全 文 ：锥序蜜心果中的三萜成分
汪 琼 , 鞠 鹏 , 王易芬 , 罗士德?
(中国科学院昆明植物研究所植物化学与西部植物资源持续利用国家重点实验室 , 云南 昆明 650204 )
摘要 : 从水东哥科植物锥序蜜心果 ( Saurauia napaulensis) 中分离得到 8 个三萜类化合物 , 其中一个为新的
三萜 , 鉴定其结构为 2α, 3α, 24-三羟基-12-熊果烯-23-醛-28-酸。
关键词 : 锥序蜜心果 ; 水东哥科 ; 三萜
中图分类号 : Q 946 文献标识码 : A 文章编号 : 0253 - 2700 (2008) 01 - 121 - 04
Triterpenoids from Saurauia napaulensis (Saurauiaceae)
WANG Qiong, JU Peng, WANG Yi-Fen, LUO Shi-De
*
( State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany,
ChineseAcademy of Sciences, Kunming, 650204 , China)
Abstract : A newtriterpenoid and seven knowncompoundswere isolatedfromethyl acetate solublefractionof Saurauiana-
paulensis . The new structure was elucidated as 2α, 3α, 24-trihydroxy-12-ursene-23-al-28-oic acid by spectral methods .
Key words: Saurauia napaulensis; Saurauiaceae; Triterpenoids

Saurauia napaulensis, an endemic species belon-
ging to the family of Saurauiaceae, is distributed in
Xishuangbanna of Yunnan province ( Feng et al. ,
1984) (Xu, 2002 ) . Its roots were used in tradition
Chinese medicine for the treatment of fracture, cold
cough . However, no reports have been found about
the constituents of this plant to date . During the in-
vestigation of the constituents of Saurauia napaulen-
sis, eight triterpenoids, including a new one, were
isolated . Seven known triterpenoids were identified as
ursolic acid (2) (Zhang et al. , 2001) , 2α-hydroxyur-
solic acid ( 3 ) ( Guo et al. , 2003 ) , 2α, 19α-di-
hydroxyursolic acid (4 ) (Tsutomu et al. , 1987 ) , 2α,
3α, 24-trihydroxy-12-oleanen-28-oic acid (5) (Raja et
al. , 1990 ) , 2α-hydroxy-3β- ( trans-p-coumaroyloxy )-
urs-12-en-28-oic acid (6 ) ( Haberlein et al. , 1994 ) ,
Rosamultin ( 2α, 19α-dihydroxyursolic acid ( 28 - 1 )
β-D-glucoside) ( 7) ( Isao et al. , 1988) , niga-ichigo-
side F1 ( 8) (Luo et al. , 2003 ) , respectively . This
paper dealt with the isolation and elucidation of the
new compound, 2α, 3α, 24-trihydroxy-12-ursene-23-
al-28-oic acid .
Results and Discussion
Compound 1 , was isolated as white amorphous
powder, and its molecular formula was established as
C30 H48 O6 based on the negative HRFABMS at m?z
501.3228 ( [M-H] - , calc . 501 .3216) , in accord with
seven degrees of unsaturation . IR spectrumshowed the
following characteristic signals, OH ( 3 424 cm- 1 ) , C
= O (1 727 cm- 1 ) and C = C ( 1 604 cm- 1 ) , sugges-
tion the presence of a carbonyl group in the structure .
The
1
H-NMR spectrumof 1 showsignals attribut-
ed to three tertiary methyl groups (δH 1 .02 , 0 .92 ,
0 .90 ) , two secondary methyl groups (δH 1 .11 ,
1 .10) , an oxymethylenegroup (δH 4 .36 , 4 .28) , and
云 南 植 物 研 究 2008 , 30 (1) : 121～124
Acta Botanica Yunnanica

? ?Author for correspondence; E-mail : luosd@ mail. kib. ac. cn
Received date: 2007 - 06 - 01 , Accepted date: 2007 - 08 - 20
作者简介 : 汪琼 ( 1974 - ) 女 , 博士研究生 , 主要从事植物化学方面的研究。Tel : 0871 - 5223097
an olefin proton (δH 5 .09 ) . The 13 C-NMR and DEPT
spectra displayed 30 carbon signals, which consisted
of one aldehyde group (δC 207 .7 ) , one trisubstituted
double bond (δC 125 .4 , 139 .4 ) , one carboxylic
group (δC 178 .3 ) , oneoxymethylene (δC 62 .0) , five
methyl groups, eight methylenes, sevenmethines ( in-
cluding two oxy-bearingmethines) , and five quaterna-
ry carbons . These spectral data indicated that com-
pound 1 was an ursane-type triterpene (Zhang et al. ,
2001) .
