Tryptanthrin Sulfonate: Crystal Structure, Cytotoxicity and DNA Binding Studies

Abstract:

Tryptanthrin (TPT), which is an indoloquinazoline alkaloid with multiple biological activities, was studied on its sulfonation in order to increase its water solubility. An 8-substituted tryptanthrin sulfonate (TPTS) was synthesized and structurally characterized by IR, 1H-NMR, ESI-MS, as well as X-ray single crystal diffraction analysis. The interactional mechanism of TPTS with calf thymus DNA (ctDNA) was further studied by UV spectroscopy and DNA viscosity experiment. The addition of ctDNA into the TPTS solution induced moderate hypochromicity on its electronic absorption spectrum, by which an intrinsic binding constant of 1.10×104 M-1 was achieved. While addition of TPTS caused significant increasement on the viscosity of ctDNA solution. The results suggest that TPTS interacts with ctDNA mainly by intercalative binding mode.

• Periodical: Advanced Materials Research (Volumes 554-556)
• Pages: 1694-1699
• DOI: https://doi.org/10.4028/www.scientific.net/AMR.554-556.1694
• Online since: July 2012
• Authors: Li Fang Zhao, Yan Cheng Liu, Qi Pin Qin, Wen Zu Ya, Hai Chun Duan
• Keywords: Crystal Structure, DNA Binding, Sulfonation, Tryptanthrin

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