The total synthesis and biological properties of the cytotoxic macrolide FD-891 and its non-natural (Z)-C12 isomer was written by Garcia-Fortanet, Jorge;Murga, Juan;Carda, Miguel;Marco, J. Alberto;Matesanz, Ruth;Diaz, J. Fernando;Barasoain, Isabel. And the article was included in Chemistry – A European Journal in 2007.Product Details of 128947-19-3 This article mentions the following:
A total, stereoselective synthesis of the naturally occurring, cytotoxic macrolide FD-891 (I) and of its non-natural (Z)-C12 isomer is described. Three fragments of the main carbon chain were stereoselectively prepared by using asym. aldol and allylation reactions as the key steps. The mol. was then assembled by using two Julia-Kocienski olefinations to connect the three fragments and a Yamaguchi reaction to close the macrolactone ring. Some specific biol. properties (cytotoxicity, binding to tubulin) have been determined for both macrolides. The E configuration of the C12-C13 olefinic bond seems to be an important feature in determining the cytotoxicity but the precise biol. mechanism of the latter still remains to be cleared. In the experiment, the researchers used many compounds, for example, 1-((3aR,6S,7aS)-8,8-Dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)propan-1-one (cas: 128947-19-3Product Details of 128947-19-3).
1-((3aR,6S,7aS)-8,8-Dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)propan-1-one (cas: 128947-19-3) belongs to isothiazole derivatives. Isothiazole is a good solvent for many organic substances but should be used with caution because it is more toxic than pyridine. It has been found that isothiazole-based compounds show synergistic effects when used with other biocidal compounds.Product Details of 128947-19-3
Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com