Physicochemical properties and drug likeness of hydroxycinnamic acids and their molecular docking with caffeine and amoxicillin: Potential anticancer drugs
Cancer is a major global health challenge, with traditional therapies often yielding limited success and significant side effects. The need for safer, more effective anticancer agents is urgent. This study explores the physicochemical properties, drug likeness, and anticancer potential of four hydro...
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Elsevier
2025-01-01
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| Series: | Results in Chemistry |
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| Online Access: | http://www.sciencedirect.com/science/article/pii/S2211715624006921 |
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| author | Umer Sherefedin Abebe Belay Kusse Gudishe Alemu Kebede Alemayehu Getahun Kumela Tesfaye Feyisa Jebel Haji Mahamud Shallo Fekadu |
| author_facet | Umer Sherefedin Abebe Belay Kusse Gudishe Alemu Kebede Alemayehu Getahun Kumela Tesfaye Feyisa Jebel Haji Mahamud Shallo Fekadu |
| author_sort | Umer Sherefedin |
| collection | DOAJ |
| description | Cancer is a major global health challenge, with traditional therapies often yielding limited success and significant side effects. The need for safer, more effective anticancer agents is urgent. This study explores the physicochemical properties, drug likeness, and anticancer potential of four hydroxycinnamic acids (HCAs), caffeic acid (CA), ferulic acid (FA), p-coumaric acid (p-CA), and sinapic acid (SA). Computational approaches, including SwissADME, ADMETlab 2.0, Protox 3.0, and molecular docking via AutoDock Vina and PyRx, were employed to assess the solubility, lipophilicity, and binding affinities of these compounds with cancer-related proteins, specifically caffeine and amoxicillin. These results indicate that all HCAs meet Lipinski’s Rule of Five for oral bioavailability. Among them, p-CA exhibited the highest binding affinity with protein 3ml8 (−6.9 kcal/mol), suggesting strong potential as an anticancer agent. FA and p-CA also showed favorable pharmacokinetic properties, including high gastrointestinal absorption, low drug–drug interaction risks, and a predicted ability to permeate the blood–brain barrier. These findings support the therapeutic potential of HCAs, particularly p-CA, as promising anticancer agents, warranting further experimental and clinical investigations to optimize their efficacy and safety. |
| format | Article |
| id | doaj-art-5ac8f6718c634eb7a4e41dc2234f3aa1 |
| institution | Kabale University |
| issn | 2211-7156 |
| language | English |
| publishDate | 2025-01-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Results in Chemistry |
| spelling | doaj-art-5ac8f6718c634eb7a4e41dc2234f3aa12025-01-29T05:00:51ZengElsevierResults in Chemistry2211-71562025-01-0113101996Physicochemical properties and drug likeness of hydroxycinnamic acids and their molecular docking with caffeine and amoxicillin: Potential anticancer drugsUmer Sherefedin0Abebe Belay1Kusse Gudishe2Alemu Kebede3Alemayehu Getahun Kumela4Tesfaye Feyisa5Jebel Haji Mahamud6Shallo Fekadu7Department of Applied Physics, School of Applied Sciences, Adama Science and Technology University, P.O. Box 1888, Adama, Ethiopia; Corresponding author.Department of Applied Physics, School of Applied Sciences, Adama Science and Technology University, P.O. Box 1888, Adama, EthiopiaDepartment of Applied Physics, School of Applied Natural and Computational Sciences, Jinka University, P.O. Box 165, Jinka, EthiopiaDepartment of Applied Physics, School of Applied Sciences, Adama Science and Technology University, P.O. Box 1888, Adama, EthiopiaDepartment of Applied Physics, School of Applied Sciences, Adama Science and Technology University, P.O. Box 1888, Adama, Ethiopia; Department of Applied Physics, School of Applied Natural and Computational Sciences, Makdela Amba University, Tullu Awulia, P.O. Box 032, EthiopiaDepartment of Applied Physics, School of Applied Sciences, Adama Science and Technology University, P.O. Box 1888, Adama, EthiopiaDepartment of Applied Physics, School of Applied Sciences, Adama Science and Technology University, P.O. Box 1888, Adama, EthiopiaDepartment of Applied Physics, School of Applied Sciences, Adama Science and Technology University, P.O. Box 1888, Adama, EthiopiaCancer is a major global health challenge, with traditional therapies often yielding limited success and significant side effects. The need for safer, more effective anticancer agents is urgent. This study explores the physicochemical properties, drug likeness, and anticancer potential of four hydroxycinnamic acids (HCAs), caffeic acid (CA), ferulic acid (FA), p-coumaric acid (p-CA), and sinapic acid (SA). Computational approaches, including SwissADME, ADMETlab 2.0, Protox 3.0, and molecular docking via AutoDock Vina and PyRx, were employed to assess the solubility, lipophilicity, and binding affinities of these compounds with cancer-related proteins, specifically caffeine and amoxicillin. These results indicate that all HCAs meet Lipinski’s Rule of Five for oral bioavailability. Among them, p-CA exhibited the highest binding affinity with protein 3ml8 (−6.9 kcal/mol), suggesting strong potential as an anticancer agent. FA and p-CA also showed favorable pharmacokinetic properties, including high gastrointestinal absorption, low drug–drug interaction risks, and a predicted ability to permeate the blood–brain barrier. These findings support the therapeutic potential of HCAs, particularly p-CA, as promising anticancer agents, warranting further experimental and clinical investigations to optimize their efficacy and safety.http://www.sciencedirect.com/science/article/pii/S2211715624006921Molecular dockingCaffeineAmoxicillinCancerFerulic acidSinapic acid |
| spellingShingle | Umer Sherefedin Abebe Belay Kusse Gudishe Alemu Kebede Alemayehu Getahun Kumela Tesfaye Feyisa Jebel Haji Mahamud Shallo Fekadu Physicochemical properties and drug likeness of hydroxycinnamic acids and their molecular docking with caffeine and amoxicillin: Potential anticancer drugs Results in Chemistry Molecular docking Caffeine Amoxicillin Cancer Ferulic acid Sinapic acid |
| title | Physicochemical properties and drug likeness of hydroxycinnamic acids and their molecular docking with caffeine and amoxicillin: Potential anticancer drugs |
| title_full | Physicochemical properties and drug likeness of hydroxycinnamic acids and their molecular docking with caffeine and amoxicillin: Potential anticancer drugs |
| title_fullStr | Physicochemical properties and drug likeness of hydroxycinnamic acids and their molecular docking with caffeine and amoxicillin: Potential anticancer drugs |
| title_full_unstemmed | Physicochemical properties and drug likeness of hydroxycinnamic acids and their molecular docking with caffeine and amoxicillin: Potential anticancer drugs |
| title_short | Physicochemical properties and drug likeness of hydroxycinnamic acids and their molecular docking with caffeine and amoxicillin: Potential anticancer drugs |
| title_sort | physicochemical properties and drug likeness of hydroxycinnamic acids and their molecular docking with caffeine and amoxicillin potential anticancer drugs |
| topic | Molecular docking Caffeine Amoxicillin Cancer Ferulic acid Sinapic acid |
| url | http://www.sciencedirect.com/science/article/pii/S2211715624006921 |
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