In the HMBC spectrum, threehydroxyl groups at
the C - 2 , C - 3 and C - 24 position were confirmed by
the correlations between the signal atδ4 .37 ( ddd, J
= 11 .2 , 3 .8 , 2 .4 Hz, H - 2 ) withδ71 .7 ( d, C -
3) , δ59 .5 (s, C - 4 ) , thesignal atδ4 .88 ( d, J =
2 .4 Hz, H - 3 ) withδ66 .4 ( d, C - 2 ) , δ59 .5 (s,
C - 4 ) , δ43 .3 ( d, C - 5 ) , and the signal atδ4 .36
( d, J = 11 .2 Hz) , δ4 .28 ( d, J = 11 .2 Hz) ? ( H
- 24 ) withδ59 .5 ( s, C - 4 ) , δ207 .7 ( d, C - 23)
andδ43 .3 ( d, C - 5) .
The coupling constants between H - 2 and H2 - 1
were found to be 11 .2 and 3 .8 Hz, correspondingto a
diaxial and an axial-equatorial coupling, respectively .
Thus, H - 2 was presumed to be axially oriented . In
the NOESY spectrum, both the signals of H - 2 and H
- 3 showed correlations with those of H3 - 24 and H3
- 25 , confirming H - 2 and H - 3 to beβ-oriented .
However the NMR spectra of 1 , comparing with those
of 2α, 3α, 24-trihydroxy-12-ursen-28-oic acid,
lacked amethyl singlet (Me- 23) and contained asig-
nal for a aldehyde atδ10 .4 in the 1 H NMR, which
made C - 3 shift from74 .3 ppm down to 71 .7 ppm, C
- 4 shift from 43 .3 ppm up to 59 .5 ppm (Zhang et
al. , 2001) , deducing that Me - 23 was replaced by
one aldehyde . At the same time, the oxymethylene
signals at C - 24 correlated to the H3 - 25 , and H - 3
proton signal ( see figure 1 NOESY ) , indicating
CH2 OH wasβ-orient and CHO wasα-orient . Accord-
ingly, compound 1 was established as2α, 3α, 24-tri-
hydroxy-12-ursen-23-al-28-oic acid .
Experimental
General experimental procedures The IR spectrumwas
measured on a Perkin-Elmer 577 spectrophotometer . FABMS
were performed on a VG AutoSpec-3000 spectrometer . Bruker
Am-400 andDRX-500 instrumentswere used to record 1 H NMR
and 2D NMR (400 MHz) , and 13 C NMR . C5 D5 N was solvent
and the internal standardat roomtemperature . Silicagel ( 200 -
300 mesh) for column chromatography and silicagel plate (GF-
254) for thin- layer chromatographyweretheproductsof Qingdao
Haiyang Chemical Group Co . , Qingdao, China .
Plant material The original plant Saurauia napaulensis
was collected in Xishuangbanna of Yunnan province in Septem-
ber 2005 , and indentified by Zhangshuncheng . A voucher spec-
imen has been deposited in the laboratory of Phytochemistry,
Kunming Institute of Botany (No . 2005061010 ) , the Chinese
Academy of Sciences, Kunming, China .
