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黄桐枝叶的化学成分研究



全 文 :收稿日期:2013-10-29 接受日期:2014-02-17
基金项目:云南省后备人才项目(2010CI047)
* 通讯作者 Tel:86-871-65918227;E-mail:hehongping@mail. kib. ac. cn
天然产物研究与开发 Nat Prod Res Dev 2014,26:1610-1613,1617
文章编号:1001-6880(2014)10-1610-05
黄桐枝叶的化学成分研究
邹 涛1,2,何红平1,2* ,赵 庆1,郝小江2
1云南中医学院,昆明 650500;2 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,昆明 650201
摘 要:为研究黄桐(Endospermum chinense Benth.)的化学成分,运用柱层析等分离纯化方法从黄桐枝叶中分离
得到 13 个化合物:pubinernoid A(1)、(E)-linalool-1-oic acid(2)、(+)-去氢催吐萝芙木醇(3)、3α-hydroxy-5,6-
epoxy-7-megastigmen-9-one(4)、齐墩果酸(5)、3-羰基齐墩果酸(6)、3-oleana-9(11),12-dien-28-oic acid(7)、甘五酸
(8)、altissimanin C(9)、7-羟基-β-谷甾醇(10)、丁香脂素(11)、ficusesquilignan A(12)、ficusesquilignan B(13)。其
中化合物 7 为新天然产物,化合物 1 ~ 4、8 ~ 13 为首次从该属植物中分离得到。
关键词:黄桐;大戟科;化学成分;结构鉴定
中图分类号:R284. 2 文献标识码:A
Chemical Constituents from the Twigs and Leaves of Endospermum chinense
ZOU Tao1,2,HE Hong-ping1,2* ,ZHAO Qing1,HAO Xiao-jiang2
1Yunnan University of TCM,Kunming 650500,China;2State Key Laboratory of Phytochemistry and Plant Resources
in West China,Kunming Institute of Botany,Chinese Academy of Sciences,Kunming 650201,China
Abstract:To study chemical constituents of Endospermum chinense,thirteen known compounds were isolated from the
95% ethanol extract of E. chinense with different chromatographic methods. Their structures were identified as pubiner-
noid A (1) ,(E)-linalool-1-oic acid (2) ,(6S)-dehydrovomifoliol (3) ,3α-hydroxy-5,6-epoxy-7-megastigmen-9-one
(4) ,oleanolic acid (5) ,3-ketooleanolic acid (6) ,3-oleana-9(11),12-dien-28-oic acid (7) ,mangiferonic acid (8) ,alti-
ssimanin C (9) ,7β-hydroxy-β-sitosterol (10) ,syringaresinol (11) ,ficusesquilignan A (12) ,ficusesquilignan B (13).
Compounds 1-4 and 7-13 were obtained from the genus Endospermum for the first time.
