Page 9 - 《广西植物》2025年第2期
P. 9

2 期                      刘振强等: 防风地上部分化学成分及抗炎活性研究                                            2 1 1

                                                               2′)ꎬ 3.34 (1Hꎬ mꎬ H ̄3′)ꎬ 3.18 (1Hꎬ mꎬ H ̄4′)ꎬ
            3  结果与分析                                           3.28 (1Hꎬ tꎬ J = 9.6 Hzꎬ H ̄5′)ꎬ 3.66 (1Hꎬ ddꎬ

                                                               J = 11.9ꎬ 5.7 Hzꎬ H ̄6′a)ꎬ 3. 86 ( 1Hꎬ ddꎬ J =
            3.1 化合物的结构鉴定                                       11.9ꎬ 2.3 Hzꎬ H ̄6′b)ꎻ  13 C ̄NMR (150 MHzꎬ CD
                                                                                                            3
                 化合物 1  白色粉末ꎬ溶于甲醇ꎮ 分子式为                        OD) δ 71.0 ( C ̄1)ꎬ 127.5 ( C ̄2)ꎬ 136.0 ( C ̄3)ꎬ
                                                                     C
                                           -  1
            C H O ꎬ m / z: 675. 4 [ M - H] ꎮ H ̄NMR ( 600       35.6 (C ̄4)ꎬ 23.5 (C ̄5)ꎬ 14.1 (C ̄6)ꎬ 103.1 ( C ̄
              33  56  14
            MHzꎬ C D N) δ 2.31 (2Hꎬ tꎬ J = 7.5 Hzꎬ H ̄2)ꎬ       1′)ꎬ 75. 2 ( C ̄2′)ꎬ 78. 3 ( C ̄3′)ꎬ 71. 8 ( C ̄4′)ꎬ
                    5  5   H
            1.26 (10Hꎬ mꎬ H ̄3ꎬ 4ꎬ 5ꎬ 6ꎬ 7)ꎬ 1.58 (2Hꎬ mꎬ       78.1 ( C ̄5′)ꎬ 62. 9 ( C ̄6′)ꎮ 以 上 数 据 与 李 帅 等
            H ̄8)ꎬ 5.46 (6Hꎬ mꎬ H ̄9ꎬ 10ꎬ 12ꎬ 13ꎬ 15ꎬ 16)ꎬ       (2004)报道基本一致ꎬ故鉴定化合物 2 为( E) ̄2 ̄
            2.92 (2Hꎬ tꎬ J = 5.5 Hzꎬ H ̄11)ꎬ 2.89 (2Hꎬ tꎬ       己烯基 ̄O ̄β ̄D ̄吡喃葡萄糖苷 [( E) ̄2 ̄hexenyl ̄O ̄β ̄
            J = 5.5 Hzꎬ H ̄14)ꎬ 2.06 (2Hꎬ mꎬ H ̄17)ꎬ 0.92        D ̄glucopyranoside]ꎮ
            (3Hꎬ tꎬ J = 7. 6 Hzꎬ H ̄18)ꎬ 4. 64 ( 2Hꎬ mꎬ H ̄          化合物 3  无色针状结晶ꎬ溶于甲醇ꎮ 分子式
                                                                                              +  1
            1′)ꎬ 3.54 (1Hꎬ mꎬ H ̄2′)ꎬ 4.14 (2Hꎬ tꎬ J = 6.7      为 C H O ꎬm / z: 285.1 [ M+Na] ꎮ H ̄NMR (600
                                                                   11  19  6
            Hzꎬ H ̄3′)ꎬ 4. 78 ( 1Hꎬ dꎬ J = 7. 1 Hzꎬ H ̄1″)ꎬ      MHzꎬ C D N) δ 3. 69 ( 1Hꎬ ddꎬ J = 16. 4ꎬ 7. 6
