Essential Oils of The Leaves of Syzygium hemilamprum (F. Muell.) Craven & Biffin.: Chemical Analysis, Antimicrobial, Mosquito Larvicidal, Molecular Docking, and ADMET Studies.
| Title: | Essential Oils of The Leaves of Syzygium hemilamprum (F. Muell.) Craven & Biffin.: Chemical Analysis, Antimicrobial, Mosquito Larvicidal, Molecular Docking, and ADMET Studies. |
|---|---|
| Authors: | Viet Pham T; Faculty of Chemistry, University of Education, Hue University, 34 Le Loi, Hue, 530000, Vietnam.; Luyen ND; Institute of Natural Products Chemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Hanoi, 10000, Vietnam.; Quan PM; Institute of Natural Products Chemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Hanoi, 10000, Vietnam.; Hung NH; Department of Pharmacy, Duy Tan University, 03 Quang Trung, Lienchieu, Danang, 550000, Vietnam.; Center for Advanced Chemistry, Institute of Research and Development, Duy Tan University, 03 Quang Trung, Lienchieu, Danang, 550000, Vietnam.; Huong VT; Department of Pharmacy, Duy Tan University, 03 Quang Trung, Lienchieu, Danang, 550000, Vietnam.; Center for Advanced Chemistry, Institute of Research and Development, Duy Tan University, 03 Quang Trung, Lienchieu, Danang, 550000, Vietnam.; Thuy TTT; Institute of Biotechnology and Food Technology, Ha Noi Open University, B101 Nguyen Hien, Hai Ba Trung, Hanoi, 10000, Vietnam.; Chung NT; Institute of Biotechnology and Food Technology, Ha Noi Open University, B101 Nguyen Hien, Hai Ba Trung, Hanoi, 10000, Vietnam.; Son NT; Department of Chemistry, Graduate University of Science and Technology, VAST, 18 Hoang Quoc Viet, Cau Giay, Hanoi, 10000, Vietnam.; Institute of Chemistry, VAST, 18 Hoang Quoc Viet, Cau Giay, Hanoi, 10000, Vietnam.; Linh NN; Faculty of Pharmacy, Thanh Do University, Kim Chung, Hoai Duc, Hanoi, 10000, Vietnam. |
| Source: | Chemistry & biodiversity [Chem Biodivers] 2025 Jan; Vol. 22 (1), pp. e202401882. Date of Electronic Publication: 2024 Nov 04. |
| Publication Type: | Journal Article |
| Language: | English |
| Journal Info: | Publisher: Verlag Helvetica Chimica Acta Country of Publication: Switzerland NLM ID: 101197449 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1612-1880 (Electronic) Linking ISSN: 16121872 NLM ISO Abbreviation: Chem Biodivers Subsets: MEDLINE |
| Imprint Name(s): | Original Publication: Zürich, Switzerland : Hoboken, NJ : Verlag Helvetica Chimica Acta ; Distributed in the USA by Wiley, c2004- |
| MeSH Terms: | Oils, Volatile*/chemistry ; Oils, Volatile*/pharmacology ; Oils, Volatile*/isolation & purification ; Plant Leaves*/chemistry ; Larva*/drug effects ; Insecticides*/chemistry ; Insecticides*/pharmacology ; Insecticides*/isolation & purification ; Syzygium*/chemistry ; Molecular Docking Simulation* ; Microbial Sensitivity Tests*; Culicidae/drug effects ; Anti-Infective Agents/pharmacology ; Anti-Infective Agents/chemistry ; Anti-Infective Agents/isolation & purification ; Anti-Bacterial Agents/pharmacology ; Anti-Bacterial Agents/chemistry ; Anti-Bacterial Agents/isolation & purification ; Pseudomonas aeruginosa/drug effects ; Staphylococcus aureus/drug effects ; Saccharomyces cerevisiae/drug effects ; Animals |