Key words:Endospermum chinense;Euphorbiaceae;chemical constituents;structural identification
黄桐(Endospermum chinense Benth.)为大戟科
(Euphorbiaceae)黄桐属乔木。分布于印度东北部、
缅甸、泰国、越南以及我国的福建南部、广东、广西、
海南和云南南部[1]。据记载[2],黄桐树皮具有治疗
伤寒发狂、跌仆伤损等功效,其树叶可用于手足肿
浮、痈疽发背等。为了进一步阐明黄桐的化学物质
基础,为以后寻找其生理活性以及开发应用提供依
据,本课题较为系统地对黄桐枝叶进行了化学成分
研究,共分离得到 13 个化合物,通过波谱数据分析
分别鉴定为 pubinernoid A(1)、(E)-linalool-1-oic
acid(2)、(+)-去氢催吐萝芙木醇(3)、3α-hydroxy-
5,6-epoxy-7-megastigmen-9-one(4)、齐墩果酸(5)、3-
羰基齐墩果酸(6)、3-oleana-9(11),12-dien-28-oic acid
(7)、甘五酸(8)、altissimanin C(9)、7-羟基-β-谷甾
醇(10)、丁香脂素(11)、ficusesquilignan A(12)、
图 1 化合物 1 ~ 13 的化学结构
Fig. 1 Chemical structures of compounds 1-13
ficusesquilignan B(13)。其中化合物 7 为新天然产
物,化合物 1 ~ 4、8 ~ 13 为首次从该属植物中分离得
到。
1 仪器与材料
JASCO P-1020 全自动数字旋光仪(测比旋度) ;
Shimadzu UV-2401 分光光度仪(测 UV) ;Bruker Ten-
sor-27 傅立叶变换中红外光谱仪(测 IR) ;Bruker
AM-400 和 DRX-500 核磁共振仪(测定1H 和13 C
NMR谱) ,以 TMS作为内标;液相-离子阱色谱质谱
联用仪 Bruker HCT /Esquire(ESI-MS) ;三扇型双聚
焦磁质谱仪(HR-EI-MS 质谱) ;高效液相为 Agilent
1100、1200(美国 Agilent 公司) ;Sephadex LH-20
(Pharmacia公司) ;硅胶和薄层色谱硅胶(青岛海洋
化工厂) ;反相材料 Lichroprep RP-18 gel(德国 Mer-
ck公司) ;MCI gel(日本三菱化学公司) ;5% H2SO4
乙醇溶液(显色剂)。
黄桐于 2010 年 12 月采自海南昌江霸王岭,由
中科院昆明植物研究所胡光万博士鉴定,标本保存
在中科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郝小江研究组(标本号:
No. H20101204)。
2 提取与分离
黄桐干燥枝叶 12 kg,粉碎后用 95%乙醇加热
回流提取三次(4 h /次) ,然后用乙酸乙酯 5 L 萃取
三次。乙酸乙酯部分(300 g)用硅胶(100 ~ 200 目)
柱层析(V石油醚 ∶ V丙酮 = 9 ∶ 1 ~ 5 ∶ 5,V氯仿 ∶ V甲醇 = 9 ∶ 1
和 7∶ 3)分为 7 个组分(A ~ G)。组分 C、D、E、G 用
MCI脱色素后,经反相 RP-18、正相硅胶、Sephadex
LH-20、HPLC等分离纯化,得到化合物 1(7 mg)、2
(7 mg)、3(5 mg)、4(3 mg)、5(10 mg)、6(22 mg)、7
(5 mg)、8(11 mg)、9(6 mg)、10(11 mg)、11(8
mg)、12(16 mg)、13(17 mg)。
3 结构鉴定
化合物 1 白色粉末,C11 H16 O3,
1H NMR
(CDCl3,400 MHz)δ:1. 54 (1H,dd,J = 14. 6,3. 7
Hz,H-1α) ,1. 95 ~ 2. 00 (1H,m,H-1β) ,2. 46 (1H,
dt,J = 14. 0,2. 4 Hz,H-3β) ,5. 69(1H,s,H-6) ,
1. 46,1. 26,1. 78 (each 3H,s,H-9 ~ 11) ;13 C NMR
