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Lipoxygenase inhibitory compounds from Balanophorae Plants

Lipoxygenase inhibitory compounds from Balanophorae Plants. Nagasaki University & Hong-Kong Baptist University Isao Kouno , Takashi Tanaka & Zhi-Hong Jiang. (Nagasaki Prefecture). Balanophora japonica. parasite on the roots of Symplocaceae plants.

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Lipoxygenase inhibitory compounds from Balanophorae Plants

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  1. Lipoxygenase inhibitory compounds from Balanophorae Plants Nagasaki University & Hong-Kong Baptist University Isao Kouno, Takashi Tanaka & Zhi-Hong Jiang

  2. (Nagasaki Prefecture) Balanophora japonica parasite on the roots of Symplocaceae plants distributed in the southern part of Japan and China

  3. Separation (Balanophora japonica) underground part (1.01kg) MeOH (131 g) fractionated by SiO2 ODS LH-20 C18 ODS LH-20 C18 CHP 20P ODS HW-40 FeCl3(+) MCI-gel 5 (55.0mg) ODS 5(450mg) 9(14.6mg) 11(32mg) 12(151mg) 10(260mg) 8(421mg) 13(850mg) 1(118.7mg) 6 (32mg) 7 (151 mg) 3(7.14g) 8 (12.2mg) 9 (26.8mg) caffeic acid 119mg 4 (290mg) 14 (868mg) 1 (89mg) SiO2 2 (7.14g)

  4. Separation aerial part (1.73kg) MeOH (223.7 g) partitioned with Et2O & EtOAc aqueous layer next slide ODS CHP 20P (19.5g) (13.4g) sugar (140g) ODS CHP 20P LH-20 ODS CHP 20P LH-20 caffeic acid (53mg) 2 (53mg) 3 (813mg) 10 (210mg) 11 (320mg) 28 (2.3g) 12 (149mg) 19 (500mg) 32 (240mg) 34 (614mg)

  5. EtOAc Soluble part HW-40F (58.0g) (6.7g) ODS LH-20 CHP 20P ODS LH-20 CHP 20P methyl caffeate (674mg) 5 (24mg) 11 (100mg) 12 (377mg) 13 (68mg) 14 (1.85g) 15(509mg) 16 (60mg) 17 (728mg) 18(489mg) 20 (45mg) 21 (5mg) gallic acid (88mg) caffeic acid (1.23g) 1 (60mg) 2 (624mg) 3 (25mg) 10 (441mg) 19 (110mg) 28 (1.56mg) 33 (77mg) 22 (17mg) 23 (82mg) 24 (16mg) 25 (12mg) 26 (175mg) 27 (48mg) 29 (13mg) 30 (2.15g) 31 (160mg) 32 (32mg) 34 (574mg)

  6. comp. 4 yellow amorphous powder [a]D-11.7O dH5.06 dC93.9 dH3.94 FABMS m/z 527(M+Na)+ dC167.2,168.3 dH3.49 dC75.9 dH7.58,7.57 dH3.72 dC74.2 dH6.93,6.91

  7. comp. 17 Yellow amorphous powder [a]D15 -117.8O FAB-MS m/z 645(M-H)- dH 7.15,7.16 dH 4.46,4.15 dC 166.0 dH6.31 dH 7.66 dC 166.5 dH 5.79 dH 5.25

  8. comp. 28(from aboveground part) yellow amorphous powder [a]D -19.0O FABMS m/z 643(M-H)- dH6.69,6.56 dH4.84 dH5.59 dC96.0 dH3.77,5.23 dH7.68 dH3.57 dC169.6,169.8 dC167.5 dH6.29 dH3.71 caffeic acid HHDP-glucose H+

  9. (Nagasaki Prefecture) Balanophora tobilacola Parasitic to Pittosporum and Rhaphiolepis plant

  10. Separation aerial part (270g) MeOH, (CH3)2CO-H2O partitioned with Et2O (2.95g) aqueous layer (40.1g) from fr. 5 LH-20 CHP 20P 4 (16.0mg) fr.11 fr.9 fr.8 fr.10 fr.5 fr.6 (2.1g) (0.9g) (2.2g) (3.2g) (7.7g) (0.5g) 6 (2.34g) caffeoyl galloyl glucose (3.76g) 1 (92.1mg) 2 (559mg) CHP 20P (CHP 20P) CHP 20P CHP 20P eriodictyol 7-O-b-D-glucoside (142mg) 3 (50.1mg) 7 (939mg) 8 (40.3mg) 9 (41.6mg) 5 (113.3mg) 6 (57.7mg)

  11. comp. 5 comp.6 comp. 7 dH6.63,6.43 dH5.23,3.28 dH5.06 3-hydroxy phroletin glucoside dH3.92 dC206.3 dH5.34 dH2.84 dH7.04 dH3.37 dH5.48 3-hydroxyphloretin 4’-O-[4’,6”-O(S)-HHDP] b-D-glucoside

  12. Balanophora harlandii Parasitic to Cannabis & Pueraria plant http://www.cuhkacs.org/~mathew/Bo-Blog/index.php?job=art&articleid=a_20051224_235959

  13. dried extract of B. harlandi (230g) H2O/Et2O H2O Et2O H2O/EtOac EtOAc (29.6g) H2O (110.7g) CHP 20P fr.2 fr.5 fr.3 fr.1(3.96g) fr.4 (7.83g) 16 (60.5mg) 3 (41.5mg) 12 (96.3mg) 2 (287.1mg) 5 (366.4mg) 4 (16.0mg) 15 (8.5mg) 11 (6.0mg) 9 (78.9mg) 13 (43.6mg) LH-20 fr. 4 (3.87g) ODS 1 (5.51g) 6 (12.6mg) 7 (38.8mg) 8 (8.0mg) fr.8 (1.06g) glucose (32.5mg) gallic acid (46.1mg) fr.7 (223.1mg) 10 (55.6mg) 14 (103.3mg)

  14. shikimic acid Compound 15 dH6.78 dH4.39 dC172.0 dC70.3 dC103.3 dC67.4 dH7.58(15.8) dC131.9 4’ 5 dH5.23 dC71.7 dC74.7 dC168.2 dH6.38(15.8) dH7.11(2.0)

  15. Lipoxygenase Inhibitory Activity(B. japonica; underground part) The assay was performed according to the procedure described by Sigma. Enzyme activity was measured spectrophotometrically in borate buffer (0.2M, pH 9.0) by the increase in absorbance at 234 nm, 25 0C, between 90 and 210 s after addition of lipoxygenase (167 U/ml, final concentration) using linoleic acid as substrate. The inhibitory activity is demonstrated compared to fisetin ％

  16. Lipoxygenase Inhibitory Activity(B. japonica; aerial part) compared to fisetin %

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