Quantitative H-1 NMR measurements revealed Delta(11(13)) sesquiterpene gamma-lactones as the main constituents (greater than or equal to 1% per weight of dried plant material) in the crude extracts of the aerial parts of Amphoricarpos neumayeri ssp. neumayeri and ssp. murbeckii from mountains Orjen and Visitor (Montenegro), respectively. Preparative silica gel chromatography afforded thirteen guai-11(13)-en-12,6alpha-olides, named amphoricarpolides (1-13), with the same relative (1alphaH,4PH,5alphaH,7betaH) configuration of the basic skeleton. The common structural feature of lactones 2-13 was 3beta,15-dioxygenation pattern. The only exception was 1 (3-deoxyamphoricarpolide), containing a single oxygen substituent (15-OH). Eight of them exhibited an additional oxygen substituent, 9beta-OH (5 and 6), 2alpha-OH (8-12), or 2alpha-OAc (13). Compound 7 was epoxydated at 10alpha(14)-position, whereas the remaining lactones contained a 10(14) double bond. (C) 2004 Elsevier Ltd. All rights res...erved.
TY - JOUR
AU - Đorđević, Iris
AU - Vajs, Vlatka
AU - Bulatović, V.
AU - Menkovic, N
AU - Tešević, Vele
AU - Macura, S
AU - Janaćković, Peđa T.
AU - Milosavljević, Slobodan
PY - 2004
UR - https://cer.ihtm.bg.ac.rs/handle/123456789/4148
AB - Quantitative H-1 NMR measurements revealed Delta(11(13)) sesquiterpene gamma-lactones as the main constituents (greater than or equal to 1% per weight of dried plant material) in the crude extracts of the aerial parts of Amphoricarpos neumayeri ssp. neumayeri and ssp. murbeckii from mountains Orjen and Visitor (Montenegro), respectively. Preparative silica gel chromatography afforded thirteen guai-11(13)-en-12,6alpha-olides, named amphoricarpolides (1-13), with the same relative (1alphaH,4PH,5alphaH,7betaH) configuration of the basic skeleton. The common structural feature of lactones 2-13 was 3beta,15-dioxygenation pattern. The only exception was 1 (3-deoxyamphoricarpolide), containing a single oxygen substituent (15-OH). Eight of them exhibited an additional oxygen substituent, 9beta-OH (5 and 6), 2alpha-OH (8-12), or 2alpha-OAc (13). Compound 7 was epoxydated at 10alpha(14)-position, whereas the remaining lactones contained a 10(14) double bond. (C) 2004 Elsevier Ltd. All rights reserved.
PB - Pergamon-Elsevier Science Ltd, Oxford
T2 - Phytochemistry
T1 - Guaianolides from two subspecies of Amphoricarpos neumayeri from Montenegro
VL - 65
IS - 16
SP - 2337
EP - 2345
DO - 10.1016/j.phytochem.2004.07.014
ER -
@article{
author = "Đorđević, Iris and Vajs, Vlatka and Bulatović, V. and Menkovic, N and Tešević, Vele and Macura, S and Janaćković, Peđa T. and Milosavljević, Slobodan",
year = "2004",
url = "https://cer.ihtm.bg.ac.rs/handle/123456789/4148",
abstract = "Quantitative H-1 NMR measurements revealed Delta(11(13)) sesquiterpene gamma-lactones as the main constituents (greater than or equal to 1% per weight of dried plant material) in the crude extracts of the aerial parts of Amphoricarpos neumayeri ssp. neumayeri and ssp. murbeckii from mountains Orjen and Visitor (Montenegro), respectively. Preparative silica gel chromatography afforded thirteen guai-11(13)-en-12,6alpha-olides, named amphoricarpolides (1-13), with the same relative (1alphaH,4PH,5alphaH,7betaH) configuration of the basic skeleton. The common structural feature of lactones 2-13 was 3beta,15-dioxygenation pattern. The only exception was 1 (3-deoxyamphoricarpolide), containing a single oxygen substituent (15-OH). Eight of them exhibited an additional oxygen substituent, 9beta-OH (5 and 6), 2alpha-OH (8-12), or 2alpha-OAc (13). Compound 7 was epoxydated at 10alpha(14)-position, whereas the remaining lactones contained a 10(14) double bond. (C) 2004 Elsevier Ltd. All rights reserved.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Phytochemistry",
title = "Guaianolides from two subspecies of Amphoricarpos neumayeri from Montenegro",
volume = "65",
number = "16",
pages = "2337-2345",
doi = "10.1016/j.phytochem.2004.07.014"
}
Đorđević I, Vajs V, Bulatović V, Menkovic N, Tešević V, Macura S, Janaćković PT, Milosavljević S. Guaianolides from two subspecies of Amphoricarpos neumayeri from Montenegro. Phytochemistry. 2004;65(16):2337-2345
Đorđević, I., Vajs, V., Bulatović, V., Menkovic, N., Tešević, V., Macura, S., Janaćković, P. T.,& Milosavljević, S. (2004). Guaianolides from two subspecies of Amphoricarpos neumayeri from Montenegro.
PhytochemistryPergamon-Elsevier Science Ltd, Oxford., 65(16), 2337-2345.
https://doi.org/10.1016/j.phytochem.2004.07.014
Đorđević Iris, Vajs Vlatka, Bulatović V., Menkovic N, Tešević Vele, Macura S, Janaćković Peđa T., Milosavljević Slobodan, "Guaianolides from two subspecies of Amphoricarpos neumayeri from Montenegro" 65, no. 16 (2004):2337-2345,
https://doi.org/10.1016/j.phytochem.2004.07.014 .
