Synthesis of 2-oxomethylcytisine derivatives with nootropic activity

Мұқаба

Дәйексөз келтіру

Толық мәтін

Ашық рұқсат Ашық рұқсат
Рұқсат жабық Рұқсат берілді
Рұқсат жабық Рұқсат ақылы немесе тек жазылушылар үшін

Аннотация

A library of 2-oxomethylcytisine derivatives, including conjugates with a phenyl fragment linked to the starting molecule via aminomethyl, acyl, ethenyl, ethyl, thio-, and carboxamide, as well as propenone spacers, has been synthesized. This library also includes Diels–Alder adducts with N-substituted maleinimides. The nootropic activity of the synthesized compounds was studied in vivo using the CPAR test. Three samples were found to have comparable or superior activity to the reference drug Piracetam (the latent period for the first entry of laboratory animals into the dark chamber at the stage of reflex reproduction was 271.7±50.3, 288.8±50.8 and 300.0±0.0 seconds versus 270.9±29.1 seconds, respectively).

Толық мәтін

Рұқсат жабық

Авторлар туралы

A. Koval’skaya

Ufa Federal Research Center of Russian Academy of Sciences

Email: tsypysheva.ip@gmail.com
ORCID iD: 0000-0001-7772-2894

Ufa Institute of Chemistry

Ресей, Ufa, 450054

V. Sorokina

Ufa Federal Research Center of Russian Academy of Sciences

Email: tsypysheva.ip@gmail.com
ORCID iD: 0000-0001-5311-9580

Ufa Institute of Chemistry

Ресей, Ufa, 450054

N. Makara

Ufa Federal Research Center of Russian Academy of Sciences

Email: tsypysheva.ip@gmail.com
ORCID iD: 0000-0002-1334-1504

Ufa Institute of Chemistry

Ресей, Ufa, 450054

R. Khisamutdinova

Ufa Federal Research Center of Russian Academy of Sciences

Email: tsypysheva.ip@gmail.com
ORCID iD: 0000-0003-3477-4250

Ufa Institute of Chemistry

Ресей, Ufa, 450054

S. Gabdrakhmanova

Ufa Federal Research Center of Russian Academy of Sciences

Email: tsypysheva.ip@gmail.com
ORCID iD: 0000-0002-6902-775X

Ufa Institute of Chemistry

Ресей, Ufa, 450054

I. Tsypysheva

Ufa Federal Research Center of Russian Academy of Sciences

Хат алмасуға жауапты Автор.
Email: tsypysheva.ip@gmail.com
ORCID iD: 0000-0002-5025-8742

Ufa Institute of Chemistry

Ресей, Ufa, 450054

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Әрекет
1. JATS XML
Жүктеу
2. Scheme 1. 1a, R = H [(−)-cytisine] 1b, R = Me (methylcytisine) 2a, X = O, X1 = H,H, R = Me 2b, X = H,H, X1 = O, R = Me 2c, X = O, X1 = H,H, R = CH=CH(CO)Ph 2g, X = O, X1 = H,H, R = NH2 2d, X = O, X1 = H,H, R = NHCH2Ph 2е, X = O, X1 = H,H, R = NH(CO)Ph 2g, X = O, X1 = H,H,R = NH(CO)NHPh 2з, X = O, X1 = H,H,R = NH(CS)NHPh 2i, X = O, X1 = H,H,R = Ph 2k, X = O, X1 = H,H,R = CH=CHPh 2l, X = O, X1 = H,H,R = CH2CH2Ph 3a, X = O, X1 = H,H, R1 = i-Pr 3b, X = O, X1 = H,H, R1 = n-Pr 3c, X = O, X1 = H,H, R1 = Ph 3d, X = O, X1 = H,H, R1 = 2-MeO-Ph 3d: X = O, X1 = H,H, R1 = 3-MeO-Ph 3e, X = H,H, X1 = O, R1 = i-Pr

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Метадеректер
3. Scheme 2. Reagents and conditions: i, KMnO4, acetone, 20°C; ii, 3 eq. N-isopropylmaleimide, toluene, 110°C; iii, methenamine, CF3COOH, 70°C; iv, C6H5COCH3, NaOH (10%), H2O, 20°C.

Жүктеу (711KB)
Метадеректер
4. Scheme 3.

Жүктеу (578KB)
Метадеректер
5. Scheme 4.

Жүктеу (373KB)
Метадеректер

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