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Total Hyptolide of Indonesian Hyptis pectinata extracts in a various solvent using HPLC and UV-Vis spectroscopy and their toxicities

Chemistry Department, Faculty of Sciences and Mathematics, Diponegoro University, Indonesia

Received: 30 Jun 2019; Revised: 5 Nov 2019; Accepted: 13 Nov 2019; Available online: 30 Nov 2019; Published: 30 Nov 2019.
Open Access Copyright 2019 Jurnal Kimia Sains dan Aplikasi under http://creativecommons.org/licenses/by-sa/4.0.

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Abstract

The bioactive compound of hyptolide has been isolated from an Indonesian plant Hyptis pectinata using various solvents. The pure compound was then used as a standard in quantitative analysis using HPLC and UV-Vis spectroscopy in ethanol (EEth), ethyl acetate (EEa), acetone (Eac) and hexane (Ehex) extract each earned 3.14%, 0.01%, 1.33% and 0.04% (dry weight per sample). The standard curve of hyptolide using UV spectroscopy has been obtained with the coefficient of relationship (r) of 0.997. However, the use of spectroscopy was not recommended for the standardization of hyptolide in the extract due to interference from other compounds that absorb the same wavelength. Furthermore, the toxicity test using the Brine Shrimp lethality test shows LC50 value of 92-181 ppm, which was in EEa compared to EEth, Eac, and Ehex.

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Keywords: Hyptis pectinate; hyptolide; standardization; solvent influence; HPLC
Funding: the Ministry of Research, Technology, and Higher Education Republic of Indonesia No15/1170C UN 7.5/PG/2012

