Journal
MOLECULES
Volume 18, Issue 11, Pages 13369-13384Publisher
MDPI AG
DOI: 10.3390/molecules181113369
Keywords
C-5-bromo-2-hydroxyphenylcalix[4]-2-methylresorcinarene; biological activities; X-ray structural study
Funding
- Ministry of Higher Education of Malaysia
- Universiti Kebangsaan Malaysia [DIP-2012-11]
- Ministry of Higher Education of Libya
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C-5-bromo-2-hydroxyphenylcalix[4]-2-methylresorcinarene (I) was synthesized by cyclocondensation of 5-bromo-2-hydroxybenzaldehyde and 2-methylresorcinol in the presence of concentrated HCl. Compound I was characterized by infrared and nuclear magnetic resonance spectroscopic data. X-ray analysis showed that this compound crystallized in a triclinic system with space group of P (1) over bar, a=15.9592(16)angstrom, b=16.9417(17)angstrom, c=17.0974(17)angstrom, alpha=68.656(3)degrees, beta=85.689(3)degrees, gamma=81.631(3)degrees, Z=2 and V=4258.6(7)angstrom(3). The molecule adopts a chair (C-2h) conformation. The thermal properties and antioxidant activity were also investigated. It was strongly antiviral against HSV-1 and weakly antibacterial against Gram-positive bacteria. Cytotoxicity testing on Vero cells showed that it is non-toxic, with a CC50 of more than 0.4 mg/mL.
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