Isolation and Purification of an Antibiotic Polyketide JBIR-99 from the Marine Fungus <i>Meyerozyma guilliermondii</i> by High-Speed Counter-Current Chromatography

Hankui Wu; Zhen Su; Jianguang Chen; Yuanping Wang; Xinyong You; Kunpeng Zhang; Xiaobin Li

doi:doi:10.11648/j.ijpc.20210704.11

| Peer-Reviewed

Isolation and Purification of an Antibiotic Polyketide JBIR-99 from the Marine Fungus Meyerozyma guilliermondii by High-Speed Counter-Current Chromatography

Hankui Wu, Zhen Su, Jianguang Chen, Yuanping Wang, Xinyong You, Kunpeng Zhang, Xiaobin Li

Published in International Journal of Pharmacy and Chemistry (Volume 7, Issue 4)

Received: 28 June 2021 Accepted: 7 July 2021 Published: 15 July 2021

Views: Downloads:

Download PDF

Share This Article

Twitter
Linked In
Facebook

Abstract

JBIR-99 is a natural compound isolated from marine source which possesses strong antibiotic activity. An efficient approach using a combination of size exclusion chromatography with a Sephadex LH-20 and high-speed counter-current chromatography (HSCCC) has been successfully developed for the isolation and purification of a polyketide from the solid-state fermentation of Meyerozyma guilliermondii, a strain of marine fungus isolated from Indian Ocean. The active compound was isolated with purity >95% by HSCCC using an optimized solvent system composed of petroleum ether–ethyl acetate– 95% ethanol–water (5: 3: 5: 3, v/v/v/v) after size exclusion chromatography. This compound was successfully purified in the quantity of 68 mg from 120 mg of the crude extract. The structure of JBIR-99 was elucidated and assigned by 1D, 2D NMR spectroscopic, and positive HRESITOFMS. Moreover, the relative configuration of compound JBIR-99, displaying a quite complex multi-ring structure, is determined by X-ray crystallography for the first time. The purification method developed for JBIR-99 will facilitate the further investigation and development of this antibiotic agent as a lead compound. Furthermore, it is suggested that the combination of size exclusion chromatography and HSCCC could be more widely applied for the isolation and purification of polyketides from marine fungi.

Published in	International Journal of Pharmacy and Chemistry (Volume 7, Issue 4)
DOI	10.11648/j.ijpc.20210704.11
Page(s)	52-57
Creative Commons	This is an Open Access article, distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution and reproduction in any medium or format, provided the original work is properly cited.
Copyright	Copyright © The Author(s), 2021. Published by Science Publishing Group

Keywords

JBIR-99, HSCCC, Antibiotics, X-ray Crystal

References

[1]	Huffman, J., Gerber, R., Du, L (2010). Recent advancements in the biosynthetic mechanisms for polyketide derived mycotoxin. Biopolymers, 93, 764–776.
[2]	Wahengbam, R., Santosh, K., Giasuddin, A. and Kumaraswamy, J. (2014). Reliable differentiation of Meyerozyma guilliermondii from Meyerozyma caribbica by internal transcribed spacer restriction fingerprinting. BMC Microb. 14, 52-62.
[3]	Ueda, J., Shinya, K. (2010). New xanthoquinodin-like compounds JBIR-97 -98 and -99 obtained from marine sponge-derived fungus Tritirachium sp, SpB081112MEf2. J. Antibioti., 2010, 63, 615.
[4]	Wu, B., Wiese, J., Wenzel-Storjohann, A., Malien, S., Schmaljohann, R., Imhoff, J. F. (2016). Engyodontochones antibiotic polyketides from the marine fungus Engyodontium album Strain LF069. Chem. Eur. J., 2016, 22, 7452.
[5]	Shibata, T.; Ishimaru, K.; Kawaguchi, S.; Yoshikawa, H.; Hama, Y. (2008). Antioxidant activities of phlorotannins isolated from Japanese Laminariacea. J. Appl. Phycol., 20, 705-711.
[6]	Nakai, M., Kageyama, N., Nakahara, K., Miki, W. (2006). Phlorotannins as radical scavengers from the extract of Sargassum ringgoldianum. Mar Biotechnol. 8, 409-414.
[7]	Duan, W., Ji, W., Wei, Y., Zhao, R., Chen, Z., Geng, Y., Jing, F., Wang, X. (2018). Separation and purification of fructo-oligosaccharide by high-speed counter-current chromatography coupled with precolumn derivatization. Molecules, 23, 381.
[8]	Zhou, X., Yi, M., Ding, L., He, S., Yan, X. (2019). Isolation and purification of a neuroprotective phlorotannin from the marine algae Ecklonia maxima by Size Exclusion and high-speed counter-current chromatography. Mar drugs. 17, 212-219.
[9]	Liu, Y., Zhou, X., Naman, C. B., Lu, Y., Ding, L., He, S. (2018). Preparative separation and purifification of trichothecene mycotoxins from the marine fungus Fusarium sp. LS68 by high-speed countercurrent chromatography in stepwise elution mode. Mar drugs. 16, 73.
[10]	Wang, J., Gu, D., Wang, M., Guo, X., Li, H., Dong, Y., Guo, H., Wang, Y., Fan, M., Yang, Y. (2017). Rational approach to solvent system selection for liquid–liquid extraction–assisted sample pretreatment in counter–current chromatography. J Chromatogr B. 1053, 16-19.
[11]	Shaheen, N., Lu, Y., Geng, P., Shao, Q., Wei, Y. (2017). Isolation of four phenolic compounds from Mangifera indica, L flowers by using normal phase combined with elution extrusion two-step high speed countercurrent chromatography. J Chromatogr B. 1046, 211-217.
[12]	Sheldrick G, M. (2015). Crystal structure refinement with SHELXL. Acta Crystallography C. 71, 3-8.