Table 1 1 H and 13 C NMR spectral data of 1 (C5 D5 N , ppm)
No δC δH
HMBC ( H→C)
(selected) No
δC δH
HMBC ( H→C)
(selected)
1 ?42 .6( t) 1 z. 98 ( ddd, 11 ,. 2 , 6 . 6 , C(2 Y) , C(3 ) 16 28 .6( t) 2 h. 2 ( m, 2H)
3 z. 8) , 1 V. 78( m, 1H ) 17 ?49 .7 (s) — —
2 ?66 .4( d) 4 z. 37 ( ddd, 11 ,. 2 , 3 . 8 , C(1 Y) , C(3) , C( 4) 18 53 .6( d) 2 h. 57 ( d, 11 .4) C(12 v) , C(13 ) , C( 28)
2 z. 4) 19 ?39 .4( d) 1 h. 34 ( m) C(29 v) , C(20 )
3 ?71 .7( d) 4 z. 88 ( d, 2 . 4) C(1 O) , C(2) , C(4) , C(5) 20 39 .4( d) 1 h. 00 ( m) C(19 v) , C(21 ) , C( 30)
4 ?59 .5 (s) — — 21 30 .0( t) 1 h. 90 ( m, 2H ) C(20 v) , C(22 )
5 ?43 .3( d) 2 z. 51 ( d, 11 .0) C(4 Y) , C(6) , C( 23) 22 37 .5( t) 1 h. 95 ( m, 2H ) C(21 v) , C(17 )
6 ?21 .1( t) 1 z. 90 ( m) , 1 . 75 ( m) C(5 Y) , C(7) 23 207 .7 ( d) 10 .40 ( s) C(4 Q)
7 ?33 .8( t) 1 z. 86 ( m, 2H ) C(6 Y) , C(8) 24 62 .0( t) 4 h. 36 ( d, 11 .2 ) , C(4 Q) , C( 23)
8 ?40 .3 (s) — — 4 h. 28 ( d, 11 .2)
9 ?48 .1( d) 2 z. 50 ( m) C(8 Y) , C(10) 25 17 .6( q) 0 h. 92 ( s) C(1 Q) , C( 9)
10 ?38 .3 (s) — — 26 17 .5( q) 1 h. 05 ( s) C(9 Q)
11 ?23 .9( t) C(9 Y) , C(13) 27 21 .4( q) 0 h. 90 ( s) C(14 v)
12 ?125 .4 ( d) 5 z. 09 ( br s, 1H) 28 178 .3( s) — —
13 ?139 .4( s) — — 29 23 .8( q) 1 h. 11 ( d, 3 . 6) C(30 v) , C(18 )
14 ?42 .5 (s) — — 30 17 .1( q) 1 h. 10 ( d, 3 . 6) C(29 v) , C(21 )
15 ?29 .7( t) 1 z. 28 ( m, 2H )
221 云 南 植 物 研 究 30 卷
Fig . 1 The key HMBC and NOESY of 1
Extraction and isolation The air-dried and powdered
aerial parts ( 5 . 0 kg) were extracted 3 times with 70% MeOH
under reflux (3×3 .0 L) for 4 , 3 , 3 h, respectively . After con-
centratingof thecombinedextracts, theresidue wassuspended in
water and then extracted with petroleum ether, EtOAc, and
BuOH . The EtOAc soluble part ( 108 g) wassubjected to column
chromatography ( CC) over silica gel eluting with chloroform?
methanol (1∶0 - 0∶1) to give fractions Ⅰ-Ⅵ , using MCI to re-
move chlorophyll of Fraction Ⅱ(22 g) , and subjected to CC on
silica gel eluting with chloroform?acetone ( 1∶0 - 0∶1) , then re-
peatedly subjected to Sephadex LH-20 and reversed-phase silica
gel (RP-18 ) eluted with H2 O?MeOH (3∶7 - 0∶1) to give com-
pounds 1 (13 mg) , 2 (22 mg) , 3 (21 mg) , 4 (27 mg) , 5 (14
mg) , 6 (19 mg) , FractionⅣ (2 . 7 g) subjected to CC on silica
gel eluting with CHCl3?CH3 COCH3 (1∶0 - 0∶1 ) and get fraction
B1-B6 , B2 ( 378 mg) repeatedly subjected to Sephadex LH-20
and RP-18 eluted with H2 O?MeOH ( 4∶6 - 0∶1 ) , and get com-
pound 7 (14 mg) , 8 (16 mg) .
