Synthesis and biological evaluation of 5-benzylidenerhodanine-3-acetic acid derivatives as AChE and 15-LOX inhibitors

被引：22

作者：

Shafii, Negah ^{[1
]}

Khoobi, Mehdi ^{[2
,3
]}

Amini, Mohsen ^{[2
,3
]}

Sakhteman, Amirhossein ^{[4
]}

Nadri, Hamid ^{[4
]}

Moradi, Alireza ^{[4
]}

Emami, Saeed ^{[5
,6
]}

Moghadam, Ebrahim Saeedian ^{[2
,3
]}

Foroumadi, Alireza ^{[2
,3
]}

Shafiee, Abbas ^{[1
,2
,3
]}

机构：

[1] Univ Tehran Med Sci, Tehran 14176, Iran

[2] Univ Tehran Med Sci, Fac Pharm, Dept Med Chem, Tehran 14176, Iran

[3] Univ Tehran Med Sci, Pharmaceut Sci Res Ctr, Tehran 14176, Iran

[4] Shahid Sadoughi Univ Med Sci, Dept Med Chem, Fac Pharm, Yazd, Iran

[5] Mazanderan Univ Med Sci, Dept Med Chem, Sari, Iran

[6] Mazanderan Univ Med Sci, Pharmaceut Sci Res Ctr, Fac Pharm, Sari, Iran

来源：

JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY | 2015年 / 30卷 / 03期

关键词：

2-Thioxothiazolidin-4-one; 15-lipoxygenase; acetylcholinesterase; docking study; inhibitors; rhodanines; ALDOSE REDUCTASE INHIBITOR; TAU AGGREGATION INHIBITORS; ANTIFUNGAL ACTIVITY; ACETYLCHOLINESTERASE; RHODANINE; DOCKING; SERIES;

D O I：

10.3109/14756366.2014.940935

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：

A series of 5-benzylidenerhodanine-3-acetamides bearing morpholino-, 4-arylpiperazinyl-, or 4-benzylpiperidinyl-moieties were synthesized and their inhibitory activities against acetylcholinesterase (AChE) were evaluated. Alteration of amide part and substitution on the benzylidene moiety resulted in change of anti-AChE activity. The most active compound was the 1-benzylpiperidinyl derivative containing 4-(dimethylamino) benzylidene scaffold. Notably, the intermediate compounds, namely 5-arylidene-rhodanine-3-acetic acids (3), showed mild inhibitory activity against 15-lipoxygenase (15-LOX), while the final compound 4 showed no activity against 15-LOX.

引用

页码：389 / 395

页数：7

共 50 条

[21] Synthesis, Biological Evaluation, and Molecular Dynamics of Carbothioamides Derivatives as Carbonic Anhydrase II and 15-Lipoxygenase Inhibitors
Channar, Pervaiz Ali
Alharthy, Rima. D. D.
Ejaz, Syeda Abida
Saeed, Aamer
Iqbal, Jamshed
MOLECULES, 2022, 27 (24):
[22] Design, synthesis, molecular docking and biological evaluation of /3-carboline derivatives as cholinesterase inhibitors
Barea, Paula
dos Santos Yamazaki, Diego Alberto
Lima, Diego de Souza
Vicente Seixas, Flavio Augusto
da Costa, Willian Ferreira
Gauze, Gisele de Freitas
Sarragiotto, Maria Helena
JOURNAL OF MOLECULAR STRUCTURE, 2023, 1273
[23] Synthesis and Biological Evaluation of 3-thiazolocoumarinyl Schiff-base Derivatives as Cholinesterase Inhibitors
Raza, Rabia
Saeed, Aamer
Arif, Mubeen
Mahmood, Shamsul
Muddassar, Muhammad
Raza, Ahsan
Iqbal, Jamshed
CHEMICAL BIOLOGY & DRUG DESIGN, 2012, 80 (04) : 605 - 615
[24] Synthesis, biological evaluation and docking study of 3-aroyl-1-(4-sulfamoylphenyl)thiourea derivatives as 15-lipoxygenase inhibitors
Mahdavi, Mohammad
Shirazi, Maryam Shahzad
Taherkhani, Raana
Saeedi, Mina
Alipour, Eskandar
Moghadam, Farshad Homayouni
Moradi, Alireza
Nadri, Hamid
Emami, Saeed
Firoozpour, Loghman
Shafiee, Abbas
Foroumadi, Alireza
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2014, 82 : 308 - 313
[25] Synthesis and Biological Evaluation of Glycyrrhetic Acid Derivatives as Potential VEGFR2 Inhibitors
Yan, Tian-Long
Bai, Li-Fei
Zhu, Hai-Liang
Zhang, Wei-Ming
Lv, Peng-Cheng
CHEMMEDCHEM, 2017, 12 (13) : 1087 - 1096
[26] Synthesis and biological evaluation of 5-aryloxypyrazole derivatives bearing a rhodanine-3-aromatic acid as potential antimicrobial agents
Zheng, Chang-Ji
Song, Ming-Xia
Sun, Liang-Peng
Wu, Yan
Hong, Lan
Piao, Hu-Ri
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2012, 22 (23) : 7024 - 7028
[27] Design, synthesis, biological evaluation and docking study of 5-oxo-4,5-dihydropyrano[3,2-c]chromene derivatives as acetylcholinesterase and butyrylcholinesterase inhibitors
Khoobi, Mehdi
Alipour, Masoumeh
Sakhteman, Amirhossein
Nadri, Hamid
Moradi, Alireza
Ghandi, Mehdi
Emami, Saeed
Foroumadi, Alireza
Shafiee, Abbas
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2013, 68 : 260 - 269
[28] New tacrine-derived AChE/BuChE inhibitors: Synthesis and biological evaluation of 5-amino-2-phenyl-4H-pyrano[2,3-b] quinoline-3-carboxylates
Eghtedari, Mohammad
Sarrafi, Yaghoub
Nadri, Hamid
Mahdavi, Mohammad
Moradi, Alireza
Moghadam, Farshad Homayouni
Emami, Saeed
Firoozpour, Loghman
Asadipour, Ali
Sabzevari, Omid
Foroumadi, Alireza
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2017, 128 : 237 - 246
[29] Synthesis and evaluation of 5-benzyl-1,3,4-thiadiazole derivatives as acetylcholinesterase inhibitors
Shi, Da-Hua
Zhu, Hui-Long
Liu, Yu-Wei
Tang, Zong-Ming
Lu, Chen
Ma, Xiao-Dong
Song, Xiao-Kai
Liu, Wei-Wei
Dong, Tong
Song, Meng-Qiu
JOURNAL OF CHEMICAL RESEARCH, 2017, 41 (11) : 664 - 667
[30] 3-Amino-5-(indol-3-yl)methylene-4-oxo-2-thioxothiazolidine Derivatives as Antimicrobial Agents: Synthesis, Computational and Biological Evaluation
Horishny, Volodymyr
Kartsev, Victor
Matiychuk, Vasyl
Geronikaki, Athina
Anthi, Petrou
Pogodin, Pavel
Poroikov, Vladimir
Ivanov, Marija
Kostic, Marina
Sokovic, Marina D.
Eleftheriou, Phaedra
PHARMACEUTICALS, 2020, 13 (09) : 1 - 24

← 1 2 3 4 5 →