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  1. K. Gorter, Sur Phytolide, principe amer d'Hyptis pectinata poit, Bulletin du Jardin botanique de Buitenzorg, 3, 1, (1920) 327
  2. S. Achmad, T. Hoeyer, A. Kjaer, L. Makmur and R. Norrestam, ChemInform Abstract: Molecular and Crystal Structure of Hyptolide, a Naturally Occurring α,β-Unsaturated δ-Lactone, ChemInform, 19, 8, (1988) https://doi.org/10.1002/chin.198808346
  3. Gowravaram Sabitha, A. Raju, C. Nagendra Reddy and J. S. Yadav, Stereoselective total synthesis of (+)-hyptolide, RSC Advances, 4, 3, (2014) 1496-1502 https://doi.org/10.1039/C3RA45042B
  4. Jorge García-Fortanet, Juan Murga, Miguel Carda and J. A. Marco, Stereoselective synthesis of hyptolide and 6-epi-hyptolide, Tetrahedron, 60, 52, (2004) 12261-12267 https://doi.org/10.1016/j.tet.2004.10.010
  5. Lucero Martínez-Fructuoso, Rogelio Pereda-Miranda, Daniel Rosas-Ramírez, Mabel Fragoso-Serrano, Carlos M. Cerda-García-Rojas, Aline Soares da Silva, Gilda Guimarães Leitão and Suzana Guimarães Leitão, Structure Elucidation, Conformation, and Configuration of Cytotoxic 6-Heptyl-5,6-dihydro-2H-pyran-2-ones from Hyptis Species and Their Molecular Docking to α-Tubulin, Journal of Natural Products, 82, 3, (2019) 520-531 https://doi.org/10.1021/acs.jnatprod.8b00908
  6. José Alberto Mendoza-Espinoza, Fabian López-Vallejo, Mabel Fragoso-Serrano, Rogelio Pereda-Miranda and Carlos M. Cerda-García-Rojas, Structural Reassignment, Absolute Configuration, and Conformation of Hypurticin, a Highly Flexible Polyacyloxy-6-heptenyl-5,6-dihydro-2H-pyran-2-one, Journal of Natural Products, 72, 4, (2009) 700-708 https://doi.org/10.1021/np800447k
  7. T. Vijaya Kumar, G. Shankaraiah, K. Suresh Babu and J. Madhusudana Rao, Stereoselective synthesis of pectinolide C, Tetrahedron Letters, 54, 11, (2013) 1397-1400 https://doi.org/10.1016/j.tetlet.2012.12.114
  8. Meiny Suzery, Ely Kusniawati, Dwi Hudiyanti and Bambang Cahyono, Sintesis Senyawa C18H26O9 Dari Hiptolida Hasil Isolasi Daun Hyptis Pectinata, Reaktor, 14, 1, (2012) 68-72 https://doi.org/10.14710/reaktor.14.1.68-72
  9. G. B. Melo, R. L. Silva, V. A. Melo, Â R. Antoniolli, M. E. Jordani Souza, M. C. Jordani and O. Castro-e-Silva, Effect of the aqueous extract of Hyptis pectinata on liver mitochondrial respiration, Phytomedicine, 12, 5, (2005) 359-362 https://doi.org/10.1016/j.phymed.2004.02.009
  10. Larissa J. R. P. Raymundo, Carolina C. Guilhon, Daniela S. Alviano, Maria Eline Matheus, Angelo R. Antoniolli, Sócrates C. H. Cavalcanti, Péricles B. Alves, Celuta S. Alviano and Patrícia D. Fernandes, Characterisation of the anti-inflammatory and antinociceptive activities of the Hyptis pectinata (L.) Poit essential oil, Journal of Ethnopharmacology, 134, 3, (2011) 725-732 https://doi.org/10.1016/j.jep.2011.01.027
  11. Tatianny A. Andrade, Thiago S. Freitas, Francielly O. Araújo, Paula P. Menezes, Grace Anne A. Dória, Alessandra S. Rabelo, Lucindo J. Quintans-Júnior, Márcio R. V. Santos, Daniel P. Bezerra, Mairim R. Serafini, Irwin Rose A. Menezes, Paula Santos Nunes, Adriano A. S. Araújo, Maria S. Costa, Fábia F. Campina, Antonia T. L. Santos, Ana R. P. Silva and Henrique D. M. Coutinho, Physico-chemical characterization and antibacterial activity of inclusion complexes of Hyptis martiusii Benth essential oil in β-cyclodextrin, Biomedicine & Pharmacotherapy, 89, (2017) 201-207 https://doi.org/10.1016/j.biopha.2017.01.158
  12. Fernanda R. Santana, Liany Luna-Dulcey, Víctor U. Antunes, Claudio F. Tormena, Marcia R. Cominetti, Marcelo C. Duarte and James A. da Silva, Evaluation of the cytotoxicity on breast cancer cell of extracts and compounds isolated from Hyptis pectinata (L.) poit, Natural Product Research, (2019) 1-8 https://doi.org/10.1080/14786419.2019.1628747
  13. Jinghai J. Xu, Dolores Diaz and Peter J. O’Brien, Applications of cytotoxicity assays and pre-lethal mechanistic assays for assessment of human hepatotoxicity potential, Chemico-Biological Interactions, 150, 1, (2004) 115-128 https://doi.org/10.1016/j.cbi.2004.09.011
  14. Erman Salih Istifli, Mehmet Tahir Hüsunet and Hasan Basri Ila, Cell Division, Cytotoxicity, and the Assays Used in the Detection of Cytotoxicity, in: Cytotoxicity-Definition, Identification, and Cytotoxic Compounds, IntechOpen, 2019
  15. D. S. Rejeki, A. L. N. Aminin and M. Suzery, Preliminary Study of Hyptis pectinata (L.) Poit Extract Biotransformation by Aspergillus niger, IOP Conference Series: Materials Science and Engineering, 349, (2018) 012004 https://doi.org/10.1088/1757-899x/349/1/012004
  16. Ye Deng, Marcy J. Balunas, Jeong-Ah Kim, Daniel D. Lantvit, Young-Won Chin, Heebyung Chai, Sugeng Sugiarso, Leonardus B. S. Kardono, Harry H. S. Fong, John M. Pezzuto, Steven M. Swanson, Esperanza J. Carcache de Blanco and A. Douglas Kinghorn, Bioactive 5,6-Dihydro-α-pyrone Derivatives from Hyptis brevipes, Journal of Natural Products, 72, 6, (2009) 1165-1169 https://doi.org/10.1021/np9001724
  17. Ammar Altemimi, Naoufal Lakhssassi, Azam Baharlouei, G. Dennis Watson and A. David Lightfoot, Phytochemicals: Extraction, Isolation, and Identification of Bioactive Compounds from Plant Extracts, Plants, 6, 4, (2017) https://doi.org/10.3390/plants6040042
  18. S. M. Dhivya and K. Kalaichelvi, Uv-Visible Spectroscopic and FTIR Analysis of Sarcostemma brevistigma, Wight. And Arn, International Journal of Current Pharmaceutical Research, 9, 3, (2017) https://doi.org/10.22159/ijcpr.2017.v9i3.18890
  19. Bambang Cahyono, Segi Praktis Pemisahan Senyawa Organik, Universitas Diponegoro, Semarang, 2011
  20. Paul C Chikezie, Chiedozie O Ibegbulem and Ferdinand N Mbagwu, Bioactive principles from medicinal plants, Research Journal of Phytochemistry, 9, 3, (2015) 88-115 http://dx.doi.org/10.3923/rjphyto.2015.88.115
  21. Dionne M. Boalino, Joseph D. Connolly, Stewart McLean, William F. Reynolds and Winston F. Tinto, α-Pyrones and a 2(5H)-furanone from Hyptis pectinata, Phytochemistry, 64, 7, (2003) 1303-1307 https://doi.org/10.1016/j.phytochem.2003.08.017
  22. B. N. Meyer, N. R. Ferrigni, J. E. Putnam, L. B. Jacobsen, D. E. Nichols and J. L. McLaughlin, Brine Shrimp: A Convenient General Bioassay for Active Plant Constituents, Planta Med, 45, 05, (1982) 31-34 http://doi.org/10.1055/s-2007-971236
  23. José Galberto M da Costa, Adriana R Campos, Samara A Brito, Carla Karine B Pereira, Erlânio O Souza and Fabíola Fernandes G Rodrigues, Biological screening of araripe basin medicinal plants using Artemia salina Leach and pathogenic bacteria, Pharmacognosy magazine, 6, 24, (2010) 331 https://doi.org/10.4103/0973-1296.71792

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