6274-07-3Relevant academic research and scientific papers
Synthesis and cytotoxicity of hydrophobic esters of podophyllotoxins
Lopez-Perez,Del Olmo,De Pascual-Teresa,Abad,San Feliciano
, p. 1283 - 1286 (2004)
Diverse norbornenecarboxylate esters of podophyllotoxin and its epimers and diastereoisomers have been prepared through Diels-Alder cycloaddition by treating the dienophilic acrylates of cyclolignans with cyclopentadiene. Their cytotoxicities against seve
Stereoselective synthesis of 4β-acyloxypodophyllotoxin derivatives as insecticidal agents
Che, Zhi-Ping,Tian, Yue-E,Liu, Sheng-Ming,Jiang, Jia,Hu, Mei,Chen, Gen-Qiang
, p. 1028 - 1041 (2018/07/15)
As our ongoing work on research of natural-product-based insecticidal agents, some 4α/β-acyloxypodophyllotoxin derivatives were synthesized, and were evaluated against the pre-third-instar larvae of B. mori, A. dissimilis and M. separate in vivo at the co
SYNTHESIS OF LIGNANS RELATED TO THE PODOPHYLLOTOXIN SERIES
Pelter, Andrew,Ward, Robert S.,Pritchard, Martyn C.,Kay, I. Trevor
, p. 1603 - 1614 (2007/10/02)
The dibenzyl-γ-butyrolactone derivative (6), readily prepared by tandem conjugate addition to but-2-en-4-olide, undergoes cyclisation with trifluoroacetic acid to afford retrochinensin (10).After desulphurisation of (6) with Raney nickel, cyclisation yields the aryltetralin lactone (9).Treatment of (6) with concentrated perchloric acid gives a quantitative yield of the rearranged compound (11), which after appropriate modification can be cyclised to afford either the retro-dihydroarylnaphthalene lactone (13), or the 4-substituted aryltetralin lactone (15).Extension of this approach to a second dibenzylbutyrolactone derivative (21) leads to the retro-dihydroarylnaphthalene lactone (25), but gives only a low yield of the required podophyllotoxin derivative (27).
Antitumor agents. LXII: Synthesis and biological evaluation of podophyllotoxin esters and related derivatives
Levy,Hall,Lee
, p. 1158 - 1161 (2007/10/02)
Synthetic esters of the C-4 hydroxyl group of podophyllotoxin (I) were prepared. In addition, esters were synthesized using the diol system of tetrahydropyranyl podophyllol (XV), produced by reducing the lactone ring of tetrahydropyranyl podophyllotoxin with lithium aluminum hydride. Six compounds, the acrylate (IV), 3,3-dimethyl acrylate (V), phenoxyacetate (IX), and ethyl adipate (XI) and I as well as podophyllol (XIV) and tetrahydropyranyl podophyllol dimesylate (XVIII), showed significant activity when tested using the P-388 lymphocytic leukemia screen at 3 mg/kg/day. None of the esters showed higher activity than that shown by the parent molecule I when tested at the same dosage level.
