Whole-process optimization for industrial production of glucosamine sulfate sodium chloride based on QbD concept

doi:10.1016/j.cjche.2022.03.025

中国化学工程学报 ›› 2023, Vol. 54 ›› Issue (2): 153-161.DOI: 10.1016/j.cjche.2022.03.025

• Full Length Article • 上一篇下一篇

Whole-process optimization for industrial production of glucosamine sulfate sodium chloride based on QbD concept

Yingjun Lin

School of Pharmacy, Shanghai Jiao Tong University, Shanghai 200240, China;Xiamen Blue Bay Science & Technology Co. Ltd, Xiamen 361026, China

收稿日期:2021-12-20 修回日期:2022-03-02 出版日期:2023-02-28 发布日期:2023-05-11
通讯作者: Yingjun Lin,E-mail:yingjunlin@sjtu.edu.cn
基金资助:
The author thanks Dr. Liang Shen in Xiamen University for revising the manuscript, and also thanks Zhu Hao and Deng Meijian of Xiamen Blue Bay Technology Co., Ltd. for their help and guidance in experiments and instruments. This work was supported by the Science and Technology Program of Xiamen, China (No. 3502Z20173018).

Whole-process optimization for industrial production of glucosamine sulfate sodium chloride based on QbD concept

Yingjun Lin

School of Pharmacy, Shanghai Jiao Tong University, Shanghai 200240, China;Xiamen Blue Bay Science & Technology Co. Ltd, Xiamen 361026, China

Received:2021-12-20 Revised:2022-03-02 Online:2023-02-28 Published:2023-05-11
Contact: Yingjun Lin,E-mail:yingjunlin@sjtu.edu.cn
Supported by:
The author thanks Dr. Liang Shen in Xiamen University for revising the manuscript, and also thanks Zhu Hao and Deng Meijian of Xiamen Blue Bay Technology Co., Ltd. for their help and guidance in experiments and instruments. This work was supported by the Science and Technology Program of Xiamen, China (No. 3502Z20173018).

摘要/Abstract

摘要： The double salt of glucosamine sulfate sodium chloride (glucosamine-SP) is an important pharmaceuticals ingredient for healing osteoarthritis. However, the study about its industrial production is rarely documented, let alone the optimization over the whole process to produce glucosamine-SP using glucosamine hydrochloride and anhydrous sodium sulfate as synthetic raw materials. In order to improve the production efficiency, this study screened the process parameters based on the concept of quality by design (QbD), optimized 13 operational parameters related to reaction and separation in the process, and finally proposed the mixed dropping process. The reaction conditions for the preparation of glucosamine-SP were found as follows: the molar ratio of anhydrous sodium sulfate to glucosamine hydrochloride is 0.42, the mass ratio of water to glucosamine hydrochloride is is 2.0, the reaction temperature is 50 ℃ and the reaction time is 1 h. Through step-by-step scaling up following QbD, the mixed dropping process was successfully applied to achieve a trial production of 200 kg products satisfying national quality standards. In all, the results of this study have high technical value and guiding significance for the industrial mass production of glucosamine-SP.

关键词: Glucosamine sulfate sodium chloride, Optimization, Quality by design (QbD), Production, Glucosamine hydrochloride, Sodium sulfate

Abstract: The double salt of glucosamine sulfate sodium chloride (glucosamine-SP) is an important pharmaceuticals ingredient for healing osteoarthritis. However, the study about its industrial production is rarely documented, let alone the optimization over the whole process to produce glucosamine-SP using glucosamine hydrochloride and anhydrous sodium sulfate as synthetic raw materials. In order to improve the production efficiency, this study screened the process parameters based on the concept of quality by design (QbD), optimized 13 operational parameters related to reaction and separation in the process, and finally proposed the mixed dropping process. The reaction conditions for the preparation of glucosamine-SP were found as follows: the molar ratio of anhydrous sodium sulfate to glucosamine hydrochloride is 0.42, the mass ratio of water to glucosamine hydrochloride is is 2.0, the reaction temperature is 50 ℃ and the reaction time is 1 h. Through step-by-step scaling up following QbD, the mixed dropping process was successfully applied to achieve a trial production of 200 kg products satisfying national quality standards. In all, the results of this study have high technical value and guiding significance for the industrial mass production of glucosamine-SP.

