Isolation of saponins with the inhibitory effect on nitric oxide, prostaglandin E2 and tumor necrosis factor-α production from pleurospermum kamtschaticum

Hyun Ju Jung, Sei Gun Kim, Jung Hwan Nam, Kwang Kyun Park, Won Yun Chung, Won Bae Kim, Kyung Tae Lee, Jong Heon Won, Jong Won Choi, Hee Juhn Park

Research output: Contribution to journalArticle

25 Citations (Scopus)

Abstract

As an attempt to search for bioactive natural products exerting antiinflammatory activity, we have isolated two saponins were isolated from the aerial portion of Pleurospermum kamtschaticum (Umbelliferae) by nitrite assay activity-directed chromatographic fractionation. They were identified as saikogenin F 3-O-{β-D-glucopyranosyl-(1→2)-[β-D-glucopyranosyl- (1→3)]-β-D-fucopyranoside} (buddlejasaponin IV, 1) and 3β,16β,23,28-tetrahydroxy-11α-methoxyolean-12-ene 3-O-{β-D-glucopyranosyl(1→2)-[β-D-glucopyranosyl(1→3)] -β-D-fucopyranoside} (buddlejasaponin IVa, 2). Compound 1 significantly inhibited nitric oxide (NO) production, and it also significantly decreased prostaglandin E2 (PGE2) and tumor necrosis factor-α (TNF-α) release in the lipopolysaccharide (LPS)-activated macrophage Raw 264.7 cells whereas compound 2 was much less active. Saikogenin A (3) and -H (4) were obtained by hydrolyzing 1 and 2. Although these sapogenin showed strong NO inhibition, these effects were caused by the cytotoxic effect on Raw 264.7 cells. These results supported the notion that buddlejasaponin IV is a major inhibitors of NO, PGE2 and TNF-α production in P. kamtschaticum.

Original languageEnglish
Pages (from-to)1668-1671
Number of pages4
JournalBiological and Pharmaceutical Bulletin
Volume28
Issue number9
DOIs
Publication statusPublished - 2005 Sep 1

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Saponins
Dinoprostone
Nitric Oxide
Tumor Necrosis Factor-alpha
Sapogenins
Apiaceae
Nitrites
Biological Products
Lipopolysaccharides
Anti-Inflammatory Agents
Macrophages
buddlejasaponin IV

All Science Journal Classification (ASJC) codes

  • Pharmacology
  • Pharmaceutical Science

Cite this

Jung, Hyun Ju ; Kim, Sei Gun ; Nam, Jung Hwan ; Park, Kwang Kyun ; Chung, Won Yun ; Kim, Won Bae ; Lee, Kyung Tae ; Won, Jong Heon ; Choi, Jong Won ; Park, Hee Juhn. / Isolation of saponins with the inhibitory effect on nitric oxide, prostaglandin E2 and tumor necrosis factor-α production from pleurospermum kamtschaticum. In: Biological and Pharmaceutical Bulletin. 2005 ; Vol. 28, No. 9. pp. 1668-1671.
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abstract = "As an attempt to search for bioactive natural products exerting antiinflammatory activity, we have isolated two saponins were isolated from the aerial portion of Pleurospermum kamtschaticum (Umbelliferae) by nitrite assay activity-directed chromatographic fractionation. They were identified as saikogenin F 3-O-{β-D-glucopyranosyl-(1→2)-[β-D-glucopyranosyl- (1→3)]-β-D-fucopyranoside} (buddlejasaponin IV, 1) and 3β,16β,23,28-tetrahydroxy-11α-methoxyolean-12-ene 3-O-{β-D-glucopyranosyl(1→2)-[β-D-glucopyranosyl(1→3)] -β-D-fucopyranoside} (buddlejasaponin IVa, 2). Compound 1 significantly inhibited nitric oxide (NO) production, and it also significantly decreased prostaglandin E2 (PGE2) and tumor necrosis factor-α (TNF-α) release in the lipopolysaccharide (LPS)-activated macrophage Raw 264.7 cells whereas compound 2 was much less active. Saikogenin A (3) and -H (4) were obtained by hydrolyzing 1 and 2. Although these sapogenin showed strong NO inhibition, these effects were caused by the cytotoxic effect on Raw 264.7 cells. These results supported the notion that buddlejasaponin IV is a major inhibitors of NO, PGE2 and TNF-α production in P. kamtschaticum.",
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Isolation of saponins with the inhibitory effect on nitric oxide, prostaglandin E2 and tumor necrosis factor-α production from pleurospermum kamtschaticum. / Jung, Hyun Ju; Kim, Sei Gun; Nam, Jung Hwan; Park, Kwang Kyun; Chung, Won Yun; Kim, Won Bae; Lee, Kyung Tae; Won, Jong Heon; Choi, Jong Won; Park, Hee Juhn.