(CDCl3,100 MHz)δ:47. 2 (C-1) ,66. 7 (C-2) ,45. 5
(C-3) ,86. 9 (C-4) ,182. 7 (C-5) ,112. 8 (C-6) ,
172. 1 (C-7) ,35. 9 (C-8) ,26. 4 (C-9) ,30. 6 (C-
10) ,26. 9 (C-11)。以上数据与文献[3]报道数据基
本一致,故鉴定该化合物为 pubinernoid A。
化合物 2 无色油状,C10H16O3,[α]
25
D + 6. 4 (c
0. 30,CHCl3) ,
1H NMR (CDCl3,400 MHz)δ:6. 89
(1H,t,J = 7. 2 Hz,H-3) ,2. 24 (2H,m,H-4) ,1. 66
(2H,m,H-5) ,5. 90 (1H,dd,J = 17. 3,10. 7 Hz,H-
7) ,5. 09 (1H,d,J = 10. 7 Hz,H-8α) ,5. 23 (1H,d,J
= 17. 3 Hz,H-8β) ,1. 82 (3H,s,H-9) ,1. 31 (3H,s,
H-10) ;13C NMR (CDCl3,100 MHz)δ:173. 1 (C-1) ,
127. 1 (C-2) ,144. 5 (C-3) ,23. 6 (C-4) ,40. 4 (C-
5) ,73. 1 (C-6) ,144. 3 (C-7) ,112. 3 (C-8) ,12. 0
(C-9) ,27. 9 (C-10)。以上数据与文献[4]报道数据
基本一致,故鉴定该化合物为(E)-linalool-1-oicacid。
化合物 3 黄色油状,C13 H18 O3,
1H NMR
(CDCl3,400 MHz)δ:2. 50 (1H,d,J = 17. 2 Hz,H-
2α) ,2. 36 (1H,d,J = 17. 2 Hz,H-2β) ,5. 96 (1H,s,
H-4) ,6. 83 (1H,d,J = 16. 0 Hz,H-7) ,6. 47 (1H,d,
J = 16. 0 Hz,H-8) ,2. 31 (3H,s,H-10) ,1. 11 (3H,s,
H-11) ,1. 02 (3H,s,H-12) ,1. 89 (3H,s,H-13) ;13 C
NMR (CDCl3,100 MHz)δ:41. 4 (C-1) ,49. 5 (C-
2) ,197. 0 (C-3) ,127. 7 (C-4) ,160. 4 (C-5) ,79. 2
(C-6) ,145. 0 (C-7) ,130. 3 (C-8) ,197. 5 (C-9) ,
28. 4 (C-10) ,22. 9 (C-11) ,24. 3 (C-12) ,18. 7 (C-
13)。以上数据与文献[5]报道数据基本一致,故鉴
定该化合物为(+)-去氢催吐萝芙木醇(dehydro-
vomifoliol)。
化合物 4 黄色油状,C13 H20 O3,
1H NMR
(CDC13,400 MHz)δ:1. 64 (1H,m,H-2α) ,1. 26
(1H,m,H-2β) ,1. 67 (1H,m,H-4α) ,2. 40 (1H,dd,
J = 14. 4,5. 0 Hz,H-4β) ,7. 02 (1H,d,J = 15. 7 Hz,
H-7) ,6. 28 (1H,d,J = 15. 7 Hz,H-8) ,2. 28 (3H,
s,H-10) ,0. 97 (3H,s,H-11) ,1. 19 (3H,s,H-12) ,
1. 19 (3H,s,H-13) ;13C NMR (CDCl3,100 MHz )δ:
35. 1 (C-1) ,46. 6 (C-2) ,63. 9 (C-3) ,40. 5 (C-4) ,
67. 3 (C-5) ,69. 6 (C-6) ,142. 5 (C-7) ,132. 5 (C-
8) ,197. 5 (C-9) ,28. 3 (C-10) ,24. 9 (C-11) ,29. 3
(C-12) ,19. 8 (C-13)。以上数据与文献[6]报道数
据基本一致,故鉴定该化合物为 3α-hydro-xy-5,6-ep-
oxy-7-megastigmen-9-one。
化合物 5 白色粉末,C30 H48 O3,
