The stereochemistry of oxindole alkaloids: uncarines A, B (formosanine), C (pteropodine), D (speciophylline), E (isopteropodine), and F
Тип публикации: Journal Article
Дата публикации: 1968-01-01
scimago Q3
wos Q4
БС3
SJR: 0.279
CiteScore: 2.6
Impact factor: 0.9
ISSN: 00049425, 14450038
General Chemistry
Краткое описание
A study of the N.M.R. spectra, circular dichroism, and equilibration reactions of the four stereoisomeric oxindole alkaloids, uncarines C (pteropodine), D (speciophylline), E (isopteropodine), and F, isolated from Ulzcaria berlzaysii F. Muell, and Uncaria ferrea D.C., has allowed assignment of the configuration at all five asymmetric centres. Partial synthesis of uncarines C, D, E, and F from tetrahydroalstonine has provided proof for the assigned stereochemistry of the rings D and E. Comparison of the spectra of uncarines C, D, E, and F, mitraphylline, and isomitraphylline with those of formosanine (uncarine B) has shown that in formosanine and uncarine A the D/E ring junction is trans, and not cis, as previously reported. Formosanine and uncarine A are therefore the C19 epimers of mitraphylline and isomitraphylline respectively.
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ГОСТ
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Beecham A. et al. The stereochemistry of oxindole alkaloids: uncarines A, B (formosanine), C (pteropodine), D (speciophylline), E (isopteropodine), and F // Australian Journal of Chemistry. 1968. Vol. 21. No. 2. p. 491.
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Beecham A., Hart N. B., Johns S., Lamberton J. The stereochemistry of oxindole alkaloids: uncarines A, B (formosanine), C (pteropodine), D (speciophylline), E (isopteropodine), and F // Australian Journal of Chemistry. 1968. Vol. 21. No. 2. p. 491.
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TY - JOUR
DO - 10.1071/ch9680491
UR - https://doi.org/10.1071/ch9680491
TI - The stereochemistry of oxindole alkaloids: uncarines A, B (formosanine), C (pteropodine), D (speciophylline), E (isopteropodine), and F
T2 - Australian Journal of Chemistry
AU - Beecham, AF
AU - Hart, Nicholas B.
AU - Johns, SR
AU - Lamberton, JA
PY - 1968
DA - 1968/01/01
PB - CSIRO Publishing
SP - 491
IS - 2
VL - 21
SN - 0004-9425
SN - 1445-0038
ER -
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BibTex (до 50 авторов)
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@article{1968_Beecham,
author = {AF Beecham and Nicholas B. Hart and SR Johns and JA Lamberton},
title = {The stereochemistry of oxindole alkaloids: uncarines A, B (formosanine), C (pteropodine), D (speciophylline), E (isopteropodine), and F},
journal = {Australian Journal of Chemistry},
year = {1968},
volume = {21},
publisher = {CSIRO Publishing},
month = {jan},
url = {https://doi.org/10.1071/ch9680491},
number = {2},
pages = {491},
doi = {10.1071/ch9680491}
}
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MLA
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Beecham, AF, et al. “The stereochemistry of oxindole alkaloids: uncarines A, B (formosanine), C (pteropodine), D (speciophylline), E (isopteropodine), and F.” Australian Journal of Chemistry, vol. 21, no. 2, Jan. 1968, p. 491. https://doi.org/10.1071/ch9680491.