Synthesis and Antitumor and Antibacterial Activity of Novel Dihydronaphthaline and Dihydrobenzo[H]Quinazoline Derivatives
- Авторы: Markosyan A.1, Airapetyan K.1, Gabrielyan S.1, Mamyan S.1, Shirinyan V.2, Zakharov A.2, Arsenyan F.1, Avakimyan D.1, Stepanyan G.1
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Учреждения:
- A. L. Mndzhoyan Institute of Fine Organic Chemistry, Scientific-Technological Center for Organic and Pharmaceutical Chemistry, National Academy of Sciences of the Republic of Armenia
- N. D. Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences
- Выпуск: Том 53, № 1 (2019)
- Страницы: 15-22
- Раздел: Article
- URL: https://journals.rcsi.science/0091-150X/article/view/245592
- DOI: https://doi.org/10.1007/s11094-019-01948-7
- ID: 245592
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Аннотация
A method for the synthesis of 1-amino-3,3-dimethyl-3,4-dihydronaphthaline-2-carbonitrile (β-aminonitrile) was developed and used to synthesize Schiff bases, thioureide and chloracetamide derivatives. This latter was cyclized to 5,5-dimethyl-2-chloromethyl-5,6-dihydrobenzo[h]quinazoline-4(3H)-one, which was used to synthesize a series of 2-sulfanylmethyl and 2-aminomethyl derivatives. 2-Chloromethylbenzo[h]quinazoline in the presence of a base was found to form condensed heterocyclic compounds with seven rings: 1,1,11,11-tetramethyl-1,2,11,12-tetrahydropyrazino[2,1-b:5,4-b′]di(benzo[h]quinazoline)-10,16(8H,18H)-di one. The antitumor properties of the compounds synthesized here were studied in an ascites carcinoma model and the antibacterial properties were studied using the agar diffusion method.
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Об авторах
A. Markosyan
A. L. Mndzhoyan Institute of Fine Organic Chemistry, Scientific-Technological Center for Organic and Pharmaceutical Chemistry, National Academy of Sciences of the Republic of Armenia
Автор, ответственный за переписку.
Email: ashot@markosyan.am
Армения, 26 Azatutyan Prospekt, Erevan, 0014
K. Airapetyan
A. L. Mndzhoyan Institute of Fine Organic Chemistry, Scientific-Technological Center for Organic and Pharmaceutical Chemistry, National Academy of Sciences of the Republic of Armenia
Email: ashot@markosyan.am
Армения, 26 Azatutyan Prospekt, Erevan, 0014
S. Gabrielyan
A. L. Mndzhoyan Institute of Fine Organic Chemistry, Scientific-Technological Center for Organic and Pharmaceutical Chemistry, National Academy of Sciences of the Republic of Armenia
Email: ashot@markosyan.am
Армения, 26 Azatutyan Prospekt, Erevan, 0014
S. Mamyan
A. L. Mndzhoyan Institute of Fine Organic Chemistry, Scientific-Technological Center for Organic and Pharmaceutical Chemistry, National Academy of Sciences of the Republic of Armenia
Email: ashot@markosyan.am
Армения, 26 Azatutyan Prospekt, Erevan, 0014
V. Shirinyan
N. D. Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences
Email: ashot@markosyan.am
Россия, 47 Lenin Prospekt, Moscow, 119991
A. Zakharov
N. D. Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences
Email: ashot@markosyan.am
Россия, 47 Lenin Prospekt, Moscow, 119991
F. Arsenyan
A. L. Mndzhoyan Institute of Fine Organic Chemistry, Scientific-Technological Center for Organic and Pharmaceutical Chemistry, National Academy of Sciences of the Republic of Armenia
Email: ashot@markosyan.am
Армения, 26 Azatutyan Prospekt, Erevan, 0014
Dzh. Avakimyan
A. L. Mndzhoyan Institute of Fine Organic Chemistry, Scientific-Technological Center for Organic and Pharmaceutical Chemistry, National Academy of Sciences of the Republic of Armenia
Email: ashot@markosyan.am
Армения, 26 Azatutyan Prospekt, Erevan, 0014
G. Stepanyan
A. L. Mndzhoyan Institute of Fine Organic Chemistry, Scientific-Technological Center for Organic and Pharmaceutical Chemistry, National Academy of Sciences of the Republic of Armenia
Email: ashot@markosyan.am
Армения, 26 Azatutyan Prospekt, Erevan, 0014