New Thiosemicarbazides and 1,2,4-Triazolethiones Derived from 2-(Ethylsulfanyl) Benzohydrazide as Potent Antioxidants

被引：17

作者：

Nazarbahjat, Nafal ^{[1
,3
]}

Nordin, Nurdiana ^{[1
]}

Abdullah, Zanariah ^{[1
,4
,5
,6
]}

Abdulla, Mahmood Ameen ^{[2
]}

Yehye, Wageeh A. ^{[7
]}

Halim, Siti Nadiah Abdul ^{[1
]}

Kee, Chin Hui ^{[1
]}

Ariffin, Azhar ^{[1
]}

机构：

[1] Univ Malaya, Fac Sci, Dept Chem, Kuala Lumpur 50603, Malaysia

[2] Univ Malaya, Dept Biomed Sci, Fac Med, Kuala Lumpur 50603, Malaysia

[3] Coll Hlth & Med Technol, Dept Med Anal, Baghdad, Iraq

[4] Univ Malaya, Sect Cocurriculum Courses, Kuala Lumpur 50603, Malaysia

[5] Univ Malaya, External Fac Electives, Kuala Lumpur 50603, Malaysia

[6] Univ Malaya, TITAS SKET, Kuala Lumpur 50603, Malaysia

[7] Univ Malaya, Nanotechnol & Catalysis Res Ctr NANOCAT, Kuala Lumpur 50603, Malaysia

来源：

MOLECULES | 2014年 / 19卷 / 08期

关键词：

thiosemicarbazide derivatives; 1,2,4-triazoles; thioethers; X-ray structure determination; antioxidant activity; DERIVATIVES;

D O I：

10.3390/molecules190811520

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 thiosemicarbazide derivatives 2-6 were synthesised by reacting 2-(ethylsulfanyl) benzohydrazide with various aryl isothiocyanates. The cyclisation of compounds 2-6 under reflux conditions in a basic medium (aqueous NaOH, 4 N) yielded compounds 7-11 that contain a 1,2,4-triazole ring. All of the synthesised compounds were screened for their antioxidant activities. Compounds 2, 3, and 7 showed better radical scavenging in a 2,2-diphenyl-1-picrylhydrazyl (DPPH) assay, with IC50 values of 1.08, 0.22, and 0.74 mu g/mL, respectively, compared to gallic acid (IC50, 1.2 mu g/mL). Compound 3 also showed superior results in a ferric reducing antioxidant power (FRAP) assay (3054 mu M/100 g) compared to those of ascorbic acid (1207 mu M/100 g).

引用

页码：11520 / 11537

页数：18

共 30 条

[1]

Agilent, 2013, CRYSALISPRO

[2]

Electronic and hydrogen bonding effects on the chain-breaking activity of sulfur-containing phenolic antioxidants [J].