Chemotaxonomy in the Etlingera Genus from Sulawesi, Indonesia: Design and molecular docking of antioxidant marker
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Abstract
Abstract. Hamsidi R, Karmilah, Daud NS, Malaka MH, Yodha AWM, Musdalipah, Arfan, Sahidin. 2024. Chemotaxonomy in the Etlingera Genus from Sulawesi, Indonesia: Design and molecular docking of antioxidant marker. Biodiversitas 25: 449-457. Etlingera is one of the important genera in the Zingiberaceae family because of its potential uses. Several studies have been conducted on the Genus Etlingera as nutraceuticals and drugs. Recently new species have been found in the Sulawesi Region, Indonesia, namely E. canaria A.D.Poulsen and E. echinulate A.D.Poulsen. Based on literature review through sciencedirect and springer link, both species unknown for their chemical and pharmacological content, so it is necessary to continue to reveal the deeper potential. The fruits of E. calophrys (K.Schum.) A.D.Poulsen, E. canaria and E. echinulate were extracted with methanol by maceration method. The chemical content of each extract was analyzed using a Liquid Chromatography Mass Spectrometer (LCMS). Antioxidant activity was tested based on the 1,1-Diphenyl-2-Picrylhydrazyl (DPPH) method. The ability as an antioxidant is proven by the molecular interactions of marker compounds in inhibiting xanthine oxidase. The secondary metabolites contained in the fruit extracts of E. calophrys, E. canaria and E. echinulate are E-p-Coumatic acid, 1,5-Dimethyl citrate, Trimethyl citrate, Crocetin, Tanshinone IIA, Ethinyl Estradiol, Yakuchinone B, Anisalacetone, Yakuchinone A, Nobilin, ?-Estradiol, Momor-cerebroside I, Spinasterone, 12-Hydroxy-methyl abietate, Spinasterol, 2,3-Dihydroxypropyl oleate, 11-Octadecenoate acid methyl ester, Stigmastan-3,6-dione, b-Sitosterol- 3-O-b-D-glucopyranoside, Trilaurin, 28-O-Hexahydrophthalate and Fasciculol C. Yakuchinone A and Yakuchinone B are chemotaxonomic marker compounds identified in all species. The antioxidant properties of each extract of 42.27±0.53, 46.59±0.81 and 35.66±0.73 mg/L have been proven by the molecular interactions of the marker compounds in their ability to act as xanthine oxidase inhibitors. The compounds Yakuchinone A and Yakuchinone B are thought to be responsible for the pharmacological activity of the species E. calophrys, E. canaria and E. echinulate. Yakuchinone A and Yakuchinone B are marker compounds because they are distributed in all samples.
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References
Altemimi A, Lakhssassi N, Baharlouei A, Watson DG, Lightfoot DA. 2017. Review phytochemicals: Extraction, isolation, and identification of bioactive compounds from plant extracts. Plants 6 (4): 42. DOI: 10.3390/plants6040042.
Arfan A, Muliadi R, Malina R, Trinovitasari N, Asnawi A. 2022. Docking and dynamics studies: Identifying the binding ability of Quercetin analogs to the ADP-Ribose Phosphatase of SARS CoV-2. J Kartika Kimia 5 (2): 145-151. DOI: 10.26874/jkkv5i2.143.
Asyhar R, Minarni M, Arista RA, Nurcholis W. 2023. Total phenolic and flavonoid contents and their antioxidant capacity of Curcuma xanthorrhiza accessions from Jambi. Biodiversitas 24 (9): 5007-5014. DOI: 10.13057/biodiv/d240944.
Awang-Jamil Z, Aminuddin MF, Zaidi BQ, Basri AM, Ahmad N, Taha H. 2021. Phytochemicals and antimicrobial analysis of selected medicinal plants from Brunei Darussalam. Biodiversitas 22 (2): 601-606. DOI: 10.13057/biodiv/d220211.
Bamigboye RA, Oloyede F, Akinpelu BA, Idowu TO. 2020. Phytochemical and chemotaxonomic studies on pteris species from Southwestern Nigeria. Trop J Nat Prod Res 4 (9): 590-595. DOI: 10.26538/tjnpr/v4i9.16.
