Bis((1,4-dimethyl-9H-carbazol-3-yl)methyl)amine-mediated anticancer effect triggered by sequence-specific cleavage of DNA leading to programmed cell death in the human U87 cell line

Kumar, Nitin; Kumar, Rakesh; Nemaysh, Vishal; Lal, Neetika; Luthra, Pratibha Mehta

doi:10.1039/c6ra12999d

Cited by 14 publications

(10 citation statements)

References 57 publications

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“…A stock solution was prepared by dissolving CT DNA in phosphate-buffered saline (PBS; pH 7.4) and stored at 4°C, of which the sufficient purity was confirmed by the ratio of ultraviolet (UV) absorbance at 260 and 280 nm 33. The concentration of the stock solution was determined by extinction coefficient at 260 nm (6,600 cm −1 ) 34…”

Section: Methodsmentioning

confidence: 99%

<em>N</em>-(3-hydroxymethyl-β-carboline-1-yl-ethyl-2-yl)-L-Phe: development toward a nanoscaled antitumor drug capable of treating complicated thrombosis and inflammation

Wu¹,

Zhao²,

Wang³

et al. 2017

DDDT

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It is well documented that the surfaces of cancer cells, activated platelets and inflammatory cells are rich in P-selectin. N-(3-hydroxymethyl-β-carboline-1-yl-ethyl-2-yl)-l-Phe (HMCEF) is a P-selectin inhibitor capable of simultaneously inhibiting thrombosis and inflammation. Based on the knowledge that P-selectin is a common target for antithrombotic, anti-inflammatory and antitumor drugs, the aim of this study article was to estimate the possibility of HMCEF as a nanoscaled antitumor drug. Images of transmission electron micro scopy, scanning electron microscopy and atomic force microscopy proved that HMCEF forms nanoparticles with a diameter of <120 nm that promote delivery in blood circulation. In vitro HMCEF intercalates into calf thymus DNA, cuts off DNA pBR22 and inhibits the proliferation of cancer cells. In vivo HMCEF dose dependently (0.2, 2 and 200 nmol/kg per day) slows tumor growth in treated S180 mice, and has a minimal effective dose of 2 nmol/kg per day. At 200 nmol/kg per day, HMCEF does not affect the liver and the kidney of the treated S180 mice, and at 20,000 nmol/kg HMCEF does not affect the liver and the kidney of the treated healthy ICR mice. HMCEF is a promising antitumor drug, which is characterized by its high safety and efficacy in the prevention of the complications of thrombosis and inflammation in patients.

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Section: Methodsmentioning

confidence: 99%

<em>N</em>-(3-hydroxymethyl-β-carboline-1-yl-ethyl-2-yl)-L-Phe: development toward a nanoscaled antitumor drug capable of treating complicated thrombosis and inflammation

Wu¹,

Zhao²,

Wang³

et al. 2017

DDDT

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“…The group of alkaloid plants used in the treatment of cancer are the vinca alkaloids. Vinca alkaloids are an extract from Catharanthus roseus (basionym Vinca rosea) commonly called pink periwinkle plant or vinca plants (Figure 1) [2,[4][5][6][7]. It is a class of drug, which is used in treatment of various types of cancer such as lung cancer [2].…”

Section: Introductionmentioning

confidence: 99%

“…Types of vinca alkaloids some of them are Vinblastine (VBL), Vincristine (VCR), Vinorelbine (VRL), Vindesine (VDS), Vinflunine, etc. are majorly used in clinical treatments (Figure 2) [2,3,[7][8] Vinca alkaloids has existence of indole, pyrrole and carbazole structure and play a major role in the development of new anticancer agents [4][5][6]. In most of the class of cancer treatment, drug vinca alkaloids are the best for the cancer therapies and these are used as second line treatment for cell carcinoma [2,3].…”

Section: Introductionmentioning

confidence: 99%

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Role of vinca alkaloids and their derivatives in cancer therapy

Verma¹,

Sharma²,

Gaur³

et al. 2022

World J. Adv. Res. Rev.

