TY - JOUR
T1 - The crystal structure of 3-epismilagenin acetate and 23-oxo-3-epismilagenin acetate
AU - MacÍas-Alonso, Mariana
AU - Esturau-Escofet, Nuria
AU - Flores-Álamo, Marcos
AU - Iglesias-Arteaga, Martín A.
AU - Moreno-Esparza, Rafael
N1 - Funding Information:
Acknowledgments The authors thank to the Dirección General de Asuntos del Personal Académico (DGAPA-UNAM) for financial support via project IN204008-3 and to CONACyT for scholarship granted to Mariana Macías-Alonso. Thanks are due to Georgina Duarte Lisci (USAI-UNAM) for registering Mass spectra.
PY - 2011/10
Y1 - 2011/10
N2 - The crystal structure together with unambiguous assignation of 1H and 13C NMR signals of 3-epismilagenin acetate 4 and 23-oxo-3-epismilagenin acetate 5 are described. Compound 4, crystallized as orthorhombic system a = 10.535(1) Å, b = 13.775 (1) Å, c = 18.347 (1) Å, α = β = γ = 90°; with space group P2 1 2 1 2 1 ; while compound 5 crystallized as a monoclinic system a = 10.380(1) Å, b = 7.327(1) Å, c = 17.881(1) Å, α = γ = 90°, β = 99.56(1)°, with a space group P2 1 . The presence a carbonyl group at C(23) in compound 5 produces a significant deviation from the chair conformation observed in compound 4. The effects of the side chain modifications on the puckering parameters derived from are discussed.
AB - The crystal structure together with unambiguous assignation of 1H and 13C NMR signals of 3-epismilagenin acetate 4 and 23-oxo-3-epismilagenin acetate 5 are described. Compound 4, crystallized as orthorhombic system a = 10.535(1) Å, b = 13.775 (1) Å, c = 18.347 (1) Å, α = β = γ = 90°; with space group P2 1 2 1 2 1 ; while compound 5 crystallized as a monoclinic system a = 10.380(1) Å, b = 7.327(1) Å, c = 17.881(1) Å, α = γ = 90°, β = 99.56(1)°, with a space group P2 1 . The presence a carbonyl group at C(23) in compound 5 produces a significant deviation from the chair conformation observed in compound 4. The effects of the side chain modifications on the puckering parameters derived from are discussed.
KW - 23-Oxospirostan
KW - NMR
KW - Puckering parameters
KW - Ring conformation
KW - Spirostanes
KW - Steroids
KW - X-ray structure
UR - http://www.scopus.com/inward/record.url?scp=80054967560&partnerID=8YFLogxK
U2 - 10.1007/s10870-011-0126-3
DO - 10.1007/s10870-011-0126-3
M3 - Artículo
SN - 1074-1542
VL - 41
SP - 1476
EP - 1482
JO - Journal of Chemical Crystallography
JF - Journal of Chemical Crystallography
IS - 10
ER -