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Paliasanines A-E, 3,4-Methylenedioxyquinoline Alkaloids Fused with a Phenyl-14-oxabicyclo[3.2.1]octane Unit from Melochia umbellata var. deglabrata .
- Source :
-
Journal of natural products [J Nat Prod] 2020 Oct 23; Vol. 83 (10), pp. 2931-2939. Date of Electronic Publication: 2020 Sep 18. - Publication Year :
- 2020
-
Abstract
- Five new quinoline alkaloids, paliasanines A-E ( 1 - 5 ), and 17 known compounds ( 6 - 22 ) were isolated from a methanol extract of Melochia umbellata var. deglabrata leaves. Their chemical structures were elucidated by analysis of HRMS and 1D and 2D NMR spectroscopic data. Compounds 1 - 5 are the first naturally occurring 3,4-methylenedioxyquinolines incorporating an oxabicyclo[3.2.1]octane unit. Compounds 6 and 7 displayed selective cytotoxicity (IC <subscript>50</subscript> 5.9-8.4 μM) against A549 and MCF-7 cell lines, while compounds 1 - 5 were not active. Compounds 1 - 3 did not exhibit an anti-HIV effect in MT4 cells, although the related quinolone derivative waltherione A exhibited significant activity. These preliminary results indicate that the 3-methoxy-4-quinolone skeleton might be preferred for both antiproliferative and anti-HIV activities.
Details
- Language :
- English
- ISSN :
- 1520-6025
- Volume :
- 83
- Issue :
- 10
- Database :
- MEDLINE
- Journal :
- Journal of natural products
- Publication Type :
- Academic Journal
- Accession number :
- 32946697
- Full Text :
- https://doi.org/10.1021/acs.jnatprod.0c00454