Synthesis, evaluation of thymidine phosphorylase and angiogenic inhibitory potential of ciprofloxacin analogues: Repositioning of ciprofloxacin from antibiotic to future anticancer drugs.


Journal

Bioorganic chemistry
ISSN: 1090-2120
Titre abrégé: Bioorg Chem
Pays: United States
ID NLM: 1303703

Informations de publication

Date de publication:
07 2020
Historique:
received: 13 02 2020
revised: 07 04 2020
accepted: 21 04 2020
pubmed: 11 5 2020
medline: 9 3 2021
entrez: 11 5 2020
Statut: ppublish

Résumé

Over expression of thymidine phosphorylase (TP) in various human tumors compared to normal healthy tissue is associated with progression of cancer and proliferation. The 2-deoxy-d-ribose is the final product of thymidine phosphorylase (TP) catalyzed reaction. Both TP and 2-deoxy-d-ribose are known to promote unwanted angiogenesis in cancerous cells. Discovery of potent inhibitors of thymidine phosphorylase (TP) can offer appropriate approach in cancer treatment. A series of ciprofloxacin 2, 3a-3c, 4a-4d, 5a-5b, 6 and 7 has been synthesized and characterized using spectroscopic techniques. Afterwards, inhibitory potential of synthesized ciprofloxacin 2, 3a-3c, 4a-4d, 5a-5b, 6 and 7 against thymidine phosphorylase enzyme was assessed. Out of these twelve analogs of ciprofloxacin nine analogues 3a-3c, 4a-4c, 5a-5b and 6 showed good inhibitory activity against thymidine phosphorylase. Inhibitory activity as presented by their IC

Identifiants

pubmed: 32388426
pii: S0045-2068(20)30360-6
doi: 10.1016/j.bioorg.2020.103876
pii:
doi:

Substances chimiques

Angiogenesis Inhibitors 0
Anti-Bacterial Agents 0
Antineoplastic Agents 0
Enzyme Inhibitors 0
Ciprofloxacin 5E8K9I0O4U
Thymidine Phosphorylase EC 2.4.2.4

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

103876

Informations de copyright

Copyright © 2020 Elsevier Inc. All rights reserved.

Déclaration de conflit d'intérêts

Declaration of Competing Interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.

Auteurs

Sohail Anjum Shahzad (SA)

Department of Chemistry, COMSATS University Islamabad, Abbottabad Campus, Abbottabad 22060, Pakistan. Electronic address: sashahzad@cuiatd.edu.pk.

Ayesha Sarfraz (A)

Department of Chemistry, COMSATS University Islamabad, Abbottabad Campus, Abbottabad 22060, Pakistan.

Muhammad Yar (M)

Interdisciplinary Research Center in Biomedical Materials, COMSATS University Islamabad, Lahore Campus, Lahore 54000, Pakistan. Electronic address: drmyar@cuilahore.edu.pk.

Zulfiqar Ali Khan (ZA)

Department of Chemistry, Government College University, Faisalabad 38000, Pakistan.

Syed Ali Raza Naqvi (SAR)

Department of Chemistry, Government College University, Faisalabad 38000, Pakistan.

Sadia Naz (S)

Department of Chemistry, COMSATS University Islamabad, Abbottabad Campus, Abbottabad 22060, Pakistan; Tianjin Institute of Industrial Biotechnology, Chinese Academy of Sciences, Tianjin 300308, China.

Nazeer Ahmad Khan (NA)

Department of Chemistry, COMSATS University Islamabad, Abbottabad Campus, Abbottabad 22060, Pakistan.

Umar Farooq (U)

Department of Chemistry, COMSATS University Islamabad, Abbottabad Campus, Abbottabad 22060, Pakistan. Electronic address: umarf@cuiatd.edu.pk.

Razia Batool (R)

Interdisciplinary Research Center in Biomedical Materials, COMSATS University Islamabad, Lahore Campus, Lahore 54000, Pakistan.

Muhammad Ali (M)

Natural and Medical Sciences Research Center, University of Nizwa, Nizwa 611, Oman.

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Classifications MeSH