1H NMR
(CDCl3,500 MHz)δ:5. 28 (1H,br s,H-12) ,2. 82
(1H,dd,J = 14. 0,4. 0 Hz,H-18) ,0. 90 (3H,s,H-
1161Vol. 26 邹 涛等:黄桐枝叶的化学成分研究
23) ,0. 91 (3H,s,H-24) ,0. 93 (3H,s,H-25) ,0. 99
(3H,s,H-26) ,1. 13 (3H,s,H-27) ,0. 75 (3H,s,H-
29) ,0. 77 (3H,s,H-30) ;13 C NMR (CDCl3,125
MHz)δ:38. 5 (C-1) ,27. 7 (C-2) ,79. 0 (C-3) ,38. 7
(C-4) ,55. 3 (C-5) ,18. 3 (C-6) ,32. 7 (C-7) ,39. 6
(C-8) ,47. 7 (C-9) ,37. 0 (C-10) ,23. 0 (C-11) ,
122. 7 (C-12) ,143. 6 (C-13) ,42. 0 (C-14) ,27. 2
(C-15) ,23. 4 (C-16) ,46. 5 (C-17) ,41. 1 (C-18) ,
45. 9 (C-19) ,30. 7 (C-20) ,34. 0 (C-21) ,32. 5 (C-
22) ,28. 1 (C-23) ,15. 5 (C-24) ,15. 3 (C-25) ,17. 1
(C-26) ,25. 9 (C-27) ,182. 4 (C-28) ,33. 0 (C-29) ,
23. 6 (C-30)。以上数据与文献[7]报道数据基本一
致,故鉴定该化合物为齐墩果酸(oleanolic acid)。
化合物 6 白色粉末,C30 H46 O3,
1H NMR
(CDCl3,400 MHz)δ:5. 29 (1H,br s,H-12) ,2. 83
(1H,dd,J = 13. 3,3. 4 Hz,H-18) ,1. 04 (3H,s,H-
23) ,0. 79 (3H,s,H-24) ,0. 92 (3H,s,H-25) ,1. 07
(3H,s,H-26) ,1. 13 (3H,s,H-27) ,0. 90 (3H,s,H-
29) ,1. 02 (3H,s,H-30) ;13 C NMR (CDCl3,100
MHz)δ:39. 2 (C-1) ,33. 9 (C-2) ,217. 9 (C-3) ,
47. 4 (C-4) ,55. 2 (C-5) ,19. 6 (C-6) ,32. 2 (C-7) ,
39. 0 (C-8) ,46. 8 (C-9) ,36. 7 (C-10) ,22. 9 (C-
11) ,122. 3 (C-12) ,143. 1 (C-13) ,41. 7 (C-14) ,
27. 6 (C-15) ,23. 7 (C-16) ,46. 5 (C-17) ,41. 0 (C-
18) ,46. 0 (C-19) ,30. 6 (C-20) ,34. 1 (C-21) ,32. 2
(C-22) ,26. 4 (C-23) ,21. 4 (C-24) ,15. 0 (C-25) ,
17. 0 (C-26) ,25. 8 (C-27) ,184. 2 (C-28) ,33. 0 (C-
29) ,23. 5 (C-30)。以上数据与文献[7]报道数据基
本一致,故鉴定该化合物为 3-羰基齐墩果酸(3-ke-
tooleanolic acid)。
化合物 7 白色粉末,ESI-MS(m/z) :475[M +
Na]+,HR-EI-MS(m/z) :452. 3298 (C30 H44 O3,calcd
for 452. 3290) ; [α]14D + 225. 3 (c 0. 18,MeOH) ;IR
(KBr)νmax 3443,2945,2867,1705,1632,1463 and
1384 cm-1;UV (MeOH)λmax283 nm (0. 48) ,201 nm
(0. 17) ;1H NMR (CDCl3,400 MHz )δ:5. 58 (1H,
d,J = 5. 7 Hz,H-12) ,5. 64 (1H,d,J = 5. 7 Hz,H-
