Synthesis and antibacterial activity of egonol derivatives

First total synthesis of salvianolic acid C, tournefolic acid A, and tournefolal

“…15 The key benzofuran intermediate tournefolal (4) could be synthesized by Sonogashira coupling of 3-hydroxy-2-iodobenzaldehyde (6) and the ethynylbenzene analogues (7). Compound (6) could be prepared from 4-dihydroxybenzaldehyde (8), and Compound (7) could be prepared from pyrocatechol (9). To investigate the feasibility of the analysis above, the related experiments were carried out.…”

“…Several natural compounds containing 2-phenyl-benzofuran, such as XH-14, 7 obovaten, 8 and egonol, 9 Figure 1. Salvianolic acid C (1), danshensu (2), tournefolic acid A (3), and tournefolal (4).…”

Effects of egonol that isolated from seeds of Styrax officinalis (L.) on lipid peroxidation and antioxidant defense system in human erythrocytes

“…Ozturk S.E. et al have reported in a study that there were synthesized eighteen derivatives of egonol, and evaluated their antimicrobial activities 8,9 . In recent years, the effect of egonol and its derivatives on cancer and malaria were investigated by Reiter C et al This study reported that a cooperative and synergistic effect of the three moieties 1,2,4-trioxane, ferrocene and egonol in hybrid molecule 7 is significant and is obviously stronger than in hybrids 9 (1,2,4-trioxaneeferrocene) and 11(artesunic acideegonol), which comprises of only two of the three considered parent compounds 10 .…”

Influence of <i>Styrax camporum</i> and of Chemical Markers (Egonol and Homoegonol) on DNA Damage Induced by Mutagens with Different Mechanisms of Action

“…14) Furthermore, EG and HE attracted attention of synthetic organic chemists due their activity against tumor cell lines. [10][11][12][13][14][15] Previous studies from our research group showed the absence of genotoxic activity of the hydroalcoholic extract of S. camporum stems (SCHE) in different tissues examined in Swiss mice; however, the extract reduced genomic and chromosome damage induced by the mutagens methyl methanesulfonate (MMS) and doxorubicin. 7) These data demonstrated promising chemopreventive activity of SCHE.…”

“…12) Important biological activities of these compounds include antibacterial and antifungal properties. 8) EG is an aryl-benzofuran containing a hydroxyl group attached to C3″, which was first isolated from S. japonicum seed oil, 13) while HE is a veratryl analog originally isolated from S. officinalis. 14) Furthermore, EG and HE attracted attention of synthetic organic chemists due their activity against tumor cell lines.…”