Int. J. Mol. Sci. 2013, 14(3), 5712-5722; doi:10.3390/ijms14035712
Article

Synthesis of Thieno[2,3-b]thiophene Containing Bis-Heterocycles-Novel Pharmacophores

1,†,* email, 1,2,†,* email, 1,†email and 1,3,†email
Received: 27 November 2012; in revised form: 1 February 2013 / Accepted: 18 February 2013 / Published: 12 March 2013
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Abstract: Thioenethiophene derivatives represent an important class of compounds with diverse biological activities. We describe here the synthesis of a new series of thieno[2,3-b]thiophene containing bis-heterocyclic compounds 37. All the compounds were evaluated for their in vitro antioxidant potential, α-glucosidase and β-glucuronidase inhibiton and anticancer activity against PC-3 cell lines. Compounds 2b (IC50 = 1.3 ± 0.2 μM), 5a (IC50 = 2.3 ± 0.4 μM) and 5b (IC50 = 8.7 ± 0.1 μM) showed a potent inhibition of β-glucuronidase enzyme, more active than the standard d-saccharic acid 1,4-lactone (IC50 = 45.8 ± 2.5 μM). Compounds 5a (IC50 = 22.0 ± 0.3 μM) and 5b (IC50 = 58.4 ± 1.2 μM) were also found to be potent α-glucosidase inhibitors as compared to standard drug (acarbose, IC50 = 841 ± 1.7 μM).
Keywords: thienothiophene; DPPH radical scavenging activity; β-glucuronidase inhibition; α-glucosidase inhibition; cytotoxicity; cancer cell lines
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Mabkhot, Y.N.; Barakat, A.; Al-Majid, A.M.; Choudhary, M.I. Synthesis of Thieno[2,3-b]thiophene Containing Bis-Heterocycles-Novel Pharmacophores. Int. J. Mol. Sci. 2013, 14, 5712-5722.

AMA Style

Mabkhot YN, Barakat A, Al-Majid AM, Choudhary MI. Synthesis of Thieno[2,3-b]thiophene Containing Bis-Heterocycles-Novel Pharmacophores. International Journal of Molecular Sciences. 2013; 14(3):5712-5722.

Chicago/Turabian Style

Mabkhot, Yahia N.; Barakat, Assem; Al-Majid, Abdullah M.; Choudhary, Muhammad I. 2013. "Synthesis of Thieno[2,3-b]thiophene Containing Bis-Heterocycles-Novel Pharmacophores." Int. J. Mol. Sci. 14, no. 3: 5712-5722.


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