Key words: Glucosamine sulfate sodium chloride, Optimization, Quality by design (QbD), Production, Glucosamine hydrochloride, Sodium sulfate

Yingjun Lin. Whole-process optimization for industrial production of glucosamine sulfate sodium chloride based on QbD concept[J]. 中国化学工程学报, 2023, 54(2): 153-161.

Yingjun Lin. Whole-process optimization for industrial production of glucosamine sulfate sodium chloride based on QbD concept[J]. Chinese Journal of Chemical Engineering, 2023, 54(2): 153-161.

参考文献

[1] J. Martel-Pelletier, A.J. Barr, F.M. Cicuttini, P.G. Conaghan, C. Cooper, M.B. Goldring, S.R. Goldring, G. Jones, A.J. Teichtahl, J.P. Pelletier, Osteoarthritis, Nat. Rev. Dis. Primers 2 (2016) 16072.
[2] D. Woetzel, R. Huber, P. Kupfer, D. Pohlers, M. Pfaff, D. Driesch, T. Häupl, D. Koczan, P. Stiehl, R. Guthke, R.W. Kinne, Identification of rheumatoid arthritis and osteoarthritis patients by transcriptome-based rule set generation, Arthritis Res Ther 16 (2) (2014) R84.
[3] K.L. Miller, D.O. Clegg, Glucosamine and chondroitin sulfate, Rheum. Dis. Clin. N Am 37 (1) (2011) 103–118.
[4] S. Hossain, A. Shamim, M. Saifuzzaman, M. Attiquzzaman, G. Hossain, O. Raihan, Formulation and development of a topical combination cream for arthritis management, Trop. J. Pharm Res 19 (6) (2020) 1125–1130.
[5] Y. Xue, W. Shuxun, R. Huang, L. FU, Research Progress of Bone Nutritional Supplements, J. Food Sci. Tech., 35(3) (2017) 25-30.
[6] T. Ogata, Y. Ideno, M. Akai, A. Seichi, H. Hagino, T. Iwaya, T. Doi, K. Yamada, A.Z. Chen, Y.Z. Li, K. Hayashi, Effects of glucosamine in patients with osteoarthritis of the knee: A systematic review and meta-analysis, Clin Rheumatol 37 (9) (2018) 2479–2487.
[7] X.Y. Zhu, L.L. Sang, D.D. Wu, J.S. Rong, L.Y. Jiang, Effectiveness and safety of glucosamine and chondroitin for the treatment of osteoarthritis: A meta-analysis of randomized controlled trials, J. Orthop. Surg. Res. 13 (1) (2018) 170.
[8] H.B. Demopoulos, Storage-stable glucosamine sulphate oral dosage forms and methods for their manufacture, European pat., 0444000 A2 (1994).
[9] M. Zhang, P.X. Zhu, Y. Chen, W.F. Ni, Y. Li, L.Y. Hong, Characterization of an unknown impurity in glucosamine sulfate sodium chloride by HPLC-Q-TOF MS and NMR, Curr. Pharm. Anal. 15 (6) (2019) 650–660.
[10] D.A. Applegarth, G. Bozoian, Artefact of hydrolysis of glucosamine derivatives, Nature 215 (5108) (1967) 1382.
[11] L. Liu, Y.F. Liu, H.D. Shin, R. Chen, J.H. Li, G.C. Du, J. Chen, Microbial production of glucosamine and N-acetylglucosamine: Advances and perspectives, Appl. Microbiol. Biotechnol. 97 (14) (2013) 6149–6158.
[12] J.S. Mojarrad, M. Nemati, H. Valizadeh, M. Ansarin, S. Bourbour, Preparation of glucosamine from exoskeleton of shrimp and predicting production yield by response surface methodology, J. Agric. Food Chem. 55 (6) (2007) 2246–2250.
[13] P. Senin, F. Makovec, L. Rovati, Stable compounds of glucosamine sulphate, US Pat., 4642340 A (1987).
[14] Glucosamine sulfate potassium chloride and process of preparation thereof