Compound 1 , white amorphous powder, IR νKBrmax cm- 1 :
3424 , 1727 , 1604 , 1507 , 1270 , 671 , Negative FAB-MS m?z
( % ) :501 ( 100 , [M-H ] + ) , 473 ( 10 ) , 453 ( 15) , 325 ( 6 ) .
HR-FAB-MS m?z: 501 .3228 ( [ M-H ] - , calc . 501 .3216 ) .
1
H- and
13
C-NMR spectral data seetable .
Compound 2 , white powder, C30 H48 O3 , Negative FAB-MS
m?z ( % ) : 455 ( 100 ) , 169 ( 1 ) , 80 ( 1) , 1 H-NMR ( 500
MHz, C5 D5 N) : δH 5 .27 ( br s, 1H, H - 12) , 4 .38 ( d, J =
7 .8 Hz, 1H , H - 3 ) , 1 . 13 ( d, J = 6 .3 Hz, 3H, H - 29 ) ,
1 . 13 (d, J = 6 .2 Hz, 3H, H - 30) , 1 . 27 , 1.10 , 0 .89 , 0.82 ,
0 .53 (s, each 3H) , 13 C-NMR (125 MHz, C5 D5 N ) : δC 37 .5
(t, C - 1 ) , 28 .2 ( t, C - 2) , 78 .3 ( d, C - 3) , 39 .2 ( s, C -
4) , 53 .7 ( d, C - 5 ) , 18 .9 (t, C - 6) , 33 .7 (t, C - 7 ) , 40 .1
(s, C - 8) , 48 .2 (d, C - 9) , 37 .4 (s, C - 10) , 23 .7 ( t, C -
11) , 125 .8 (d, C - 12 ) , 139 .4 (s, C - 13 ) , 42.6 (s, C - 14) ,
28 .8 (t, C - 15 ) , 25 .0 ( t, C - 16 ) , 48 .2 ( s, C - 17) , 56 .0
(d, C - 18) , 39 .6 ( d, C - 19) , 39.5 ( d, C - 20 ) , 31 .2 (t, C
- 21) , 39.2 (t, C - 22) , 28 .9 ( q, C - 23 ) , 14.3 ( q, C -
24) , 15 .8 ( q, C - 25) , 16 .7 ( q, C - 26) , 24.0 ( q, C - 27 ) ,
180 .0 (s, C - 28) , 21 .5 ( q, C - 29) , 17 .6 ( q, C - 30) .
Compound 3 , white powder, C30 H48 O4 , Negative FAB-MS
m?z ( % ) : 471 ( 100 ) , 453 ( 6 ) , 355 ( 2 ) , 1 H-NMR ( 400
MHz, C5 D5 N) : δH 5 .40 ( br s, 1H, H - 12) , 4 .30 ( d, J =
11 .3 Hz, 1H, H - 2) , 3 .78 ( br s, 1H , H - 3) , 0 . 91 ( d, J =
7 .7 Hz, 3H , H - 29 ) , 0. 93 ( d, J = 7 .7 Hz, 3H, H - 30) ,
1 .26 , 1 .09 , 1.02 , 0 .97 , 0.87 (s, each 3H ) , 13 C-NMR ( 100
MHz, C5 D5 N) : δC 42.7 (t, C - 1) , 66.3 (d, C - 2) , 79.4 ( d,
C- 3) , 39 .0 (s, C - 4) , 48.8 (d, C - 5) , 18 .6 (t, C - 6) , 33.6
(t, C - 7) , 40.1 (s, C - 8) , 48 .0 ( d, C - 9) , 38 .7 (s, C - 10) ,
23.8 (t, C - 11 ) , 125 .7 ( d, C - 12) , 139 .4 (s, C - 13) , 40.3
(s, C - 14) , 28.7 (t, C - 15) , 25 .0 (t, C - 16) , 48 .2 (s, C -
17) , 53 .6 ( d, C - 18 ) , 39 .6 (d, C - 19) , 39 .5 ( d, C - 20) ,
31.3 (t, C - 21) , 37.6 (t, C - 22) , 29.6 (q, C - 23) , 17.7 ( q,
C- 24) , 17.7 (q, C - 25) , 16 .9 ( q, C - 26) , 22 .4 (q, C - 27) ,
180 .1 (s, C - 28) , 24.0 ( q, C - 29) , 21.5 (q, C- 30) .
