Examination for Anti Human Immunodeficienvy Virus—Type 1 (HIV-1) Effect of three 4-Hydroxycoumarin (4-hc) Derivatives

Synthesis and Crystal Structure of 4-(Bis(4-hydroxy-2-oxo-2<i>H</i>-chromen-3-yl)methyl)benzoic Acid

“…Their remarkable anti-HIV, anticoagulant and antioxidant activities were already clearly demonstrated within our previous studies. [1][2][3] On the other hand, in the work of Zhao et al, 4 which is to the best of our knowledge the only publication by now related to the title compound, it was particularly indicated as a moderate HIV-1 integrase inhibitor, the potency of which was evaluated in terms of both 3′-processing and integration and expressed as IC50 values. However, its crystal structure was never determined, and its pharmacological potential was not fully explored before, which gave us the opportunity to expand our research also in this direction.…”

Recent advances in 4-hydroxycoumarin chemistry. Part 1: Synthesis and reactions

“…Also, in recent years there are references to derivatives with HIV protease inhibitors (Chiang et al, 2007;Khan et al, 2004aKhan et al, , 2004bKostova et al, 2004;Liu et al, 2009;Manolov et al, 2004;Mao et al, 2002;Mitra et al, 1998;Raleva et al, 2005;Skulnick et al, 1996 ;Su et al, 2006), and tyrosine kinase inhibitors (Yang et al, 1999).…”

Synthesis and Structure of 3,3'-[(4-Benzyloxyphenyl)methylene]bis-(4-hydroxy-2H-chromen-2-one)

“…Some biscoumarin derivatives are biologically active compounds with anticoagulant, cytostatic, cytotoxic, antioxidant and anti-HIV activity. [1][2][3][4][5][6] 3,3¢-[(4-Benzyloxyphenyl)methylene]bis-(4hydroxy-2H-chromen-2-one) was synthesized by Manolov et al 2 by the reaction of 4-hydroxycoumarin and 4-(benzyloxy)benzaldehyd at a molar ratio of 2:1 in glacial acetic acid at reflux for 5 h. The new compound was characterized by elemental analysis, IR, 1 H and 13 C NMR spectroscopy. Suitable crystals of 3,3¢-[(4-benzyloxyphenyl)methylene]bis-(4-hydroxy-2H-chromen-2-one) for X-ray diffraction analysis were isolated and its structure was determined.…”

“…The crystal structure was solved by direct methods and refined by full-matrix least-squares on F 2 to final values of R1 = 0.0860 and R2 = 0.1436. (Received September 20, 2011; Accepted November 10, 2011; Published on web January 10, 2012) Chemical structure drawing.Table 1 Crystal and experimental data Chemical formula: C35H28O8 Formula weight = 576.57 T = 173(2Dx = 1.374 g/cm 3Dm ( oatation) = 1.37 g/cm 3 Radiation: Mo Ka (l = 0.71073 Å) m(Mo Ka) = 0.093 mm-1 F(0 0 0) = 1208 Crystal size = 0.40 ¥ 0.10 ¥ 0.10 mm3 Theta range for data collection 6.85 to 26.37 deg. No.…”