50905-41-4

Upstream product

• 1014671-34-1 (-)-podophyllotoxin 
• 40505-27-9 4-demethylpodophyllotoxin 
• 518-28-5 podofilox 

Downstream Products

• 119841-82-6 2'-chloro-4',5'-dide-O-methylepipodophyllotoxin 
• 119859-58-4 2'-chloro-3',4',5'-tridemethyl-3'-O-ethylpodophyllotoxin 
• 119841-76-8 2'-chloro-4',5'-didemethoxy-4',5'-dihydro-4',5'-dioxoepipodophyllotoxin 
• 1014671-32-9 4'-de-O-methylpodophyllotoxin 
• 50905-42-5 Acetic acid (5R,5aR,8aR,9R)-9-(3,4-diacetoxy-5-methoxy-phenyl)-8-oxo-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl ester 
• 119841-75-7 4-O-acetyl-3',4'-didemethoxy-3',4'-dihydro-3',4'-dioxopodophyllotoxin 

Relevant academic research and scientific papers

BIOSYNTHESIS OF PODOPHYLLUM LIGNANS - I. CINNAMIC ACID PRECURSORS OF PODOPHYLLOTOXIN IN PODOPHYLLUM HEXANDRUM

Feeding experiments in Podophyllum hexandrum plants have established that phenylalanine, cinnamic acid and ferulic acid are good precursors of the two major aryltetralin lignans podophyllotoxin and 4'-demethylpodophyllotoxin.Sinapic and 3,4,5-trimethoxycinnamic acids were poorly utilized, showing that the substitution pattern of the pendent aryl ring is built up after coupling of the two phenylpropane units.Degradation studies on podophyllotoxin derived from ferulic acid show that the two halves of the lignan molecule are equally labelled supporting a biosynthetic sequence involving oxidative coupling of two similar phenylpropane precursors having the substitution pattern of ferulic acid.Although 3,4-methylenedioxycinnamic acid was readily incorporated, degradative studies prove that this compound is not incorporated intact, but via a metabolic sequence in which the methylenedioxy carbon atom enters the C1-pool and then labels the methylenedioxy and methoxyl substituents of podophyllotoxin.The rest of the skeleton is incorporated via ferulic acid, presumably by way of caffeic acid.Key Word Index - Podophyllum hexandrum; Podophyllaceae; aryltetralin; lignans; biosynthesis; podophyllotoxin.

Synthesis, cytotoxicity and antiviral activity of podophyllotoxin analogues modified in the E-ring

Several podophyllotoxin derivatives modified in the E-ring were prepared and evaluated for their cytotoxicity on four neoplastic cell lines (P-388, A-549, HT-29 and MEL-28) and for their antiherpetic activity against Herpes simplex virus type II. The trim

Carbon-13 NMR Chemical Shifts of some Podophyllum Lignans and Analogues

Carbon-13 nmr chemical shifts of a number of podophyllum lignans, podophyllotoxin, 4′-demethylpodophyllotoxin, podophyllotoxone, desoxypodophyllotoxin and their derivatives have been determined. The derivatives include 1-naphthol, quinone, diol and tetrahydrofuran compounds.

Lignans and Related Phenols. Part 18. The Synthesis of Quinones from Podophyllotoxin and its Analogues

The preparation of quinones from podophyllotoxin and peltatins of the aryltetrahydronaphtalene class by oxidative demethylation is described.The derivation of 2'-substituted ortho-quinones from these products by the reductive addition of azide, bromide, a