Further guaianolides from Amphoricarpos neumayeri ssp murbeckii from Montenegro
Authors
Đorđević, Iris
Jadranin, Milka

Vajs, Vlatka
Menković, Nebojša
Tešević, Vele

Macura, Slobodan

Milosavljević, Slobodan

Article (Published version)
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The aerial parts of Amphoricarpos neumayeri ssp. murbeckii afforded eleven guaianolides with the same relative (1 alpha H,4 beta H,5 alpha H, 7 alpha H) configuration of the basic skeleton. All of them contained a CH2OX (X = H, acetyl or isovaleroyl) group in 4 alpha-position, typical for amphoricarpolides. Four compounds (1-4) were isolated before from the same species, originating from different localities. Guaianolides 5-11 are new compounds. Compounds 7 and 8 were epoxidized at the 10 alpha(14)-position. Instead of the Delta(11(13))-double bond, observed in all previously isolated guaianolides from the same species, the four lactones contained 11 alpha,13-diol (8-10) or 11 alpha-OH, 13-chloro (11) moieties respectively.
Keywords:
Amphoricarpos neumayeri ssp murbeckii / sesquiterpene laetones / guaianolidesSource:
Zeitschrift fur Naturforschung. Section B: Journal of Chemical Sciences, 2006, 61, 11, 1437-1442Publisher:
- Verlag Z Naturforsch, Tubingen
Funding / projects:
- Sekundarni metaboliti samoniklih, lekovitih biljaka: izolovanje, karakterizacija i biloška aktivnost (RS-142053)
DOI: 10.1515/znb-2006-1119
ISSN: 0932-0776
WoS: 000243369900019
Scopus: 2-s2.0-33845648057
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IHTMTY - JOUR AU - Đorđević, Iris AU - Jadranin, Milka AU - Vajs, Vlatka AU - Menković, Nebojša AU - Tešević, Vele AU - Macura, Slobodan AU - Milosavljević, Slobodan PY - 2006 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/2711 AB - The aerial parts of Amphoricarpos neumayeri ssp. murbeckii afforded eleven guaianolides with the same relative (1 alpha H,4 beta H,5 alpha H, 7 alpha H) configuration of the basic skeleton. All of them contained a CH2OX (X = H, acetyl or isovaleroyl) group in 4 alpha-position, typical for amphoricarpolides. Four compounds (1-4) were isolated before from the same species, originating from different localities. Guaianolides 5-11 are new compounds. Compounds 7 and 8 were epoxidized at the 10 alpha(14)-position. Instead of the Delta(11(13))-double bond, observed in all previously isolated guaianolides from the same species, the four lactones contained 11 alpha,13-diol (8-10) or 11 alpha-OH, 13-chloro (11) moieties respectively. PB - Verlag Z Naturforsch, Tubingen T2 - Zeitschrift fur Naturforschung. Section B: Journal of Chemical Sciences T1 - Further guaianolides from Amphoricarpos neumayeri ssp murbeckii from Montenegro VL - 61 IS - 11 SP - 1437 EP - 1442 DO - 10.1515/znb-2006-1119 ER -
@article{ author = "Đorđević, Iris and Jadranin, Milka and Vajs, Vlatka and Menković, Nebojša and Tešević, Vele and Macura, Slobodan and Milosavljević, Slobodan", year = "2006", abstract = "The aerial parts of Amphoricarpos neumayeri ssp. murbeckii afforded eleven guaianolides with the same relative (1 alpha H,4 beta H,5 alpha H, 7 alpha H) configuration of the basic skeleton. All of them contained a CH2OX (X = H, acetyl or isovaleroyl) group in 4 alpha-position, typical for amphoricarpolides. Four compounds (1-4) were isolated before from the same species, originating from different localities. Guaianolides 5-11 are new compounds. Compounds 7 and 8 were epoxidized at the 10 alpha(14)-position. Instead of the Delta(11(13))-double bond, observed in all previously isolated guaianolides from the same species, the four lactones contained 11 alpha,13-diol (8-10) or 11 alpha-OH, 13-chloro (11) moieties respectively.", publisher = "Verlag Z Naturforsch, Tubingen", journal = "Zeitschrift fur Naturforschung. Section B: Journal of Chemical Sciences", title = "Further guaianolides from Amphoricarpos neumayeri ssp murbeckii from Montenegro", volume = "61", number = "11", pages = "1437-1442", doi = "10.1515/znb-2006-1119" }
Đorđević, I., Jadranin, M., Vajs, V., Menković, N., Tešević, V., Macura, S.,& Milosavljević, S.. (2006). Further guaianolides from Amphoricarpos neumayeri ssp murbeckii from Montenegro. in Zeitschrift fur Naturforschung. Section B: Journal of Chemical Sciences Verlag Z Naturforsch, Tubingen., 61(11), 1437-1442. https://doi.org/10.1515/znb-2006-1119
Đorđević I, Jadranin M, Vajs V, Menković N, Tešević V, Macura S, Milosavljević S. Further guaianolides from Amphoricarpos neumayeri ssp murbeckii from Montenegro. in Zeitschrift fur Naturforschung. Section B: Journal of Chemical Sciences. 2006;61(11):1437-1442. doi:10.1515/znb-2006-1119 .
Đorđević, Iris, Jadranin, Milka, Vajs, Vlatka, Menković, Nebojša, Tešević, Vele, Macura, Slobodan, Milosavljević, Slobodan, "Further guaianolides from Amphoricarpos neumayeri ssp murbeckii from Montenegro" in Zeitschrift fur Naturforschung. Section B: Journal of Chemical Sciences, 61, no. 11 (2006):1437-1442, https://doi.org/10.1515/znb-2006-1119 . .