                                                                      5  5    H
            4.32 ( 1Hꎬ ddꎬ J = 10. 4ꎬ 5. 9 Hzꎬ H ̄2″)ꎬ 4. 29    Hzꎬ H ̄1a)ꎬ 4.09 (1Hꎬ ddꎬ J = 16.4ꎬ 7.6 Hzꎬ H ̄
            (1Hꎬ ddꎬ J = 10.8ꎬ 5.7 Hzꎬ H ̄3″)ꎬ 4.55 ( 1Hꎬ       1b)ꎬ 2.44 (2Hꎬ qꎬ J = 7.1 Hzꎬ H ̄2)ꎬ 5.41 (1Hꎬ
            mꎬ H ̄4″)ꎬ 4.49 (1Hꎬ overlapꎬ H ̄5″)ꎬ 4.36 (1Hꎬ      mꎬ H ̄3)ꎬ 5.46 (1Hꎬ mꎬ H ̄4)ꎬ 1.93 (2Hꎬ mꎬ H ̄
            ddꎬ J = 10.8ꎬ 6.2 Hzꎬ H ̄6″a)ꎬ 4.57 (1Hꎬ mꎬ H ̄      5)ꎬ 0.83 (3Hꎬ tꎬ J = 7.5 Hzꎬ H ̄6)ꎬ 4.86 (1Hꎬ
            6″b)ꎬ 4. 78 ( 1Hꎬ dꎬ J = 7. 7 Hzꎬ H ̄1‴)ꎬ 4. 03     dꎬ J = 7.7 Hzꎬ H ̄1′)ꎬ 4.04 (1Hꎬ mꎬ H ̄2′)ꎬ 4.27
            (1Hꎬ ddꎬ J = 10.0ꎬ 5.1 Hzꎬ H ̄2‴)ꎬ 4.46 (1Hꎬ tꎬ     ( 1Hꎬ mꎬ H ̄3′)ꎬ 3. 94 ( 1Hꎬ mꎬ H ̄4′)ꎬ 4. 24
            J = 4.4 Hzꎬ H ̄3‴)ꎬ 4.52 ( 1Hꎬ overlapꎬ H ̄4‴)ꎬ      (1Hꎬ mꎬ H ̄5′)ꎬ 4. 39 ( 1Hꎬ ddꎬ J = 11. 8ꎬ 5. 3
            4.47 ( 1Hꎬ overlapꎬ H ̄5‴)ꎬ 3. 43 ( 1Hꎬ dꎬ J =      Hzꎬ H ̄6′a)ꎬ 4.55 (1Hꎬ dꎬ J = 11.8 Hzꎬ H ̄6′b)ꎻ
                                                       13      13
            15.4 Hzꎬ H ̄6‴a)ꎬ 4. 40 ( 1Hꎬ mꎬ H ̄6‴b)ꎻ     C ̄      C ̄NMR (150 MHzꎬ C D N) δ 69.3 ( C ̄1)ꎬ 28.3
                                                                                    5  5   C
            NMR (150 MHzꎬ C D N) δ 173. 5 ( C ̄1)ꎬ 34. 1        (C ̄2)ꎬ 125.4 (C ̄3)ꎬ 133.4 (C ̄4)ꎬ 20.7 ( C ̄5)ꎬ
                              5  5     C
            (C ̄2)ꎬ 20. 7 ( C ̄3)ꎬ 25. 0 ( C ̄4)ꎬ 25. 7 ( C ̄5)ꎬ   14.3 ( C ̄6)ꎬ 104. 6 ( C ̄1′)ꎬ 75. 1 ( C ̄2′)ꎬ 78. 5
            25.8 (C ̄6)ꎬ 27.3 (C ̄7)ꎬ 29.3 (C ̄8)ꎬ 127.9 ( C ̄     ( C ̄3′)ꎬ 71.6 (C ̄4′)ꎬ 78.4 (C ̄5′)ꎬ 62.7 (C ̄6′)ꎮ
            9)ꎬ 128.0 (C ̄10)ꎬ 29.2 ( C ̄11ꎬ 14)ꎬ 128.5 ( C ̄     以上数据与 Lee 等(2008) 报道基本一致ꎬ故鉴定
            12ꎬ 13)ꎬ 130. 4(C ̄15)ꎬ 132.0 (C ̄16)ꎬ 29.7 ( C ̄     化合物 3 为 ( Z) ̄3 ̄己 烯 基 ̄O ̄β ̄D ̄吡 喃 葡 萄 糖 苷
            17)ꎬ 14. 3 ( C ̄18)ꎬ 72. 0 ( C ̄1′)ꎬ 68. 9 ( C ̄2′)ꎬ  [(Z) ̄3 ̄hexenyl ̄O ̄β ̄D ̄glucopyranoside]ꎮ
