New molecular hybrids of spirochromanone and carbamide: Design, synthesis, docking and in vitro anticancer studies

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61989592%3A15640%2F25%3A73636354" target="_blank" >RIV/61989592:15640/25:73636354 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/61989592:15110/25:73636354

Výsledek na webu

<a href="https://www.sciencedirect.com/science/article/pii/S0019452225006120?via%3Dihub" target="_blank" >https://www.sciencedirect.com/science/article/pii/S0019452225006120?via%3Dihub</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.jics.2025.102177" target="_blank" >10.1016/j.jics.2025.102177</a>

Jazyk výsledku

angličtina

Název v původním jazyce

New molecular hybrids of spirochromanone and carbamide: Design, synthesis, docking and in vitro anticancer studies

Popis výsledku v původním jazyce

Among the array of heterocyclic compounds with biological importance, spirochromanone has proven to be a potential pharmacophore embedded in many drug molecules. Herein, we report the design and synthesis of a series of novel molecular hybrids of carbamide and spirochromanone using a convenient three-step synthesis with good yields. All derivatives were screened for their cytotoxic activity using in vitro methods against cancer and non-cancerous cell lines, such as A549, HCT116, U2OS, Jurkat, CCRF-CEM, MOLT-4, RAMOS, K562, MRC-5 and BJ. Among all the screened compounds, C-06-2 was found to be more potent against MOLT-4 with an inhibition value of 45.57 f 7.56 mu M. Additionally, the C-06 series exhibited effective cytotoxicity against Jurkat and CCRF-CEM cell lines with an inhibition value of 23.18 f 4.20 to 41.43 f 7.18 mu M. Among the twelve compounds, C-05-2, C-06-2 have the best docking scores of-9.3 and-8.8 kcal/mol, respectively against ITK. The C-06 series showed more than-10 kcal/mol dock score against BTK.

Název v anglickém jazyce

New molecular hybrids of spirochromanone and carbamide: Design, synthesis, docking and in vitro anticancer studies

Popis výsledku anglicky

Among the array of heterocyclic compounds with biological importance, spirochromanone has proven to be a potential pharmacophore embedded in many drug molecules. Herein, we report the design and synthesis of a series of novel molecular hybrids of carbamide and spirochromanone using a convenient three-step synthesis with good yields. All derivatives were screened for their cytotoxic activity using in vitro methods against cancer and non-cancerous cell lines, such as A549, HCT116, U2OS, Jurkat, CCRF-CEM, MOLT-4, RAMOS, K562, MRC-5 and BJ. Among all the screened compounds, C-06-2 was found to be more potent against MOLT-4 with an inhibition value of 45.57 f 7.56 mu M. Additionally, the C-06 series exhibited effective cytotoxicity against Jurkat and CCRF-CEM cell lines with an inhibition value of 23.18 f 4.20 to 41.43 f 7.18 mu M. Among the twelve compounds, C-05-2, C-06-2 have the best docking scores of-9.3 and-8.8 kcal/mol, respectively against ITK. The C-06 series showed more than-10 kcal/mol dock score against BTK.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

30107 - Medicinal chemistry

Projekt

Výsledek vznikl pri realizaci vícero projektů. Více informací v záložce Projekty.

Návaznosti

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Rok uplatnění

2025

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Journal of the Indian Chemical Society

ISSN

0019-4522

e-ISSN

—

Svazek periodika

102

Číslo periodika v rámci svazku

12

Stát vydavatele periodika

IN - Indická republika

Počet stran výsledku

19

Strana od-do

102177

Kód UT WoS článku

001614867400003

EID výsledku v databázi Scopus

2-s2.0-105022182989