2,2′-Bis(2-aminoethyl)-4,4′-bithiazole synthesis of a novel DNA cleaving agent activated by Co(II)
✍ Scribed by Hideaki Sasaki
- Book ID
- 104214585
- Publisher
- Elsevier Science
- Year
- 1994
- Tongue
- French
- Weight
- 276 KB
- Volume
- 35
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
In the site specific strand scission of DNA by bleomycin, 2.4'-bithiazole moiety with a positive charge center has played a key role to interact with DNA double strand. 1) As a part of distamycin analog, the thiazole moiety linked by amide bond to N-methylpyrrole rings could be used as a recognition site of specific DNA sequences by hydrogen bonds.2) Therefore. of much interest is the design and synthesis of novel thiazole and bithiazole derivatives with functional group such as an amino or an amide group in order to interact with DNA strand.3) This communication describes synthesis of a novel DNA cleaving agent, 2,2'bis(2-aminoethyl)-rlA'-bithiazole (1) having simple and readily available 4.4'-bithiazole moiety and demonstrates Co(U)-activated DNA cleaving activity of 1 under the physiological condition. As shown in Scheme I, the title compound 1 was prepared by the condensation of two equivalents of N-Boc fl-alaninethioamide (2>4, with I,4dibromobutane-2$-dione (3), followed by the acidic deprotection of amino groups in 62% total yield from 2. The structure of 1 was confirmed by the spectral data and analysis.5) IH NMR (4OOMHz. D20) spectrum of 1 shows ethylene protons signal as a multiplet mund Scheme I 2BocHN(CH2)&SNH2 1) EIOH 2) 7.5N HCI. diixme
📜 SIMILAR VOLUMES