5 Xanthoangelol, geranilated chalcone compound, isolation from pudau leaves (Artocarpus kemando Miq.) as antibacterial and anticancer
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Tati Suhartati
Abstract
From the leaves of Artocarpus kemando Miq, locally known as pudau plant, a flavonoid has been isolated and identified. The compound was then tested as antibacterial agent against Bacillus subtillis and Escherichia coli. The first step of isolationwas extraction by maceration using methanol as solvent, and then followed by fractionation using partition treatment and vacuum liquid chromatography. Finally, the compound was purified using column chromatography method. The purity of the compound was evaluated using thin layer chromatography and melting point measurement, and the compound was subsequently characterized using UV-Vis, IR, and NMR spectroscopy. A total of 66.2 mg of the compound was obtained, in the form of yellow needle crystals with a melting point of 142.8-144 °C, which is a compound of geranylated chalcone, xanthoangelol. Xanthoangelol was the first chalcone compound isolated from A. kemando. Antibacterial tests were carried out at varied doses of 0.5; 0.4; and 0.3mg/disk, and revealed that the compound exhibits high inhibitory power against B. subtillis, but has no activity against E. coli. The anticancer activity of xanthoangelol on MCF-7 cells indicated that the compound has an IC50 value of 7.79 μg/mL, suggesting that the compound possesses an active cytotoxic activity.
Abstract
From the leaves of Artocarpus kemando Miq, locally known as pudau plant, a flavonoid has been isolated and identified. The compound was then tested as antibacterial agent against Bacillus subtillis and Escherichia coli. The first step of isolationwas extraction by maceration using methanol as solvent, and then followed by fractionation using partition treatment and vacuum liquid chromatography. Finally, the compound was purified using column chromatography method. The purity of the compound was evaluated using thin layer chromatography and melting point measurement, and the compound was subsequently characterized using UV-Vis, IR, and NMR spectroscopy. A total of 66.2 mg of the compound was obtained, in the form of yellow needle crystals with a melting point of 142.8-144 °C, which is a compound of geranylated chalcone, xanthoangelol. Xanthoangelol was the first chalcone compound isolated from A. kemando. Antibacterial tests were carried out at varied doses of 0.5; 0.4; and 0.3mg/disk, and revealed that the compound exhibits high inhibitory power against B. subtillis, but has no activity against E. coli. The anticancer activity of xanthoangelol on MCF-7 cells indicated that the compound has an IC50 value of 7.79 μg/mL, suggesting that the compound possesses an active cytotoxic activity.
Chapters in this book
- Frontmatter I
- Preface of the Book of Proceedings of the Virtual Conference on Chemistry and its Applications (VCCA-2022). V
- Contents VII
- List of contributing authors XIX
- 1 Dipeptidyl peptidase IV: a multifunctional enzyme with implications in several pathologies including cancer 1
- 2 A mini review on the prospects of Fagara zanthoxyloides extract based composites: a remedy for COVID-19 and associated replica? 57
- 3 Triterpenoids of antibacterial extracts from the leaves of Bersama abyssinica Fresen (Francoaceae) 75
- 4 Physicochemical assessment and insilico studies on the interaction of 5-HT2c receptor with herbal medication bioactive compounds used in the treatment of premature ejaculation 87
- 5 Xanthoangelol, geranilated chalcone compound, isolation from pudau leaves (Artocarpus kemando Miq.) as antibacterial and anticancer 121
- 6 Exploration of bioactive compounds from Mangifera indica (Mango) as probable inhibitors of thymidylate synthase and nuclear factor kappa-B (NF-Κb) in colorectal cancer management 137
- 7 Identification of potential inhibitors of thymidylate synthase (TS) (PDB ID: 6QXH) and nuclear factor kappa-B (NF–κB) (PDB ID: 1A3Q) from Capsicum annuum (bell pepper) towards the development of new therapeutic drugs against colorectal cancer (CRC) 165
- 8 Synthesis, characterization and in vitro activity study of some organotin(IV) carboxylates against leukemia cancer cell, L-1210 199
