One-pot sustainable synthesis of novel pyrido[2,3-d]pyrimidinones and their evaluation for antitubercular and anticancer activity
subject: Anticancer activity; Antitubercular activity; MCR; Pyrido[2,3-d]pyrimidinones; Sustainable synthesis; ?-proline
description: A novel green protocol for the construction of diversified pyrido[2,3-d]pyrimidinones was accomplished by a single-pot reaction of aryl aldehydes, Meldrum's acid, thiobarbituric acid, and ammonium acetate/aniline in H2O using ?-proline as an expeditious reusable catalyst at room temperature (26 C). Our strategy provides an innovative synthetic avenue for the construction of pyrido[2,3-d]pyrimidinones, as well as several advantages over traditional methods, including a simple procedure, shorter reaction duration, excellent yields, safe handling, easy workup, catalyst recovery, and environmental compatibility. Furthermore, the synthesised compounds were tested for their impact on different cell lines and microorganisms. Compounds 5d and 5e were particularly effective against Mycobacterium tuberculosis (antitubercular), human breast cancer cells (MCF-7), lung cancer cells (A549 and NCI-H460), and both Gram-positive (S. pyogenes) and Gram-negative (E. coli) bacteria. The derivatives with hydroxyl and nitro substitutions [5e, 5f] showed the highest potency against MCF-7, A549, and NCI-H460 cell lines, with IC50 values of 3.684.36, 3.823.41, and 11.3412.28 g/mL, respectively. 2024 The Author(s)
creator: Tabassum, Sumaiya; Ramaraj, Sankar Ganesh; Rajprasad, J.; Sadaiyandi, Vivekananthan; Kumar, Niraj; Govindaraju, Santhosh
source: Journal of Organometallic Chemistry;Volume;1025;Issue;;Article No.;123450;
publisher: Elsevier B.V.
date: 01-01-2025
rights: All Open Access; Hybrid Gold Open Access
relation: ISSN: 0022328X; CODEN: JORCA
format: online
language: English
type: Article
coverage: Tabassum S., Department of Chemistry, Surana College - Autonomous, South End Road, Basavanagudi, Bengaluru, 560004, India; Ramaraj S.G., Department of Bioengineering, Graduate School of Engineering, The University of Tokyo, 7-3-1 Hongo, Japan, Department of Materials Physics, Saveetha School of Engineering, Saveetha Institute of Medical and Technical Sciences (SIMTS), Thandalam, Tamilnadu, Chennai, 602105, India; Rajprasad J., Department of Civil Engineering, College of Engineering and Technology, SRM Institute of Science and Technology, Kattankulathur, 603203, India; Sadaiyandi V., Department of Physics and Nanotechnology, SRM Institute of Science and Technology, Kattankulathur, Tamilnadu, Chengalpattu, 603203, India; Kumar N., Department of Electronics & Communication Engineering, Graphic Era Deemed to be University, Uttarakhand, Dehradun, 248002, India; Govindaraju S., Department of Sciences and Humanities, School of Engineering and Technology, Christ University, Mysore Road, Bengaluru, 560074, India