Literature DB >> 30047958

A highly GSH-sensitive SN-38 prodrug with an "OFF-to-ON" fluorescence switch as a bifunctional anticancer agent.

Chang-Hee Whang1, Eunsoo Yoo2, Seong Kwon Hur3, Kyeong Soo Kim1, Dongin Kim2, Seongbong Jo1.   

Abstract

SN-38 (7-ethyl-10-hydroxy-camptothecin) is an active metabolite of irinotecan (CPT-11) and the most potent camptothecin analogue. In this study, 2,4-dinitrobenzene sulfonyl (DNS) was covalently conjugated as a GSH-sensitive trigger to 10'-OH of SN-38 to yield a GSH-sensitive prodrug, denoted as DNS-SN38, with virtually quenched fluorescence due to donor-excited photo-induced electron transfer (d-PeT). By investigating DNS-SN38's activation properties upon fluorescence restoration and cytotoxic potency against ovarian cancer cell lines (A2780 and m-Cherry + OCSC1-F2), its potential applicability as a useful chemotherapeutic agent was demonstrated.

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Year:  2018        PMID： 30047958      PMCID： PMC6112243          DOI： 10.1039/c8cc05010d

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  32 in total

1.  Pharmacokinetics of SN2310, an injectable emulsion that incorporates a new derivative of SN-38 in patients with advanced solid tumors.

Authors:  Jean-Francois Marier; Leng Pheng; My My Trinh; Howard A Burris; Suzanne Jones; Kirsten Anderson; Serina Warner; David Porubek
Journal:  J Pharm Sci       Date:  2011-05-31       Impact factor: 3.534

Review 2.  Glutathione metabolism and its implications for health.

Authors:  Guoyao Wu; Yun-Zhong Fang; Sheng Yang; Joanne R Lupton; Nancy D Turner
Journal:  J Nutr       Date:  2004-03       Impact factor: 4.798

3.  A study of glutathione status in the blood and tissues of patients with breast cancer.

Authors:  Chih-Ching Yeh; Ming-Feng Hou; Szu-Hsien Wu; Shih-Meng Tsai; Shu-Kai Lin; Linda Ann Hou; Hsu Ma; Li-Yu Tsai
Journal:  Cell Biochem Funct       Date:  2006 Nov-Dec       Impact factor: 3.685

4.  Cytotoxicity and topo I targeting activity of substituted 10--nitrogenous heterocyclic aromatic group derivatives of SN-38.

Authors:  Qing-Yong Li; Xiao-Qiu Deng; Yuan-Gang Zu; Hongyan Lv; Lin Su; Liping Yao; Yu Zhang; Lei Li
Journal:  Eur J Med Chem       Date:  2010-03-16       Impact factor: 6.514

5.  Enhanced intracellular accumulation of a non-nucleoside anti-cancer agent via increased uptake of its valine ester prodrug through amino acid transporters.

Authors:  Eun-Young Kwak; Won-Sik Shim; Ji-Eun Chang; Saeho Chong; Dae-Duk Kim; Suk-Jae Chung; Chang-Koo Shim
Journal:  Xenobiotica       Date:  2012-01-10       Impact factor: 1.908

6.  Oxidative stress in non-small cell lung cancer patients after chemotherapy: association with treatment response.

Authors:  Abhilasha Gupta; Shruti Srivastava; Rajendra Prasad; Shanker M Natu; Balraj Mittal; Mahendra P S Negi; Anand N Srivastava
Journal:  Respirology       Date:  2010-02       Impact factor: 6.424

7.  Self-assembled nanoparticles comprising aptide-SN38 conjugates for use in targeted cancer therapy.

Authors:  Hyungjun Kim; Yonghyun Lee; Sukmo Kang; Minsuk Choi; Soyoung Lee; Sunghyun Kim; Vipul Gujrati; Jinjoo Kim; Sangyong Jon
Journal:  Nanotechnology       Date:  2016-11-02       Impact factor: 3.874

Review 8.  Prodrug and nanomedicine approaches for the delivery of the camptothecin analogue SN38.

Authors:  Vaskor Bala; Shasha Rao; Ben J Boyd; Clive A Prestidge
Journal:  J Control Release       Date:  2013-08-06       Impact factor: 9.776

9.  Camptothecin induces protein-linked DNA breaks via mammalian DNA topoisomerase I.

Authors:  Y H Hsiang; R Hertzberg; S Hecht; L F Liu
Journal:  J Biol Chem       Date:  1985-11-25       Impact factor: 5.157

10.  Biotinylated Bilirubin Nanoparticles as a Tumor Microenvironment-Responsive Drug Delivery System for Targeted Cancer Therapy.

Authors:  Yonghyun Lee; Soyoung Lee; Sangyong Jon
Journal:  Adv Sci (Weinh)       Date:  2018-04-24       Impact factor: 16.806
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  3 in total

1.  A Bioreductive Prodrug of Cucurbitacin B Significantly Inhibits Tumor Growth in the 4T1 Xenograft Mice Model.

Authors:  Parichat Suebsakwong; Jie Wang; Phorntip Khetkam; Natthida Weerapreeyakul; Jing Wu; Yun Du; Zhu-Jun Yao; Jian-Xin Li; Apichart Suksamrarn
Journal:  ACS Med Chem Lett       Date:  2019-09-10       Impact factor: 4.345

2.  Synergistic Combination Chemotherapy of Lung Cancer: Cisplatin and Doxorubicin Conjugated Prodrug Loaded, Glutathione and pH Sensitive Nanocarriers.

Authors:  Yonglong Jin; Yi Wang; Xiguang Liu; Jing Zhou; Xintong Wang; Hui Feng; Hong Liu
Journal:  Drug Des Devel Ther       Date:  2020-11-25       Impact factor: 4.162

3.  Combined and targeted drugs delivery system for colorectal cancer treatment: Conatumumab decorated, reactive oxygen species sensitive irinotecan prodrug and quercetin co-loaded nanostructured lipid carriers.

Authors:  Youqiang Liu; Hongxin Zhang; Haijing Cui; Futong Zhang; Liyan Zhao; Yibing Liu; Qingju Meng
Journal:  Drug Deliv       Date:  2022-12       Impact factor: 6.419
  3 in total

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