Cite This Article

Plain Text BibTeX RIS

APA Style

Hankui Wu, Zhen Su, Jianguang Chen, Yuanping Wang, Xinyong You, et al. (2021). Isolation and Purification of an Antibiotic Polyketide JBIR-99 from the Marine Fungus Meyerozyma guilliermondii by High-Speed Counter-Current Chromatography. International Journal of Pharmacy and Chemistry, 7(4), 52-57. https://doi.org/10.11648/j.ijpc.20210704.11

Copy | Download

ACS Style

Hankui Wu; Zhen Su; Jianguang Chen; Yuanping Wang; Xinyong You, et al. Isolation and Purification of an Antibiotic Polyketide JBIR-99 from the Marine Fungus Meyerozyma guilliermondii by High-Speed Counter-Current Chromatography. Int. J. Pharm. Chem. 2021, 7(4), 52-57. doi: 10.11648/j.ijpc.20210704.11

Copy | Download

AMA Style

Hankui Wu, Zhen Su, Jianguang Chen, Yuanping Wang, Xinyong You, et al. Isolation and Purification of an Antibiotic Polyketide JBIR-99 from the Marine Fungus Meyerozyma guilliermondii by High-Speed Counter-Current Chromatography. Int J Pharm Chem. 2021;7(4):52-57. doi: 10.11648/j.ijpc.20210704.11

Copy | Download

@article{10.11648/j.ijpc.20210704.11,
  author = {Hankui Wu and Zhen Su and Jianguang Chen and Yuanping Wang and Xinyong You and Kunpeng Zhang and Xiaobin Li},
  title = {Isolation and Purification of an Antibiotic Polyketide JBIR-99 from the Marine Fungus Meyerozyma guilliermondii by High-Speed Counter-Current Chromatography},
  journal = {International Journal of Pharmacy and Chemistry},
  volume = {7},
  number = {4},
  pages = {52-57},
  doi = {10.11648/j.ijpc.20210704.11},
  url = {https://doi.org/10.11648/j.ijpc.20210704.11},
  eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.ijpc.20210704.11},
  abstract = {JBIR-99 is a natural compound isolated from marine source which possesses strong antibiotic activity. An efficient approach using a combination of size exclusion chromatography with a Sephadex LH-20 and high-speed counter-current chromatography (HSCCC) has been successfully developed for the isolation and purification of a polyketide from the solid-state fermentation of Meyerozyma guilliermondii, a strain of marine fungus isolated from Indian Ocean. The active compound was isolated with purity >95% by HSCCC using an optimized solvent system composed of petroleum ether–ethyl acetate– 95% ethanol–water (5: 3: 5: 3, v/v/v/v) after size exclusion chromatography. This compound was successfully purified in the quantity of 68 mg from 120 mg of the crude extract. The structure of JBIR-99 was elucidated and assigned by 1D, 2D NMR spectroscopic, and positive HRESITOFMS. Moreover, the relative configuration of compound JBIR-99, displaying a quite complex multi-ring structure, is determined by X-ray crystallography for the first time. The purification method developed for JBIR-99 will facilitate the further investigation and development of this antibiotic agent as a lead compound. Furthermore, it is suggested that the combination of size exclusion chromatography and HSCCC could be more widely applied for the isolation and purification of polyketides from marine fungi.},
 year = {2021}
}

