Solubility Study of Flexirubin Pigment Isolated from Chryseobacterium artocarpi CECT 8497 in Bio-Based Solvents

Authors

  • Noor Adyanti Rusdi Department of Chemistry, Faculty of Science, Universiti Teknologi Malaysia, 81310 Johor Bahru, Johor, Malaysia.
  • Yong Hui Lim Department of Chemistry, Faculty of Science, Universiti Teknologi Malaysia, 81310 Johor Bahru, Johor, Malaysia.
  • Nurhidayah Hassan Department of Chemistry, Faculty of Science, Universiti Teknologi Malaysia, 81310 Johor Bahru, Johor, Malaysia.
  • Wan Azlina Ahmad Department of Chemistry, Faculty of Science, Universiti Teknologi Malaysia, 81310 Johor Bahru, Johor, Malaysia.
  • Siti Aminah Setu Department of Chemistry, Faculty of Science, Universiti Teknologi Malaysia, 81310 Johor Bahru, Johor, Malaysia.

DOI:

https://doi.org/10.11113/jomalisc.v1.7

Keywords:

Flexirubin, solubility, bio-based solvents, polarity, microbial pigment

Abstract

Flexirubin is a natural pigment having yellowish-orange color and pharmacological properties. However, its solubility is limited to a few organic and inorganic solvents such as acetone, sodium carbonate, and sodium hydroxide. Therefore, further research works to improve the solubility of flexirubin in solvents are highly required to enhance its applications and properties. In this study, bio-based solvents which are D-limonene, ethyl acetate, ethanol, propanol, butanol were applied in the solubility study of flexirubin pigment and were compared with acetone as the positive control. These solvents were chosen due to their non-toxic and biodegradable properties. The crude flexirubin pigment was obtained from the cultivation of Chryseobacterium artocarpi CECT 8497 and extracted using acetone solvent. It was observed that the production of flexirubin pigment was 0.095 mg/L. The presence of flexirubin pigment was confirmed using attenuated total reflectance - Fourier transform infrared (ATR-FTIR) spectrophotometer and ultraviolet-visible (UV-Vis) spectrophotometer. Meanwhile, the appearance color of flexirubin was assessed using ColorFlex colorimeter. It was demonstrated that the polarity of a solvent affects the solvent efficiency to solubilize the flexirubin pigment. Hence, it is vital to understand the solvent properties, especially the solvent polarity, in order to explain the solute-solvent interaction and solvatochromism phenomenon. The molar absorptivity coefficient obtained from UV-Vis absorption was calculated using Beer-Lambert law. The results demonstrated that the molar absorptivity coefficient of flexirubin increased from acetone, ethyl acetate, propanol, ethanol, D-limonene, and butanol with a range of 19 to 84 L mol-1 cm-1. The hydrophobic structure of crude flexirubin pigment has caused it to deliver better solubility in non-polar solvents, D-limonene, and butanol. Hence, both solvents gave slightly similar absorption with less polar acetone. In conclusion, this study confirmed the feasibility of applying bio-based solvents as alternative solvents to expand the solubility potential of flexirubin pigment. This finding is expected to provide its usefulness as the potential bio-based solvent, especially in the pharmaceutical and food industries.

References

C. K. Venil, A. R. Khasim, C. A. Aruldass, and W. A. Ahmad, “Microencapsulation of flexirubin-type pigment by spray drying: Characterization and antioxidant activity,” International Biodeterioration and Biodegradation, vol. 113, pp. 350–356, 2016, doi: 10.1016/j.ibiod.2016.01.014

C. K. Venil et al., “Synthesis of flexirubin-mediated silver nanoparticles using Chryseobacterium artocarpi CECT 8497 and investigation of its anticancer activity,” Materials Science and Engineering C, vol. 59, pp. 228–234, 2016, doi: 10.1016/j.msec.2015.10.019

M. A. Wahidin, C. A. Aruldass, M. A. Asyraf Mohd Hamzah, S. A. Setu, and W. A. Ahmad, “Flexirubin-type Pigment Production from Chryseobacterium artocarpi CECT 8497 and its Application as Natural Ink,” Journal of Energy and Environmental Sustainability, vol. 3, pp. 62–65, 2017, doi: 10.47469/jees.2017.v03.100033

M. Eghdamtalab, A. Kanaani, and A. Kanaani, “The effect of solvent polarity on solubility of HMX and FOX-7: A DFT study,” 2017. [Online]. Available: https://www.researchgate.net/publication/318786492

G. G. Marcheafave, C. D. Tormena, E. D. Pauli, M. Rakocevic, R. E. Bruns, and I. S. Scarminio, “Experimental mixture design solvent effects on pigment extraction and antioxidant activity from Coffea arabica L. leaves,” Microchemical Journal, vol. 146, no. January, pp. 713–721, 2019, doi: 10.1016/j.microc.2019.01.073

C. Ranjan Sarkar, L. Das, B. Bhagawati, and B. Ch Goswami, “A comparative study of carotenoid extraction from algae in different solvent systems,” Pelagia Research Library Asian Journal of Plant Science and Research, vol. 2012, no. 4, pp. 546–549, [Online]. Available: www.pelagiaresearchlibrary.com

C. K. Venil, Z. A. Zakaria, R. Usha, and W. A. Ahmad, “Isolation and characterization of flexirubin type pigment from Chryseobacterium sp. UTM-3T,” Biocatalysis and Agricultural Biotechnology, vol. 3, no. 4, pp. 103–107, 2014, doi: 10.1016/j.bcab.2014.02.006

