Synthesis and Anticancer Activity of N-Aryl-5-substituted-1,3,4-oxadiazol-2-amine Analogues

被引:23
|
作者
Ahsan, Mohamed Jawed [1 ]
Sharma, Jyotika [1 ]
Singh, Monika [1 ]
Jadav, Surender Singh [2 ]
Yasmin, Sabina [2 ]
机构
[1] Maharishi Arvind Coll Pharm, Dept Pharmaceut Chem, Jaipur 302023, Rajasthan, India
[2] Birla Inst Technol, Dept Pharmaceut Chem, Ranchi 835215, Bihar, India
关键词
MOLECULAR-PROPERTIES; DRUG; DISCOVERY;
D O I
10.1155/2014/814984
中图分类号
Q81 [生物工程学(生物技术)]; Q93 [微生物学];
学科分类号
071005 ; 0836 ; 090102 ; 100705 ;
摘要
In continuance of our search for anticancer agents, we report herein the synthesis and anticancer activity of some novel oxadiazole analogues. The compounds were screened for anticancer activity as per National Cancer Institute (NCI US) protocol on leukemia, melanoma, lung, colon, CNS, ovarian, renal, prostate, and breast cancers cell lines. N-(2,4-Dimethylphenyl)-5-(4-methoxyphenyl)-1,3,4- oxadiazol-2-amine (4s) showed maximum activity with mean growth percent (GP) of 62.61 and was found to be the most sensitive on MDA-MB-435 (melanoma), K-562 (leukemia), T-47D (breast cancer), and HCT-15 (colon cancer) cell lines with GP of 15.43, 18.22, 34.27, and 39.77, respectively. Maximum GP was observed on MDA-MB-435 (melanoma) cell line (GP = 6.82) by compound N-(2,4-dimethylphenyl)-5-(4-hydroxyphenyl)-1,3,4-oxadiazol-2-amine (4u).
引用
收藏
页数:9
相关论文
共 50 条
  • [41] Synthesis and Biological Activity of ω-(5-aryl-1,3,4-oxadiazol-2-thio)- and ω-(5-aryl-l,3,4-oxadiazol-2-thioacetoxyl)-ω-(1-H-1,2,4-triazol-1-yl)acetophenones
    Chu, CH
    Sun, XW
    Sun, L
    Zhang, ZY
    Li, ZC
    Liao, RA
    JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 1999, 46 (02) : 229 - 232
  • [42] Synthesis and local anesthetic activity of some novel N-[5-(4-substituted)phenyl-1,3,4-oxadiazol-2-yl]-2-(substituted)-acetamides
    Rajak, Harish
    Kharya, Murli Dhar
    Mishra, Pradeep
    ARCHIV DER PHARMAZIE, 2008, 341 (04) : 247 - 261
  • [43] Synthesis and In Vitro Anti-inflammatory Activity of 5-Aryl-1,3,4-thiadiazol-2-amine Derivatives
    Almehmadi, Mazen
    Alsaiari, Ahad Amer
    Allahyani, Mamdouh
    Aljuaid, Abdulelah
    Alsharif, Abdulaziz
    Asif, Mohammad
    LATIN AMERICAN JOURNAL OF PHARMACY, 2023, 42 (08): : 1554 - 1558
  • [44] 2-Substituted-3-(5-Substituted-1,3,4-oxadiazol/thiadiazol-2-yl) Thiazolidin-4-one Derivatives: Synthesis, Anticancer, Antimicrobial, and Antioxidant Potential
    Kumar, Davinder
    Aggarwal, Navidha
    Kumar, Harsh
    Kapoor, Garima
    Deep, Aakash
    Bibi, Shabana
    Sharma, Aastha
    Chopra, Hitesh
    Kumar Marwaha, Rakesh
    Alshammari, Abdulrahman
    Alharbi, Metab
    Hayee, Abdul
    PHARMACEUTICALS, 2023, 16 (06)
  • [45] Novel 2-benzylthio-5-(1,3,4-oxadiazol-2-yl)benzenesulfonamides with anticancer activity: Synthesis, QSAR study, and metabolic stability
    Slawinski, Jaroslaw
    Szafranski, Krzysztof
    Pogorzelska, Aneta
    Zolnowska, Beata
    Kawiak, Anna
    Macur, Katarzyna
    Belka, Mariusz
    Baczek, Tomasz
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2017, 132 : 236 - 248
  • [46] The reaction of sydnones with bromine in acetic anhydride revisited: a new route to 5-substituted-3-aryl-1,3,4-oxadiazol-2(3H)-ones from N-aryl-N-bromocarbonylhydrazines
    Tumey, Jonathan M.
    Gerritsen, Thijs
    Klaasen, Jimmy
    Madaram, Karunakar R.
    Turnbull, Kenneth
    ARKIVOC, 2018, : 94 - 101
  • [47] Synthesis and Characterization of New 5-(4-chlorobenzyl)-1,3,4-Oxadiazol-2- amine Derivatives
    Salama, Eid E.
    EGYPTIAN JOURNAL OF CHEMISTRY, 2020, 63 (02): : 573 - 578
  • [48] Design, Synthesis, ADME, and Anticancer Studies of Newer N-Aryl-5-(3,4,5-Trifluorophenyl)-1,3,4-Oxadiazol-2-Amines: An Insight into Experimental and Theoretical Investigations
    Agarwal, Mohit
    Afzal, Obaid
    Salahuddin, Abdulmalik Saleh Alfawaz
    Altamimi, Abdulmalik Saleh Alfawaz A.
    Alamri, Mubarak A.
    Alossaimi, Manal
    Sharma, Vandana
    Ahsan, Mohamed Jawed
    ACS OMEGA, 2023, 8 (30): : 26837 - 26849
  • [49] Synthesis of the E and Z isomers of 3-(5-aryl-1,3,4-oxadiazol-2-yl)acrylic acids
    Rozhkov, S. S.
    Ovchinnikov, K. L.
    Krasovskaya, G. G.
    Danilova, A. S.
    Kolobov, A. V.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2015, 51 (07) : 982 - 987
  • [50] Synthesis of the E and Z isomers of 3-(5-aryl-1,3,4-oxadiazol-2-yl)acrylic acids
    S. S. Rozhkov
    K. L. Ovchinnikov
    G. G. Krasovskaya
    A. S. Danilova
    A. V. Kolobov
    Russian Journal of Organic Chemistry, 2015, 51 : 982 - 987