26194-59-2

Upstream product

• 518-55-8 conidendrin 
• 321747-13-1 Acetic acid (1S,9R,12R)-1-(3,4-dimethoxy-phenyl)-4,5-dimethoxy-11-oxa-tricyclo[7.2.1.0^2,7]dodeca-2⁽⁷⁾,3,5-trien-12-ylmethyl ester 
• 321747-11-9 [(1S,9R,12R)-1-(3,4-Dimethoxy-phenyl)-4,5-dimethoxy-11-oxa-tricyclo[7.2.1.0^2,7]dodeca-2⁽⁷⁾,3,5-trien-12-yl]-methanol 
• 21966-92-7 isolariciresinol dimethyl ether 

Relevant academic research and scientific papers

Synthesis and applications of diphosphine ligands derived from the lignan hydroxymatairesinol

Highly efficient methods for synthetic modifications of the natural lignan hydroxymatairesinol into chiral diphosphines similar to DIOP were developed. Catalytic activity and induction of enantioselectivity for the prepared phosphines were evaluated in rh

Cytotoxic responses to aromatic ring and configurational variations in α-conidendrin, podophyllotoxin, and sikkimotoxin derivatives

Derivatives of α-conidendrin, podophyllotoxin, and sikkimotoxin were prepared to evaluate the cytotoxic contributions of C-4 configuration and pendant and fused arene substitutions. Dimethyl-α-conidendryl alcohol (5), 9-deoxypodophyllol (6), and 9-deoxysikkimol (17) were dehydrated to their respective oxolane derivatives 4, 3, and 9. Diols 5 and 6 were converted via oxabicyclo[3.2.1]octanols 10 and 14 to target oxolanes 8 and 7 where C-4 had been inverted relative to that in 3 and 4. Cytotoxicities of the five oxolanes were determined in two drug-sensitive human leukemia and two multidrug-resistant cell lines expressing P-glycoprotein or multidrug-resistance associated protein (MRP). Changing the pendant arene configuration or replacing a m-methoxy by hydrogen resulted in a 100-fold cytotoxicity loss. Replacing a methylenedioxy group in the fused arene by two methoxy substituents reduced cytotoxicity by 10-fold. Drug-resistant cell lines were equally resistant to compounds 3, 4, 8, and 9 indicating that these four compounds do not serve as substrates of the transport proteins P-glycoprotein and MRP.