A second monoclinic polymorph of 1-(2,4-dihydroxy-6-methoxyphenyl)-3-(4-methoxyphenyl)propan-1-one

Abstract

The title compound, C17H18O5, was isolated from the leaves of Rauwenhoffia siamensis Scheff. There are two crystallographically independent mol­ecules in the asymmetric unit. The dihedral angle between the two benzene rings is 80.81 (7)° in one mol­ecule and 65.89 (7)° in the other. The symmetry‐related mol­ecules are linked via O—H⋯O inter­molecular hydrogen bonds to form chains along [201].

5-Hydroxy-7-methoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one

“…It does not exhibit antiplasmodium, antifungal, antimycobacterial and cytotoxic activities against KB (oral human epidermoid carcinoma), BC (breast cancer) and NCI-H187 (human small cell lung cancer) cell lines (Yenjai et al, 2004). As part of our ongoing studies on the phytochemistry and biological activities of Thai medicinal plants (Chantrapromma et al, 2003(Chantrapromma et al, , 2004(Chantrapromma et al, , 2005Boonnak et al, 2005;Cheenpracha et al, 2005;Fun et al, 2005;Ng et al, 2005;Pakhathirathien et al, 2005;Teh et al, 2005), we have undertaken the X-ray crystal structure analysis of (I) in order to establish its stereochemistry.…”

2,3-Dihydro-7-hydroxy-3-[(4-methoxyphenyl)methylene]-4H-1-benzopyran-4-one

“…Our antimicrobial activity testing shows that (I) exhibits antimicrobial activities against BS (Bacillus subsitilis). In our continuing search for bioactive compounds from Thai medicinal plants (Chantrapromma et al, 2003(Chantrapromma et al, , 2004(Chantrapromma et al, , 2005Boonnak et al, 2005;Fun et al, 2005;Ng et al, 2005;Pakhathirathien et al, 2005;Teh et al, 2005), we have determined the structure of (I) by X-ray analysis in order to establish its relative stereochemistry.…”

3,5,7-Trimethoxy-2-phenyl-4H-1-benzopyran-4-one

“…Compound (I) does not exhibit antiplasmodium, antifungal, antimycobacterial and cytotoxic activities (Yenjai et al, 2004). As part of our ongoing studies on the phytochemistry and biological activities of Thai medicinal plants (Chantrapromma et al, 2003(Chantrapromma et al, , 2004(Chantrapromma et al, , 2005Boonnak et al, 2005;Cheenpracha et al, 2005;Fun et al, 2005;Ng et al, 2005aNg et al, , 2005b, we have undertaken the X-ray crystal structure analysis of (I) in order to establish its molecular structure and relative stereochemistry.…”