11). 0. 90,0. 94,1. 00,1. 03,1. 06,1. 10,1. 23 (each
3H,s,7 × CH3) ;
13 C NMR (CDCl3,100 MHz )δ:
37. 6 (C-1) ,34. 4 (C-2) ,217. 9 (C-3) ,47. 2 (C-
4) ,51. 7 (C-5) ,19. 5 (C-6) ,31. 2 (C-7) ,42. 5 (C-
8) ,152. 6 (C-9) ,38. 2 (C-10) ,117. 4 (C-11) ,
120. 4 (C-12) ,145. 4 (C-13) ,40. 6 (C-14) ,26. 9
(C-15) ,23. 5 (C-16) ,45. 7 (C-17) ,39. 4 (C-18) ,
45. 8 (C-19) ,30. 6 (C-20) ,33. 6 (C-21) ,32. 0 (C-
22) ,26. 8 (C-23) ,21. 2 (C-24) ,25. 1 (C-25) ,19. 9
(C-26) ,20. 0 (C-27) ,182. 9 (C-28) ,23. 5 (C-29) ,
32. 9 (C-30)。结合文献[7-9]所报道的数据,确定该
化合物为 3-oleana-9(11),12-diene-28-oic acid,该化合
物在文献中为合成的三萜衍生物,并修正了其 1D-
NMR数据。
化合物 8 白色粉末,C30 H46 O3,
1H NMR
(CDCl3,400 MHz)δ:0. 58 (1H,d,J = 4. 0 Hz,H-
19α) ,0. 78 (1H,d,J = 4. 0 Hz,H-19β) ,6. 90 (1H,
t,J = 7. 2 Hz,H-24) ,0. 99,1. 84,1. 04,1. 09,0. 90
(each 3H,s,H-18,27 ~ 30) ;13 C NMR (CDCl3,100
MHz)δ:33. 4 (C-1) ,37. 5 (C-2) ,216. 7 (C- 3) ,
50. 2 (C-4) ,48. 4 (C-5) ,21. 5 (C-6) ,25. 8 (C-7) ,
47. 8 (C-8) ,21. 0 (C-9) ,25. 9 (C-10) ,26. 6 (C-
11) ,32. 7 (C-12) ,45. 3 (C-13) ,48. 7 (C-14) ,35. 5
(C-15) ,28. 1 (C-16) ,52. 2 (C-17) ,18. 1 (C-18) ,
29. 5 (C-19) ,35. 9 (C-20) ,18. 1 (C-21) ,25. 9 (C-
22) ,34. 7 (C-23) ,145. 8 (C-24) ,126. 6 (C-25) ,
173. 2 (C-26) ,11. 9 (C-27) ,22. 1 (C-28) ,20. 7 (C-
29),19. 3 (C-30)。以上数据与文献[10]报道数据基本
一致,故鉴定该化合物为甘五酸(mangiferonic acid)。
化合物 9 白色粉末,C30 H48 O2,
1H NMR
(CDCl3,400 MHz)δ:5. 70 (1H,dt,J = 15. 6,7. 6
Hz,H-23) ,6. 20 (1H,d,J = 15. 6 Hz,H-24) ,4. 90
(2H,brs,H-26) ,1. 00,0. 94,1. 14,1. 85,1. 07,1. 03,
0. 88 (each 3H,s,H-18,19,21,27 ~ 30) ;13 C NMR
(CDCl3,100 MHz)δ:39. 9 (C-1) ,34. 1 (C-2) ,218. 0
(C-3) ,47. 3 (C-4) ,55. 4 (C-5) ,19. 6 (C-6) ,34. 5
(C-7) ,40. 3 (C-8) ,50. 0 (C-9) ,36. 8 (C-10) ,22. 0
(C-11) ,27. 5 (C-12) ,42. 5(C-13) ,50. 2 (C-14) ,
31. 1(C-15) ,24. 9 (C-16) ,50. 0 (C-17) ,15. 2 (C-
18) ,16. 0 (C-19) ,75. 2 (C-20) ,26. 0 (C-2 ) ,43. 9