Copy | Download

TY  - JOUR
T1  - Isolation and Purification of an Antibiotic Polyketide JBIR-99 from the Marine Fungus Meyerozyma guilliermondii by High-Speed Counter-Current Chromatography
AU  - Hankui Wu
AU  - Zhen Su
AU  - Jianguang Chen
AU  - Yuanping Wang
AU  - Xinyong You
AU  - Kunpeng Zhang
AU  - Xiaobin Li
Y1  - 2021/07/15
PY  - 2021
N1  - https://doi.org/10.11648/j.ijpc.20210704.11
DO  - 10.11648/j.ijpc.20210704.11
T2  - International Journal of Pharmacy and Chemistry
JF  - International Journal of Pharmacy and Chemistry
JO  - International Journal of Pharmacy and Chemistry
SP  - 52
EP  - 57
PB  - Science Publishing Group
SN  - 2575-5749
UR  - https://doi.org/10.11648/j.ijpc.20210704.11
AB  - JBIR-99 is a natural compound isolated from marine source which possesses strong antibiotic activity. An efficient approach using a combination of size exclusion chromatography with a Sephadex LH-20 and high-speed counter-current chromatography (HSCCC) has been successfully developed for the isolation and purification of a polyketide from the solid-state fermentation of Meyerozyma guilliermondii, a strain of marine fungus isolated from Indian Ocean. The active compound was isolated with purity >95% by HSCCC using an optimized solvent system composed of petroleum ether–ethyl acetate– 95% ethanol–water (5: 3: 5: 3, v/v/v/v) after size exclusion chromatography. This compound was successfully purified in the quantity of 68 mg from 120 mg of the crude extract. The structure of JBIR-99 was elucidated and assigned by 1D, 2D NMR spectroscopic, and positive HRESITOFMS. Moreover, the relative configuration of compound JBIR-99, displaying a quite complex multi-ring structure, is determined by X-ray crystallography for the first time. The purification method developed for JBIR-99 will facilitate the further investigation and development of this antibiotic agent as a lead compound. Furthermore, it is suggested that the combination of size exclusion chromatography and HSCCC could be more widely applied for the isolation and purification of polyketides from marine fungi.
VL  - 7
IS  - 4
ER  -

Copy | Download

Author Information

Hankui Wu

School of Biotechnology and Food Engineering, Anyang Institute of Technology, Anyang, China
Zhen Su

School of Biotechnology and Food Engineering, Anyang Institute of Technology, Anyang, China
Jianguang Chen

School of Biotechnology and Food Engineering, Anyang Institute of Technology, Anyang, China
Yuanping Wang

School of Biotechnology and Food Engineering, Anyang Institute of Technology, Anyang, China
Xinyong You

School of Biotechnology and Food Engineering, Anyang Institute of Technology, Anyang, China
Kunpeng Zhang

School of Biotechnology and Food Engineering, Anyang Institute of Technology, Anyang, China
Xiaobin Li

Biology Institute, Qilu University of Technology (Shandong Academy of Sciences), Jinan, China

Download PDF

Sections

Plain Text BibTeX RIS

APA Style

Hankui Wu, Zhen Su, Jianguang Chen, Yuanping Wang, Xinyong You, et al. (2021). Isolation and Purification of an Antibiotic Polyketide JBIR-99 from the Marine Fungus Meyerozyma guilliermondii by High-Speed Counter-Current Chromatography. International Journal of Pharmacy and Chemistry, 7(4), 52-57. https://doi.org/10.11648/j.ijpc.20210704.11

Copy | Download

ACS Style

Hankui Wu; Zhen Su; Jianguang Chen; Yuanping Wang; Xinyong You, et al. Isolation and Purification of an Antibiotic Polyketide JBIR-99 from the Marine Fungus Meyerozyma guilliermondii by High-Speed Counter-Current Chromatography. Int. J. Pharm. Chem. 2021, 7(4), 52-57. doi: 10.11648/j.ijpc.20210704.11

