TY - JOUR
T1 - Configurational Study of Diastereoisomeric Royleanone Diterpenoids from Salvia concolor
AU - Díaz-Fernández, Mónica
AU - Salazar, María I.
AU - Joseph-Nathan, Pedro
AU - Burgueño-Tapia, Eleuterio
N1 - Publisher Copyright:
© The Author(s) 2019.
PY - 2019
Y1 - 2019
N2 - The known diterpenoids horminone (1) and taxoquinone (2) as a mixture, and pure 6,7-dehydroroyleanone (7) were isolated from the aerial parts of not yet studied Salvia concolor Lamb. Although 1 and 2 are known, the 1H Nuclear Magnetic Resonance (NMR) data of their acetyl derivatives 4 to 6 are only partially described. Moreover, the 13C NMR data assignments for 4 and 6 show some inconsistencies and reveal better agreement with those we obtained for diastereoisomeric 3 and 5. Since stereochemical aspects were in doubt, it was considered as mandatory to unambiguously determine the absolute configuration of 3 to 6 using vibrational circular dichroism spectroscopy, which then allowed the complete 1H and 13C NMR chemical shift assignments of 4 to 6.
AB - The known diterpenoids horminone (1) and taxoquinone (2) as a mixture, and pure 6,7-dehydroroyleanone (7) were isolated from the aerial parts of not yet studied Salvia concolor Lamb. Although 1 and 2 are known, the 1H Nuclear Magnetic Resonance (NMR) data of their acetyl derivatives 4 to 6 are only partially described. Moreover, the 13C NMR data assignments for 4 and 6 show some inconsistencies and reveal better agreement with those we obtained for diastereoisomeric 3 and 5. Since stereochemical aspects were in doubt, it was considered as mandatory to unambiguously determine the absolute configuration of 3 to 6 using vibrational circular dichroism spectroscopy, which then allowed the complete 1H and 13C NMR chemical shift assignments of 4 to 6.
KW - Absolute configuration
KW - Diastereoisomeric abietanes
KW - NMR assignments
KW - Salvia concolor
KW - Vibrational circular dichroism
UR - http://www.scopus.com/inward/record.url?scp=85069679909&partnerID=8YFLogxK
U2 - 10.1177/1934578X19862650
DO - 10.1177/1934578X19862650
M3 - Artículo
SN - 1934-578X
VL - 14
JO - Natural Product Communications
JF - Natural Product Communications
IS - 7
ER -