Page 56 - 《广西植物》2020年第5期
P. 56

6 5 2                                 广  西  植  物                                         40 卷
   kaempferol 3 ̄O ̄{ β ̄D ̄xylopyranosyl ̄( 1 → 2) ̄ [ α ̄L ̄  acetone ̄d ) δ: 7. 72 ( 1Hꎬ dꎬ J = 2. 2 Hzꎬ H ̄2′)ꎬ
                                                             6
   rhamnopyranosyl ̄(1→6)] ̄β ̄D ̄glucopyranoside}ꎮ      7.67 (1Hꎬ ddꎬ J = 8.5ꎬ 2.2 Hzꎬ H ̄6′)ꎬ 6.93 (1Hꎬ
       化合物 8  C H O ꎬ黄色粉末ꎮ HR ̄ESI ̄MS                 dꎬ J = 8.5 Hzꎬ H ̄5′)ꎬ 6.49 (1Hꎬ dꎬ J = 2.1 Hzꎬ H ̄
                   21  18  13
                           +  1
   m / z: 479. 0548 [ M + H] ꎮ H NMR ( 500 MHzꎬ      8)ꎬ 6.31 (1Hꎬ dꎬ J = 2.1 Hzꎬ H ̄6)ꎬ 5.12 (1Hꎬ
   CD OD) δ: 7. 66 ( 1Hꎬ dꎬ J = 2. 2 H ̄2′)ꎬ 7. 64    dꎬ J = 7.3 Hzꎬ H ̄1″)ꎬ 4.53 (1Hꎬ dꎬ J = 1.8 Hzꎬ H ̄
      3
   (1Hꎬ ddꎬ J = 8.6ꎬ 2.2 Hzꎬ H ̄6′)ꎬ 6.87 (1Hꎬ dꎬ     1‴)ꎬ 1.06 (3Hꎬ dꎬ J = 6.5 Hzꎬ H ̄6‴)ꎬ 3.74 ̄3.30
   J = 8.6 Hzꎬ H ̄5′)ꎬ 6.38 ( 1Hꎬ dꎬ J = 2.0 Hzꎬ H ̄   (10Hꎬ mꎬ H ̄2″ꎬ 3″ꎬ 4″ꎬ 5″ꎬ 6a″ꎬ 6b″ꎬ 2‴ꎬ 3‴ꎬ
                                                              13
   8)ꎬ 6.19 (1Hꎬ dꎬ J = 2.0 Hzꎬ H ̄6)ꎬ 5.34 (1Hꎬ      4‴ꎬ 5‴)ꎻ   C NMR (125 MHzꎬ acetone ̄d ) δ: 17.7
                                                                                          6
   dꎬ J = 7.7 Hzꎬ H ̄1″)ꎬ 3.76 (1Hꎬ dꎬ J = 9.7 Hzꎬ H ̄  (C ̄6‴)ꎬ 67. 5 ( C ̄6″)ꎬ 69. 0 ( C ̄5‴)ꎬ 70. 3 ( C ̄
                                         13
   5″)ꎬ 3.61 ̄3.46 (3Hꎬ mꎬ H ̄2″ꎬ 3″ꎬ 4″)ꎻ   C NMR     4″)ꎬ 71. 2 ( C ̄3‴)ꎬ 71. 6 ( C ̄2‴)ꎬ 73. 0 ( C ̄4‴)ꎬ
   (125 MHzꎬ CD OD) δ: 72. 8 ( C ̄4″)ꎬ 75. 4 ( C ̄     74.9 (C ̄3″)ꎬ 76.3 (C ̄2″)ꎬ 77.4 (C ̄5″)ꎬ 94.5 (C ̄
                 3
   2″)ꎬ 77. 0 ( C ̄3″)ꎬ 77. 6 ( C ̄5″)ꎬ 94. 8 ( C ̄8)ꎬ  8)ꎬ 99.9 ( C ̄6)ꎬ 101.7 ( C ̄10)ꎬ 104.4 ( C ̄1‴)ꎬ
