Synthesis and cytostatic properties of monoterpene derivatives of cyanuric and isocyanuric acids
Kamiński, Z.J.; Kolesińska, B.; Markowicz, S.W.
Acta Poloniae Pharmaceutica 61 Suppl: 29-32
2004
ISSN/ISBN: 0001-6837 PMID: 15909931 Document Number: 582359
Symmetric, trisubstituted derivatives of cyanuric and isocyanuric acid 3a-e and 4a-e, respectively have been prepared by treatment of cyanuric chloride 1 with appropriate terpenic alcohols 2a-e. Under less basic conditions involving treatment of appropriate alcohols 2a-e with metallic sodium, less polar cyanuric acid derivatives 3a-e were obtained in 74-85 yield. Under more basic conditions, in the presence of sodium hydride, isocyanuric acid derivatives 4a-e were prepared in 71-88 yield. Cytostatic activity of (IR,2S,5R)-menthol derivative (3a) has been evaluated on 9 cancer subtypes including 62 tumor cell lines. The studies have shown that contrary to expectations, 2,4,6-trimentoloxy-1,3,5-triazine revealed a weak or moderate activity against most of the cell lines.