(C-22) ,125. 7 (C-23) ,136. 5 (C-24) ,141. 9 (C-
25) ,115. 2 (C-26) ,18. 6 (C-27) ,26. 7(C-28) ,21. 0
(C-29) ,16. 3 (C-30)。以上数据与文献[11]报道数
据基本一致,故鉴定该化合物为 altissimanin C。
化合物 10 白色粉末,C29 H50 O2,
1H NMR
(CDC13,400 MHz) δ:3. 52 (1H,m,H-3) ,5. 28
(1H,m,H-6) ,3. 84 (1H,m,H-7) ,0. 69 (3H,s,H-
18) ,1. 04 (3H,s,H-19) ,0. 92 (3H,d,J = 6. 4 Hz,
H-21) ,0. 82 (3H,m,H-26) ,0. 80 (3H,m,H-28) ,
2161 天然产物研究与开发 Vol. 26
0. 84 (3H,m,H-29) ;13C NMR (CDCl3,100 MHz)δ:
36. 9 (C-1) ,31. 5 (C-2) ,71. 4 (C-3) ,41. 7 (C-4) ,
143. 4 (C-5) ,125. 4 (C-6) ,73. 3 (C-7) ,40. 8 (C-
8) ,48. 2 (C-9) ,36. 4 (C-10) ,21. 0 (C-11) ,39. 5
(C-12) ,42. 8 (C-13) ,55. 3 (C-14) ,26. 3 (C-15) ,
28. 5 (C-16) ,55. 9 (C-17) ,11. 8 (C-18) ,19. 1 (C-
19) ,36. 1 (C-20) ,18. 8 (C-21) ,33. 9 (C-22) ,26. 0
(C-23) ,45. 8 (C-24) ,29. 1 (C-25) ,19. 8 (C-26) ,
19. 0 (C-27) ,23. 0 (C-28) ,11. 9 (C-29)。以上数
据与文献[12]报道数据基本一致,故鉴定该化合物为
7-羟基-β-谷甾醇(7β-hydroxy-β-sitosterol)。
化合物 11 黄色粉末,C22 H26 O8,
1H NMR
(CDCl3,400 MHz)δ:6. 58 (4H,s,H-2,2,6,6) ,
4. 75 (2H,d,J = 4. 3 Hz,H-7,7) ,3. 10 (2H,m,H-
8,8) ,4. 27 (2H,dd,J = 12. 9,7. 8 Hz,Hα-9,9) ,
3. 80 (2H,dd,J = 12. 9,7. 8 Hz,Hβ-9,9) ,3. 90
(12H,s,4 × OCH3) ;
13C NMR (CDCl3,100 MHz)δ:
132. 0 (C-1,1) ,102. 6 (C-2,2,6,6) ,147. 1 (C-3,
3,5,5) ,134. 2 (C-4,4) ,86. 0 (C-7,7) ,54. 3 (C-
8,8) ,71. 8 (C-9,9) ,56. 3 (OCH3)。以上数据与
文献[13]报道数据基本一致,故鉴定该化合物为丁香
脂素(syringaresinol)。
化合物 12 无色油状,C31 H36 O11,ESIMS(m/
z) :583[M-H]-,1H NMR (CDCl3,400 MHz)δ:6. 63
(2H,s,H-2,6) ,4. 76 (2H,m,H-7,7) ,3. 13 (2H,
m,H-8,8) ,4. 12 (2H,m,Hα-9,9) ,4. 30 (2H,m,
Hβ-9,9) ,6. 73 (1H,dd,J = 8. 2,1. 9 Hz,H-6″) ,
4. 99 (1H,d,J = 3. 3 Hz,H-7″) ,3. 88,3. 89,3. 90
(12H,s,4 × OCH3) ;
13C NMR (CDCl3,100 MHz)δ:
131. 1 (C-1) ,102. 7 (C-2,6) ,153. 4 (C-3,5) ,
134. 2 (C-4) ,86. 0 (C-7) ,54. 5 (C-8) ,72. 1 (C-
9) ,137. 7 (C-1) ,118. 7 (C-2) ,146. 6 (C-3) ,
144. 8 (C-4) ,108. 3 (C-5) ,114. 2 (C-6) ,85. 7
