Separation, synthesis, and cytotoxicity of a series of mogrol derivatives. Issue 7 (2nd July 2020)

• Record Type: Journal Article
• Authors: Wang, Lei; Li, Lianchun; Fu, Yuxia; Li, Bingchen; Chen, Bing; Xu, Feng; Li, Dianpeng
• Is Part Of: Journal of Asian natural products research. Volume 22:Issue 7(2020)
• Page Start: 663
• Page End: 677
• Publication Date: 2020-07-02
• Subjects: Mogrol -- metabolites -- mogrol modification -- tetrahydro-β-carboline -- synergistic effect; Materia medica -- Asia -- Periodicals; Pharmacognosy -- Asia -- Periodicals; Medicinal plants -- Asia -- Periodicals; Medicine, Oriental -- Asia -- Periodicals; 615.321095
• DOI: 10.1080/10286020.2019.1611785
• Languages: English
• ISSNs: 1028-6020

Abstract

Abstract: Four metabolites of mogrol were separated, identified and characterized. Their antitumor activity was evaluated, and the results showed side chain modification would probably enhance the cytotoxicity. Therefore, three types of amines, alcohols and rigid planar derivatives were synthesized. Compounds 20 and 21 containing a tetrahydro- β -carboline structure at the end of the side chain exhibited IC50 values around 2–9 μM against A549 and CNE1 cell comparing with 80–90 μM of mogrol. Structure analysis suggested that the perhydrocyclopentanophenanthrene moiety and the tetrahydro- β -carboline moiety could probably enhance the activity through an intramolecular synergistic effect.