On the absolute configuration of matrine: Crystal structure of matrin-1-IUM-trichlorozincate

Potential new inorganic antitumour agents from combining the anticancer traditional Chinese medicine (TCM) matrine with Ga(III), Au(III), Sn(IV) ions, and DNA binding studies

“…Other vibrations are mainly due to -CH 2 -stretching and deformation vibrations of trans quinolizidine group [20]. The broad bands centered at 3510-3438 cm − 1 are due to moisture.…”

“…Whereas under neutral or weak acidic condition, similar to [Zn(Cl 4 )(H-MT)] [20], matrine reacted with SnCl 4 to form Sn-MT complex with zwitterionic matrine directly bonding to Sn(IV) via its carbonyl O.…”

“…The -CH 2 -scissor band appears at 1475-1467 cm − 1 which is comparable to that at 1463 cm − 1 for matrine. The bands around 1456-1337 cm − 1 can be assigned to wagging or twisting of CH 2 -N, CH 2 -CO and CH 2 , respectively [20].…”

“…3 [33]. Like matrin-1-ium-trichlorozincate [20], the carbonyl bond length (1.288 (3) Å) in matrinium of 3 is significantly longer than that in matrinium of 1 and 2, apparently due to the formation of coordination bond, which is consistent with the fact that the strong carbonyl stretching band is red-shifted from 1633 cm − 1 for matrine to 1576 cm − 1 [20]. The D ring of matrinium is a distorted sofa conformation, however the other rings adopt chair formation.…”

“…Matrine also exhibits inhibition activity towards many tumour cells (such as HeLa cell and gastric cancer MKN45 cell) [16,17]. Although the crystal structure and antitumour activity of ionic compound [H-MT][FeCl 4 ] [18], and the crystal structure of matrine [19], [H-MT] [ZnCl 4 ] [20] and different stereoisomer of matrine: isosophoridine [21], cis-matrine [22], tetrahydoneosophoramine [23] have been reported, up to now, matrine-metal compounds have not far been explored, especially their antitumour activity and interaction with biomolecules. Herein, we report the synthesis and characterization of Ga(III), Au(III) and Sn(IV) compounds with matrine, along with their in vitro antitumour activity, interaction with DNA and their inhibition ability to Topoisomerase I (TOPO I).…”