[15] J.R. Schleck, C.M. Burger, V.M. Chopdekar, Glucosamine sulfate metal chloride compositions and process of preparing same, US Pat., 5902801 (1999).
[16] J.R. Schleck, C.M. Burger, V.M. Chopdekar, Glucosamine sulfate calcium chloride composition and processes for the preparation of glucosamine sulfate metal chlorides, US Pat., 6472380 (2002).
[17] A method of preparing mixed glucosamine salts
[18] S.X. Tu, P.G. Zhou, X.Y. Qi, Preparation of glucosamine mixed salt. Sci. Technol. Food Industry, 23 (4) (2002) 48-50.
[19] M. Triptikumar, B.R. Gajanan, E.S. Sreekumar, Crystalline glucosamine sulphate metal salts and processes for preparing the same, EP, EP1347986 A2 (2004).
[20] European Pharmacopoeia Commission, European Pharmacopoeia. 8.0 edition, The Directorate for the Quality of Medicines & HealthCare of the Council of Europe (EDQM), Strasbourg, France, 2013, pp. 2339 – 2340.
[21] B. Kovács, O. Péterfi, B. Kovács-Deák, I. Székely-Szentmiklósi, I. Fülöp, L.I. Bába, F. Boda, Quality-by-design in pharmaceutical development: From current perspectives to practical applications, Acta Pharm. 71 (4) (2021) 497–526.
[22] S. Kalyan, A. Parle, Quality by design: Changing outlook of pharmaceutical development, Int. J. Pharm. Sci. & Res., 10(9) (2019) 4100-4108.
[23] E. Kajiwara, H. Kamizato, M. Shikano, Impact of quality by design development on the review period of new drug approval and product quality in Japan, Ther Innov Regul Sci 54 (5) (2020) 1192–1198.
[24] I.M. Fukuda, C.F.F. Pinto, C.D.S. Moreira, A.M. Saviano, F.R. Lourenço, Design of experiments (DoE) applied to pharmaceutical and analytical quality by design (QbD), Braz. J. Pharm. Sci. 54 (spe) (2018) e01006.
[25] Chinese Pharmacopoeia Commission, Pharmacopoeia of People’s Republic of China, China Medical Science Press, Beijing, (2020) 0512.
[26] The United States Pharmacopieial Convention, The United States Pharmacopeia: General Chapters
[27] J.N. Sangshetti, M. Deshpande, Z. Zaheer, D.B. Shinde, R. Arote, Quality by design approach: Regulatory need, Arab. J. Chem. 10 (2017) S3412–S3425.
[28] S. Beg, P.S. Sandhu, R.S. Batra, R.K. Khurana, B. Singh, QbD-based systematic development of novel optimized solid self-nanoemulsifying drug delivery systems (SNEDDS) of lovastatin with enhanced biopharmaceutical performance, Drug Deliv. 22 (6) (2015) 765–784.
[29] W.Z. Chen, M.Y. Feng, R.Z. Yi, Preliminary study on non-enzymatic browning of glucosamine sulfate, Food Sci., 30 (5) (2009) 36–39.
[30] H.S. Qian, L. Li, H.M. Xue, Preparation and solubility of glucosamine hydrochloride, Chem. World. J., 2 (1) (1994) 75-78.
[31] J. Wu, Y. Liu, S. Jing, J. Wang, L. Liao, Research on Control Method of Recrystallization of Small-sized LLM-105, Initiators & Pyrotechnics, (01) (2020) 51–54.
[32] J. Ma, Y.H. Wang, J.F. Chen & J. Yun. Preparation of ultralfine particles of salbutamol sulfate by anti-solvent precipitation, J. Beijing Univ. Chem. Technol., 30 (06) (2003) 6–9.
[33] J.Y. Zhang, Z.G. Shen, J. Zhong, T.T. Hu, J.F. Chen, Z.Q. Ma, J. Yun, Preparation of amorphous cefuroxime axetil nanoparticles by controlled nanoprecipitation method without surfactants, Int. J. Pharm. 323 (1–2) (2006) 153–160.

