Organostannate derivatives of dicyclohexylammonium hydrogen 2,6-pyridinedicarboxylate: solution/solid-state 13C,119Sn NMR and in vitro antitumour activity of bis(dicyclohexylammonium) bis(2,6-pyridinedicarboxylato)dibutylstannate, and the crystal structure of its monohydrate
✍ Scribed by Seik Weng Ng; V. G. Kumar Das; Jaroslav Holeček; Antonin Lyčka; Marcel Gielen; Michael G. B. Drew
- Publisher
- John Wiley and Sons
- Year
- 1997
- Tongue
- English
- Weight
- 182 KB
- Volume
- 11
- Category
- Article
- ISSN
- 0268-2605
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✦ Synopsis
Bis(dicyclohexylammonium) bis(2,6-pyridinedicarboxylato)dibutylstannate is assigned seven-fold coordination at tin on the basis of its 119 Sn CP/MAS NMR chemical shift (␦ = Ϫ 424.9 ppm). The assignment has been corroborated by a crystal structure determination of its monohydrate, whose tin atom has the trans-C 2 SnNO 4 pentagonal bipyramidal [Sn-C = 2.040(9), 2.067(8) Å; C-Sn-C = 168.9(5)°] geometry. One 2,6-pyridinedicarboxylato group chelates to the tin atom (Sn-O = 2.234(4), 2.260(4); Sn-N = 2.279(5) Å) whereas the other binds through only one carboxyl -CO 2 end (Sn-O = 2.416(5), 2.441(5) Å). Hydrogen bonds link the cation and the stannate into a linear chain parallel to the b-axis. The lattice water molecule is hydrogen-bonded to the free carboxyl end. The anhydrous compound showed higher in vitro antitumor activity than those of carboplatin and cisplatin when screened against breast (MCF-7, EVSAT), colonic (WiDr), ovarian (IGROV) and renal (A498) carcinoma, and melanoma (M19 MEL) cell lines.