   100.0 (C ̄6)ꎬ 104.2 (C ̄1″)ꎬ 105.6 (C ̄10)ꎬ 116.0    104. 8 ( C ̄1″)ꎬ 115. 8 ( C ̄5′)ꎬ 117. 4 ( C ̄2′)ꎬ
   (C ̄2′)ꎬ 117.3 ( C ̄5′)ꎬ 122.8 ( C ̄6′)ꎬ 123.5 ( C ̄  122.3 (C ̄1′)ꎬ 123.1 (C ̄6′)ꎬ 135.0 (C ̄3)ꎬ 145.2
   1′)ꎬ 135.4 (C ̄3)ꎬ 145.9 ( C ̄3′)ꎬ 150.2 ( C ̄4′)ꎬ   (C ̄3′)ꎬ 149.2 ( C ̄4′)ꎬ 157.7 ( C ̄2)ꎬ 158.6 ( C ̄

   158.1 (C ̄2)ꎬ 159.1 ( C ̄9)ꎬ 162.6 ( C ̄5)ꎬ 165.9    5)ꎬ 161.9 (C ̄9)ꎬ 165.3 (C ̄7)ꎬ 178.6 (C ̄4)ꎮ 上
   (C ̄7)ꎬ 172.3 (C ̄6″)ꎬ 179.2 (C ̄4)ꎮ 上述所有数           述所有数据与参考文献( 陈秋虹等ꎬ2017) 比对相
   据与参考文献(Du et al.ꎬ 2010) 比对相同ꎬ故鉴定                  同ꎬ故鉴定化合物 10 为芦丁ꎮ

   化合物 8 为 quercetin 3 ̄O ̄β ̄D ̄glucuronopyranosideꎮ        化合物 11  C H O ꎬ淡黄色粉末ꎮ HR ̄ESI ̄
                                                                      27  30  16
                                                                              +
                                                                                1
       化合物 9  C H O ꎬ黄色无晶形粉末ꎮ HR ̄                    MS m / z: 611.1472 [ M+H] ꎮ H NMR (500 MHzꎬ
                   22  20  13
                                 +  1
   ESI ̄MS m / z: 493. 0742 [ M + H] ꎮ H NMR ( 500    CD OD) δ: 7.67 (1Hꎬ dꎬ J = 1.9 Hzꎬ H ̄2′)ꎬ 7.61
                                                        3
   MHzꎬ CD OD) δ: 7. 60 ( 1Hꎬ dꎬ J = 2. 2 H ̄2′)ꎬ     (1Hꎬ ddꎬ J = 8.5ꎬ 1.9 Hzꎬ H ̄6′)ꎬ 6.85 (1Hꎬ dꎬ
            3
   7.56 (1Hꎬ ddꎬ J = 8.5ꎬ 2.2 H ̄6′)ꎬ 6.83 (1Hꎬ dꎬ    J = 8.5 Hzꎬ H ̄5′)ꎬ 6.40 ( 1Hꎬ dꎬ J = 1.9 Hzꎬ H ̄
   J = 8.5 Hzꎬ H ̄5′)ꎬ 6. 40 ( 1Hꎬ br sꎬ H ̄8)ꎬ 6. 20  8)ꎬ 6.21 (1Hꎬ dꎬ J = 1.9 Hzꎬ H ̄6)ꎬ 5.11 (1Hꎬ
   (1Hꎬ br sꎬ H ̄6)ꎬ 5. 25 ( 1Hꎬ dꎬ J = 7. 8 Hzꎬ H ̄   dꎬ J = 7. 7 Hzꎬ H ̄1″)ꎬ 4. 52 ( 1Hꎬ br sꎬ H ̄1‴)ꎬ
