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Received April 12, 2012
Accepted November 5, 2012
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Synthesis of new phosphate derivative of benzothiazole and its inhibiting effect on two series of human neuroblastoma cell growth
Mahshid Nikpour Nezhati1†
Gholam Hossein Riazi2
Homayon Ahmad Panahi1
Elham Moniri3
Nasir Ahmad Rajabi4 5
Mohammad Mehdi Sadughi1 6
Natasha Rahmani Zaker7
Robab Ardekani8
Reihaneh Kooshkestani1
1Department of Chemistry, Islamic Azad University, Central Tehran Branch, Tehran, Iran 2Department of Pharmacology, Tehran University, Tehran, Iran 3Department of Chemistry, Islamic Azad University, Varamin Branch (Pishva), Iran 4Department of Chemistry, Imam Khomeini International University (IKIU), Qazvine, Iran 5Young Researchers Club, Islamic Azad University, Central Tehran Branch, Tehran, Iran 6Young Researchers Club, Islamic Azad University, Ghaemshahr Branch, Tehran, Iran 7Department of Microbiology, Islamic Azad University, Science and Research Campus, Tehran, Iran 8Department of Biochemistry, Alzahra University, Tehran, Iran
Korean Journal of Chemical Engineering, March 2013, 30(3), 675-679(5), 10.1007/s11814-012-0191-0
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Abstract
The sodium salt of di ((1-hydroxy-2-benzothiazolium-1-yl) ethyliden-1,1-H-bisphosphonic acid) orthophosphate was synthesized and its toxicity and viability effects screened on two different human neuroblastoma cell lines. This novel derivative of benzothiazole provides a new compound in connection with research and therapeutic application for tumor cell growth inhibition. Benzothiazole was alkylated in reaction with bromoacetic acid and then converted to its H-bisphosphonic acid derivative in presence of H3PO3/POCl3. The procedure led to formation of two molecules of corresponding H-bisphosphonic acid which attached together via a phosphate bridge. The investigated compound exhibits activities (IC50 value) ranging from 14-23 μM (corresponding to human neuroblastoma SK-BE (2) and SK-NM-C cells).
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