Owarensisone: A new iridolactone from the whole plant of Brillantaisia ...
SUPPLEMENTARY MATERIAL
Owarensisone: A new iridolactone from the whole plant of Brillantaisia owarensis P. Beauv Perrin Lanversin FONING TEBOUa, Florence Déclaire MABOUa, David NGNOKAMa*, Dominique HARAKATb and Laurence VOUTQUENNE-NAZABADIOKOc a
Faculty of Science, Department of Chemistry, University of Dschang, P.O. Box 67. Dschang
Cameroon b
Service Commun d’Analyses, Institut de Chimie Moléculaire de Reims (ICMR), CNRS
UMR 7312, Bat. 18 B.P. 1039, 51687 Reims Cedex 2, France c
Groupe Isolement et Structure, Institut de Chimie Moléculaire de Reims (ICMR), CNRS
UMR 7312, Bat. 18 B.P. 1039, 51687 Reims Cedex 2, France *
Corresponding author. E-mail. [email protected]
Perrin Lanversin Foning Tebou. E-mail: [email protected] Florence Déclaire MABOU. E-mail: [email protected] David NGNOKAM. E-mail: [email protected] Dominique HARAKAT. E-mail: [email protected] Laurence VOUTQUENNE-NAZABADIOKO. E-mail: [email protected]
Abstract: From the whole plant of Brillantaisia owariensis P. Beauv, a new iridolactone, owariensisone (1) together with six known compounds (nepetin-7-O-glucoside, choline, sucrose,
mannitol,
xylitol,
1-O-palmitoyl-2-eicosanoyl-3-O-(6-amino-6-deoxy)-β-D-
glucopyranosyl-glycerol) were isolated. Structures of these compounds were established by direct interpretation of their spectral data, mainly HR-TOFESIMS, 1D-NMR (1H and 13C) and 2D-NMR (1H-1H COSY, HSQC, HMBC, NOESY, TOCSY and DOCSY) and by comparison with the literature.
Keywords: Brillantaisia owarensis; Acanthaceae; Owarensisone; Structure elucidation.
Table S1 1
H (600 MHz) and
13
C (150 MHz) NMR data, and COSY and HMBC correlations of
compound 1, in CD3OD. Position δC
δH (mult, J in Hz)
COSY
HMBC (H
1
4.24 (1H, dd, 11.8, 6.6, H-a)
9
3, 5, 8, 9
68.6
4.58 (1H, dd, 11.8, 4.8, H-b) 3
174.6
4
44.5
2.79 (1H, d, 14.5, H-a)
3, 5, 6, 9
2.82 (1H, d, 14.5, H-b) 5
80.0
6
48.0
7, 10 (4J)
7, 8, 5
5.68 (1H, brqt, 1.8)
6, 10
5, 6, 9, 10
2.59 (1H, dt, 17.8, 1.8, H-a) 2.64 (1H, dm, 17.8, H-b)
7
126.9
8
141.7
9
55.1
3.02 (1H, brt, 5.3)
1
1, 5, 7, 8
10
60.5
4.12 (2H, brs)
7, 6 (4J)
7, 8
Figure S 1 : Mass spectrum of compound 1
C)
Figure S 2 : NOESY spectrum of compound 1
Figure S 3 : HSQC spectrum of compound 1
Figure S 4 : HMBC spectrum of compound 1
Figure S 5 : 1H-1H COSY spectrum of compound
Figure S 6 : 13C-NMR spectrum of compound 1
Figure S 7 : 1H-NMR spectrum of compound 1
Owarensisone: A new iridolactone from the whole plant of Brillantaisia owarensis P. Beauv Perrin Lanversin FONING TEBOUa, Florence Déclaire MABOUa, David NGNOKAMa*, Dominique HARAKATb and Laurence VOUTQUENNE-NAZABADIOKOc a
Faculty of Science, Department of Chemistry, University of Dschang, P.O. Box 67. Dschang
Cameroon b
Service Commun d’Analyses, Institut de Chimie Moléculaire de Reims (ICMR), CNRS
UMR 7312, Bat. 18 B.P. 1039, 51687 Reims Cedex 2, France c
Groupe Isolement et Structure, Institut de Chimie Moléculaire de Reims (ICMR), CNRS
UMR 7312, Bat. 18 B.P. 1039, 51687 Reims Cedex 2, France *
Corresponding author. E-mail. [email protected]
Perrin Lanversin Foning Tebou. E-mail: [email protected] Florence Déclaire MABOU. E-mail: [email protected] David NGNOKAM. E-mail: [email protected] Dominique HARAKAT. E-mail: [email protected] Laurence VOUTQUENNE-NAZABADIOKO. E-mail: [email protected]
Abstract: From the whole plant of Brillantaisia owariensis P. Beauv, a new iridolactone, owariensisone (1) together with six known compounds (nepetin-7-O-glucoside, choline, sucrose,
mannitol,
xylitol,
1-O-palmitoyl-2-eicosanoyl-3-O-(6-amino-6-deoxy)-β-D-
glucopyranosyl-glycerol) were isolated. Structures of these compounds were established by direct interpretation of their spectral data, mainly HR-TOFESIMS, 1D-NMR (1H and 13C) and 2D-NMR (1H-1H COSY, HSQC, HMBC, NOESY, TOCSY and DOCSY) and by comparison with the literature.
Keywords: Brillantaisia owarensis; Acanthaceae; Owarensisone; Structure elucidation.
Table S1 1
H (600 MHz) and
13
C (150 MHz) NMR data, and COSY and HMBC correlations of
compound 1, in CD3OD. Position δC
δH (mult, J in Hz)
COSY
HMBC (H
1
4.24 (1H, dd, 11.8, 6.6, H-a)
9
3, 5, 8, 9
68.6
4.58 (1H, dd, 11.8, 4.8, H-b) 3
174.6
4
44.5
2.79 (1H, d, 14.5, H-a)
3, 5, 6, 9
2.82 (1H, d, 14.5, H-b) 5
80.0
6
48.0
7, 10 (4J)
7, 8, 5
5.68 (1H, brqt, 1.8)
6, 10
5, 6, 9, 10
2.59 (1H, dt, 17.8, 1.8, H-a) 2.64 (1H, dm, 17.8, H-b)
7
126.9
8
141.7
9
55.1
3.02 (1H, brt, 5.3)
1
1, 5, 7, 8
10
60.5
4.12 (2H, brs)
7, 6 (4J)
7, 8
Figure S 1 : Mass spectrum of compound 1
C)
Figure S 2 : NOESY spectrum of compound 1
Figure S 3 : HSQC spectrum of compound 1
Figure S 4 : HMBC spectrum of compound 1
Figure S 5 : 1H-1H COSY spectrum of compound
Figure S 6 : 13C-NMR spectrum of compound 1
Figure S 7 : 1H-NMR spectrum of compound 1