Compound 4 , white powder, C30 H48 O5 , Negative FAB-MS
m?z ( % ) : 487 (100 ) , 471 (12 ) , 325 ( 4) , 1 H-NMR ( 500
MHz, C5 D5 N) : δH 5 .57 ( br s, 1H, H - 12) , 4 .30 ( d, J =
11 .1 Hz, 1H , H - 2 ) , 3 . 10 ( d, J = 4 .3 Hz, 1H, H - 3 ) ,
1 . 09 (d, J = 3 .7 Hz, 3H, H - 30) , 1 . 49 , 1.31 , 1 .25 , 1.00 ,
0 .96 , 0 .88 (s, each 3H) , 13 C-NMR (125 MHz, C5 D5 N) : δC
42 .9 (t, C - 1) , 66 .1 (d, C - 2 ) , 79 .4 ( d, C - 3) , 38 .8 (s,
C - 4) , 48 .8 ( d, C - 5) , 18.6 ( t, C - 6) , 33.7 ( t, C - 7 ) ,
40 .6 (s, C - 8) , 47 .7 (d, C - 9) , 38 .7 (s, C - 10) , 24.1 ( t,
C - 11) , 128 .1 ( d, C - 12) , 140 .0 (s, C - 13) , 42 .2 (s, C -
14) , 29 .3 (t, C - 15) , 26 .4 (t, C - 16 ) , 48 .3 (s, C - 17 ) ,
54 .6 ( d, C - 18) , 72 .7 (s, C - 19 ) , 42 .4 ( d, C - 20 ) , 27 .0
(t, C - 21) , 38 .5 (t, C - 22) , 29 .4 (q, C - 23) , 16 .8 ( q, C
- 24) , 16 .7 (q, C - 25 ) , 17 .3 ( q, C - 26) , 24 .7 (q, C - 27) ,
180 .6 (s, C - 28) , 27 .1 ( q, C - 29) , 22 .3 ( q, C - 30) .
Compound 5 , white powder, C30 H48 O5 , Negative FAB-MS
m?z ( % ) : 487 ( 100) , 455 ( 2 ) , 247 ( 2 ) , 1 H-NMR ( 500
MHz, C5 D5 N) : δH 5 .46 (br s, 1H , H - 12) , 4 .58 ( br s, 1H,
H - 3) , 4 . 44 ( d, J = 10 .6 Hz, 1H, H - 2) , 4 . 10 ( d, J =
10 .9 Hz, 1H , H - 23a) , 3 . 81 ( d, J = 10 .9 Hz, 1H, H -
23b) , 3 .28 ( d, J = 3 .3 Hz, 1H, H - 18) , 1 . 18 , 1 .12 , 1.02 ,
3211 期 WANG Qiong et al. : Triterpenoids from Saurauia napaulensis (Saurauiaceae)
1 .01 , 1 .00 , 0 .97 ( s, each 3H ) , 13 C-NMR ( 125 MHz,
C5 D5 N) : δC 43 .1 (t, C - 1) , 66 .3 (d, C - 2) , 74.3 (d, C - 3) ,
45.2 (s, C - 4) , 48.3 (d, C - 5) , 19 .0 (t, C - 6 ) , 33.8 ( t, C
- 7) , 40 .1 (s, C - 8) , 49 .6 (d, C - 9) , 38.7 (s, C - 10) , 23.8
(t, C- 11) , 122 .5 (d, C - 12) , 144.9 (s, C - 13) , 42 .0 (s, C
- 14) , 28 .3 (t, C - 15 ) , 24 .1 ( t, C - 16) , 46.5 (s, C - 17) ,
42.2 ( d, C - 18) , 46.7 (t, C - 19) , 34 .3 (s, C - 20) , 33.7 (t,
C- 21) , 33.2 (t, C - 22) , 65 .3 (t, C - 23) , 14.4 ( q, C - 24) ,
17.4 (q, C - 25) , 17.1 (q, C - 26) , 26.1 ( q, C - 27 ) , 180.2
(s, C - 28) , 33.2 (q, C- 29) , 23.8 (q, C - 30) .
