Design, Synthesis, Reactions, Molecular Docking, Antitumor Activities of Novel Naphthopyran, Naphthopyranopyrimidines, and Naphthoyranotriazolopyrimidine Derivatives

被引：3

作者：

Borik, Rita Mohammed Ahmed ^{[1
]}

Ameri, Nasser Jaber Hadi ^{[1
]}

Mukhrish, Yousef Essa ^{[1
]}

Abd El-Wahab, Ashraf Hassan Fekry ^{[1
]}

Mohamed, Hany Mostafa ^{[1
]}

Ibrahim, Diaa Abd El-Samie ^{[1
]}

Deeb, Ahmed Deeb Hassan ^{[1
]}

机构：

[1] Jazan Univ, Fac Sci, Chem Dept, Jazan 45142, Saudi Arabia

来源：

CURRENT ORGANIC CHEMISTRY | 2023年 / 27卷 / 19期

关键词：

6-bromonaphthalen-2-ol; aromatic aldehydes; malononitrile; acetic anhydride; hydrazine hydrate; molecular docking; antitumor activities; BIOLOGICAL EVALUATION; ANTIMICROBIAL ACTIVITY; AGENTS SYNTHESIS; POTENT; CHROMENE; 4-HYDROXYCOUMARIN; PYRIMIDINES; RESISTANCE;

D O I：

10.2174/0113852728264994231018063921

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In ethanolic piperidine solution, the interaction of 6-bromonaphthalen-2-ol (1) with alpha-cyano-p-chlorocinnamonitrile (2a) or ethyl alpha-cyano-p-chlorocinnamate (2b) yielded 4H-naphtho[2,1-b]pyran-3-carbonitrile (3a) and 4H-naphtho[2,1-b]pyran-3-carboxylate (3b). The naphthopyran derivatives (3a, b) reacted with electrophilic reagents afforded naphthopyranopyrimidines and naphthopyrano-triazolopyrimidine derivatives. The structures of the newly synthesized compounds are confirmed through spectral analysis using NMR, IR, and MS spectroscopy. The anticancer efficacy of all compounds was investigated against three cancer cell lines: MCF-7, HeLa, and PC-3, along with a molecular docking study.

引用

页码：1717 / 1727

页数：11

共 50 条

[1] Design, Molecular Docking, Synthesis, Characterization and Biological Activities of Novel Thiazole Derivatives
Yamsani, Neeharika
Sundararajan, Raja
LETTERS IN DRUG DESIGN & DISCOVERY, 2022, 19 (08) : 722 - 740
[2] Design, synthesis, insecticidal activities, and molecular docking of novel pyridylpyrazolo carboxylate derivatives
Yang, Shuai
Peng, Hongxiang
Zhu, Jinyi
Zhao, Chen
Xu, Hanhong
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2022, 59 (08) : 1366 - 1375
[3] Synthesis, structure prediction, pharmacokinetic properties, molecular docking and antitumor activities of some novel thiazinone derivatives
Anand, Selvam Athavan Alias
Loganathan, Chandrasekaran
Thomas, Nisha Susan
Saravanan, Kuppusamy
Alphonsa, Antony Therasa
Kabilan, Senthamaraikannan
NEW JOURNAL OF CHEMISTRY, 2015, 39 (09) : 7120 - 7129
[4] Design, synthesis and biological evaluation of novel quinazoline derivatives as potential antitumor agents: Molecular docking study
El-Azab, Adel S.
Al-Omar, Mohamed A.
Abdel-Aziz, Alaa A. -M.
Abdel-Aziz, Naglaa I.
El-Sayed, Magda A. -A.
Aleisa, Abdulaziz M.
Sayed-Ahmed, Mohamed M.
Abdel-Hamide, Sami G.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (09) : 4188 - 4198
[5] Novel α, β-Unsaturated Sophoridinic Derivatives: Design, Synthesis, Molecular Docking and Anti-Cancer Activities
Xu, Yiming
Wu, Lichuan
Dai, Hang
Gao, Mingyan
Rashid, Haroon Ur
Wang, Haodong
Xie, Peng
Liu, Xu
Jiang, Jun
Wang, Lisheng
MOLECULES, 2017, 22 (11):
[6] Synthesis, Antitumor Activity and Molecular Docking Studies on Seven Novel Thiazacridine Derivatives
Almeida, Marcel L.
Viana, Douglas C. F.
da Costa, Valecia C. M.
dos Santos, Flaviana A.
Pereira, Michelly C.
Pitta, Maira G. R.
de Melo Rego, Moacyr J. B.
Pitta, Ivan R.
Pitta, Marina G. R.
COMBINATORIAL CHEMISTRY & HIGH THROUGHPUT SCREENING, 2020, 23 (05) : 359 - 368
[7] Synthesis, Antitumor Activity, Molecular Docking and DFT Study of Novel Pyrimidiopyrazole Derivatives
Fahim, Asmaa M.
Elshikh, Mohamed S.
Darwish, Noura M.
CURRENT COMPUTER-AIDED DRUG DESIGN, 2020, 16 (04) : 486 - 499
[8] Design, synthesis and antitumor activity of steroidal pyridine derivatives based on molecular docking
Song, Ya-Ling
Tian, Cheng-Piao
Wu, Yan
Jiang, Li-he
Shen, Li-Qun
STEROIDS, 2019, 143 : 53 - 61
[9] Synthesis, antitumor activity, molecular docking and DFT study of novel pyrimidiopyrazole derivatives
Fahim A.M.
Elshikh M.S.
Darwish N.M.
Current Computer-Aided Drug Design, 2020, 16 (04): : 486 - 499
[10] Synthesis, biomedical activities, and molecular docking study of novel chromone derivatives
Al-Majedy, Yasameen K.
Ibraheem, Hiba H.
Issa, Ali Abdullah
Jabir, Majid S.
Hasoon, Buthenia A.
Al-Shmgani, Hanady S.
Sulaiman, Ghassan M.
JOURNAL OF MOLECULAR STRUCTURE, 2024, 1295

← 1 2 3 4 5 →