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Enantiomeric purity test of R-(+)-alpha lipoic acid by HPLC using immobilized amylose-based chiral stationary phase
Analytical Science and Technology / Analytical Science and Technology, (P)1225-0163; (E)2288-8985
2020, v.33 no.1, pp.1-10
https://doi.org/10.5806/AST.2020.33.1.1
(College of Pharmacy, Kangwon National University)
(College of Pharmacy, Kangwon National University)
(College of Pharmacy, Kangwon National University)
(College of Pharmacy, Kangwon National University)
(College of Pharmacy, Kangwon National University)
(College of Pharmacy, Kangwon National University)
(College of Pharmacy, Kangwon National University)
(Faculty of Pharmacy, University of Medicine and Pharmacy, Ho Chi Minh City, Vietnam)
(College of Pharmacy, Kangwon National University)
(College of Pharmacy, Kangwon National University)
(College of Pharmacy, Kangwon National University)
(College of Pharmacy, Kangwon National University)
(College of Pharmacy, Kangwon National University)
(College of Pharmacy, Kangwon National University)
(College of Pharmacy, Kangwon National University)
(Faculty of Pharmacy, University of Medicine and Pharmacy, Ho Chi Minh City, Vietnam)
(College of Pharmacy, Kangwon National University)
Thi-Anh-Tuyet,
L.
, Thuy-Vy,
P.
, Xuan-Lan,
M.
, Chailin,
S.
, Sungjun,
W.
, Cheolhee,
J.
, Sungyoun,
C.
, Thanh,
D.
P.
, &
Kyeong,
H.
K.
(2020). Enantiomeric purity test of R-(+)-alpha lipoic acid by HPLC using immobilized amylose-based chiral stationary phase. Analytical Science and Technology, 33(1), 1-10, https://doi.org/10.5806/AST.2020.33.1.1
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Abstract
Alpha lipoic acid, an antioxidant, is widely used for treatment of various diseases. It is a racemic mixture, with R-(+)-α lipoic acid exhibiting greater potency, bioavailability, and effectiveness than those of the S-form. Thus, selective R-(+)-α lipoic acid has been recently used in various applications, necessitating the development of a method to test the enantiomeric impurity in R-(+)-α lipoic acid. We developed a simple and fast high-performance liquid chromatography method using a new immobilized amylose-based chiral column (Chiralpak IA-3). Design of experiment was applied to accurately predict the effects and interactions among various factors affecting the analytical parameters and to optimize the chromatographic conditions. This optimized method could completely separate the two enantiomer peaks with a resolution > 1.8 within a short running time (9 min). Then, the optimized method was validated according to the guidelines of the International Conference on Harmonization and applied for quantification of S-(−)-α lipoic acid in some commercial R-(+)- α lipoic acid tromethamine raw material. Our results suggested that the developed method could be used for routine quality control of R-(+)-α lipoic acid products.
- keywords
- <TEX>$R-(+)-{\alpha}$</TEX> lipoic acid, High-performance liquid chromatography (HPLC), Enantiomeric purity test, Immobilized chiral stationary phase
Reference
1
1. FDA Alpha Lipoic Acid Pharmacy Compounding Advisory Committee Meeting, https://www.fda.gov/media/116311/download, September 12, 2018.
2
2. L. Rochette, S. Ghibu, C. Richard, M. Zeller, Y. Cottin and C. Vergely, Mol. Nutr. Food Res., 57, 114-125 (2013).
3
3. F. Haghighatdoost and M. Hariri, European Journal of Pharmacology, 849, 115-123 (2019).
4
4. B. Salehi, Y. Berkay Yılmaz, G. Antika, T. Boyunegmez Tumer, M. Fawzi Mahomoodally, D. Lobine, M. Akram, M. Riaz, E. Capanoglu, F. Sharopov, N. Martins, W. C. Cho and J. Sharifi-Rad, Biomolecules, 9, 356 (2019).
5
5. B. Carrier and T. C. Rideout, Journal of Human Nutrition & Food Science, 1, 1008 (2013).
6
6. R. Uchida, H. Okamoto, N. Ikuta, K. Terao and T. Hirota, Int. J. Mol. Sci., 16(9), 22781-22794 (2015).
7
7. S. Khanna, S. Roy, L. Packer and C. K. Sen, Am. J. Physiol., 276(5), R1327-R1333 (1999).
8
8. S. K. Tayebati, D. Tomassoni, L. D. C. Mannelli and F. Amenta, Clin. Exp. Hypertens., 38(1), 30-38 (2016).
9
9. B. Zehnpfennig, P. Wiriyasermkul, D. A. Carlson and M. Quick, J. Biol. Chem., 290(26), 16372-16382 (2015).
10
10. D. Tomassoni, F. Amenta, C. Amantini, V. Farfariello, L. D. C. Mannelli, I. E. Nwankwo, C. Marini and S. K. Tayebati, Int. J. Mol. Sci., 14(3), 4580-4595 (2013).
11
11. R. Oehring and H. Bisswanger, Biol. Chem. Hoppe Seyler, 373, 333-335 (1992).
12
12. E. M. Gal, Nature, 207, 535 (1965).
13
13. S. Kodama, A. Taga, S. I. Aizawa, T. Kemmei, Y. Honda, K. Suzuki and A. Yamamoto, Electrophoresis, 33(15), 2441-2445 (2012).
14
14. Y. Kobayashi, R. Ito and K. Saito, J. Pharm. Biomed. Anal., 166, 435-439 (2019).
15
15. Y. Kobayashi, K. Saito, Y. Iwasaki, R. Ito and H. Nakazawa, Bunseki Kagaku, 61(2), 109-114 (2012).
16
16. G. Niebch, B. BüChele, J. Blome, S. Grieb, G. Brandt, P. Kampa, H. H. Raffel, M. Locher, H. O. Borbe, I. Nubert and I. Fleischhauer, Chirality, 9, 32-36 (1997).
17
17. R. Kant, R. B. Bodla, G. Kapoor and R. Bhutani, Bioorganic Chemistry, 91, 103111 (2019).
18
18. T. Pham, X. Mai, T. Le, J. Lee, G. Lee, D. Kim, S. Han and K. H. Kim, Bull. Korean Chem. Soc., 40, 863-871(2019).
19
19. B. Kovács, L. K. Kántor, M. D. Croitoru, E. K. Kelemen, M. Obreja, E. E. Nagy, B. Székely-Szentmiklósi and A. Gyéresi, Acta Pharm., 68 (2), 171-183 (2018).
20
20. P. K. Sahu, N. R. Ramisetti, T. Cecchi, S. Swain, C. S. Patro and J. Panda, J. Pharm. Biomed. Anal., 147, 590 (2018).
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