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Stigmasterol and Stigmasterone from Methanol Extract of Calophyllum soulattri Burm. F. Stem Bark

Department of Chemistry, Faculty of Mathematics and Natural Sciences, Sebelas Maret University, Surakarta, Indonesia

Received: 11 Nov 2020; Revised: 30 Mar 2021; Accepted: 30 Mar 2021; Published: 30 Apr 2021.
Open Access Copyright 2021 Jurnal Kimia Sains dan Aplikasi under http://creativecommons.org/licenses/by-sa/4.0.

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Abstract

Stigmasterol and Stigmasterone from Methanol Extract of Calophyllum soulattri Burm. F. Stem Bark. Calophyllum soulattri Burm. F. has been widely used for herbal medicine. Phytochemical investigation of C. soulattri contains a secondary metabolite of the steroid class. Steroid compounds have various biological activities, such as anti-inflammatory, antioxidant, antiproliferative, antibacterial, antimalarial, and anticancer. Two secondary metabolites steroids have been isolated and identified from the stem bark extract of C. soulattri. Isolation was carried out through the extraction (maceration), fractionation, and purification stages. Maceration is carried out using methanol as a solvent. Fractionation was carried out by vacuum liquid chromatography (VLC), and purification was by flash column chromatography. Identification of combined fractions and determination of pure isolates were used through thin-layer chromatography (TLC). The solvent used in the chromatography methods was a mixture of n-hexane and ethyl acetate. The structure isolates were identified by FTIR, 1H NMR, and 13C NMR and compared with literature data. Secondary metabolites steroids that have been isolated are identical compounds to stigmasterol and stigmasterone.

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Keywords: Calophyllum soulattri Burm. F.; stem bark extract; steroid
Funding: Universitas Sebelas Maret