In: Biological and Pharmaceutical Bulletin, Vol. 28, No. 9, 01.09.2005, p. 1668-1671.

Research output: Contribution to journalArticle

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T1 - Isolation of saponins with the inhibitory effect on nitric oxide, prostaglandin E2 and tumor necrosis factor-α production from pleurospermum kamtschaticum

AU - Jung, Hyun Ju

AU - Kim, Sei Gun

AU - Nam, Jung Hwan

AU - Park, Kwang Kyun

AU - Chung, Won Yun

AU - Kim, Won Bae

AU - Lee, Kyung Tae

AU - Won, Jong Heon

AU - Choi, Jong Won

AU - Park, Hee Juhn

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N2 - As an attempt to search for bioactive natural products exerting antiinflammatory activity, we have isolated two saponins were isolated from the aerial portion of Pleurospermum kamtschaticum (Umbelliferae) by nitrite assay activity-directed chromatographic fractionation. They were identified as saikogenin F 3-O-{β-D-glucopyranosyl-(1→2)-[β-D-glucopyranosyl- (1→3)]-β-D-fucopyranoside} (buddlejasaponin IV, 1) and 3β,16β,23,28-tetrahydroxy-11α-methoxyolean-12-ene 3-O-{β-D-glucopyranosyl(1→2)-[β-D-glucopyranosyl(1→3)] -β-D-fucopyranoside} (buddlejasaponin IVa, 2). Compound 1 significantly inhibited nitric oxide (NO) production, and it also significantly decreased prostaglandin E2 (PGE2) and tumor necrosis factor-α (TNF-α) release in the lipopolysaccharide (LPS)-activated macrophage Raw 264.7 cells whereas compound 2 was much less active. Saikogenin A (3) and -H (4) were obtained by hydrolyzing 1 and 2. Although these sapogenin showed strong NO inhibition, these effects were caused by the cytotoxic effect on Raw 264.7 cells. These results supported the notion that buddlejasaponin IV is a major inhibitors of NO, PGE2 and TNF-α production in P. kamtschaticum.

AB - As an attempt to search for bioactive natural products exerting antiinflammatory activity, we have isolated two saponins were isolated from the aerial portion of Pleurospermum kamtschaticum (Umbelliferae) by nitrite assay activity-directed chromatographic fractionation. They were identified as saikogenin F 3-O-{β-D-glucopyranosyl-(1→2)-[β-D-glucopyranosyl- (1→3)]-β-D-fucopyranoside} (buddlejasaponin IV, 1) and 3β,16β,23,28-tetrahydroxy-11α-methoxyolean-12-ene 3-O-{β-D-glucopyranosyl(1→2)-[β-D-glucopyranosyl(1→3)] -β-D-fucopyranoside} (buddlejasaponin IVa, 2). Compound 1 significantly inhibited nitric oxide (NO) production, and it also significantly decreased prostaglandin E2 (PGE2) and tumor necrosis factor-α (TNF-α) release in the lipopolysaccharide (LPS)-activated macrophage Raw 264.7 cells whereas compound 2 was much less active. Saikogenin A (3) and -H (4) were obtained by hydrolyzing 1 and 2. Although these sapogenin showed strong NO inhibition, these effects were caused by the cytotoxic effect on Raw 264.7 cells. These results supported the notion that buddlejasaponin IV is a major inhibitors of NO, PGE2 and TNF-α production in P. kamtschaticum.

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