TY - JOUR
T1 - The stereochemistry of ledol from Renealmia chrysotrycha
T2 - An NMR study
AU - Kaplan, Maria Auxiliadora C.
AU - Pugialli, Helena R.L.
AU - Lopes, Daise
AU - Gottlieb, Hugo E.
PY - 2000/12/8
Y1 - 2000/12/8
N2 - From the leaves of Renealmia chrysotrycha (Zingiberaceae), we isolated a sesquiterpene alcohol for which spectral data suggested the structure of a 10-aromadendranol. A meticulous NMR investigation, based mainly on vicinal proton-proton coupling constants and NOE interactions, and confirmed by a molecular mechanics calculation, established its relative stereochemistry as that of ledol. This finding resolves several recent literature ambiguities. Three known compounds (aromadendrene, cis-calamenene and palustrol) were also isolated. (C) 2000 Elsevier Science Ltd.
AB - From the leaves of Renealmia chrysotrycha (Zingiberaceae), we isolated a sesquiterpene alcohol for which spectral data suggested the structure of a 10-aromadendranol. A meticulous NMR investigation, based mainly on vicinal proton-proton coupling constants and NOE interactions, and confirmed by a molecular mechanics calculation, established its relative stereochemistry as that of ledol. This finding resolves several recent literature ambiguities. Three known compounds (aromadendrene, cis-calamenene and palustrol) were also isolated. (C) 2000 Elsevier Science Ltd.
KW - Ledol
KW - NMR determination of stereochemistry
KW - Renealmia chrysotrycha
KW - Sesquiterpene alcohol
KW - Zingiberaceae
UR - http://www.scopus.com/inward/record.url?scp=0034623792&partnerID=8YFLogxK
U2 - 10.1016/S0031-9422(00)00291-0
DO - 10.1016/S0031-9422(00)00291-0
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C2 - 11190391
AN - SCOPUS:0034623792
SN - 0031-9422
VL - 55
SP - 749
EP - 753
JO - Phytochemistry
JF - Phytochemistry
IS - 7
ER -