Heterocyclisation of 2, 5-diacetyl-3, 4-disubstituted-thieno[2, 3-b]Thiophene Bis-Thiosemicarbazones Leading to Bis-Thiazoles and Bis-1, 3, 4-thiadiazoles as Anti-breast Cancer Agents. (February 2016)

• Record Type: Journal Article
• Authors: Gomha, Sobhi M.; Badrey, Mohamed G.; Edrees, Mastoura M.
• Is Part Of: Journal of chemical research. Volume 40:Number 2(2016)
• Page Start: 120
• Page End: 125
• Publication Date: 2016-02
• Subjects: bis-thiazoles -- thienothiophenes -- thiosemicarbazone -- hydrazonoyl halides -- anti-breast cancer agents; Chemistry -- Research -- Periodicals; Chemistry -- Periodicals; 540.5
• DOI: 10.3184/174751916X14537182696214
• Languages: English
• ISSNs: 1747-5198

Abstract

In this paper, the synthesis of bis-thiazoles and bis-1, 3, 4-thiadiazoles linked to a thienothiophene nucleus is described. The synthesis was achieved through interaction between 2, 5-diacetylthieno[2, 3-b]thiophene bis-thiosemicarbazones with a variety of hydrazonyl halides in a basic medium. All the synthesised compounds were characterised by IR, 1 H NMR, 13 C NMR and mass spectroscopic analyses. The newly synthesised compounds represent a variety of novel polyheteroatomic moieties containing nitrogen and sulfur. Most of the synthesised compounds were evaluated for their antitumour activity against the breast cancer MCF-7 cell line. The results revealed that four compounds are equipotent to tamoxifen (IC50 = 8.04 μg mL −1 ) with IC50 = 8.23, 8.26, 8.68 and 9.12 μg mL −1 respectively.