Diselenide-Bearing Liposomes for Intracellular Delivery of a Vitamin C Derivative in Cancer Cells

Van Quy Nguyen; Dong Gil You; Byeong Hoon Oh; Van Dat Bui; Jae Yoon An; Wooram Um; Jae Hyung Park

Macromolecular Research, Vol.29, No.5, 327-330, May, 2021

DOI10.1007/s13233-021-9043-2 Export Citation

Diselenide-Bearing Liposomes for Intracellular Delivery of a Vitamin C Derivative in Cancer Cells

Van Quy Nguyen¹, Dong Gil You¹, Byeong Hoon Oh¹, Van Dat Bui¹, Jae Yoon An¹, Wooram Um¹, and Jae Hyung Park^{1, 2, †}

¹School of Chemical Engineering, College of Engineering, Sungkyunkwan University, 2066 Seobu-ro, Jangan-gu, Suwon 16419, Korea
²Biomedical Institute for Convergence at SKKU (BICS), Sungkyunkwan University, 2066 Seobu-ro, Jangan-gu, Suwon 16419, Korea

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Vitamin C, which promotes oxidative stress, has emerged as an alternative to conventional chemotherapy for treating cancers. However, owing to its cytotoxicity, vitamin C should be delivered to cells in its oxidized form, dehydroascorbate (DHA). Glutathione (GSH)-responsive nanoparticles (G-NPs) have been prepared as potential carriers of DHA by incorporating diselenide-based amphiphilic lipids into the liposomal membrane. Bare liposomes without diselenide-based lipids were prepared as control NPs; these exhibited particle sizes and surface charges comparable to those of G-NPs. DHA was physically encapsulated in NPs using the dehydrationrehydration method. DHA-loaded G-NPs induced much higher GSH depletion in HT29 colon cancer cells than DHA-loaded controls. Interestingly, DHA-loaded G-NPs significantly increased the intracellular levels of reactive oxygen species, implying enhanced oxidative stress by stimuli-responsive DHA release. Consequently, DHA-loaded G-NPs exhibited significant cytotoxicity against HT29 colon cancer cells. Overall, G-NPs might serve as potential carriers for intracellular delivery of DHA during cancer treatment.

Keywords:diselenide;liposomes;intracellular delivery;vitamin C;cancer therapy

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[2] Ngo B, Van Riper JM, Cantley LC, Yun J, Nat. Rev. Cancer, 19, 271 (2019)

[3] Reczek CR, Chandel NS, Science, 350(6266), 1317 (2015)

[4] Yun J, Mullarky E, Lu CY, Bosch KN, Kavalier A, Rivera K, Roper J, Chio IIC, Giannopoulou EG, Rago C, Muley A, Asara JM, Paik J, Elemento O, Chen ZM, Pappin DJ, Dow LE, Papadopoulos N, Gross SS, Cantley LC, Science, 350(6266), 1391 (2015)

[5] Shaw AT, Winslow MM, Magendantz M, Ouyang C, Dowdle J, Subramanian A, Lewis TA, Maglathin RL, Tolliday N, Jacks T, Proc. Natl. Acad. Sci., 108, 8773 (2011)

[6] Mura S, Nicolas J, Couvreur P, Nat. Mater., 12(11), 991 (2013)

[7] Kwon S, Ko H, You DG, Kataoka K, Park JH, Accounts Chem. Res., 52, 1771 (2019)

[8] Moon SJ, You DG, Li Y, Um WR, Jung JM, Kim CH, Oh BH, Park JH, Lee DS, Macromol. Res., 28(2), 99 (2020)

[9] Kumari P, Paul M, Bhatt H, Rompicharla SVK, Sarkar D, Ghosh B, Biswas S, Pharm. Res., 37, 18 (2020)

[10] Manickam DS, Li J, Putt DA, Zhou QH, Wu C, Lash LH, Oupicky D, J. Control. Release, 141, 77 (2010)

[11] Choi YS, Huh KM, Shim MS, Park IS, Cho YY, Lee JY, Lee HS, Kang HC, Adv. Funct. Mater., 31, 200727 (2021)

[12] Deepagan VG, Kwon S, You DG, Nguyen VQ, Um W, Ko H, Lee H, Jo DG, Kang YM, Park JH, Biomaterials, 103, 56 (2016)

[13] Kirby C, Gregoriadis G, Nat. Biotechnol., 2, 979 (1984)

[14] Gong F, Cheng L, Yang N, Betzer O, Feng L, Zhou Q, Li Y, Chen R, Popovtzer R, Liu Z, Adv. Mater., 31, 190073 (2019)

[15] van der Reest J, Gottlieb E, Cell Res., 26, 269 (2016)

[16] Jeon J, You DG, Um W, Lee J, Kim CH, Shin S, Kwon S, Park JH, Sci. Adv., 6, eaaz84 (2020)