Chemical composition, antibacterial, anticancer, and anti-a-glucosidase activities of essential oils from Alpinia nelumboides

Van Thi Kieu Tran; Thang Truong Le; Chuong Hoang Nguyen; Thao Nguyen Thi Tran; Viet Hoang

doi:10.7324/JAPS.2024.192641

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Abstract

The chemical composition and biological properties of essential oils extracted from the rhizomes and leaves of Alpinia nelumboides were examined in this study. The oils were isolated via hydrodistillation using a Clevenger apparatus and analyzed with GC-FID/MS. Antibacterial activity against antibiotic-resistant bacterial strains was evaluated using the agar microdilution method. Anticancer and α-glucosidase inhibitory activities were assessed through in vitro assays. Eucalyptol was identified as the major component, accounting for 71.23% and 32.82% of the rhizome and leaves oils, respectively. Both rhizome and leaf extracts exhibited antibacterial activity against several antibiotic-resistant bacterial strains, with minimum inhibitory concentration values ranging from 8 to 16 mg/ ml. The rhizome essential oil demonstrated anticancer properties against NCI-H460 (IC50 = 98.28 ± 5.22 μg/ml) and HepG2 (IC50 = 189.87 ± 3.16 μg/ml) cell lines. Additionally, it showed α-glucosidase inhibitory activity (IC50 = 2.42 mg/ml). The essential oils obtained from A. nelumboides possess promising biological activities, including antibacterial, anticancer, and α-glucosidase inhibitory properties. These findings suggest their potential use as healthcare pharmaceuticals in the future.

Keyword: Alpinia nelumboides Zingiberaceae chemical composition biological activities essential oils

Citation:

Hoang V, Kieu VTT, Thang Le T, Nguyen HC, Thao TNT. Chemical composition, antibacterial, anticancer, and anti- α-glucosidase activities of essential oils from Alpinia nelumboides. J Appl Pharm Sci. 2024. Online First. http://doi.org/10.7324/JAPS.2024.192641

Copyright: © The Author(s). This is an open-access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Reference