Batubara I, Komariah K, Sandrawati A, Nurcholis W. 2020. Genotype selection for phytochemical content and pharmacological activities in ethanol extracts of fifteen types of Orthosiphon aristatus (Blume) Miq. leaves using chemometric analysis. Sci Rep 10: 20945. DOI: 10.1038/s41598-020-77991-2.
Breaud C, Lallemand L, Mares G, Mabrouki F, Bertolotti M, Simmler C, Greff S, Mauduit M, Herbette G, Garayev E, Lavergne C, Cesari M, Bun-Llopet S-S, Baghdikian B, Garayev E. 2022. LC-MS based phytochemical profiling towards the identification of antioxidant markers in some endemic Aloe species from Mascarene Islands. Antioxidants 12 (1): 50. DOI: 10.3390/ antiox12010050.
Chan EWC, Lim YY, Wong SK. 2011. Phytochemistry and pharmacological properties of Etlingera elatior: A review. Pharmacogn J 3 (22): 6-10. DOI: 10.5530/pj.2011.22.2.
Chekol TN. 2019. Substrate specificity at the molybdenum site in Xanthine Oxidase Enzyme. Intl J Biochem Res Rev 26 (4): 1-25. DOI: 10.9734/ijbcrr/2019/v26i430102.
Dong C, Montes M, Al-Sawai WM. 2020. Xanthine oxidoreductase inhibition - A review of computational aspect. J Theor Comput Chem 19 (4): 20400088. DOI: 10.1142/S0219633620400088.
Droop J. 2012. Book Review - Etlingera of Sulawesi. 2013. Natural History Publications (Borneo), Malaysia. Edinburgh J Bot 70 (3): 491-492. DOI: 10.1017/S096042861300019X.
Elfahmi, Woerdenbag HJ, Jamu, Kayser O. 2014. Indonesian traditional herbal medicine towards rational phytopharmacological use. J Herb Med 4 (2): 51-73. DOI: 10.1016/j.hermed.2014.01.002.
Fathir A, Haikal M, Wahyudi D. 2021. Ethnobotanical study of medicinal plants used for maintaining stamina in madura ethnic, East Java, Indonesia. Biodiversitas 22 (1): 386-392. DOI: 10.13057/biodiv/d220147.
Fonmboh DJ, Abah ER, Fokunang TE, Herve B, Teke GN, Rose NM, Borgia NN, Fokunang LB, Andrew BN, Kaba N, Bathelemy N, Ntungwen FC. 2020. An overview of methods of extraction, isolation and characterization of natural medicinal plant products in improved traditional medicine research. Asian J Res Med Pharm Sci 9 (2): 31-57. DOI: 10.9734/ajrimps/2020/v9i230152.
Gutiérrez-Del-Río I, López-Ibáñez S, Magadán-Corpas P, Fernández-Calleja L, Pérez-Valero Á, Tuñón-Granda M, Miguélez EM, Villar CJ, Lombó F. 2021. Terpenoids and polyphenols as natural antioxidant agents in food preservation. Antioxidants 10 (8): 1264. DOI: 10.3390/antiox10081264.
Hamsidi R, Wahyuni W, Sahidin I, Apriyani E, Harsono H, Azizah NA, Malik F, Yodha AWM, Purnama LOMJ, Fristiohady A. 2021. Suppression of proinflammatory cytokines by Etlingera alba (A.D.) Poulsen rhizome extract and its antibacterial properties. Adv Pharmacol Pharm Sci 2021: 5570073. DOI: 10.1155/2021/5570073.
Hille R. 2023. Xanthine oxidase-A personal history. Molecules 28 (4): 1921. DOI: 10.3390/molecules28041921.
Juwita T, Puspitasari IM, Levita J. 2018. Torch ginger (Etlingera elatior): A review on its botanical aspects, phytoconstituents and pharmacological activities. Pak J Biol Sci 21: 151-165. DOI: 10.3923/pjbs.2018.151.165.
Kamal FZ, Stanciu GD, Lefter R, Cotea VV, Niculaua M, Ababei DC, Ciobica A, Ech-Chahad A. 2022. Chemical composition and antioxidant activity of Ammi visnaga L. essential oil. Antioxidants 11 (2): 347. DOI: 10.3390/antiox11020347.
Mahdavi B, Yaacob WA, Din LB. 2017. Chemical composition, antioxidant, and antibacterial activity of essential oils from Etlingera sayapensis A.D. Poulsen & Ibrahim. Asian Pac J Trop Med 10 (8): 819-826. DOI: 10.1016/j.apjtm.2017.08.006.