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  1. Xiao-Hui Su, Man-Li Zhang, Li-Geng Li, Chang-Hong Huo, Yu-Cheng Gu, Qing-Wen Shi, Chemical Constituents of the Plants of the Genus Calophyllum, Chemistry & Biodiversity, 5, 12, (2008), 2579-2608 https://doi.org/10.1002/cbdv.200890215
  2. Siau Hui Mah, Gwendoline Cheng Lian Ee, Mawardi Rahmani, Yun Hin Taufiq-Yap, Mohd Aspollah Sukari, Soek Sin Teh, A New Pyranoxanthone from Calophyllum soulattri, Molecules, 16, 5, (2011), 3999-4004 https://doi.org/10.3390/molecules16053999
  3. Gwendoline Cheng Lian Ee, Siau Hui Mah, Soek Sin Teh, Mawardi Rahmani, Rusea Go, Yun Hin Taufiq-Yap, Soulamarin, a New Coumarin from Stem Bark of Calophyllum soulattri, Molecules, 16, 11, (2011), 9721-9727 https://doi.org/10.3390/molecules16119721
  4. Siau Hui Mah, Gwendoline Cheng Lian Ee, Soek Sin Teh, Mawardi Rahmani, Yang Mooi Lim, Rusea Go, Phylattrin, a New Cytotoxic Xanthone from Calophyllum soulattri, Molecules, 17, 7, (2012), 8303-8311 https://doi.org/10.3390/molecules17078303
  5. J. C. Gómez-Verjan, K. D. Rodríguez-Hernández, R. Reyes-Chilpa, Chapter 8 - Bioactive Coumarins and Xanthones From Calophyllum Genus and Analysis of Their Druglikeness and Toxicological Properties, in: R. Atta ur (Ed.) Studies in Natural Products Chemistry, Elsevier, 2017 https://doi.org/10.1016/B978-0-444-63930-1.00008-9
  6. Muhammad Aurang Zeb, Saadat Ullah Khan, Taj Ur Rahman, Muhammad Sajid, Shah Seloni, Isolation and Biological Activity of β-Sitosterol and Stigmasterol from the Roots of Indigofera heterantha, Pharmacy & Pharmacology International Journal, 5, 5, (2017), 204-207 https://doi.org/10.15406/ppij.2017.05.00139
  7. Navpreet Kaur, Jasmine Chaudhary, Akash Jain, Lalit Kishore, Stigmasterol: A Comprehensive Review, International Journal of Pharmaceutical Sciences and Research, 2, 9, (2011), 2259-2265 https://doi.org/10.13040/IJPSR.0975-8232.2(9).2259-65
  8. Geone Corrêa, V. G. C. Abreu, D. A. Martins, Jacqueline Takahashi, Humberto Fontoura, Denise Carmona Cara, Dorila Piló-Veloso, A. F. A. Carvalho, Anti-inflammatory and antimicrobial activities of steroids and triterpenes isolated from aerial parts of Justicia acuminatissima (Acanthaceae), International Journal of Pharmacy and Pharmaceutical Sciences, 6, 6, (2014), 75-81
  9. Luhata Lokadi Pierre, Munkombwe Namboole Moses, Isolation and Characterisation of Stigmasterol and Β -Sitosterol from Odontonema Strictum (Acanthaceae), Journal of Innovations in Pharmaceuticals and Biological Sciences, 2, 1, (2015), 88-95 https://doi.org/10.13140/RG.2.1.3689.7365
  10. Peter Forgo, Katalin E. Kövér, Gradient enhanced selective experiments in the 1H NMR chemical shift assignment of the skeleton and side-chain resonances of stigmasterol, a phytosterol derivative, Steroids, 69, 1, (2004), 43-50 https://doi.org/10.1016/j.steroids.2003.09.012
  11. A. J. Yusuf, M. I. Abdullahi, A. K. Haruna, A. Y. Idris, A. M. Musa, Isolation and Characterization of Stigmasterol and Bis-(5, 7-diacetyl-catechin-4’-α-rhamnopyranoside) from the Stem bark of Neocarya macrophylla (Sabine) Prance (Chrysobalanaceae), Nigerian Journal of Basic and Applied Sciences, 23, 1, (2015), 15-22 https://doi.org/10.4314/njbas.v23i1.3
  12. P. Muthukrishnan, P. Prakash, B. Jeyaprabha, K. Shankar, Stigmasterol extracted from Ficus hispida leaves as a green inhibitor for the mild steel corrosion in 1M HCl solution, Arabian Journal of Chemistry, 12, 8, (2019), 3345-3356 https://doi.org/10.1016/j.arabjc.2015.09.005
  13. Muluh Emmanuel Khan, Lodiya Maxwell Bala, Muniratu Maliki, Phytochemical analyses of Terminalia schimperiana (Combretaceae) root bark extract to isolate stigmasterol, Advanced Journal of Chemistry-Section A, 2, 4, (2019), 327-334 https://doi.org/10.33945/SAMI/AJCA.2019.4.6
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  15. Emmanuel Ngeufa Happi, Simone Véronique Fannang, Marie Fomani, Suzye Mireille Moladje Donkwe, Nkoungou Yomzak Carine Nicaise, Jean Duplex Wansi, Norbert Sewald, Steroids and Ceramide from the Stem Bark of Odyendyea gabonensis, Zeitschrift für Naturforschung B, 68, 8, (2013), 924-930 https://doi.org/10.5560/znb.2013-3132
  16. Anjali Ganjare, Nishikant Raut, Nutritional and medicinal potential of Amaranthus spinosus, Journal of Pharmacognosy and Phytochemistry, 8, 3, (2019), 3149-3156
  17. María González-Rodríguez, Clara Ruiz-Fernández, Vera Francisco, Djedjiga Ait Eldjoudi, Yousof Ramadan Farrag AbdElHafez, Alfonso Cordero-Barreal, Jesus Pino, Francisca Lago, Manuel Campos-Toimil, Glaucimeire Rocha Carvalho, Thiago Melo Costa Pereira, Oreste Gualillo, Pharmacological Extracts and Molecules from Virola Species: Traditional Uses, Phytochemistry, and Biological Activity, Molecules, 26, 4, (2021), 792 https://doi.org/10.3390/molecules26040792

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