammonium iodide (TBAI) and 2 eq of anhydrous K 2 CO 3 in CH 3 CN at 80 C gave the compound 7 (Scheme 1).…”

Section: Chemistrymentioning

confidence: 99%

“…The discovery of the antibacterial activity of murrayanine extracted from the stem bark of Murraya Koenigii (Rutaceae) led to the discovery of new pharmacological activities 2,3 . Wu et al 4 described the antiplatelet and vasorelaxing activities of carbazole derivatives extracted from the Clausena excavata and recently, Peng et al 5 described new derivatives excavatine B and excavatine C with cytotoxic activity and antimicrobial activities.…”

Section: Introductionmentioning

confidence: 99%

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Biologically active carbazole derivatives: focus on oxazinocarbazoles and related compounds

Bouaziz

Issa

Gentili

et al. 2014

Journal of Enzyme Inhibition and Medicinal Chemistry

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Four series of carbazole derivatives, including N-substituted-hydroxycarbazoles, oxazinocarbazoles, isoxazolocarbazolequinones, and pyridocarbazolequinones, were studied using diverse biological test methods such as a CE-based assay for CK2 activity measurement, a cytotoxicity assay with IPC-81 cell line, determination of MIC of carbazole derivatives as antibacterial agents, a Plasmodium falciparum susceptibility assay, and an ABCG2-mediated mitoxantrone assay. Two oxazinocarbazoles Ib and Ig showed CK2 inhibition with IC 50 ¼ 8.7 and 14.0 mM, respectively. Further chemical syntheses were realized and the 7-isopropyl oxazinocarbazole derivative 2 displayed a stronger activity against CK2 (IC 50 ¼ 1.40 mM). Oxazinocarbazoles Ib, Ig, and 2 were then tested against IPC-81 leukemia cells and showed the ability to induce leukemia cell death with IC 50 values between 57 and 62 mM. Further investigations were also reported on antibacterial and antiplasmodial activities. No significant inhibitory activity on ABCG2 efflux pump was detected.

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Section: Chemistrymentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Biologically active carbazole derivatives: focus on oxazinocarbazoles and related compounds

Bouaziz

Issa

Gentili

et al. 2014

Journal of Enzyme Inhibition and Medicinal Chemistry

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“…The leaves also contain monoterpene derived hydrocarbons and alcohols possessing antioxidant potentials in vitro [5]. In 2013, the research groups of Nakamura and Ma isolated six new carbazole alkaloids including karapinchamines A and B [6], N-benzyl carbazole-A, N-benzyl carbazole-B, iso-koenidine, and iso-koenigine along with fourteen other known carbazole alkaloids having hepatoprotective and anticancer properties [7]. …”

Section: Introductionmentioning

confidence: 99%

The Methanolic Extract fromMurraya koenigiiL. Inhibits Glutamate-Induced Pain and Involves ATP-Sensitive K⁺Channel as Antinociceptive Mechanism

Ani

Chakraborty

Moniruzzaman

2016

Advances in Pharmacological Sciences

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Murraya koenigii L. is a perennial shrub, belonging to the family Rutaceae. Traditionally, the leaves of this plant are extensively used in treatment of a wide range of diseases and disorders including pain and inflammation. Although researchers have revealed the antinociceptive effects of this plant's leaves during past few years, the mechanisms underlying these effects are still unknown. Therefore, the present study evaluated some antinociceptive mechanisms of the methanolic extract of M. koenigii (MEMK) leaves along with its antinociceptive potential using several animal models. The antinociceptive effects of MEMK were evaluated using formalin-induced licking and acetic acid-induced writhing tests at the doses of 50, 100, and 200 mg/kg. In addition, we also justified the possible participations of glutamatergic system and ATP-sensitive potassium channels in the observed activities. Our results demonstrated that MEMK significantly (p < 0.01) inhibited the pain thresholds induced by formalin and acetic acid in a dose-dependent manner. MEMK also significantly (p < 0.01) suppressed glutamate-induced pain. Moreover, pretreatment with glibenclamide (an ATP-sensitive potassium channel blocker) at 10 mg/kg significantly (p < 0.05) reversed the MEMK-mediated antinociception. These revealed that MEMK might have the potential to interact with glutamatergic system and the ATP-sensitive potassium channels to exhibit its antinociceptive activities. Therefore, our results strongly support the antinociceptive effects of M. koenigii leaves and provide scientific basis of their analgesic uses in the traditional medicine.

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“…Among all previously reported compounds, MK shows potent activity against TNF‐α and IL‐6 secretion . Murrayanine, a carbazole alkaloid to be isolated and identified, has been shown to have hepatoprotective, platelet aggregation inhibitory, antiosteoporotic, cytotoxic, larvicidal, antitrichomonal, biochemical and toxicological activities . In this study, we wish to report the detailed anti‐inflammatory activity of MK on LPS‐stimulated RAW 264.7 cells and mouse peritoneal macrophages.…”

mentioning

confidence: 99%

Murrayanine Attenuates Lipopolysaccharide‐induced Inflammation and Protects Mice from Sepsis‐associated Organ Failure

Gupta

Khajuria

Wani

et al. 2019

Basic Clin Pharma Tox

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Murrayanine (MK) is the main compound isolated from Murraya Koenigii, an aromatic plant belonging to the Rutaceae family, also known as curry leaf tree. Murrayanine was reported to possess potential antioxidant, anti-mycobacterial and anti-fungal effects. However, its effect in sepsis remains unclear. This study was designed to investigate the anti-inflammatory effect of MK using both in vitro and in vivo assay. This article is protected by copyright. All rights reserved.

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Bioactive carbazole alkaloids from Murraya koenigii (L.) Spreng

Cited by 48 publications

References 14 publications

Biologically active carbazole derivatives: focus on oxazinocarbazoles and related compounds

Biologically active carbazole derivatives: focus on oxazinocarbazoles and related compounds

The Methanolic Extract fromMurraya koenigiiL. Inhibits Glutamate-Induced Pain and Involves ATP-Sensitive K⁺Channel as Antinociceptive Mechanism

Murrayanine Attenuates Lipopolysaccharide‐induced Inflammation and Protects Mice from Sepsis‐associated Organ Failure

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Bioactive carbazole alkaloids from Murraya koenigii (L.) Spreng

Cited by 48 publications

References 14 publications

Biologically active carbazole derivatives: focus on oxazinocarbazoles and related compounds

Biologically active carbazole derivatives: focus on oxazinocarbazoles and related compounds

The Methanolic Extract fromMurraya koenigiiL. Inhibits Glutamate-Induced Pain and Involves ATP-Sensitive K+Channel as Antinociceptive Mechanism

Murrayanine Attenuates Lipopolysaccharide‐induced Inflammation and Protects Mice from Sepsis‐associated Organ Failure

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The Methanolic Extract fromMurraya koenigiiL. Inhibits Glutamate-Induced Pain and Involves ATP-Sensitive K⁺Channel as Antinociceptive Mechanism