Whole-process optimization for industrial production of glucosamine sulfate sodium chloride based on QbD concept

Whole-process optimization for industrial production of glucosamine sulfate sodium chloride based on QbD concept

PDF (PC)

可视化

摘要/Abstract

引用本文

使用本文

参考文献

相关文章 15

编辑推荐

Metrics

本文评价

[1]	Chuang Liang, Zhihao Liu, Baochang Sun, Haikui Zou, Guangwen Chu. Improvement in discharge characteristics and energy yield of ozone generation via configuration optimization of a coaxial dielectric barrier discharge reactor[J]. 中国化学工程学报, 2023, 60(8): 61-68.
[2]	Xiaoli Li, Minghua Liu, Kang Wang, Zhiqiang Liu, Guihai Li. Data cleaning method for the process of acid production with flue gas based on improved random forest[J]. 中国化学工程学报, 2023, 59(7): 72-84.
[3]	Yaran Bu, Changchun Wu, Lili Zuo, Qian Chen. The calculation and optimal allocation of transmission capacity in natural gas networks with MINLP models[J]. 中国化学工程学报, 2023, 59(7): 251-261.
[4]	Danlei Chen, Yiqing Luo, Xigang Yuan. Cascade refrigeration system synthesis based on hybrid simulated annealing and particle swarm optimization algorithm[J]. 中国化学工程学报, 2023, 58(6): 244-255.
[5]	Jikai Dong, Bing Wang, Xinjie Wang, Chenxi Cao, Shikuan Chen, Wenli Du. Optimization of sensor deployment sequences for hazardous gas leakage monitoring and source term estimation[J]. 中国化学工程学报, 2023, 56(4): 169-179.
[6]	Dandan Ren, Shanshan Xiang, Yuwen Yan, Ruiying Kong, Xingchu Gong. Design and optimization of purification process of sinomenine hydrochloride[J]. 中国化学工程学报, 2023, 55(3): 63-72.
[7]	Shan Liu, Wenqi Zhong, Xi Chen, Li Sun, Lukuan Yang. Multiobjective economic model predictive control using utopia-tracking for the wet flue gas desulphurization system[J]. 中国化学工程学报, 2023, 54(2): 343-352.
[8]	Chao Zhang, Youzhi Liu, Weizhou Jiao, Hongyan Shen, Xigang Yuan, Shengkun Jia. An optimization method for enhancement of gas–liquid mass transfer in a bubble column reactor based on the entropy generation extremum principle[J]. 中国化学工程学报, 2023, 53(1): 83-88.
[9]	Monique Juna L. Leite, Ingrid Ramalho Marques, Mariane Carolina Proner, Pedro H.H. Araújo, Alan Ambrosi, Marco Di Luccio. Catalytically active membranes for esterification: A review[J]. 中国化学工程学报, 2023, 53(1): 142-154.
[10]	Xinhai Zhou, Dawei Zhou, Xinhui Bao, Yang Zhang, Jie Zhou, Fengxue Xin, Wenming Zhang, Xiujuan Qian, Weiliang Dong, Min Jiang, Katrin Ochsenreither. Production of palmitoleic acid by oleaginous yeast Scheffersomyces segobiensis DSM 27193 using systematic dissolved oxygen regulation strategy[J]. 中国化学工程学报, 2023, 53(1): 324-331.
[11]	Xinqiang You, Kai Zhao, Ling Li, Ting Qiu. Ionic liquids as entrainer in extractive distillation for effectively separating 1-propanol–water azeotropic mixture[J]. 中国化学工程学报, 2022, 49(9): 224-233.
[12]	Jia Ren, Zengqiang Chen, Mingwei Sun, Qinglin Sun, Zenghui Wang. Proportion integral-type active disturbance rejection generalized predictive control for distillation process based on grey wolf optimization parameter tuning[J]. 中国化学工程学报, 2022, 49(9): 234-244.
[13]	Na Wang, Chong Peng, Zhenmin Cheng, Zhiming Zhou. Molecular reconstruction of vacuum gas oils using a general molecule library through entropy maximization[J]. 中国化学工程学报, 2022, 48(8): 21-29.
[14]	Chun Deng, Xuantong Lu, Qixin Zhang, Jian Liu, Jui-Yuan Lee, Xiao Feng. Fuzzy optimization design of multicomponent refinery hydrogen network[J]. 中国化学工程学报, 2022, 48(8): 125-139.
[15]	Yishuang Wang, Na Li, Mingqiang Chen, Defang Liang, Chang Li, Quan Liu, Zhonglian Yang, Jun Wang. Glycerol steam reforming over hydrothermal synthetic Ni-Ca/attapulgite for green hydrogen generation[J]. 中国化学工程学报, 2022, 48(8): 176-190.