            66.4 ( C ̄3′)ꎬ 105. 5 ( C ̄1″)ꎬ 72. 6 ( C ̄2″)ꎬ 74. 9     化合物 4  无色糖浆状物质ꎬ溶于甲醇ꎮ 分子
                                                                                                  -  1
            ( C ̄3″)ꎬ 70.4 (C ̄4″)ꎬ 74.3 (C ̄5″)ꎬ 68.0 (C ̄6″)ꎬ    式为 C H O ꎬ m / z: 263. 2 [ M - H] ꎮ H ̄NMR
                                                                     12  24  6
            101.0 (C ̄1‴)ꎬ 69.8 ( C ̄2‴)ꎬ 72.0 ( C ̄3‴)ꎬ 71.5     (600 MHzꎬ CD OD) δ 3. 53 ( 1Hꎬ dtꎬ J = 9. 5ꎬ
                                                                             3      H
            (C ̄4‴)ꎬ 72.3 (C ̄5‴)ꎬ 62.3 (C ̄6‴)ꎮ 以上数据与            6.8 Hzꎬ H ̄1a)ꎬ 3.90 (1Hꎬ dꎬ J = 9.5ꎬ 6.8 Hzꎬ
            来国防等(2008) 报道基本一致ꎬ故鉴定化合物 1                         H ̄1b)ꎬ 1. 62 ( 2Hꎬ mꎬ H ̄2)ꎬ 1. 39 ( 2Hꎬ mꎬ H ̄
            为姜糖脂 A(gingerglycolipid A)ꎮ                        3)ꎬ 1.34 ( 2Hꎬ mꎬ H ̄4)ꎬ 1.31 ( 2Hꎬ mꎬ H ̄5)ꎬ
                 化合物 2  无色糖浆状物质ꎬ溶于甲醇ꎮ 分子                       0.91 (3Hꎬ tꎬ J = 6.8 Hzꎬ H ̄6)ꎬ 4.24 (1Hꎬ dꎬ
                                                -  1
            式为 C H O ꎬ m / z: 261. 1 [ M - H] ꎮ H ̄NMR          J = 7.8 Hzꎬ H ̄1′)ꎬ 3.17 (1Hꎬ ddꎬ J = 9.1ꎬ 7.8
                   12  22  6
            (600 MHzꎬ CD OD) δ 4.09 (1Hꎬ ddꎬ J = 11.9ꎬ         Hzꎬ H ̄2′)ꎬ 3.35 (1Hꎬ mꎬ H ̄3′)ꎬ 3.30 (1Hꎬ mꎬ
                          3      H
            6.8 Hzꎬ H ̄1a)ꎬ 4.31 (1Hꎬ mꎬ H ̄1b)ꎬ 5.60 (1Hꎬ       H ̄4′)ꎬ 3.26 (1Hꎬ mꎬ H ̄5′)ꎬ 3.67 (1Hꎬ ddꎬ J =
            mꎬ H ̄2)ꎬ 5.74 (1Hꎬ mꎬ H ̄3)ꎬ 2.03 (2Hꎬ qꎬ J =       11.9ꎬ 5.4 Hzꎬ H ̄6′a)ꎬ 3.86 (1Hꎬ ddꎬ J = 11.9ꎬ
            7.0 Hzꎬ H ̄4)ꎬ 1.42 (2Hꎬ qtꎬ J = 14.6ꎬ 7.3 Hzꎬ      2.1 Hzꎬ H ̄6′b)ꎻ  13 C ̄NMR (150 MHzꎬ CD OD) δ
                                                                                                     3      C
            H ̄5)ꎬ 0. 92 ( 3Hꎬ tꎬ J = 7. 3 Hzꎬ H ̄6)ꎬ 4. 31      70.9 (C ̄1)ꎬ 30.8 ( C ̄2)ꎬ 26.8 ( C ̄3)ꎬ 32.9 ( C ̄
            (1Hꎬ dꎬ J = 7. 8 Hzꎬ H ̄1′)ꎬ 3. 23 ( 1Hꎬ mꎬ H ̄      4)ꎬ 23.7 (C ̄5)ꎬ 14.4 (C ̄6)ꎬ 104.4 (C ̄1′)ꎬ 75.1
   4   5   6   7   8   9   10   11   12   13   14