Purine-benzimidazole hybrids: synthesis, single crystal determination and in vitro evaluation of antitumor activities

European Journal of Medicinal Chemistry
Alka SharmaKamaldeep Paul

Abstract

In an effort to identify novel compounds for the treatment of cancer, a diverse array of potential bioactive hybrid, purine-benzimidazole was synthesized in good yields through nucleophilic substitution at C6 position of purine ring with versatile cyclic amines at C2 position. The structures of newly prepared compounds were confirmed by IR, (1)H, (13)C NMR, mass spectroscopy and, in case of 19, by single crystal X-ray diffraction analysis. The newly synthesized compounds were evaluated against 60 human tumour cell lines at one dose concentration level. Compound 6 exhibited significant growth inhibition and was evaluated as 60 cell panel at five dose concentration levels. Compound 6 proved to be 1.25 fold more active than the positive control 5-FU, with GI50 value of 18.12 μM (MG-MID). Interaction of the compounds with Aurora-A enzyme involved in the process of propagation of cancer, has also been investigated. Compound 6 showed selectivity towards Aurora-A kinase inhibition with IC50 value of 0.0l μM. Molecular docking studies in the active binding site provided theoretical support for the experimental biological data acquired.

References

Feb 9, 2010·Acta Pharmacologica Sinica·Mm NeazSeung Joo Cho

❮ Previous
Next ❯

Citations

Feb 26, 2016·European Journal of Medicinal Chemistry·Sahil SharmaKunal Nepali
Sep 29, 2015·European Journal of Medicinal Chemistry·Hatem A Abdel-AzizAbdullah Al-Dhfyan
Dec 13, 2016·European Journal of Medicinal Chemistry·Wasim AkhtarM Mumtaz Alam
Nov 7, 2017·International Journal of Molecular Sciences·Andrea BistrovićSilvana Raić-Malić
Aug 7, 2019·BMC Chemistry·Sumit TahlanBalasubramanian Narasimhan
Sep 13, 2018·Zeitschrift Für Naturforschung. C, a Journal of Biosciences·Asmaa A Magd-El-DinAhmed H El-Desoky
Mar 19, 2021·European Journal of Pharmacology·Shalki ChoudharyOm Silakari
Jan 9, 2021·Journal of Medicinal Chemistry·Charlotte JuilletAli Al-Mourabit

❮ Previous
Next ❯

Related Concepts

Related Feeds

Anthelmintics

Anthelmintics or antihelminthics are a group of antiparasitic drugs that expel parasitic worms (helminths) and other internal parasites from the body by either stunning or killing them and without causing significant damage to the host. Discover the latest research on anthelmintics here.

Aminoglycosides

Aminoglycoside is a medicinal and bacteriologic category of traditional Gram-negative antibacterial medications that inhibit protein synthesis and contain as a portion of the molecule an amino-modified glycoside. Discover the latest research on aminoglycoside here.

Aminoglycosides (ASM)

Aminoglycoside is a medicinal and bacteriologic category of traditional Gram-negative antibacterial medications that inhibit protein synthesis and contain as a portion of the molecule an amino-modified glycoside. Discover the latest research on aminoglycoside here.