Copy | Download

AMA Style

Hankui Wu, Zhen Su, Jianguang Chen, Yuanping Wang, Xinyong You, et al. Isolation and Purification of an Antibiotic Polyketide JBIR-99 from the Marine Fungus Meyerozyma guilliermondii by High-Speed Counter-Current Chromatography. Int J Pharm Chem. 2021;7(4):52-57. doi: 10.11648/j.ijpc.20210704.11

Copy | Download

@article{10.11648/j.ijpc.20210704.11,
  author = {Hankui Wu and Zhen Su and Jianguang Chen and Yuanping Wang and Xinyong You and Kunpeng Zhang and Xiaobin Li},
  title = {Isolation and Purification of an Antibiotic Polyketide JBIR-99 from the Marine Fungus Meyerozyma guilliermondii by High-Speed Counter-Current Chromatography},
  journal = {International Journal of Pharmacy and Chemistry},
  volume = {7},
  number = {4},
  pages = {52-57},
  doi = {10.11648/j.ijpc.20210704.11},
  url = {https://doi.org/10.11648/j.ijpc.20210704.11},
  eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.ijpc.20210704.11},
  abstract = {JBIR-99 is a natural compound isolated from marine source which possesses strong antibiotic activity. An efficient approach using a combination of size exclusion chromatography with a Sephadex LH-20 and high-speed counter-current chromatography (HSCCC) has been successfully developed for the isolation and purification of a polyketide from the solid-state fermentation of Meyerozyma guilliermondii, a strain of marine fungus isolated from Indian Ocean. The active compound was isolated with purity >95% by HSCCC using an optimized solvent system composed of petroleum ether–ethyl acetate– 95% ethanol–water (5: 3: 5: 3, v/v/v/v) after size exclusion chromatography. This compound was successfully purified in the quantity of 68 mg from 120 mg of the crude extract. The structure of JBIR-99 was elucidated and assigned by 1D, 2D NMR spectroscopic, and positive HRESITOFMS. Moreover, the relative configuration of compound JBIR-99, displaying a quite complex multi-ring structure, is determined by X-ray crystallography for the first time. The purification method developed for JBIR-99 will facilitate the further investigation and development of this antibiotic agent as a lead compound. Furthermore, it is suggested that the combination of size exclusion chromatography and HSCCC could be more widely applied for the isolation and purification of polyketides from marine fungi.},
 year = {2021}
}

Copy | Download

TY  - JOUR
T1  - Isolation and Purification of an Antibiotic Polyketide JBIR-99 from the Marine Fungus Meyerozyma guilliermondii by High-Speed Counter-Current Chromatography
AU  - Hankui Wu
AU  - Zhen Su
AU  - Jianguang Chen
AU  - Yuanping Wang
AU  - Xinyong You
AU  - Kunpeng Zhang
AU  - Xiaobin Li
Y1  - 2021/07/15
PY  - 2021
N1  - https://doi.org/10.11648/j.ijpc.20210704.11
DO  - 10.11648/j.ijpc.20210704.11
T2  - International Journal of Pharmacy and Chemistry
JF  - International Journal of Pharmacy and Chemistry
JO  - International Journal of Pharmacy and Chemistry
SP  - 52
EP  - 57
PB  - Science Publishing Group
SN  - 2575-5749
UR  - https://doi.org/10.11648/j.ijpc.20210704.11
AB  - JBIR-99 is a natural compound isolated from marine source which possesses strong antibiotic activity. An efficient approach using a combination of size exclusion chromatography with a Sephadex LH-20 and high-speed counter-current chromatography (HSCCC) has been successfully developed for the isolation and purification of a polyketide from the solid-state fermentation of Meyerozyma guilliermondii, a strain of marine fungus isolated from Indian Ocean. The active compound was isolated with purity >95% by HSCCC using an optimized solvent system composed of petroleum ether–ethyl acetate– 95% ethanol–water (5: 3: 5: 3, v/v/v/v) after size exclusion chromatography. This compound was successfully purified in the quantity of 68 mg from 120 mg of the crude extract. The structure of JBIR-99 was elucidated and assigned by 1D, 2D NMR spectroscopic, and positive HRESITOFMS. Moreover, the relative configuration of compound JBIR-99, displaying a quite complex multi-ring structure, is determined by X-ray crystallography for the first time. The purification method developed for JBIR-99 will facilitate the further investigation and development of this antibiotic agent as a lead compound. Furthermore, it is suggested that the combination of size exclusion chromatography and HSCCC could be more widely applied for the isolation and purification of polyketides from marine fungi.
VL  - 7
IS  - 4
ER  -

Copy | Download