Meng GY, Abas R, Syakroni N, Razak NIA, Nor NHM, Asri SFM, Salihan S, Zainal NHM, Thani SM, Saat A. 2020. Evaluation and determinants of secondary metabolites and its antioxidant activities of various fractions from Albizia myriophylla Bark. Proceedings 61 (1): 7. DOI: 10.3390/iecn2020-07004.
Morris GM, Huey R, Olson AJ. 2008. Using AutoDock for ligand-receptor docking. Curr Protoc Bioinformatics 24 (1): 8.14.1-8.14.40. DOI: 10.1002/0471250953.bi0814s24.
Motiejunas D, Wade RC. 2007. Structural, energetic, and dynamic aspects of ligand-receptor interactions. In: Triggle DJ, Taylor JB (eds). Comprehensive Medicinal Chemistry II. DOI: 10.1016/b0-08-045044-x/00250-9.
Musdalipah, Karmilah, Tee SA, Nurhikma E, Fauziah Y, Fristiohady A, Sahidin I, Yodha AWM. 2021a. Meistera chinensis fruit properties: Chemical compound, antioxidant, antimicrobial, and antifungal activity. IOP Conf Ser: Earth Environ Sci 755: 012014. DOI: 10.1088/1755-1315/755/1/012014.
Musdalipah, Karmilah, Tee SA, Yodha AWM, Sahidin I, Fristiohady A. 2021b. In vitro antioxidant assay and qualitative phytochemical estimation of Meistera chinensis from Southeast Sulawesi In vitro antioxidant assay and qualitative phytochemical estimation of Meistera chinensis from Southeast Sulawesi. J Phys: Conf Ser 1763: 012093. DOI: 10.1088/1742-6596/1763/1/012093.
Nayaka NMDMW, Yuda PESK, Sanjaya DA, Ernawati DK, Cahyaningsih E, Dewi NLKAA, Sasadara MMV. 2023. Ethnobotanical study of medicinal plant usage during Covid-19 pandemic: A community-based survey in Indonesia. Biotropia 30 (2): 183-194. DOI: 10.11598/btb.2023.30.2.1784.
Nugroho Y, Soendjoto MA, Suyanto, Matatula J, Alam S, Wirabuana PYAP. 2022. Traditional medicinal plants and their utilization by local communities around Lambung Mangkurat Education Forests, South Kalimantan, Indonesia. Biodiversitas 23 (1): 306-314. DOI: 10.13057/biodiv/d230137.
Panphut W, Budsabun T, Sangsuriya P. 2020. In vitro antimicrobial activity of Piper retrofractum fruit extracts against microbial pathogens causing infections in human and animals. Intl J Microbiol 2020: 5638961. DOI: 10.1155/2020/5638961.
Rullo R, Cerchia C, Nasso R, Romanelli V, De Vendittis E, Masullo M, Lavecchia A. 2023. Novel reversible inhibitors of Xanthine Oxidase targeting the active site of the enzyme. Antioxidants 12 (4): 825. DOI: 10.3390/antiox12040825.
Sadarun B, Rahmatika NS, Yodha AWM, Fristiohady A, Sundowo A, Baharum SN, Sahidin I. 2022. Antioxidant and cytotoxic properties of soft coral Nepthea sp. Ilmu Kelautan: Indones J Mar Sci 27 (1): 29-36. DOI: 10.14710/ik.ijms.27.1.29-36.
Sahidin I, Bahrun A, Taufik M, Yodha AWM, Sabandar CW, Imran I, Kadidae LO, Darmawan A, Widodo H, Diantini A. 2019. Chemical constituents of Persicaria sagittata (L.) H.Gross: Antioxidant activity and chemotaxonomy significance. Jundishapur J Nat Pharm Prod 15 (1): e64788. DOI: 10.5812/jjnpp.64788.
Sahidin I, Sabandar CW, Wahyuni, Hamsidi R, Mardikasari SA, Zubaydah WOS, Sadarun B, Musnina WOS, Darmawan A, Sundowo A. 2020. Investigation of compounds and biological activity of selected Indonesian marine sponges. Nat Prod J 10 (3): 312-321. DOI: 10.2174/2210315509666190627105237.