| Abstract: | The chemical composition of the essential oil and n-hexane extract from Syzygium hemilamprum leaves was first performed. Gas chromatography-mass spectrometry (GC-MS) analysis revealed that the essential oil was predominantly composed of monoterpene hydrocarbons (71.5 %) and oxygenated derivatives (20.2 %), with β-pinene (31.5 %), limonene (19.4 %), α-pinene (12.3 %), and α-terpineol (7.4 %) being the principal constituents. The n-hexane extract contained monoterpene hydrocarbons (42.2 %) and non-terpenic compounds (34.0 %), with β-pinene (32.8 %) and n-hexadecane (10.2 %) as the major components. Antimicrobial and mosquito larvicidal assays demonstrated that both samples exhibited antimicrobial activity against Staphylococcus aureus (Gram-positive), Pseudomonas aeruginosa (Gram-negative), and Saccharomyces cerevisiae (yeast), with a minimum inhibitory concentration (MIC) of 128 μg/mL for all tested organisms. Both samples also showed significant mosquito larvicidal activity against Aedes aegypti and Culex quinquefasciatus, with LC50 and LC90 values below 20 μg/mL at 24 and 48 hours post-treatment. Molecular docking studies suggested that limonene and α-terpineol could serve as potent inhibitors of mosquito odorant binding proteins. Additionally, an in silico analysis was performed to evaluate the physicochemical and ADMET (absorption, distribution, metabolism, and toxicity) properties of the major constituents of the essential oil.; (© 2024 Wiley-VHCA AG, Zurich, Switzerland.) |
| References: | E. A. Ei, N. K. Alfinda, S. A. Nanik, T. Yoshiaki, T. Rico, Open Chemistry 2020, 18, 1256–1281.; T. H. Le, T. C. Nguyen, X. D. Dau, N. D. Do, T. H. Pham, T. S. Ninh, Vietnam J. Chem. 2023, 61, 333–338.; A. B. M. Neshar Uddin, F. Hossain, A. S. M. Ali Reza, M. Samima Nasrin, A. H. M. Khurshid Alam, Food Sci. Nutr. 2021, 10, 1789–1819.; K. C. Lee, L. L. Chooi, P. K. L. Anna, M. C. Soi, Y. H. Rhun, Plant Foods Hum. Nutr. 2019, 74, 18–28.; A. K. Nur Hazwanie, H. W. S. Wan Mohd Nuzul, A. G. Nurunajah, Riv. Ital. Sostanze Gr. 2022, 99, 165–178.; A. M. Amal, I. A. Sami, K. E. B. Farouk, PLoS One 2013, 8, e60269.; L. T. Huong, N. H. Hung, N. N. Linh, T. V. Pham, D. N. Dai, N. Q. Hop, W. N. Setzer, N. T. Son, W. Andlauer, W. M. Brück, Molecules 2023, 28, 7505.; B. P. M. Hyland, Aust. J. Bot. 1983, 13, 1–164.; R. P. Adams, Identification of Essential Oil Components by Gas Chromatography/Mass Spectrometry, 4th ed., 2007, Allured Publ. Corp., Carol Stream, Illinois, USA.; N. C. W. P. Linstrom, NIST Standard Reference Database 69 1997.; A. A. R. Erlena Nor, I. Azlini, N. O. Muhammad, N. R. Umi, N. W. A. Wan Amir, Pharmacog. J. 2018, 10, 110–119.; P. Mehta, M. De Sousa Galvão, A. C. Soares, J. P. Nogueira, N. Narain, Design. Food Anal. Methods 2018, 11, 733–749.; L. T. Huong, H. V. Phu, N. H. Hung, L. D. Giang, D. N. Dai, N. Q. Hop, N. T. Son, J. Essent. Oil Res. 2024, 36, 214–221.; R. R. Nurina, S. P. Adi, F. Sri, AIP Confer Proceed. 2018, 2049, 020024.; T. V. Pham, N. X. Ha, N. D. Luyen, T. H. Xuan, T. Le Quoc, N. H. Hung, S. N. The, Chem. Biodiver. 