Introduction of Z-GP scaffold into procarbazine reduces spermatoxicity and myelosuppression

Wang, Rikang; Zhang, Chao; Zheng, Chaojun; Li, Huilan; Xie, Xinshu; Jin, Yi; Liu, Zhijun; Chen, Heru

doi:10.1016/j.bioorg.2018.11.011

Cited by 4 publications

(5 citation statements)

References 21 publications

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“…Grade III anaemia and a decrease in CD4+ lymphocytes were also noticed [32] and neurotoxicity caused by vincristine also observed [49]. A skin rash also occurred [31,35].…”

Section: Introduction and Objectivementioning

confidence: 90%

“…• Cause nausea, vomiting, loss of appetite, and may cause reduced fertility [31] • Procarbazine is characterized by strong hepatotoxicity [32],…”

Section: Procarbazinementioning

confidence: 99%

“…Using procarbazine may cause nausea, vomiting, loss of appetite, an allergic skin rash [32] and may cause reduced fertility [1], [31]. Procarbazine is transformed to azoprocarbazine by liver enzymes, ewhich is the reason for the strong hepatotoxicity of procarbazine.…”

Section: Introduction and Objectivementioning

confidence: 99%

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Selected cytostatic drugs in the treatment of brain glioma – literature review

Bała¹,

Mitruczuk²,

Walo³

et al. 2021

Med Og Nauk Zdr.

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“…Grade III anaemia and a decrease in CD4+ lymphocytes were also noticed [32] and neurotoxicity caused by vincristine also observed [49]. A skin rash also occurred [31,35].…”

Section: Introduction and Objectivementioning

confidence: 90%

“…• Cause nausea, vomiting, loss of appetite, and may cause reduced fertility [31] • Procarbazine is characterized by strong hepatotoxicity [32],…”

Section: Procarbazinementioning

confidence: 99%

See 1 more Smart Citation

Selected cytostatic drugs in the treatment of brain glioma – literature review

Bała¹,

Mitruczuk²,

Walo³

et al. 2021

Med Og Nauk Zdr.

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“…The general structure of the prodrug is Z-Gly-Pro-Drug (113)(114)(115)(116)(117)(118)(119)129). It has a small molecular weight, and its toxicity is lower than that of the original drug.…”

Section: Prodrugs and Nanodrugs Based On Fap Dipeptidase Activitymentioning

confidence: 99%

Fibroblast Activation Protein-α as a Target in the Bench-to-Bedside Diagnosis and Treatment of Tumors: A Narrative Review

et al. 2021

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Fibroblast activation protein-α (FAP) is a type II integral serine protease that is specifically expressed by activated fibroblasts. Cancer-associated fibroblasts (CAFs) in the tumor stroma have an abundant and stable expression of FAP, which plays an important role in promoting tumor growth, invasion, metastasis, and immunosuppression. For example, in females with a high incidence of breast cancer, CAFs account for 50–70% of the cells in the tumor’s microenvironment. CAF overexpression of FAP promotes tumor development and metastasis by influencing extracellular matrix remodeling, intracellular signaling, angiogenesis, epithelial-to-mesenchymal transition, and immunosuppression. This review discusses the basic biological characteristics of FAP and its applications in the diagnosis and treatment of various cancers. We review the emerging basic and clinical research data regarding the use of nanomaterials that target FAP.

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“…. 针对 Pcb 的临床毒副作用, 本课题组 [6] [8,9] 、Cu 2＋催化的 Na 2 S 2 O 8 氧化法 [10,11] 、(PhSeO) 2 O 在 130 ℃下的氧化法 [12,13] 、H 2 O 2 /HBr 在 85 ℃下的氧化法 [14] 和 Br 2 /二甲基亚砜(DMSO)在 120 ℃下的氧化法 [15] . 这些氧化法存在需要使用强酸、有毒金属和反应条件难以控制等缺陷.…”

Section: 研究简报靶向抗肿瘤药 N-(nꞌ-苄氧羰基甘氨酰脯氨酰)丙卡巴肼(z-gp-unclassified

Environment-Friendly Synthesis of Targeted Anticancer Drug N-(N'-Carbobenzoxyglycylprolyl)procarbazine (Z-GP-Pcb) and the Evaluation of Its Activity to Penetrate Blood-Brain Barrier

Zhang¹,

Liu²,

Li³

et al. 2020

Chin. J. Org. Chem.

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Anti-cancer drug N-(Nꞌ-carbobenzoxyglycylprolyl)procarbazine (Z-GP-Pcb) has been designed based on targeting strategy and a 3-step method has been developed for the synthesis of procarbazine (Pcb). Firstly, 4-methylbenaldehyde, as starting material, was transformed into N-isopropyl-4-methylbenzamide using dibromoisocyanuric acid (DBI). This compound was then directly oxidized to N-isopropyl-4-formylbenzamide by 2-iodoxybenzoic acid (IBX). A reductive amination reaction was then followed leading to Pcb. At last, Pcb was condensed with N-carbobenzoxyglycylproline resulting in Z-GP-Pcb. The overall yield was 49.9%. Furthermore, an in vitro blood-brain barrier (BBB) permeation assay (PAMPA-BBB) was set up to evaluate the permeation activity of Z-GP-Pcb. It was found that the permeation constant (P e ) was (19.22±4.25)×10-6 cm•s -1 , which was more than that of the parent drug Pcb [(11.14±1.34) )×10-6 cm•s -1 ]. This evidence suggests that Z-GP-Pcb possesses high activity to penetrate BBB.

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Introduction of Z-GP scaffold into procarbazine reduces spermatoxicity and myelosuppression

Cited by 4 publications

References 21 publications

Selected cytostatic drugs in the treatment of brain glioma – literature review

Selected cytostatic drugs in the treatment of brain glioma – literature review

Fibroblast Activation Protein-α as a Target in the Bench-to-Bedside Diagnosis and Treatment of Tumors: A Narrative Review

Environment-Friendly Synthesis of Targeted Anticancer Drug N-(N'-Carbobenzoxyglycylprolyl)procarbazine (Z-GP-Pcb) and the Evaluation of Its Activity to Penetrate Blood-Brain Barrier

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