Compound 6 , white powder, C39 H54 O6 , positive FAB-MS
m?z ( % ) : 619 (62) , 437 ( 74) , 409 (31 ) , 189 (53 ) , 1 H-
NMR (400 MHz, C5 D5 N) : δH 8 .01 ( d, 1H, J = 15 .9 Hz, H
-α) , 7 . 20 ( d, 1H, J = 8 .8 Hz, H - 2′, 6′) , 7 . 16 ( d, 1H , J
= 8 .8 Hz, H - 3′, 5′) , 6 .69 ( d, 1H, J = 15 .9 Hz, H -β) ,
5 . 44 (d, 1H, J = 3 .7 Hz, H - 12) , 4 .37 ( m, 1H, H - 3 ) ,
3 . 59 ( br s, 1H, H - 2 ) , 1 . 16 , 1 .02 , 1 .00 , 0 .98 , 0.97 ,
0 .95 , 0 .94 (s, each 3H) , 13 C-NMR (100 MHz, C5 D5 N) : δC
48 .6 (t, C - 1) , 66 .5 (d, C - 2 ) , 85 .1 ( d, C - 3) , 39 .9 (s,
C- 4) , 55 .6 ( d, C - 5) , 18 .7 ( t, C - 6) , 33 .4 ( t, C - 7 ) ,
40 .1 (s, C - 8) , 48 .0 (d, C - 9) , 38 .3 (s, C - 10) , 23.8 ( t,
C - 11) , 125 .5 ( d, C - 12) , 139 .4 (s, C - 13) , 42 .6 (s, C -
14) , 28 .7 (t, C - 15) , 24 .9 (t, C - 16 ) , 48 .1 (s, C - 17 ) ,
53 .6 ( d, C - 18) , 39 .5 ( d, C - 19) , 39 .5 ( d, C - 20) , 31 .1
(t, C - 21) , 37 .5 (t, C - 22) , 29 .1 (q, C - 23) , 17 .0 ( q, C
- 24) , 17 .5 (q, C - 25 ) , 17 .6 ( q, C - 26) , 24 .0 (q, C - 27) ,
180 .1 (s, C - 28 ) , 21 .5 ( q, C - 29 ) , 18 .3 ( q, C - 30 ) ,
168 .0 (s, C -γ) , 116 .1 ( d, C -β) , 144.9 ( d, C -α) , 126 .3
(s, C - 1′) , 130 .7 ( d, C - 2′) , 116 .9 (d, C - 3′) , 161 .4 (s,
C - 4′) , 116 .9 ( d, C - 5′) , 130 .7 ( d, C - 6′) .
