Thermal chemistry of podophyllotoxin in ethanol and a comparison of the cytostatic activity of the thermolysis products

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Standard

Thermal chemistry of podophyllotoxin in ethanol and a comparison of the cytostatic activity of the thermolysis products. / Buchardt, O; Jensen, R B; Hansen, H.F.; Nielsen, Peter E.; Andersen, D.; Chinoin, I.

I: Journal of Pharmaceutical Sciences, Bind 75, Nr. 11, 11.1986, s. 1076-80.

Publikation: Bidrag til tidsskrift › Tidsskriftartikel › Forskning › fagfællebedømt

Harvard

Buchardt, O, Jensen, RB, Hansen, HF, Nielsen, PE, Andersen, D & Chinoin, I 1986, 'Thermal chemistry of podophyllotoxin in ethanol and a comparison of the cytostatic activity of the thermolysis products', Journal of Pharmaceutical Sciences, bind 75, nr. 11, s. 1076-80. https://doi.org/10.1002/jps.2600751111

APA

Buchardt, O., Jensen, R. B., Hansen, H. F., Nielsen, P. E., Andersen, D., & Chinoin, I. (1986). Thermal chemistry of podophyllotoxin in ethanol and a comparison of the cytostatic activity of the thermolysis products. Journal of Pharmaceutical Sciences, 75(11), 1076-80. https://doi.org/10.1002/jps.2600751111

Vancouver

Buchardt O, Jensen RB, Hansen HF, Nielsen PE, Andersen D, Chinoin I. Thermal chemistry of podophyllotoxin in ethanol and a comparison of the cytostatic activity of the thermolysis products. Journal of Pharmaceutical Sciences. 1986 nov.;75(11):1076-80. https://doi.org/10.1002/jps.2600751111

Author

Buchardt, O ; Jensen, R B ; Hansen, H.F. ; Nielsen, Peter E. ; Andersen, D. ; Chinoin, I. / Thermal chemistry of podophyllotoxin in ethanol and a comparison of the cytostatic activity of the thermolysis products. I: Journal of Pharmaceutical Sciences. 1986 ; Bind 75, Nr. 11. s. 1076-80.

Bibtex

@article{cd0d4ca89d774fae9bd7880d47afb0c9,
title = "Thermal chemistry of podophyllotoxin in ethanol and a comparison of the cytostatic activity of the thermolysis products",
abstract = "Podophyllotoxin (1) in buffered ethanolic solution is degraded by two pathways. One leads to (a) picropodophyllin (2), which undergoes dehydration to give alpha-apopicropodophyllin (5), which rearranges to give beta-apopicropodophyllin (6), (b) the ethyl ether of picropodophyllotoxin, 8, and (c) the ethyl ether of epipicropodophyllotoxin, 7. The other pathway leads directly to epipodophyllotoxin (10) and the corresponding ethyl ether, 9, and possibly, via a transient 3,4-dehydropodophyllotoxin (5'), to beta-apopicropodophyllin (6). The 1H NMR spectra of these compounds are described, their in vitro cytostatic activity compared, and their syntheses, including that of podophyllotoxin ethyl ether, reported.",
keywords = "Antineoplastic Agents/chemical synthesis, Cells, Cultured, Chemical Phenomena, Chemistry, Physical, Ethanol, Hot Temperature, Neoplasms, Experimental/pathology, Podophyllotoxin/analysis",
author = "O Buchardt and Jensen, {R B} and H.F. Hansen and Nielsen, {Peter E.} and D. Andersen and I Chinoin",
year = "1986",
month = nov,
doi = "10.1002/jps.2600751111",
language = "English",
volume = "75",
pages = "1076--80",
journal = "Journal of Pharmaceutical Sciences",
issn = "0022-3549",
publisher = "Elsevier",
number = "11",

}

RIS

TY - JOUR

T1 - Thermal chemistry of podophyllotoxin in ethanol and a comparison of the cytostatic activity of the thermolysis products

AU - Buchardt, O

AU - Jensen, R B

AU - Hansen, H.F.

AU - Nielsen, Peter E.

AU - Andersen, D.

AU - Chinoin, I

PY - 1986/11

Y1 - 1986/11

N2 - Podophyllotoxin (1) in buffered ethanolic solution is degraded by two pathways. One leads to (a) picropodophyllin (2), which undergoes dehydration to give alpha-apopicropodophyllin (5), which rearranges to give beta-apopicropodophyllin (6), (b) the ethyl ether of picropodophyllotoxin, 8, and (c) the ethyl ether of epipicropodophyllotoxin, 7. The other pathway leads directly to epipodophyllotoxin (10) and the corresponding ethyl ether, 9, and possibly, via a transient 3,4-dehydropodophyllotoxin (5'), to beta-apopicropodophyllin (6). The 1H NMR spectra of these compounds are described, their in vitro cytostatic activity compared, and their syntheses, including that of podophyllotoxin ethyl ether, reported.

AB - Podophyllotoxin (1) in buffered ethanolic solution is degraded by two pathways. One leads to (a) picropodophyllin (2), which undergoes dehydration to give alpha-apopicropodophyllin (5), which rearranges to give beta-apopicropodophyllin (6), (b) the ethyl ether of picropodophyllotoxin, 8, and (c) the ethyl ether of epipicropodophyllotoxin, 7. The other pathway leads directly to epipodophyllotoxin (10) and the corresponding ethyl ether, 9, and possibly, via a transient 3,4-dehydropodophyllotoxin (5'), to beta-apopicropodophyllin (6). The 1H NMR spectra of these compounds are described, their in vitro cytostatic activity compared, and their syntheses, including that of podophyllotoxin ethyl ether, reported.

KW - Antineoplastic Agents/chemical synthesis

KW - Cells, Cultured

KW - Chemical Phenomena

KW - Chemistry, Physical

KW - Ethanol

KW - Hot Temperature

KW - Neoplasms, Experimental/pathology

KW - Podophyllotoxin/analysis

U2 - 10.1002/jps.2600751111

DO - 10.1002/jps.2600751111

M3 - Journal article

C2 - 3820102

VL - 75

SP - 1076

EP - 1080

JO - Journal of Pharmaceutical Sciences

JF - Journal of Pharmaceutical Sciences

SN - 0022-3549

IS - 11

ER -

ID: 203631557