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Ciliatonoids D–M, highly modified limonoids from the twigs of Toona ciliata.
- Source :
-
Tetrahedron . Apr2024, Vol. 156, pN.PAG-N.PAG. 1p. - Publication Year :
- 2024
-
Abstract
- A new ring-intact limonoid, ciliatonoid D (1), five new 7,8- seco limonoids, ciliatonoids E–I (2 – 6), three new 7,8- seco -29-nor limonoids, ciliatonoids J–L (7 – 9), and a new 7,8:9,11- diseco limonoid, ciliatonoid M (10), together with eleven known limonoids were isolated from the twigs of Toona ciliata. Their structures were established by comprehensive analyses of spectroscopic, electronic circular dichroism, single-crystal X-ray diffraction data. Compound 6 bears an uncommon 1,30-oxygen bridge. Compound 10 represents a rare example of a structure with 9,11- seco limonoid from Meliaceae. The orientation of the 14,15-epoxy moiety in a known limonoid, toonayunnanae C (12), was revised as in a β -orientation by quantum NMR calculations with ML- J -DP4 probability analysis. Compound 9 and a known analogue, toonanoronoid C (11), were found to show modest in vitro cytotoxicity against HL-60 (human premyelocytic leukemia) and P-388 (murine leukemia) cell lines. [Display omitted] [ABSTRACT FROM AUTHOR]
- Subjects :
- *TOONA
*LIMONOIDS
*MOUSE leukemia
*TWIGS
*CILIATA
*CYTOTOXINS
Subjects
Details
- Language :
- English
- ISSN :
- 00404020
- Volume :
- 156
- Database :
- Academic Search Index
- Journal :
- Tetrahedron
- Publication Type :
- Academic Journal
- Accession number :
- 176358200
- Full Text :
- https://doi.org/10.1016/j.tet.2024.133942