Sahidin I, Wahyuni, Malaka MH, Jabbar A, Imran I, Manggau MA. 2018. Evaluation of antiradical scavenger activity of extract and compounds from Etlingera calophrys stems. Asian J Pharm Clin Res 11 (2): 238-241. DOI: 10.22159/ajpcr.2018.v11i2.22535.
Sahidin I, Wahyuni, Rahim AR, Arba M, Yodha AWM, Rahmatika NS, Sabandar CW, Manggau MA, Khalid RM, Al Muqarrabun LMR, Rosandy AR, Chahyadi A, Hartati R, Elfahmi. 2022. Radical scavenging and antimicrobial activities of diarylheptanoids and steroids from Etlingera calophrys Rhizome. Sustain Chem Pharm J 29 (1): 100767. DOI: 10.1016/j.scp.2022.100767.
Sahidin S, Hakini E, Syah YM, Juliawati LD, Achmad SA, Din LB, Latip J. 2006. Phytochemical screening of Hopea mengarawan and its implication against chemotaxonomy of Hopea. Berita Biologi 8 (2): 107-114. DOI: 10.14203/beritabiologi.v8i2.2036. [Indonesian]
Schmidt HM, Kelley EE, Straub AC. 2019. The impact of Xanthine Oxidase (XO) on hemolytic diseases. Redox Biol 21: 101072. DOI: 10.1016/j.redox.2018.101072.
Thirumurugan D, Cholarajan A, Raja SSS, Vijayakumar R. 2018. An Introductory Chapter: Secondary Metabolites. Intechopen, United Kingdom. DOI: 10.5772/intechopen.79766.
Trimanto, Hapsari L. 2018. Short Communication: A new record of Etlingera megalocheilos (Griff.) A.D. Poulsen (Zingiberaceae) in Sulawesi, Indonesia. Biodiversitas 19 (4): 1227-1235. DOI: 10.13057/biodiv/d190407.
Wahyuni W, Diantini A, Ghozali M, Subarnas A, Julaeha E, Amalia R, Fristiohady A, Sundowo A, Fajriah S, Hadisaputri YE, Febrianti RM, Azzahara F, Yodha AWM, Sahidin I. 2022. In-vitro Anticancer activity of chemical constituents from Etlingera alba Poulsen against triple negative breast cancer and in silico approaches towards matrix Metalloproteinase-1 inhibition. Indones J Sci Technol 7 (2): 251-278. DOI: 10.17509/ijost.v7i2.50547.
Wahyuni W, Diantini A, Ghozali M, Subarnas A, Julaeha E, Amalia R, Sahidin I. 2021a. Phytochemical screening, toxicity activity and antioxidant capacity of ethanolic extract of Etlingera alba rhizome. Pak J Biol Sci 24 (7): 807-814. DOI: 10.3923/pjbs.2021.807.814.
Wahyuni W, Diantini A, Ghozali M, Subarnas A, Julaeha E, Amalia R, Sahidin I. 2021b. Cytotoxic and antimigration activity of Etlingera alba (A.D.) Poulsen rhizome. Adv Pharmacol Pharm Sci 2021: 6597402. DOI: 10.1155/2021/6597402.
Warsito MF, Untari F, Prasetyoputri A, Rachman F, Septiana E, Bayu A, Atikana A, Sukmarini L, Putra MY. 2022. Antibacterial and antioxidant activities of ginger essential oils. Microbiol Indones 15 (4): 1-15. DOI: 10.5454/mi.15.4.1.
Xue H, Xu M, Gong D, Zhang G. 2023. Mechanism of flavonoids inhibiting xanthine oxidase and alleviating hyperuricemia from structure-activity relationship and animal experiments: A review. Food Front 4 (4): 1643-1665. DOI: 10.1002/fft2.287.
Yodha AWM, Badia E, Musdalipah, Setiawan MA, Daud NS, Fusvita A, Fristiohady A, Sahidin. 2023. Essential oils of Alpinia monopleura and their antibacterial and antioxidant activity. Molekul 18 (1): 80-88. DOI: 10.20884/1.jm.2023.18.1.6265.
Zandalinas SI, Balfagón D, Gómez-Cadenas A, Mittler R. 2022. Plant responses to climate change: Metabolic changes under combined abiotic stresses. J Exp Bot 73: 3339-3354. DOI: 10.1093/jxb/erac073.