Izvorni znanstveni članak

https://doi.org/10.1515/acph-2017-0028

Synthesis of thiophene and N-substituted thieno[3,2-d]pyrimidine derivatives as potent antitumor and antibacterial agents

HEND N. HAFEZ orcid.org/0000-0003-1541-8744 ; Al-Imam Mohammad Ibn Saud Islamic University (IMSIU), Faculty of Science, Department of Chemistry, P.O.Box 90950 Riyadh 11623, Kingdom of Saudi Arabia; Photochemistry Department (Heterocyclic & Nucleosides Unit), National Research Centre, Dokki 12622, Giz
SULAIMAN A. ALSALAMAH ; Al-Imam Mohammad Ibn Saud Islamic University (IMSIU), Faculty of Science, Biology Department (Microbiology Unit), P.O.Box 90950 Riyadh 11623, Kingdom of Saudi Arabia
ABDEL-RHMAN B. A. EL-GAZZAR ; Al-Imam Mohammad Ibn Saud Islamic University (IMSIU), Faculty of Science, Department of Chemistry, P.O.Box 90950 Riyadh 11623, Kingdom of Saudi Arabia; Photochemistry Department (Heterocyclic & Nucleosides Unit), National Research Centre, Dokki 12622, Giz

Sažetak

This paper describes the synthesis of 1,4-dihydropyridine compounds (DHPs) endowed with good muscle relaxant activity and stability to light. Six new condensed DHPs were synthesized by the microwave irradiation method. A long-chain ester moiety [2-(methacryloyloxy)ethyl] and various substituents on the phenyl ring were demonstrated to affect the muscle relaxant activity occurring in isolated rabbit gastric fundus smooth muscle strips. Forced photodegradation conditions were applied to the molecules according to the ICH rules. The degradation profile of the drugs was monitored by spectrophotometry coupled with the multivariate curve resolution technique. Formation of the oxidized pyridine derivative was observed for all the studied DHPs, except for one compound, which showed very fast degradation and formation of a second photoproduct. Pharmacological tests on the molecules showed a good muscle relaxing effect, with a mechanism similar to that of nifedipine, however, proving to be more stable to light.

Ključne riječi

thieno[3,2-d]pyrimidines; thieno[3,2-d][1,2,4]triazolo [1,5-a]pyrimidines; anticancer; antibacterial

Hrčak ID:

181433

URI

https://hrcak.srce.hr/181433

Datum izdavanja:

30.9.2017.

Posjeta: 1.957 *