Compound 7 , white powder, C36 H58 O10 , Negative FAB-MS
m?z ( % ) : 649 (28 ) , 487 (90 ) , 273 ( 48) , 163 ( 35 ) , 87
(22) , 1 H-NMR (400 MHz, C5 D5 N) : δH 6 .30 ( d, 1H , J = 8.1
Hz, H - 1′) , 5 .52 ( br s, 1H, H - 12) , 4. 47 ( m, 1H ) , 4 .42
(m, 1H) , 4. 38 (m, 1H) , 4 .36 ( m, 1H) , 4 .33 ( m, 1H) ,
4 .32 (m, 1H ) , 4. 08 (m, 1H, H - 3 ) , 3 .37 (d, J = 9.3 Hz,
1H, H - 2) , 2 .92 (s, 1H , H - 18) , 1. 07 ( d, J = 5 .8 Hz, 3H ,
H - 30) , 1 .65 , 1 .19 , 1 .06 , 1 .04 , 1 .03 , 1 .00 (s, each3H ) , 13
C-NMR (100 MHz, C5 D5 N) : δC 48 .1 (t, C- 1) , 68 .7 ( d, C -
2) , 83 .9 ( d, C - 3) , 39.9 (s, C - 4) , 56 .0 ( d, C - 5) , 19.1
(t, C- 6) , 33 .5 (t, C - 7) , 40 .7 (s, C - 8) , 47 .1 (d, C - 9) ,
38.5 (s, C - 10) , 24.2 (t, C - 11) , 128.4 ( d, C - 12 ) , 139.3
(s, C - 13) , 42.2 (s, C - 14) , 29 .3 (t, C - 15) , 26 .7 (t, C -
16) , 48.7 (s, C - 17 ) , 54.5 ( d, C - 18) , 72 .7 (s, C - 19) ,
42.2 ( d, C - 20) , 26 .0 (t, C- 21) , 37 .8 (t, C - 22) , 29.4 ( q,
C- 23) , 17.0 (q, C - 24) , 16 .8 ( q, C - 25) , 17 .5 (q, C - 26) ,
24.6 (q, C- 27) , 177 .1 (s, C - 28) , 27.0 ( q, C - 29) , 17.7
(q, C - 30) , 95 .9 (d, C - 1′) , 74 .1 ( d, C - 2′) , 79 .0 (d, C -
3′) , 71.2 ( d, C - 4′) , 79 .4 (d, C - 5′) , 62.3 (t, C - 6′) .
Compound 8 , white powder, C36 H58 O11 , Negative FAB-
MS m?z ( % ) : 665 (23) , 503 (100) , 325 ( 22 ) , 119 (6 .5) ,
1
H-NMR (400 MHz, C5 D5 N) : δH 6 .30 ( d, 1H , J = 8 .1 Hz,
H - 1′) , 5 . 51 ( br s, 1H, H - 12) , 3 . 73 ( d, J = 9 .7 Hz, H -
3α) , 3 . 53 ( d, J = 9 .2 Hz, H - 2β) , 4 .47 (m, 1H ) , 4 . 43
(m, 1H ) , 4 . 39 (m, 1H ) , 4 . 34 (m, 1H ) , 4 . 30 (m, 1H ) ,
4 . 06 (m, 1H) , 4 . 05 (m, 1H) , 2 . 91 (s, 1H, H - 18) , 1. 65 ,
1 .58 , 1 .37 , 1.16 , 1 .02 (s, each 3H) , 1. 05 (d, J = 6 .5 Hz,
3H, H - 30) , 13 C-NMR (100 MHz, C5 D5 N) : δC 48 .0 ( t, C -
1) , 68 .7 ( d, C - 2 ) , 85 .8 ( d, C - 3) , 44.0 (s, C - 4 ) , 56 .6
(d, C - 5) , 19 .5 (t, C - 6 ) , 33 .8 ( t, C - 7) , 40 .6 ( s, C -
8) , 48 .0 ( d, C - 9 ) , 38 .3 (s, C - 10 ) , 24 .4 ( t, C - 11 ) ,
128 .3 (d, C - 12) , 139 .3 (s, C - 13) , 42 .1 (s, C - 14) , 29 .2
(t, C - 15) , 26 .7 (t, C - 16) , 48 .7 (s, C - 17) , 54 .4 ( d, C
- 18) , 72 .7 (s, C - 19) , 42 .2 (d, C - 20) , 26 .1 (t, C - 21) ,
37 .7 (t, C - 22) , 68 .7 ( t, C - 23 ) , 24 .6 ( q, C - 24) , 17 .5
(q, C - 25) , 17 .3 (q, C - 26) , 24 .2 ( q, C - 27) , 177 .0 (s,
C - 28) , 27.0 (q, C - 29 ) , 16 .7 ( q, C - 30) , 95 .9 ( d, C -
1′) , 74 .1 ( d, C - 2′) , 79 .0 ( d, C - 3′) , 71.2 ( d, C - 4′) ,
79 .3 ( d, C - 5′) , 62 .3 (t, C - 6′) .
Acknowledgements: The author are grateful to the members of
the Analytical Group in State Key Laboratory of Phytochemistry
and Plant Resource in West China, Kunming Instituteof Botany,
for measurement of all spectra .
Reference :
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