Synthesis and evaluation of lipase inhibitory activities of substituted 1,2,4-triazole derivatives

被引:0
|
作者
Ozdemir, Yusuf [1 ]
Bekircan, Olcay [1 ]
Colak, Ahmet [1 ]
Dokuzparmak, Cigdem [1 ]
机构
[1] Karadeniz Tech Univ, Fac Sci, Dept Chem, TR-61080 Trabzon, Turkey
来源
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY | 2020年 / 59卷 / 09期
关键词
1,2,4-Triazoles; acetohydrazide derivatives; lipase inhibitory activities; molecular modeling; PANCREATIC LIPASE; HETEROCYCLIC-COMPOUNDS; ALPHA-GLUCOSIDASE; BIOLOGICAL EVALUATION; ORLISTAT; OBESITY; DRUGS; EFFICACY; DOCKING; AMYLASE;
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Pancreatic lipase (PL) plays a major role in the hydrolysis of dietary triglycerides to monoglycerides and free fatty acids in the small intestine before absorption of fats. The excessive consumption of dietary fat (triglyceride) and not to utilize it for energy production can cause an increase in obesity. Obesity is one of the serious health problem in the world and leads to many diseases such as some types of cancer, heart disease, gallstones, sleep apnea, fatty liver disease, type-2 diabetes, hypertension, coronary artery disease. Therefore, lipase is the target enzyme to prevent these diseases and the inhibitors of lipase are very important molecules as drug candidate molecules. In this study, fifteen new heterocyclic compounds have been synthesized starting from 2-[3-(4-chlorobenzyl)-5-(4-chlorophenyl)-1H-1,2,4-triazol-4-yl]-acetohydrazide and their anti-lipase activities have been examined. According to in vitro inhibition studies, molecule 2e is found to be the most potent inhibitor with the lowest IC50 value. Docking studies' results have substantially supported this result and it is seen that compound 2e is one of the four molecules with the highest binding affinity. This molecule binds to the enzyme in its binding pocket by means of weak interactions with mainly Ile79, Asp80, Val260, Arg257 and His264.
引用
收藏
页码:1409 / 1417
页数:9
相关论文
共 50 条
  • [21] Synthesis and anticonvulsant screening of 1,2,4-triazole derivatives
    Sari, Suat
    Kaynak, F. Betul
    Dalkara, Sevim
    PHARMACOLOGICAL REPORTS, 2018, 70 (06) : 1116 - 1123
  • [22] Synthesis and insecticidal activity of 1,2,4-triazole derivatives
    Chai, B
    Qian, XH
    Cao, S
    Liu, HD
    Song, GH
    ARKIVOC, 2003, : 141 - 145
  • [23] SYNTHESIS OF CERTAIN 1,2,4-TRIAZOLE NUCLEOSIDE DERIVATIVES
    MICHAEL, J
    LARSON, SB
    VAGHEFI, MM
    ROBINS, RK
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1990, 27 (04) : 1063 - 1071
  • [24] NEW METHOD OF SYNTHESIS OF 1,2,4-TRIAZOLE DERIVATIVES
    BUZYKIN, BI
    BREDIKHINA, ZA
    GAZETDINOVA, NG
    ZHURNAL OBSHCHEI KHIMII, 1991, 61 (04): : 1034 - 1035
  • [25] Synthesis and biological screening of 1,2,4-triazole derivatives
    Godhani, Dinesh R.
    Jogel, Anand A.
    Sanghani, Anil M.
    Mehta, Jignasu P.
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2015, 54 (04): : 556 - 564
  • [26] Synthesis and anticonvulsant screening of 1,2,4-triazole derivatives
    Suat Sari
    F. Betül Kaynak
    Sevim Dalkara
    Pharmacological Reports, 2018, 70 : 1116 - 1123
  • [27] Antitubercular Activities of the Novel Synthesized 1,2,4-Triazole Derivatives
    Oh, Taegwon
    Hayat, Faisal
    Yoo, Euna
    Cho, Sang-Nae
    Sheen, Yhun Yhung
    Kim, Dae-Kee
    Choo, Hea-Young Park
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2015, 36 (01) : 43 - 51
  • [28] Synthesis and antifungal potential of 1,2,3-triazole and 1,2,4-triazole thiol substituted strobilurin derivatives
    Chaudhary, Preeti M.
    Tupe, Santosh G.
    Jorwekar, Shweta U.
    Sant, Duhita G.
    Deshpande, Sunita R.
    Maybhate, Shailaja P.
    Likhite, Anjali P.
    Deshpande, Mukund V.
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2015, 54 (07): : 908 - 917
  • [29] Synthesis, Characterization, Antimycobacterial and Anticancer Evaluation of New 1,2,4-Triazole Derivatives
    Cihan-Ustundag, G.
    Simsek, B.
    Ilhan, E.
    Capan, G.
    LETTERS IN DRUG DESIGN & DISCOVERY, 2014, 11 (03) : 290 - 296
  • [30] Synthesis and pharmacological evaluation of isoxazole derivatives containing 1,2,4-triazole Moiety
    Khanage, Shantaram
    Mohite, Popat
    Pandhare, Ramdas
    Raju, Appala
    MARMARA PHARMACEUTICAL JOURNAL, 2012, 16 (02) : 134 - 140