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Synthesis and Cytotoxic Activity of New 1,3,4-Thiadiazole Thioglycosides and 1,2,3-Triazolyl-1,3,4-Thiadiazole N-glycosides
被引:47
作者:

Alminderej, Fahad M.
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机构:
Qassim Univ, Chem Dept, Coll Sci, Buraydah 51452, Saudi Arabia Qassim Univ, Chem Dept, Coll Sci, Buraydah 51452, Saudi Arabia

Elganzory, Hussein H.
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机构:
Qassim Univ, Chem Dept, Coll Sci, Buraydah 51452, Saudi Arabia Qassim Univ, Chem Dept, Coll Sci, Buraydah 51452, Saudi Arabia

El-Bayaa, Mohamed N.
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机构:
Natl Res Ctr, Photochem Dept, Cairo 12311, Egypt Qassim Univ, Chem Dept, Coll Sci, Buraydah 51452, Saudi Arabia

Awad, Hanem M.
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机构:
Natl Res Ctr, Tanning Mat & Leather Technol Dept, El Behouth St, Cairo 12311, Egypt Qassim Univ, Chem Dept, Coll Sci, Buraydah 51452, Saudi Arabia

El-Sayed, Wael A.
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机构:
Qassim Univ, Chem Dept, Coll Sci, Buraydah 51452, Saudi Arabia
Natl Res Ctr, Photochem Dept, Cairo 12311, Egypt Qassim Univ, Chem Dept, Coll Sci, Buraydah 51452, Saudi Arabia
机构:
[1] Qassim Univ, Chem Dept, Coll Sci, Buraydah 51452, Saudi Arabia
[2] Natl Res Ctr, Photochem Dept, Cairo 12311, Egypt
[3] Natl Res Ctr, Tanning Mat & Leather Technol Dept, El Behouth St, Cairo 12311, Egypt
来源:
关键词:
click chemistry;
1;
3;
4-thiadiazoles;
2;
3-triazoles;
glycosides;
cytotoxic;
HCT-116;
MCF-7;
ANTICANCER ACTIVITY;
CLICK CHEMISTRY;
ANTIMICROBIAL ACTIVITY;
ANTIVIRAL EVALUATION;
NUCLEOSIDE;
DERIVATIVES;
1,3,4-OXADIAZOLE;
1,2,3-TRIAZOLES;
ANALOGS;
D O I:
10.3390/molecules24203738
中图分类号:
Q5 [生物化学];
Q7 [分子生物学];
学科分类号:
070307 [化学生物学];
071010 [生物化学与分子生物学];
摘要:
New 1,3,4-thiadiazole thioglycosides linked to substituted arylidine systems were synthesized via glycosylation of the prepared 1,3,4-thiadiazole thiol compounds. Click strategy was also used for the synthesis of new 1,3,4-thiadiazole and 1,2,3-triazole hybrid glycosides by reaction of the acetylenic derivatives with different glycosyl azids followed by deacetylation process. The cytotoxic activities of the prepared compounds were studied against HCT-116 (human colorectal carcinoma) and MCF-7 (human breast adenocarcinoma) cell lines using the MTT assay. The results showed that the key thiadiazolethione compounds 2 and 3, the triazole glycosides linked to p-methoxyarylidine derivatives 14 and 15 in addition to the free hydroxyl glycoside 20 were found potent in activity comparable to the reference drug doxorubicin against MCF-7 human cancer cells. The acetylenic derivative 2 and glycoside 20 were also found highly active against HCT-116 cell lines.
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