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Cytotoxic diterpenoid dimer containing an intricately caged core from Euphorbia fischeriana.

Authors :
Yu ZL
Zhou MR
Wang WY
Chang YB
Sun CP
Lv X
Wang C
Zhao WY
Ma XC
Source :
Bioorganic chemistry [Bioorg Chem] 2022 Jun; Vol. 123, pp. 105759. Date of Electronic Publication: 2022 Mar 23.
Publication Year :
2022

Abstract

Bislangduoids A and B, a novel class of dimeric diterpenoids based on ent-abietanes tethered by C-17-C-15' bridge, were identified as trace components from a traditional Chinese medicine Euphorbia fischeriana (Langdu). Bislangduoid A features a highly oxidized scaffold incorporating a cage-like pentacyclic core. Their structures were elucidated by extensive spectroscopic techniques, electronic circular dichroism, and NMR calculations. The biosynthetic pathway for the dimeric skeleton and the unique caged moiety via Michael and acetal-formation reactions was proposed. Bislangduoid A showed pronounced cytotoxicity against HepG2 cells through the mitochondria-dependent apoptosis pathway.<br /> (Copyright © 2022 Elsevier Inc. All rights reserved.)

Details

Language :
English
ISSN :
1090-2120
Volume :
123
Database :
MEDLINE
Journal :
Bioorganic chemistry
Publication Type :
Academic Journal
Accession number :
35349831
Full Text :
https://doi.org/10.1016/j.bioorg.2022.105759