   1″)ꎬ 3.80 (1Hꎬ dꎬ J = 9.7 Hzꎬ H ̄5″)ꎬ 3.68 (3Hꎬ    3.80 (1Hꎬ dꎬ J = 10.9 Hzꎬ H ̄6a″)ꎬ 3.63 (1Hꎬ mꎬ
   sꎬ 6″ ̄OCH )ꎬ 3.61 ̄3.47 (3Hꎬ mꎬ H ̄2″ꎬ 3″ꎬ 4″)ꎻ     H ̄3‴)ꎬ 3.52 ̄3.26 (8Hꎬ mꎬ H ̄2″ꎬ 3″ꎬ 4″ꎬ 5″ꎬ 6b″ꎬ
            3
   13                                                              13
    C NMR (125 MHzꎬ CD OD) δ: 52.9 (6″ ̄OCH )ꎬ        2‴ꎬ 4‴ꎬ 5‴)ꎻ    C NMR ( 125 MHzꎬ CD OD) δ:
                         3                    3                                            3
   72.7 (C ̄4″)ꎬ 75.3 (C ̄2″)ꎬ 77.0 (C ̄5″)ꎬ 77.3 (C ̄   17.9 ( C ̄6‴)ꎬ 68. 6 ( C ̄6″)ꎬ 69. 7 ( C ̄5‴)ꎬ 71. 4
   3″)ꎬ 94. 5 ( C ̄8)ꎬ 99. 9 ( C ̄6)ꎬ 104. 6 ( C ̄1″)ꎬ  (C ̄4″)ꎬ 72. 1 ( C ̄3‴)ꎬ 72. 3 ( C ̄2‴)ꎬ 73. 9 ( C ̄
   105. 5 ( C ̄10 )ꎬ 115. 9 ( C ̄5′)ꎬ 117. 3 ( C ̄2′)ꎬ  4‴)ꎬ 75. 7 ( C ̄2″)ꎬ 77. 2 ( C ̄5″)ꎬ 78. 2 ( C ̄3″)ꎬ
   122.8 (C ̄1′)ꎬ 123.5 (C ̄6′)ꎬ 135.4 (C ̄3)ꎬ 145.9    94.9 (C ̄8)ꎬ 100.0 ( C ̄6)ꎬ 102.4 ( C ̄1‴)ꎬ 104.6

   (C ̄3′)ꎬ 149.8 ( C ̄4′)ꎬ 158.1 ( C ̄9)ꎬ 159.3 ( C ̄   (C ̄1″)ꎬ 105.8 (C ̄10)ꎬ 116.1 ( C ̄5′)ꎬ 117.9 ( C ̄
   2)ꎬ 162.9 ( C ̄5)ꎬ 166. 4 ( C ̄7)ꎬ 170. 9 ( C ̄6″)ꎬ  2′)ꎬ 123.1 (C ̄1′)ꎬ 123.6 ( C ̄6′)ꎬ 135.6 ( C ̄3)ꎬ
   179.2 ( C ̄4)ꎮ 上述所有数据与参考文献( He et                  145.9 (C ̄4′)ꎬ 149.8 (C ̄3′)ꎬ 158.7 (C ̄9)ꎬ 159.1
   al.ꎬ 2017)比对相同ꎬ故鉴定化合物 9 为 quercetin               ( C ̄2)ꎬ 163.0 (C ̄7)ꎬ 166.4 (C ̄5)ꎬ 179.1 (C ̄4)ꎮ
   3 ̄O ̄β ̄glucuronide ̄6″ ̄methyl esterꎮ                上述所有数据与参考文献(Bina et al.ꎬ 2012) 比对
       化合物 10  C H O ꎬ淡黄色粉末ꎮ HR ̄ESI ̄                 相同ꎬ故鉴定化合物 11 为 quercetin 5 ̄O ̄ [ α ̄L ̄rh ̄
                    27  30  16
                            +  1
   MS m / z: 611.1935 [ M+H] ꎮ H NMR (500 MHzꎬ       amnopyranosyl ̄ (1→6)] ̄β ̄D ̄glucopyranosideꎮ
   51   52   53   54   55   56   57   58   59   60   61