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14. Do TH, Duong TH, Nguyen HT, Nguyen TH, Sichaem J, Nguyen CH, et al. Biological activities of lichen-derived monoaromatic compounds. Molecules. 2022 Jan;27(9):2871. https://doi.org/10.3390/molecules27092871
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20. Masotti V, Juteau F, Bessière JM, Viano J. Seasonal and phenological variations of the essential oil from the narrow endemic species Artemisia molinieri and its biological activities. J Agric Food Chem. 2003 Nov 19;51(24):7115-21. https://doi.org/10.1021/jf034621y
21. Ud-Daula AFMS, Demirci F, Abu Salim K, Demirci B, Lim LBL, Baser KHC, et al. Chemical composition, antioxidant and antimicrobial activities of essential oils from leaves, aerial stems, basal stems, and rhizomes of Etlingera fimbriobracteata (K.Schum.) R.M.Sm. Ind Crops Prod. 2016 Jun 1;84:189-98. https://doi.org/10.1016/j.indcrop.2015.12.034
22. Composition and antibacterial activity of essential oils of Artemisia Fragrans Willd. Leaves and roots from Iran [Internet]. Available from: https://journals.sagepub.com/doi/epdf/10.1177/1934578X0900400223
23. Sivasothy Y, Awang K, Ibrahim H, Thong KL, Fitrah N, Koh XP, et al. Chemical composition and antibacterial activities of essential oils from Zingiber spectabile Griff. J Essent Oil Res. 2012 Jun;24(3):305-13. https://doi.org/10.1080/10412905.2012.676803
24. Nguyen DD, Nguyen-Ngoc H, Tran-Trung H, Nguyen DK, Nguyen LTT. Limonene and eucalyptol rich essential oils with their antimicrobial activity from the leaves and rhizomes of Conamomum vietnamense N.S. Lý & T.S. Hoang (Zingiberaceae). Pharmacia. 2023 Jan 26;70(1):91-6. https://doi.org/10.3897/pharmacia.70.e96946
25. M?czka W, Duda-Madej A, Górny A, Grabarczyk M, Wi?ska K. Can eucalyptol replace antibiotics? Mol Basel Switz. 2021 Aug 14;26(16):4933. https://doi.org/10.3390/molecules26164933
26. Investigation of the composition, antimicrobial, antioxidant, and cytotoxicity properties of Salvia abrotanoides essential oil [Internet]. Available from: https://doi.org/10.1155/2022/9304977
27. Döll-Boscardin PM, Sartoratto A, Sales Maia BHL de N, Padilha de Paula J, Nakashima T, Farago PV, et al. In vitro cytotoxic potential of essential oils of Eucalyptus benthamii and its related terpenes on tumor cell lines. Evid-Based Complement Altern Med ECAM. 2012;2012:342652. https://doi.org/10.1155/2012/342652
28. Minyi T, Hong Y, Wu X, Zhang M, Lin B, Zhou Y. Chemical constituents and cytotoxic activities of essential oils from the flowers, leaves and stems of zingiber striolatum Diels. Rec Nat Prod. 2019 Nov 26;14:144-9. https://doi.org/10.25135/rnp.143.19.05.1291
29. Donadu MG, Trong Le N, Viet Ho D, Quoc Doan T, Tuan Le A, Raal A, et al. Phytochemical compositions and biological activities of essential oils from the leaves, rhizomes and whole plant of hornstedtia bella Škorni?k. Antibiotics. 2020 Jun 18;9(6):334. https://doi.org/10.3390/antibiotics9060334
30. Synthesis, antiproliferative activity and molecular docking studies of novel doubly modified colchicine amides and sulfonamides as anticancer agents-PMC [Internet]. Available from: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7221574/
31. Kaskoos R. In-vitro α-glucosidase inhibition and antioxidant activity of methanolic extract of Centaurea calcitrapa from Iraq. Am J Essent Oils Nat Prod [Internet]. 2013 Jul 1; Available from: https://www.semanticscholar.org/paper/In-vitro-%CE%B1-glucosidase-inhibition-and-antioxidant-Kaskoos/23ab8e90ebec1495530715d77115dd645d1d3f2a
32. ?orkovi? I, Gašo-Soka? D, Pichler A, Šimunovi? J, Kopjar M. Dietary polyphenols as natural inhibitors of α-amylase and α-glucosidase. Life. 2022 Nov;12(11):1692. https://doi.org/10.3390/life12111692

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1. Springer-Verlag Berlin Heidelberg, Germany. The families and genera of vascular plants. Springer Available from: https://www.springer.com/series/1306

2. Holttum RE, Holttum RE. The Zingiberaceae of the Malay Peninsula. Gard Bull Singap. 1950 Jun 30;13:1-249.

3. P.H. Ho. An illustrated flora of Vietnam. Ho Chi Minh City, Vietnam: Youth Publish House; 2023. Vol. 3, pp 432-61.

4. Smith RM. Alpinia (Zingiberaceae): a proposed new infrageneric classification. Edinb J Bot. 1990 Mar;47(1):1-75. https://doi.org/10.1017/S0960428600003140

5. Victório CP. Therapeutic value of the genus Alpinia, Zingiberaceae. Rev Bras Farmacogn. 2011 Feb;21:194-201. https://doi.org/10.1590/S0102-695X2011005000025

6. Van HT, Thang TD, Luu TN, Doan VD. An overview of the chemical composition and biological activities of essential oils from Alpinia genus (Zingiberaceae). RSC Adv. 2021 Nov 23;11(60):37767-83. https://doi.org/10.1039/D1RA07370B

7. Thi Huong L, Dai D, Van Chung M, Dung D, Ogunwande I. Constituents of essential oils from the leaf, stem, root, fruit and flower of Alpinia macroura K. Schum. 2017 Jan 1;16:26-33.

