Synthesis and Evaluation of New Coumarin Derivatives as Antioxidant, Antimicrobial, and Anti-Inflammatory Agents

被引：89

作者：

Alshibl, Hanan M. ^{[1
]}

Al-Abdullah, Ebtehal S. ^{[1
]}

Haiba, Mogedda E. ^{[1
,2
]}

Alkahtani, Hamad M. ^{[1
]}

Awad, Ghada E. A. ^{[3
]}

Mahmoud, Ahlam H. ^{[4
]}

Ibrahim, Bassant M. M. ^{[5
]}

Bari, Ahmed ^{[1
]}

Villinger, Alexander ^{[6
]}

机构：

[1] King Saud Univ, Dept Pharmaceut Chem, Coll Pharm, Riyadh 11451, Saudi Arabia

[2] Natl Res Ctr, Dept Med Chem, Cairo 12622, Egypt

[3] Natl Res Ctr, Chem Nat & Microbial Prod Dept, Cairo 12622, Egypt

[4] Natl Res Ctr, Pharmaceut & Drug Ind Res Div, Dept Therapeut Chem, Cairo 12622, Egypt

[5] Natl Res Ctr, Div Med Res, Dept Pharmacol, Cairo 12622, Egypt

[6] Univ Rostock, Abt Anorgan Chem, Inst Chem, Albert Einstein Str 3a, D-18059 Rostock, Germany

来源：

MOLECULES | 2020年 / 25卷 / 14期

关键词：

anti-inflammatory; antioxidant; antimicrobial; coumarin; sulfonamide; pyranocoumarin; synthesis; CLINICAL-USE; ANTIBACTERIAL; PHARMACOLOGY; TOXICITY; BINDING;

D O I：

10.3390/molecules25143251

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

New pyranocoumarin and coumarin-sulfonamide derivatives were prepared and evaluated for their antioxidant, antimicrobial, and/or anti-inflammatory activities. Coumarin-sulfonamide compounds8a-ddemonstrated significant antioxidant activity, while7c,d,8c,d, and9c,dexhibited antimicrobial activity equal to or higher than the standard antimicrobials against at least one tested microorganism. Regarding the anti-inflammatory testing, pyranocoumarins2b,3a,band5cand coumarin-sulfonamide compound9ashowed more potent antiproteinase activity than aspirin in vitro; however, five compounds were as potent as aspirin. The anti-inflammatory activity of the promising compounds was further assessed pharmacologically on formaldehyde-induced rat paw oedema and showed significant inhibition of oedema. For in vitro COX-inhibitory activity of coumarin derivatives, pyranocoumarin derivative5awas the most selective (SI = 152) and coumarin-sulfonamide derivative8dwas most active toward COX-2 isozyme. The most active derivatives met the in silico criteria for orally active drugs; thus, they may serve as promising candidates to develop more potent and highly efficient antioxidant, antimicrobial, and/or anti-inflammatory agents.

引用

页数：28

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