Design and cytotoxic evaluation of new annonaceous acetogenin analogues

Abstract

Acetogeninas anonáceas análogas foram preparadas a partir de 5-iodofurano-2-carbaldeído e ácido undec-10-inoico ou undec-10-inol pela reação de Sonogashira, seguida da reação de Grignard e hidrólise catalizada por mercúrio. A citocidade foi avaliada por ensaios MTT contra células HL e no Instituto Nacional de Câncer (Alemanha).Analogues of annonaceous acetogenins were built up from 5-iodofuran-2-carbaldehyde and undec-10-ynoic acid or undec-10-ynol by a Sonogashira reaction, followed by a Grignard reaction and a mercury catalysed hydratisation. The cytotoxicity was evaluated with MTT assay ((3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide colorimetric assay for measuring cellular proliferation) against HL cells and at the National Cancer Institute (NCI).

Ring‐Closing of 1,7‐ and 1,8‐Enynes of Propargylic O,O‐Acetals by Ruthenium‐Catalysed Intramolecular Metathesis

“…= apparent, mc = multiplet centre, coupling constants J [Hz], signal integration. The following known compounds were isolated as pure samples and their characterisation data matched those of the reported compounds: 6 ,11a 4a ,30 7a – 7e ,30,31 8a – 8e ,32,33 9a – b 34 and 13 11a. The G‐I, G‐II and GH‐II catalysts were purchased from Aldrich.…”

Short microwave-assisted modular synthesis of naturally occurring oxygenated bibenzyls

“…Both C,C coupling reactions were to be performed by transition metal-catalyzed coupling reactions. The Sonogashira coupling [10] is an important reaction in the synthesis of natural products, with a wide area of applications [11][12][13][14]. In the last years, microwave-assisted Sonogashira couplings have been included in modern organic synthesis [15].…”