8. Adhikari B. Distribution of Alpinia (Zingiberaceae) and their use pattern in Vietnam. J Biodivers Endanger Species. 2014 Jan 1;02. https://doi.org/10.4172/2332-2543.1000121

9. Nhan NT, Lan CT, Linh LD, Huong LT, Dai DN, Ogunwande IA. Chemical compositions of essential oils and antimicrobial activity of Alpinia kwangsiensis from Vietnam. J Essent Oil Bear Plants. 2021 Jul 4;24(4):714-23. https://doi.org/10.1080/0972060X.2021.1960204

10. Tanaka N, Hoang V, Kieu Van T, Tram N, Tagane S, Funakoshi H, et al. A new species of alpinia (Zingiberaceae: subgenus Alpinia subsect. Catimbium) from Laos and Vietnam. 2023 Feb 23;49:25-32.

11. Nguyen Hoang T, Tran-Trung H, Giang LD, Triet NT, Tran Van C, C. Vu D, et al. Alpinia nelumboides Nob.Tanaka, T.T.K.Van & V.Hoang: phytochemical analysis and antioxidant activities of pseudo-stem and rhizome essential oils. Nat Prod Res. 2023;0(0):1-8. https://doi.org/10.1080/14786419.2023.2256021

12. van Den Dool H, Dec. Kratz P. A generalization of the retention index system including linear temperature programmed gas-liquid partition chromatography. J Chromatogr A. 1963 Jan 1;11:463-71. https://doi.org/10.1016/S0021-9673(01)80947-X

13. Adams R. Identification of essential oil components by gas chromatography / mass spectroscopy. Soc Mass Spectrometry. 1995;Vol. 16(11):65-120.

14. Do TH, Duong TH, Nguyen HT, Nguyen TH, Sichaem J, Nguyen CH, et al. Biological activities of lichen-derived monoaromatic compounds. Molecules. 2022 Jan;27(9):2871. https://doi.org/10.3390/molecules27092871

15. Wiegand I, Hilpert K, Hancock REW. Agar and broth dilution methods to determine the minimal inhibitory concentration (MIC) of antimicrobial substances. Nat Protoc. 2008;3(2):163-75. https://doi.org/10.1038/nprot.2007.521

16. Selective cytotoxicity of a Vietnamese traditional formula, Nam Dia long, against MCF-7 cells by synergistic effects-PubMed [Internet]. Available from: https://pubmed.ncbi.nlm.nih.gov/27421261/

17. Phongpaichit S, Nikom J, Rungjindamai N, Sakayaroj J, Hutadilok-Towatana N, Rukachaisirikul V, et al. Biological activities of extracts from endophytic fungi isolated from Garcinia plants. FEMS Immunol Med Microbiol. 2007 Dec;51(3):517-25. https://doi.org/10.1111/j.1574-695X.2007.00331.x

18. Tra NT, Ha NX, Tuyen NV, Thuy Linh NT, Thu Ha NT, Cham BT, et al. Essential oils of Alpinia vietnamica rhizomes and leaves: chemical composition, cytotoxicity, α-glucosidase inhibition, and molecular docking approach. Nat Prod Commun. 2023 Oct;18(10):1934578X231206280-[Internet]. Available from: https://journals.sagepub.com/doi/10.1177/1934578X231206280

19. Bhuiyan MNI, Begum J, Anwar MN. Essential oils of leaves and rhizomes of Kaempferia galanga Linn. Chittagong Univ J Biol Sci [Internet]. 2008 Jan 1; Available from: https://paperity.org/p/254070735/essential-oils-of-leaves-and-rhizomes-of-kaempferia-galanga-linn

20. Masotti V, Juteau F, Bessière JM, Viano J. Seasonal and phenological variations of the essential oil from the narrow endemic species Artemisia molinieri and its biological activities. J Agric Food Chem. 2003 Nov 19;51(24):7115-21. https://doi.org/10.1021/jf034621y

