Synthesis of 5,6-dimethyl-9-methoxy-1-phenyl-6H-pyrido[4,3-b]carbazole derivatives and their cytotoxic activity

被引：17

作者：

Jasztold-Howorko, R

Pelczynska, M

Nasulewicz, A

Wietrzyk, J

Opolski, A

机构：

[1] Univ Wroclaw, Fac Pharm, Dept Organ Chem, PL-50137 Wroclaw, Poland

[2] Polish Acad Sci, Inst Immunol & Expt Therapy, PL-53114 Wroclaw, Poland

[3] Jan Dlugosz Acad, Czestochowa, Poland

来源：

ARCHIV DER PHARMAZIE | 2005年 / 338卷 / 11期

关键词：

olivacine; 1-substituted 6H-pyrido[4,3-b]carbazole; cytotoxicity;

D O I：

10.1002/ardp.200500141

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Starting from 2-(6-methoxy-1-methyl-9H-carbazol-2-yl)ethylamine 7 and mixed anhydrides of 4-nitrobenzoic acid or 4-methoxybenzoic acid, the corresponding 5,6-dimethyl-9-methoxy-1-(4-substituted phenyl)-6H-pyrido[4,3-b]carbazoles 11a-b, 5,6-dimethyl-9-bydroxy-1-(4-substituted phenyl)-6Hpyrido[4,3-b]carbazoles 12a, 12c, and their quaternary salts 13a-d were obtained. The four new pyridocarbazole derivatives 12a-c and 13d satisfy the international activity criterion for synthetic compounds, namely an ID50 value lower then 4 mu g/mL in preliminary in vitro cytotoxic activity screening against the A549 cell line (non-small cell lung cancer).

引用

收藏

页码：556 / 561

页数：6

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[21] Synthesis, EGFR Inhibition and Anti-cancer Activity of New 3,6-dimethyl-1-phenyl-4-(substituted- methoxy) pyrazolo[3,4-d] pyrimidine Derivatives [J].

Bakr, Rania B. ;

Mehany, Ahmed B. M. ;

Abdellatif, Khaled R. A. .

ANTI-CANCER AGENTS IN MEDICINAL CHEMISTRY, 2017, 17 (10) :1389-1400

[22] Preliminary Anti-Coxsackie Activity of Novel 1-[4-(5,6-dimethyl(H)-1H(2H)-benzotriazol-1(2)-yl)phenyl]-3-alkyl(aryl)ureas [J].

Piras, Sandra ;

Corona, Paola ;

Ibba, Roberta ;

Riu, Federico ;

Murineddu, Gabriele ;

Sanna, Giuseppina ;

Madeddu, Silvia ;

Delogu, Ilenia ;

Loddo, Roberta ;

Carta, Antonio .

MEDICINAL CHEMISTRY, 2020, 16 (05) :677-688

[23] Synthesis and bioactivity evaluation of 3-amino-6, 11-dioxo-6, 11-dihydro-5H-benzo[b]carbazole-1-carboxylic acid derivatives [J].

Kumar, Palanichamy Santhosh ;

Obadiah, Asir ;

Durairaj, Arulappan ;

Ramanathan, Subramanian ;

Vasanthkumar, Samuel .

JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2022, 19 (04) :1039-1048

[24] Synthesis and bioactivity evaluation of 3-amino-6, 11-dioxo-6, 11-dihydro-5H-benzo[b]carbazole-1-carboxylic acid derivatives [J].

Palanichamy Santhosh Kumar ;

Asir Obadiah ;

Arulappan Durairaj ;

Subramanian Ramanathan ;

Samuel Vasanthkumar .

Journal of the Iranian Chemical Society, 2022, 19 :1039-1048

[25] 2,4-diamino-9H-pyrimido[4,5-b]indol-5-ols:: Synthesis, in vitro cytotoxic activity, and QSAR investigations [J].

Dotzauer, Bernd ;

Gruenert, Renate ;

Bednarski, Patrick J. ;

Lanig, Harald ;

Landwehr, Jens ;

Troschuetz, Reinhard .

BIOORGANIC & MEDICINAL CHEMISTRY, 2006, 14 (21) :7282-7292

[26] 1H-Tetrazol-5-amine and 1,3-thiazolidin-4-one derivatives containing 3-(trifluoromethyl) phenyl scaffold: Synthesis, cytotoxic and anti-HIV studies [J].

Bielenica, Anna ;

Szulczyk, Daniel ;

Olejarz, Wioletta ;

Madeddu, Silvia ;

Giliberti, Gabriele ;

Materek, Ilona B. ;

Koziol, Anna E. ;

Struga, Marta .

BIOMEDICINE & PHARMACOTHERAPY, 2017, 94 :804-812

[27] Microwave-assisted synthesis and biological evaluation of some arylidene derivatives of 3-Methyl-1-phenyl-1H-pyrazol-5(4H)-one with potential anti-cancer activity [J].

Shroff, Sabita ;

Baitharu, Iswar ;

Mir, Showkat Ahmad ;

Nayak, Binata ;

Behera, Ajaya Kumar .

RESULTS IN CHEMISTRY, 2022, 4

[28] Synthesis, topoisomerase I and II inhibitory activity, cytotoxicity, and structure-activity relationship study of 2-phenyl- or hydroxylated 2-phenyl-4-aryl-5H-indeno[1,2-b]pyridines [J].

Kadayat, Tara Man ;

Song, Chanju ;

Shin, Somin ;

Magar, Til Bahadur Thapa ;

Bist, Ganesh ;

Shrestha, Aarajana ;

Thapa, Pritam ;

Na, Younghwa ;

Kwon, Youngjoo ;

Lee, Eung-Seok .

BIOORGANIC & MEDICINAL CHEMISTRY, 2015, 23 (13) :3499-3512

[29] Synthesis, Spectroscopic Characterization, and Cytotoxic Evaluation of Novel N-(3-Cyano-4,5,6,7Tetrahydrobenzo[b]thiophen-2-yl)-2-(4-phenyl-5-(arylphenyl)-4H-1,2,4-triazol-3-ylthio)acetamide Derivatives as Potential Anticancer Agents [J].

Shukla, Maharshi B. ;

Mahyavanshi, Jyotindra B. ;

Parmar, Kokila A. .

RUSSIAN JOURNAL OF APPLIED CHEMISTRY, 2025, 98 (02) :79-90

[30] Facile synthesis, cytotoxic and antimicrobial activity studies of a new group of 6-aryl-3-[4-(methylsulfonyl)benzyl]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazines [J].

Sumangala, V. ;

Poojary, Boja ;

Chidananda, N. ;

Arulmoli, T. ;

Shenoy, Shalini .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2012, 54 :59-64

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