Synthesis of stereospecifically deuterated desoxypodophyllotoxins and 1H-nmr assignment of desoxypodophyllotoxin.
[4 beta- 2H1]Desoxypodophyllotoxin [3], [4 alpha- 2H1]desoxypodophyllotoxin [4], and [4, 4- 2 H2]desoxypodophyllotoxin [9] were prepared from podophyllotoxin [1] via its chloride [5].  A complete assignment of the 1H-nmr spectrum of desoxypodophyllotoxin [2] was made on the basis of the spectra of the deuterated compounds [3] and [4].
Pullockaran
A J
AJ
Department of Chemistry, Virginia Polytechnic Institute and State University, Blacksburg 24061-0212.
Kingston
D G
DG
Lewis
N G
NG
D000972:Antineoplastic Agents, Phytogenic / Q000032:analysis / Q000096:biosynthesis; D003903:Deuterium / Q000032:analysis; D006859:Hydrogen / Q000032:analysis; D006900:Hydroxylation; D009682:Magnetic Resonance Spectroscopy; D018517:Plant Roots / Q000737:chemistry / Q000378:metabolism; D010946:Plants, Medicinal; D010947:Plants, Toxic; D011034:Podophyllotoxin / Q000031:analogs & derivatives* / Q000032:analysis / Q000096:biosynthesis*; D011035:Podophyllum / Q000737:chemistry / Q000378:metabolism*; D013237:Stereoisomerism
D000972:Antineoplastic Agents, Phytogenic; D006859:Hydrogen; D003903:Deuterium; D011034:Podophyllotoxin