21. Ud-Daula AFMS, Demirci F, Abu Salim K, Demirci B, Lim LBL, Baser KHC, et al. Chemical composition, antioxidant and antimicrobial activities of essential oils from leaves, aerial stems, basal stems, and rhizomes of Etlingera fimbriobracteata (K.Schum.) R.M.Sm. Ind Crops Prod. 2016 Jun 1;84:189-98. https://doi.org/10.1016/j.indcrop.2015.12.034

22. Composition and antibacterial activity of essential oils of Artemisia Fragrans Willd. Leaves and roots from Iran [Internet]. Available from: https://journals.sagepub.com/doi/epdf/10.1177/1934578X0900400223

23. Sivasothy Y, Awang K, Ibrahim H, Thong KL, Fitrah N, Koh XP, et al. Chemical composition and antibacterial activities of essential oils from Zingiber spectabile Griff. J Essent Oil Res. 2012 Jun;24(3):305-13. https://doi.org/10.1080/10412905.2012.676803

24. Nguyen DD, Nguyen-Ngoc H, Tran-Trung H, Nguyen DK, Nguyen LTT. Limonene and eucalyptol rich essential oils with their antimicrobial activity from the leaves and rhizomes of Conamomum vietnamense N.S. Lý & T.S. Hoang (Zingiberaceae). Pharmacia. 2023 Jan 26;70(1):91-6. https://doi.org/10.3897/pharmacia.70.e96946

25. M?czka W, Duda-Madej A, Górny A, Grabarczyk M, Wi?ska K. Can eucalyptol replace antibiotics? Mol Basel Switz. 2021 Aug 14;26(16):4933. https://doi.org/10.3390/molecules26164933

26. Investigation of the composition, antimicrobial, antioxidant, and cytotoxicity properties of Salvia abrotanoides essential oil [Internet]. Available from: https://doi.org/10.1155/2022/9304977

27. Döll-Boscardin PM, Sartoratto A, Sales Maia BHL de N, Padilha de Paula J, Nakashima T, Farago PV, et al. In vitro cytotoxic potential of essential oils of Eucalyptus benthamii and its related terpenes on tumor cell lines. Evid-Based Complement Altern Med ECAM. 2012;2012:342652. https://doi.org/10.1155/2012/342652

28. Minyi T, Hong Y, Wu X, Zhang M, Lin B, Zhou Y. Chemical constituents and cytotoxic activities of essential oils from the flowers, leaves and stems of zingiber striolatum Diels. Rec Nat Prod. 2019 Nov 26;14:144-9. https://doi.org/10.25135/rnp.143.19.05.1291

29. Donadu MG, Trong Le N, Viet Ho D, Quoc Doan T, Tuan Le A, Raal A, et al. Phytochemical compositions and biological activities of essential oils from the leaves, rhizomes and whole plant of hornstedtia bella Škorni?k. Antibiotics. 2020 Jun 18;9(6):334. https://doi.org/10.3390/antibiotics9060334

30. Synthesis, antiproliferative activity and molecular docking studies of novel doubly modified colchicine amides and sulfonamides as anticancer agents-PMC [Internet]. Available from: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7221574/

31. Kaskoos R. In-vitro α-glucosidase inhibition and antioxidant activity of methanolic extract of Centaurea calcitrapa from Iraq. Am J Essent Oils Nat Prod [Internet]. 2013 Jul 1; Available from: https://www.semanticscholar.org/paper/In-vitro-%CE%B1-glucosidase-inhibition-and-antioxidant-Kaskoos/23ab8e90ebec1495530715d77115dd645d1d3f2a

32. ?orkovi? I, Gašo-Soka? D, Pichler A, Šimunovi? J, Kopjar M. Dietary polyphenols as natural inhibitors of α-amylase and α-glucosidase. Life. 2022 Nov;12(11):1692. https://doi.org/10.3390/life12111692