1988
DOI: 10.1016/0031-9422(88)80134-1
|View full text |Cite
|
Sign up to set email alerts
|

Terpenoids from leaves of Juniperus thurifera

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...
2
1
1

Citation Types

5
40
0

Year Published

1994
1994
2024
2024

Publication Types

Select...
9

Relationship

0
9

Authors

Journals

citations
Cited by 67 publications
(45 citation statements)
references
References 19 publications
5
40
0
Order By: Relevance
“…This suggested a structure only differing from 2 in the position in the ring A of the secondary acetoxy group. A sharp multiplet at δ 4.94 (1H, w 1/2 = 7 Hz, H-3), connected to a méthylène (H 2 -2, δ 1.68 and 1.85), in turn coupled with another méthylène at δ 1.22 and 1.50 (H 2 -l), linked to a quaternary carbon (C-10), located the secondary acetyl group of 8 axially at C-3· The 13 C-NMR spectrum showed signals for C-l, C-2, and C-3 consistent with the proposed substitution pattern and in agreement with the literature (San Feliciano et al, 1988). The axial orientation of the acetoxymethyl group at C-4 was suggested by a H and 13 C chemical shift values, almost identical to those of 2, whereas a significantly different resonance was observed for C-19 (δ 22.19), upfield-shifted by the substituent at C-3-The relative configuration of the chiral centres was supported by a series of NOE experiments, which connected H 3 -20 to H-18a and H3-I7, confirming their c/s-relationship.…”
Section: Austrodoris Kerguelenensissupporting
confidence: 73%
“…This suggested a structure only differing from 2 in the position in the ring A of the secondary acetoxy group. A sharp multiplet at δ 4.94 (1H, w 1/2 = 7 Hz, H-3), connected to a méthylène (H 2 -2, δ 1.68 and 1.85), in turn coupled with another méthylène at δ 1.22 and 1.50 (H 2 -l), linked to a quaternary carbon (C-10), located the secondary acetyl group of 8 axially at C-3· The 13 C-NMR spectrum showed signals for C-l, C-2, and C-3 consistent with the proposed substitution pattern and in agreement with the literature (San Feliciano et al, 1988). The axial orientation of the acetoxymethyl group at C-4 was suggested by a H and 13 C chemical shift values, almost identical to those of 2, whereas a significantly different resonance was observed for C-19 (δ 22.19), upfield-shifted by the substituent at C-3-The relative configuration of the chiral centres was supported by a series of NOE experiments, which connected H 3 -20 to H-18a and H3-I7, confirming their c/s-relationship.…”
Section: Austrodoris Kerguelenensissupporting
confidence: 73%
“…From MeOH extract after VLC, reversed-phase column chromatography and preparative TLC, two further compounds were isolated, a flavonoid 20 and a triterpene 21. A number of these compounds were identified as known: trans-communal (1) (Fukushima et al, 2002), totarol (2) (Melliou and Chinou, 2004), 13-epi-manool (3) (Bruns, 1970), copalol (4) (Trusheva et al, 2003), trans-communic acid (5) (Fukushima et al, 2002), pimaric acid (6) (Chamy et al, 1987), 13-epi-torulosal (7) (Su et al, 1994), totarolone (3-oxototarol) (8) (Kuo and Chen, 1994), isoagatholal (9) (Hasegawa and Hurose, 1980), acetylisocupressic acid (11) (Fuji and Zinkel, 1984;Su et al, 1994), mixture of 15-oxolabda-8(17),13E-dien-19-oic acid (13a) (San Feliciano et al, 1988;Su et al, 1994) and 15-oxolabda-8(17),13Z-dien-19-oic acid (13b) (San Feliciano et al, 1988) (ratio 2:1), 13-epi-cupressic acid (14) (Su et al, 1994), 13-epi-torulosol (15) (Su et al, 1994), junicedric acid (16) (Su et al, 1996), isocupressic acid (17) (Gardner et al, 1994), agathadiol (18) (San Feliciano et al, 1988) and isorhamnetin-3-O-rutinoside (20) (Harbone and Mabry, 1982). The structures of five new compounds have been determined as: 10a, 10b, 12, 19 and 21, while compounds 1, 6, 8, 13a, 13b, 16 and 20 were isolated for the first time from propolis.…”
Section: Resultsmentioning
confidence: 97%
“…The chemical structure of three known compounds (3)(4)(5) were identified as lambertianic acid (3), isopimara-8(9),15-dien-18-oic acid (4) and isopimara-7(8),15-dien-3b,18-diol (5) by comparison of their spectral data with those reported in the literature, respectively. [20][21][22] Compound 1 was obtained as yellowish viscous oil. The HR-EI-MS (highresolution electron impactmass spectra) showed a molecular ion at m/z 362.2088 (Calcd 362.2093) corresponding to the molecular formula C 21 H 30 O 5 .…”
mentioning
confidence: 99%