Literature DB >> 33947440

Synthesis, biological evaluation and docking studies of 1,2,4-oxadiazole linked 5-fluorouracil derivatives as anticancer agents.

Ravi Kumar Bommera1, Shashikala Kethireddy2, Rajeshwar Reddy Govindapur3, Laxminarayana Eppakayala4.   

Abstract

BACKGROUND: 1,2,4-oxadiazole derivatives exhibited significant anti-cancer activity when they were evaluated, against human cancer cell lines. They also showed anti-inflammatory, analgesic, diabetic, immunosuppressive, α,β3-receptor antagonist, antimicrobial, anti-helminthic, histamine-H3 and antiparasitic properties. A pyrimidine analog, 5 fluoro-uracil is a chemotherapeutic drug used for treating multiple solid malignant tumors. But its application is limited, as it has side effects like low bioavailability and high toxicity. Molecular docking is an exemplary tool, helps in identifying target and designing a drug containing high bio-availability and minimum toxicity.
RESULTS: A set of 1,2,4-oxadiazole linked 5-fluoruracil derivatives (7a-j) were synthesized and their structures were confirmed by 1HNMR, 13CNMR and Mass spectral analysis. Further, these compounds were investigated for their anticancer activity towards a panel of four human cancer cell lines such as (MCF-7, MDA MB-231), lung cancer (A549) and prostate cancer (DU-145) by using MTT method. Among them, compounds 7a, 7b, 7c, 7d and 7i demonstrated more promising anticancer activity than standard.
CONCLUSION: Synthesized derivatives (7a-j) of 1,2,4-oxadiazole linked 5-fluorouracil and investigated for their anticancer activity towards a panel of four human cancer cell lines.

Entities:  

Keywords:  5-Fluorouracil; Ataluren; Oxadiazole and anticancer activity; Pyrimidine

Year:  2021        PMID: 33947440     DOI: 10.1186/s13065-021-00757-y

Source DB:  PubMed          Journal:  BMC Chem        ISSN: 2661-801X


  24 in total

1.  Fluorinated pyrimidines, a new class of tumour-inhibitory compounds.

Authors:  C HEIDELBERGER; N K CHAUDHURI; P DANNEBERG; D MOOREN; L GRIESBACH; R DUSCHINSKY; R J SCHNITZER; E PLEVEN; J SCHEINER
Journal:  Nature       Date:  1957-03-30       Impact factor: 49.962

Review 2.  Intralesional 5-fluorouracil (FU) as a treatment for nonmelanoma skin cancer (NMSC): A review.

Authors:  Lauren Metterle; Christopher Nelson; Nishit Patel
Journal:  J Am Acad Dermatol       Date:  2015-11-11       Impact factor: 11.527

3.  Organoiodine(III) mediated synthesis of 3,9-diaryl- and 3,9-difuryl-bis-1,2,4-triazolo[4,3-a][4,3-c]pyrimidines as antibacterial agents.

Authors:  Om Prakash; Rajesh Kumar; Ravi Kumar; Prikshit Tyagi; R C Kuhad
Journal:  Eur J Med Chem       Date:  2006-12-10       Impact factor: 6.514

4.  Biological profile of new apoptotic agents based on 2,4-pyrido[2,3-d]pyrimidine derivatives.

Authors:  Lucía Cordeu; Elena Cubedo; Eva Bandrés; Amaia Rebollo; Xabi Sáenz; Hector Chozas; Ma Victoria Domínguez; Mikel Echeverría; Beatriz Mendivil; Carmen Sanmartin; Juan Antonio Palop; María Font; Jesús García-Foncillas
Journal:  Bioorg Med Chem       Date:  2006-12-12       Impact factor: 3.641

5.  Intralesional 5-Fluorouracil for the Nonsurgical Management of Low-Risk, Invasive Squamous Cell Carcinoma.

Authors:  Emily E Dando; Geoffrey F S Lim; Scott J M Lim; ChangHyun Kim; Melissa Pugliano-Mauro
Journal:  Dermatol Surg       Date:  2020-01       Impact factor: 3.398

6.  Syntheses of 2,4,6-trisubstituted pyrimidine derivatives as a new class of antifilarial topoisomerase II inhibitors.

Authors:  Sanjay Babu Katiyar; Iti Bansal; J K Saxena; P M S Chauhan
Journal:  Bioorg Med Chem Lett       Date:  2005-01-03       Impact factor: 2.823

7.  Synthesis and pharmacological screening of derivatives of isoxazolo[4,5-d]pyrimidine.

Authors:  Edwin Wagner; Kamal Al-Kadasi; Michał Zimecki; Wanda Sawka-Dobrowolska
Journal:  Eur J Med Chem       Date:  2008-02-06       Impact factor: 6.514

8.  5-Fluorouracil incorporation into RNA and DNA in relation to thymidylate synthase inhibition of human colorectal cancers.

Authors:  P Noordhuis; U Holwerda; C L Van der Wilt; C J Van Groeningen; K Smid; S Meijer; H M Pinedo; G J Peters
Journal:  Ann Oncol       Date:  2004-07       Impact factor: 32.976

9.  Novel piperidinylpyrimidine derivatives as inhibitors of HIV-1 LTR activation.

Authors:  Norio Fujiwara; Takashi Nakajima; Yutaka Ueda; Hitoshi Fujita; Hajime Kawakami
Journal:  Bioorg Med Chem       Date:  2008-09-30       Impact factor: 3.641

10.  New thiopyrazolo[3,4-d]pyrimidine derivatives as anti-mycobacterial agents.

Authors:  Lluis Ballell; Robert A Field; Gavin A C Chung; Robert J Young
Journal:  Bioorg Med Chem Lett       Date:  2006-12-22       Impact factor: 2.823

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