A convergent synthesis of octadeca-2E, 13Z-dienyl acetate, a pheromone component ofSynanthedon tipuliformis C.

A convergent synthesis of octadeca-2E, 13Z-dienyl acetate, a pheromone component ofSynanthedon tipuliformis C., has been developed. The synthesis is based on cross-coupling of 8-iodooct-2E-en-I-ol THP ether with dec-5Z-enyl bromide catalyzed by CuBr. Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 8, pp. 1529–1531, August, 1997.     

Thin-Layer Chromatography of Metal Cations Modified with Amines and Surfactants and the Sorption-Catalytic Detection of Cobalt(II) and Copper(II)

JPC – Journal of Planar Chromatography – Modern TLC - The thin-layer chromatography (TLC) procedures of metal cations, modified with amines and cationic surfactant micelles, followed by...     

Sulfobetaine derivatives of thiacalix[4]arene: synthesis and supramolecular self-assembly of submicron aggregates with AgI cations

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Structure–Activity Relationship of the Thiacalix[4]arenes Family with Sulfobetaine Fragments: Self-Assembly and Cytotoxic Effect against Cancer Cell Lines

Regulating the structure of macrocyclic host molecules and supramolecular assemblies is crucial because the structure–activity relationship often plays a role in governing the properties of these systems. Herein, we propose and develop an approach to the synthesis of the family of sulfobetaine functionalized thiacalix[4]arenes with regulation of the self-assembly and cytotoxic effect against cancer cell lines. The dynamic light scattering method showed that the synthesized macrocycles in cone, partial cone and 1,3-alternate conformations form submicron-sized particles with Ag⁺ in water, but the particle size and polydispersity of the systems studied depend on the macrocycle conformation. Based on the results obtained by ¹H and ¹H-¹H NOESY NMR spectroscopy and transmission electron microscopy for the macrocycles and their aggregates with Ag⁺, a coordination scheme for the Ag⁺ and different conformations of p-tert-butylthiacalix[4]arene functionalized with sulfobetaine fragments was proposed. The type of coordination determines the different shapes of the associates. Cytotoxic properties are shown to be controlled by the shape of associates, with the highest activity demonstrated by thiacalix[4]arenes in partial cone conformation. This complex partial cone/Ag⁺ is two times higher than the reference drug imatinib mesylate. High selectivity against cervical carcinoma cell line indicates the prospect of their using as components of new anticancer system.