Biological evaluation of some new N-(2,6-dimethoxypyrimidinyl) thioureido benzenesulfonamide derivatives as potential antimicrobial and anticancer agents.
A series of novel heterocyclic thioureas 3a-u containing sulfonamide moiety have been synthesized by the condensation of isothiocyanatobenzenesulfonamide 2 with a variety of heterocyclic amines. The newly synthesized heterocyclic thioureas were investigated for their antimicrobial and anticancer activity. The in vitro antibacterial and antifungal activity were done using well diffusion method. Interestingly, compounds 3j and 3m, showed similar or better activity compared with the reference drug against the tested microorganisms. Although, 3j was less active among its analogues to inhibit the breast carcinoma cells, it exhibit strong broad spectrum antimicrobial activities. However, The results of the cytotoxic activity revealed that compound 3p was the most active against the breast carcinoma cell line (MCF-7) giving promising IC50value of 1.72 μg/mL, compared with reference drug (5-flourouracil) with IC50value of 4.8 μg/mL. The most potent compounds in cytotoxic activity 3b and 3p were further docked inside the active site of CAIX and were found to exhibit a proper binding with the active site amino acids according to their bond lengths, angles and conformational energy.
Department of Pharmacognosy, College of Pharmacy, King Saud University, P.O. Box 2457, Riyadh, 11451, Saudi Arabia; Department of Drug Radiation Research, National Center for Radiation Research and Technology, Atomic Energy Authority, Cairo, Egypt. Electronic address: mmsghorab@yahoo.com.
Mostafa M
MM
Ghorab
Department of Pharmacognosy, College of Pharmacy, King Saud University, P.O. Box 2457, Riyadh, 11451, Saudi Arabia.
Mansour S
MS
Alsaid
Department of Chemistry, Faculty of Science, Al-Azhar University in Assiut, Egypt. Electronic address: m_elgaby@hotmail.com.
Mohamed S A
MSA
El-Gaby
The Regional Center for Mycology and Biotechnology, Al-Azhar University, Cairo, Egypt.
Nesreen A
NA
Safwat
The Regional Center for Mycology and Biotechnology, Al-Azhar University, Cairo, Egypt.
Mahmoud M
MM
Elaasser
Department of Drug Radiation Research, National Center for Radiation Research and Technology, Atomic Energy Authority, Cairo, Egypt.
Aiten M
AM
Soliman
D000890:Anti-Infective Agents / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology*; D000951:Antigens, Neoplasm / Q000737:chemistry / Q000378:metabolism; D000970:Antineoplastic Agents / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology*; D000071231:Carbonic Anhydrase IX / Q000737:chemistry / Q000378:metabolism; D020134:Catalytic Domain; D006801:Humans; D061986:MCF-7 Cells; D062105:Molecular Docking Simulation; D013329:Structure-Activity Relationship; D013449:Sulfonamides / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology*; D013890:Thiourea / Q000737:chemistry*; D000096926:Benzenesulfonamides
D000890:Anti-Infective Agents; D000951:Antigens, Neoplasm; D000970:Antineoplastic Agents; D000071231:Carbonic Anhydrase IX; D013449:Sulfonamides; D013890:Thiourea; D000096926:Benzenesulfonamides; C089226:CA9 protein, human
Anticancer; Antimicrobial; Isothiocyanate; Sulfonamide; Thiourea