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Vinca alkaloids and its derivatives like Vincristine, Vinblastine etc. isolated from Catharanthus roseus plants are widely used in the treatment of various types of cancers. Mode of action of Vinca alkaloids (vinblastine, vincristine, vinorelbine) is microtubule-stabilizing agents (MTAs) i.e., arrest the cell cycle via disrupting microtubule dynamics. Vincristine major side effect is neurotoxicity. Hoverer, Vincristine induce neuropathy in mice or rat, used as animal model to study effect of drugs or plants by various authors also reported in review literature. Vinca alkaloids and its derivatives were widely used drugs in combination regimens with cyclophosphamide, doxorubicin, procarbazine, Methotrexate and dacarbazine etc. in various types of cancer. In this review, we also discussed major structure modifications position of chemically synthesized vincristine and vinblastine derivatives required for potential anticancer activities. Anticancer mechanism and some major patents on vinca alkaloids derivatives also reported in this review article. The study of Vinca alkaloids and its derivatives a class of an antimitotic compounds, found essential role in anticancer therapies.

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“…1,2,3,4-Tetrahydrocarbazole [THCz] is a tricyclic aromatic structure consisting of a five membered pyrrole ring fused with one side benzene ring and other side cyclohexane ring respectively [1][2][3]. Tetrahydrocarbazole (THCz) structure is majorly present in natural products and biologically active compounds [4][5][6][7] (Fig. 1).…”

Section: Introductionmentioning

confidence: 99%

A review on synthesis methods of tricyclic 1,2,3,4-tetrahydrocarbazoles

Kumar¹,

Kumar²,

Chowdhary³

2022

World J. Adv. Res. Rev.

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In this review article, we discussed old to new synthetic methods used for the preparation of 1,2,3,4-Tetrahydrocarbazole (THCz) based on reported literature. Around the worldwide, various researchers energetically reported new synthetic methods for tetrahydrocarbazoles preparation using conventional method or microwave method or use of catalyst. This review will be helpful to synthetic and medicinal chemist to find selective method for the preparation of 1,2,3,4-Tetrahydrocarbazoles with good percentage yield and less time. This review will also useful to medicinal chemist to design new biologically active tetrahydrocarbazoles based on reported synthetic methods.

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Bis((1,4-dimethyl-9H-carbazol-3-yl)methyl)amine-mediated anticancer effect triggered by sequence-specific cleavage of DNA leading to programmed cell death in the human U87 cell line

Abstract: Bis((1,4-dimethyl-9H-carbazol-3-yl)methyl)amine (DMCM) has been designed as a novel anti-cancer agent which is believed to have a sequence-specific groove binding interaction with DNA, leading to anticancer effects.

Cited by 14 publications

References 57 publications

<em>N</em>-(3-hydroxymethyl-β-carboline-1-yl-ethyl-2-yl)-L-Phe: development toward a nanoscaled antitumor drug capable of treating complicated thrombosis and inflammation

<em>N</em>-(3-hydroxymethyl-β-carboline-1-yl-ethyl-2-yl)-L-Phe: development toward a nanoscaled antitumor drug capable of treating complicated thrombosis and inflammation

Role of vinca alkaloids and their derivatives in cancer therapy

A review on synthesis methods of tricyclic 1,2,3,4-tetrahydrocarbazoles

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Bis((1,4-dimethyl-9H-carbazol-3-yl)methyl)amine-mediated anticancer effect triggered by sequence-specific cleavage of DNA leading to programmed cell death in the human U87 cell line

Abstract: Bis((1,4-dimethyl-9H-carbazol-3-yl)methyl)amine (DMCM) has been designed as a novel anti-cancer agent which is believed to have a sequence-specific groove binding interaction with DNA, leading to anticancer effects.

Cited by 14 publications

References 57 publications

<em>N</em>-(3-hydroxymethyl-&beta;-carboline-1-yl-ethyl-2-yl)-L-Phe: development toward a nanoscaled antitumor drug capable of treating complicated thrombosis and inflammation

<em>N</em>-(3-hydroxymethyl-&beta;-carboline-1-yl-ethyl-2-yl)-L-Phe: development toward a nanoscaled antitumor drug capable of treating complicated thrombosis and inflammation

Role of vinca alkaloids and their derivatives in cancer therapy

A review on synthesis methods of tricyclic 1,2,3,4-tetrahydrocarbazoles

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Product

Resources

About

<em>N</em>-(3-hydroxymethyl-β-carboline-1-yl-ethyl-2-yl)-L-Phe: development toward a nanoscaled antitumor drug capable of treating complicated thrombosis and inflammation

<em>N</em>-(3-hydroxymethyl-β-carboline-1-yl-ethyl-2-yl)-L-Phe: development toward a nanoscaled antitumor drug capable of treating complicated thrombosis and inflammation