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New 1,3-Diynoic Derivatives of Natural Lembehyne B: Stereoselective Synthesis, Anticancer, and Neuritogenic Activity.
- Source :
-
ACS omega [ACS Omega] 2020 Jan 23; Vol. 5 (4), pp. 1974-1981. Date of Electronic Publication: 2020 Jan 23 (Print Publication: 2020). - Publication Year :
- 2020
-
Abstract
- An original method has been developed for the synthesis of 1,3-dyine derivatives of natural lembehyne B in high yields (50-67%) and with high selectivity (>98%). The key stage of the synthesis is new Ti-catalyzed cross-cyclomagnesiation of oxygenated and aliphatic 1,2-dienes induced by Grignard reagents. For studying the effect of the structure on the antitumor and neuritogenic activities, a series of lembehyne B analogues with different distances between the terminal hydroxy group and the 1,3-diyne moiety was prepared and tested for neuritogenic activity on mouse neuroblastoma Neuro 2A cells and for cytotoxicity, induction of apoptosis, and effects on the cell cycle using Jurkat, U937, K562, HeLa, and Hek293 tumor cell lines.<br />Competing Interests: The authors declare no competing financial interest.<br /> (Copyright © 2020 American Chemical Society.)
Details
- Language :
- English
- ISSN :
- 2470-1343
- Volume :
- 5
- Issue :
- 4
- Database :
- MEDLINE
- Journal :
- ACS omega
- Publication Type :
- Academic Journal
- Accession number :
- 32039334
- Full Text :
- https://doi.org/10.1021/acsomega.9b03826