- 9 Phytochemicals from Annona muricata (Sour Sop) as potential inhibitors of SARS-CoV-2 main protease (Mpro) and spike receptor protein: a structure-based drug design studies and chemoinformatics analyses 207
- 10 Identification of novel inhibitors of P13K/AKT pathways: an integrated in-silico study towards the development of a new therapeutic agent against ovarian cancer 231
- 11 Immobilization of α-amylase from Aspergillus fumigatus using adsorption method onto zeolite 261
- 12 Phytochemical components and GC–MS analysis of Petiveria alliaceae L. fractions and volatile oils 273
- 13 Characterization of crude saponins from stem bark extract of Parinari curatellifolia and evaluation of its antioxidant and antibacterial activities 287
- 14 Physicochemical and free radical scavenging activity of Adansonia digitata seed oil 307
- 15 Photoprotection strategies with antioxidant extracts: a new vision 321
- 16 A systematic DFT study of arsenic doped iron cluster AsFen (n = 1–4) 335
- 17 Effect of case-based learning, team-based learning and regular teaching methods on secondary school students’ self-concept in chemistry in Maara sub-county, Tharaka Nithi county, Kenya 345
- 18 Random and block architectures of N-arylitaconimide monomers with methyl methacrylate 359
- 19 Evaluation of phytochemicals and amino acid profiles of four vegetables grown on a glyphosate contaminated soil in Southwestern Nigeria 399
- Index 411
Chapters in this book
- Frontmatter I
- Preface of the Book of Proceedings of the Virtual Conference on Chemistry and its Applications (VCCA-2022). V
- Contents VII
- List of contributing authors XIX
- 1 Dipeptidyl peptidase IV: a multifunctional enzyme with implications in several pathologies including cancer 1
- 2 A mini review on the prospects of Fagara zanthoxyloides extract based composites: a remedy for COVID-19 and associated replica? 57
- 3 Triterpenoids of antibacterial extracts from the leaves of Bersama abyssinica Fresen (Francoaceae) 75
- 4 Physicochemical assessment and insilico studies on the interaction of 5-HT2c receptor with herbal medication bioactive compounds used in the treatment of premature ejaculation 87
- 5 Xanthoangelol, geranilated chalcone compound, isolation from pudau leaves (Artocarpus kemando Miq.) as antibacterial and anticancer 121
- 6 Exploration of bioactive compounds from Mangifera indica (Mango) as probable inhibitors of thymidylate synthase and nuclear factor kappa-B (NF-Κb) in colorectal cancer management 137
- 7 Identification of potential inhibitors of thymidylate synthase (TS) (PDB ID: 6QXH) and nuclear factor kappa-B (NF–κB) (PDB ID: 1A3Q) from Capsicum annuum (bell pepper) towards the development of new therapeutic drugs against colorectal cancer (CRC) 165
- 8 Synthesis, characterization and in vitro activity study of some organotin(IV) carboxylates against leukemia cancer cell, L-1210 199
- 9 Phytochemicals from Annona muricata (Sour Sop) as potential inhibitors of SARS-CoV-2 main protease (Mpro) and spike receptor protein: a structure-based drug design studies and chemoinformatics analyses 207
- 10 Identification of novel inhibitors of P13K/AKT pathways: an integrated in-silico study towards the development of a new therapeutic agent against ovarian cancer 231
- 11 Immobilization of α-amylase from Aspergillus fumigatus using adsorption method onto zeolite 261
- 12 Phytochemical components and GC–MS analysis of Petiveria alliaceae L. fractions and volatile oils 273
- 13 Characterization of crude saponins from stem bark extract of Parinari curatellifolia and evaluation of its antioxidant and antibacterial activities 287
- 14 Physicochemical and free radical scavenging activity of Adansonia digitata seed oil 307
- 15 Photoprotection strategies with antioxidant extracts: a new vision 321
- 16 A systematic DFT study of arsenic doped iron cluster AsFen (n = 1–4) 335
- 17 Effect of case-based learning, team-based learning and regular teaching methods on secondary school students’ self-concept in chemistry in Maara sub-county, Tharaka Nithi county, Kenya 345
- 18 Random and block architectures of N-arylitaconimide monomers with methyl methacrylate 359
- 19 Evaluation of phytochemicals and amino acid profiles of four vegetables grown on a glyphosate contaminated soil in Southwestern Nigeria 399
- Index 411