(C-7) ,54. 0 (C-8) ,71. 5 (C-9) ,132. 6 (C-1″) ,
108. 6 (C-2″) ,146. 7 (C-3″) ,145. 3 (C-4″) ,114. 3
(C-5″) ,118. 9 (C-6″) ,72. 4 (C-7″) ,87. 0 (C-8″) ,
60. 5 (C-9″) ,56. 2,55. 9 (2 × OCH3)。以上数据与
文献[14]报道数据基本一致,故鉴定该化合物为 fi-
cusesquilignan A。
化合物 13 无色油状,C31 H36 O11,ESIMS(m/
z) :583[M-H]-,1H NMR (CDCl3,400 MHz)δ:6. 62
(2H,s,H-2,6) ,4. 75 (2H,m,H-7,7) ,3. 11 (2H,
m,H-8,8) ,3. 91 (2H,m,Hα-9,9) ,4. 30 (2H,m,
Hβ-9,9) ,6. 83 (1H,dd,J = 8. 1,1. 8 Hz,H-6″) ,
5. 02 (1H,d,J = 9. 0 Hz,H-7″) ,3. 88,3. 89,3. 90
(12H,s,4 × OCH3) ;
13C NMR (CDCl3,100 MHz)δ:
132. 6 (C-1) ,102. 7 (C-2,6) ,153. 1 (C-3,5) ,
134. 6 (C-4) ,85. 7 (C-7) ,54. 0 (C-8) ,71. 5 (C-
9) ,137. 7 (C-1) ,114. 3 (C-2) ,145. 3 (C-3) ,
146. 6 (C-4) ,108. 6 (C-5) ,118. 9 (C-6) ,85. 9
(C-7) ,54. 5 (C-8) ,72. 1 (C-9) ,131. 1 (C-1″) ,
109. 8 (C-2″) ,146. 7 (C-3″) ,145. 3 (C-4″) ,114. 2
(C-5″) ,120. 3 (C-6″) ,74. 0 (C-7″) ,89. 0 (C-8″) ,
60. 5 (C-9″) ,56. 2,55. 9 (2 × OCH3)。以上数据与
文献[14]报道数据基本一致,故鉴定该化合物为 fi-
cusesquilignan B。
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3161Vol. 26 邹 涛等:黄桐枝叶的化学成分研究
醇。1H NMR (500 MHz,CDCl3)δ 6. 96(1H,d,J =
8. 2 Hz,H-5) ,6. 80(1H,d,J = 8. 7 Hz,H-6) ,6. 47
(1H,d,J = 8. 7 Hz,H-5) ,6. 40(1H,dd,J = 11. 8,
2. 4 Hz,H-6) ,6. 38(1H,d,J = 2. 4 Hz,H-8) ,4. 35
(1H,d,J = 1. 5 Hz,H-2) ,4. 07(1H,t,J = 10. 0
Hz,H-2) ,3. 95(3H,s,OCH3) ,3. 87(3H,s,OCH3) ,
3. 55(1H,m,H-3) ,3. 03 (1H,dd,J = 16. 1,10. 3
Hz,H-4) ,3. 01 (1H,ddd,J = 16. 1,12. 1,1. 7 Hz,
H-4) ;13C NMR (126 MHz,CDCl3)δ 155. 2(C-7) ,
154. 9(C-9) ,151. 1(C-4) ,147. 5(C-3) ,135. 4(C-
2) ,130. 4(C-5) ,121. 8(C-6) ,120. 3(C-1) ,114. 8
(C-10) ,107. 9(C-6) ,103. 7(C-5) ,103. 2(C-8) ,
69. 7(C-2) ,61. 0(OCH3) ,55. 8(OCH3) ,32. 1(C-
3) ,30. 2(C-4)。其数据与文献[17]基本一致,故鉴定
为 3,7-二羟基-2,4-二甲氧基异黄烷。
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7161Vol. 26 孟根小等:蒙药多叶棘豆中的黄酮类化学成分