2023, 20, e202300652.; L. T. Huong, N. The Son, L. N. Sam, P. N. Minh, N. D. Luyen, N. H. Hung, D. N. Dai, Z. Naturforsch. C 2023, 78, 337–344.; T. N. Francine, B. N. P. Cabral, P. C. Anatole, M. M. Bruno, N. Pauline, N. Y. Jeanne, Asian Pacific. J. Trop. Biomed. 2016, 6, 931–936.; M. Pechlaner, C. Oostenbrink, J. Chem. Inf. Model. 2015, 55, 2633–2643.; D. M. Quinn, Chem. Rev. 2002, 87, 955–979.; U. Gowthaman, M. Jayakanthan, D. Sundar, BMC Bioinf. 2008, 9 Suppl 12(Suppl 12), S14.; P. T. Thuy, T. T. Hieu, D. X. Duc, H. V. Trung, N. H. Hung, W. N. Setzer, T. D. Thang, N. T. Son, J. Mol. Struct. 2023, 1283, 135264.; N. T. Nguyen, T. H. Nguyen, T. N. H. Pham, N. T. Huy, M. V. Bay, M. Q. Pham, P. C. Nam, V. V. Vu, S. T. Ngo, J. Chem. Inf. Model. 2019, 60, 204–211.; K. Selvaraj, D. Ali, S. Alarifi, S. K. Chidambaram, S. Radhakrishnan, I. Akbar, Saudi J. Biol. Sci. 2021, 28, 157–162.; G. Moroy, V. Y. Martiny, P. Vayer, B. O. Villoutreix, M. A. Miteva, Drug Discovery Today 2012, 17, 44–55.; T. V. Pham, L. H. Cuong, T. T. Hong Ha, N. D. Luyen, N. X. Ha, T. X. Hoang, N. T. Hao, D. Huy Gioi, T. T. Thu Thuy, N. T. Son, Chem Biodiver. 2023, 20, e202301192.; L. T. Huong, L. N. Sam, C. N. Giang, D. N. Dai, T. V. Pham, N. D. Luyen, W. N. Setzer, N. T. Son, J. Essent Oil Bear Pl. 2023, 26, 761–768.; ′Schrodinger, LLC, The PyMOL Molecular Graphics System, Version 1.3r1. 2010′.; M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, G. Scalmani, V. Barone, G. A. Petersson, H. Nakatsuji, X. Li, M. Caricato, A. V. Marenich, J. Bloino, B. G. Janesko, R. Gomperts, B. Mennucci, H. P. Hratchian, J. V. Ortiz, A. F. Izmaylov, J. L. Sonnenberg, Williams, F. Ding, F. Lipparini, F. Egidi, J. Goings, B. Peng, A. Petrone, T. Henderson, D. Ranasinghe, V. G. Zakrzewski, J. Gao, N. Rega, G. Zheng, W. Liang, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, T. Vreven, K. Throssell, J. A. Montgomery Jr., J. E. Peralta, F. Ogliaro, M. J. Bearpark, J. J. Heyd, E. N. Brothers, K. N. Kudin, V. N. Staroverov, T. A. Keith, R. Kobayashi, J. Normand, K. Raghavachari, A. P. Rendell, J. C. Burant, S. S. Iyengar, J. Tomasi, M. Cossi, J. M. Millam, M. Klene, C. Adamo, R. Cammi, J. W. Ochterski, R. L. Martin, K. Morokuma, O. Farkas, J. B. Foresman, D. J. Fox, Wallingford, CT 2009.; J. Cheung, M. J. Rudolph, F. Burshteyn, M. S. Cassidy, E. N. Gary, J. Love, M. C. Franklin, J. J. Height, J. Med. Chem. 2012, 55, 10282–10286.; Y. Mao, X. Xu, W. Xu, Y. Ishida, W. S. Leal, J. B. Ames, J. Clardy Proc. Natl. Acad. Sci. USA 2010, 107, 19102–19107.; G. M. Morris, R. Huey, W. Lindstrom, M. F. Sanner, R. K. Belew, D. S. Goodsell, A. J. Olson, J. Comput. Chem. 2009, 30, 2785–2791. |
| Contributed Indexing: | Keywords: Antimicrobial; Essential oil; Mosquito larvicidal; Syzygium hemilamprum; n-Hexane |
| Substance Nomenclature: | 0 (Oils, Volatile); 0 (Insecticides); 0 (Anti-Infective Agents); 0 (Anti-Bacterial Agents) |
| Entry Date(s): | Date Created: 20240924 Date Completed: 20250117 Latest Revision: 20250117 |
| Update Code: | 20260130 |
| DOI: | 10.1002/cbdv.202401882 |
| PMID: | 39316037 |
| Database: | MEDLINE |
Journal Article