Highly Potent and Intestine Specific P-Glycoprotein Inhibitor to Enable Oral Delivery of Taxol

  • Angew Chem Int Ed Engl. 2024 Aug 13:e202412649. doi: 10.1002/anie.202412649.
Xianjing Zhou  1 Ping Zhang  2 Yuyan Yang  1 Wei Shi  2 Lei Liu  1 Zhencheng Lai  3 Xing Zhang  1 Peichen Pan  1 Lan Li  4 Juan Du  4 Hai Qian  2 Sunliang Cui  5
Affiliations
  • 1. Zhejiang University, College of Pharmaceutical Sciences, CHINA.
  • 2. China Pharmaceutical University, Center of Drug Discovery, CHINA.
  • 3. Zhejiang University Library, College of Pharmaceutical Sciences, 866 Yuhangtang Road, 310058, Hangzhou, CHINA.
  • 4. Zhejiang University, School of Medicine, CHINA.
  • 5. Zhejiang University, College of Pharmaceutical Sciences, 866 Yuhangtang Road, Room 301, Pharmaceutical Sciences Building, 310058, Hangzhou, CHINA.
Abstract

Taxol is widely used in Cancer chemotherapy; however, the oral absorption of Taxol remains a formidable challenge. Since the intestinal P-glycoprotein (P-gp) mediated drug efflux is one of the primary causes, the development of P-gp inhibitor is emerging as a promising strategy to realize Taxol's oral delivery. Because P-gp exists in many tissues, the non-selective P-gp inhibitors would lead to toxicity. Correspondingly, a potent and intestine specific P-gp inhibitor would be an ideal solution to boost the oral absorption of Taxol and avoid exogenous toxicity. Herein, we would like to report a highly potent and intestine specific P-gp inhibitor to enable oral delivery of Taxol in high efficiency. Through a multicomponent reaction and post-modification, various benzofuran-fused-piperidine derivatives were achieved and the biological evaluation identified 16c with potent P-gp inhibitory activity. Notably, 16c was intestine specific and showed almost none absorption (F = 0.82%), but possessing higher efficacy than Encequidar to improve the oral absorption of Taxol. In MDA-MB-231 xenograft model, the oral administration of Taxol and 16c showed high therapeutic efficiency and low toxicity, thus providing a valuable chemotherapy strategy.

Keywords
Drug Delivery; Multicomponent reaction; P-glycoprotein; Taxol; chemotherapy.
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