B. Kollerup Madsen, M. Hilscher, D. Zetner, and J. Rosenberg, “Adverse reactions of dimethyl sulfoxide in humans: A systematic review,” F1000Research, vol. 7, p. 1746, Nov. 2018, doi: 10.12688/f1000research.16642.1

J. H. E. Arts et al., “An analysis of human response to the irritancy of acetone vapors,” Critical Reviews in Toxicology, vol. 32, no. 1, pp. 43–66, 2002, doi: 10.1080/20024091064174

Goswald, “Toxicological Profile for Acetone,” Atlanta, GA, United State, 1995. Accessed: Dec. 02, 2021. [Online]. Available: http://www.atsdr.cdc.gov/toxfaq.html

T. Satoh et al., “Relationship between acetone exposure concentration and health effects in acetate fiber plant workers,” International Archives of Occupational and Environmental Health, vol. 68, no. 3, pp. 147–153, 1996, doi: 10.1007/BF00381623

G. Johanson, “Acetone,” in Patty’s Toxicology, Sixth Edition, Sixth Edition., vol. 3, G. Johanson, Ed. John Wiley & Sons, Inc., 2012, pp. 735–752

F. G. Calvo-Flores, M. J. Monteagudo-Arrebola, J. A. Dobado, and J. Isac-García, “Green and Bio-Based Solvents,” Topics in Current Chemistry, vol. 376, no. 3, pp. 1–40, 2018, doi: 10.1007/s41061-018-0191-6

N. Gültepe, “Protective effect of D-limonene derived from orange peel essential oil against Yersinia ruckeri in rainbow trout,” Aquac Rep, vol. 18, no. June, p. 100417, 2020, doi: 10.1016/j.aqrep.2020.100417

B. Santiago, M. T. Moreira, G. Feijoo, and S. González-García, “Identification of environmental aspects of citrus waste valorization into D-limonene from a biorefinery approach,” Biomass and Bioenergy, vol. 143, no. October, 2020, doi: 10.1016/j.biombioe.2020.105844

C. Ravichandran, P. C. Badgujar, P. Gundev, and A. Upadhyay, “Review of toxicological assessment of d-limonene, a food and cosmetics additive,” Food and Chemical Toxicology, vol. 120, no. July, pp. 668–680, 2018, doi: 10.1016/j.fct.2018.07.052

A. Pal Jain, “Chromophore-An Utility in UV Spectrophotometer,” vol. 2, p. 3, 2017, [Online]. Available: www.inventi.in

C. A. Aruldass, L. Dufossé, and W. A. Ahmad, “Current perspective of yellowish-orange pigments from microorganisms- a review,” Journal of Cleaner Production, vol. 180, pp. 168–182, 2018, doi: 10.1016/j.jclepro.2018.01.093

R. Giernoth, “Solvents and Solvent Effects in Organic Chemistry. 4th Ed. By Christian Reichardt and Thomas Welton.,” Angewandte Chemie International Edition, vol. 50, no. 48, pp. 11289–11289, 2011, doi: 10.1002/anie.201105531

İ. Sıdır, T. Sarı, Y. Gülseven Sıdır, and H. Berber, “Synthesis, solvatochromism and dipole moment in the ground and excited states of substitute phenol derivative fluorescent Schiff base compounds,” Journal of Molecular Liquids, 2021, doi: 10.1016/j.molliq.2021.117075

L. D. S. Yadav, “Ultraviolet and Visible,” in Organic Spectroscopy, no. cm, Springer, Dordrecht, 2005, pp. 7–51. doi: https://doi.org/10.1007/978-1-4020-2575-4_2

M. Rabiul Islam, F. Warsi, M. Sayem Alam, and M. Ali, “Solvatochromic behaviour of coumarin 102 in PEGs + ionic liquid/water solutions: Role of solute-solvent or solvent-solvent interactions,” Journal of Molecular Liquids, vol. 334, Jul. 2021, doi: 10.1016/j.molliq.2021.116483

N. M. Ali, A. J. H. M. Meijer, M. D. Ward, N. Daud, N. Hashim, and I. M. Isa, “Solvatochromism and theoretical studies of dicyanobis(Phenylpyridine)iridium(iii) complex using density functional theory,” Indonesian Journal of Chemistry, vol. 21, no. 3, pp. 769–775, 2021, doi: 10.22146/ijc.62763

NN. Ahmadiani, R. J. Robbins, T. M. Collins, and M. M. Giusti, “Molar absorptivity ( e ) and spectral characteristics of cyanidin-based anthocyanins from red cabbage,” Food Chemistry, vol. 197, pp. 900–906, 2016, doi: 10.1016/j.foodchem.2015.11.032

J. Herman and S. L. Neal, “Efficiency comparison of the imidazole plus RNO method for singlet oxygen detection in biorelevant solvents,” pp. 5287–5296, 2019, doi: 10.1007/s00216-019-01910-2

D. M. Venturi, F. Campana, F. Marmottini, F. Costantino, and L. Vaccaro, “Extensive screening of green solvents for safe and sustainable UiO-66 synthesis,” ACS Sustainable Chemistry and Engineering, vol. 8, no. 46, pp. 17154–17164, 2020, doi: 10.1021/acssuschemeng.0c05587

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Published

2022-11-30

How to Cite

Rusdi, N. A., Lim, Y. H., Hassan, N., Ahmad, W. A., & Setu, S. A. (2022). Solubility Study of Flexirubin Pigment Isolated from Chryseobacterium artocarpi CECT 8497 in Bio-Based Solvents. Journal of Materials in Life Sciences (JOMALISC), 1(1), 1–9. https://doi.org/10.11113/jomalisc.v1.7

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