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Honokiol dimers and magnolol derivatives with new carbon skeletons from the roots of Magnolia officinalis and their inhibitory effects on superoxide anion generation and elastase release.

Shih HC, Hwang TL, Chen HC, Kuo PC, Lee EJ, Lee KH, Wu TS - PLoS ONE (2013)

Bottom Line: Two honokiol dimers, houpulins A and B (1 and 2), and two magnolol derivatives, houpulins C and D (3 and 4), were isolated and characterized from an ethanol extract obtained from the roots of Magnolia officinalis.These four oligomers possess new carbon skeletons postulated to be biosynthesized from the coupling of three or four C6-C3 subunits.In addition, the new oligomers were evaluated for inhibition of superoxide anion generation and elastase release, and houpulin B (2) was identified as a new anti-inflammatory lead compound.

View Article: PubMed Central - PubMed

Affiliation: Department of Chemistry, National Cheng Kung University, Tainan, Taiwan.

ABSTRACT
Two honokiol dimers, houpulins A and B (1 and 2), and two magnolol derivatives, houpulins C and D (3 and 4), were isolated and characterized from an ethanol extract obtained from the roots of Magnolia officinalis. The chemical structures were determined based on spectroscopic and physicochemical analyses, which included 1D and 2D NMR, as well as mass spectrometry data. These four oligomers possess new carbon skeletons postulated to be biosynthesized from the coupling of three or four C6-C3 subunits. In addition, the new oligomers were evaluated for inhibition of superoxide anion generation and elastase release, and houpulin B (2) was identified as a new anti-inflammatory lead compound.

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[Ca2+]i to return to half of the peak value (t1/2) by compound 2.
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pone-0059502-g004: [Ca2+]i to return to half of the peak value (t1/2) by compound 2.

Mentions: The anti-neutrophilic effect of compound 2 was further evaluated in preliminary mechanistic studies. Compound 2 did not alter activation of ERK, p38 MAPK, JNK, or Akt (Figure 3). Notably, compound 2 failed to alter the peak [Ca2+]i values in FMLP-induced cells, but the time it took for [Ca2+]i to return to half of the peak value (t1/2) was significantly shortened by compound 2 (Figure 4). Many neutrophil functions, such as respiratory burst and degranulation, are regulated by calcium signals; thus, calcium clearance mechanisms are increasingly viewed as novel targets for pharmacological control of neutrophilic inflammation [23]. Compound 2 merits further investigation and development as an anti-inflammatory clinical trial candidate.


Honokiol dimers and magnolol derivatives with new carbon skeletons from the roots of Magnolia officinalis and their inhibitory effects on superoxide anion generation and elastase release.

Shih HC, Hwang TL, Chen HC, Kuo PC, Lee EJ, Lee KH, Wu TS - PLoS ONE (2013)

[Ca2+]i to return to half of the peak value (t1/2) by compound 2.
© Copyright Policy
Related In: Results  -  Collection

Show All Figures
getmorefigures.php?uid=PMC3646836&req=5

pone-0059502-g004: [Ca2+]i to return to half of the peak value (t1/2) by compound 2.
Mentions: The anti-neutrophilic effect of compound 2 was further evaluated in preliminary mechanistic studies. Compound 2 did not alter activation of ERK, p38 MAPK, JNK, or Akt (Figure 3). Notably, compound 2 failed to alter the peak [Ca2+]i values in FMLP-induced cells, but the time it took for [Ca2+]i to return to half of the peak value (t1/2) was significantly shortened by compound 2 (Figure 4). Many neutrophil functions, such as respiratory burst and degranulation, are regulated by calcium signals; thus, calcium clearance mechanisms are increasingly viewed as novel targets for pharmacological control of neutrophilic inflammation [23]. Compound 2 merits further investigation and development as an anti-inflammatory clinical trial candidate.

Bottom Line: Two honokiol dimers, houpulins A and B (1 and 2), and two magnolol derivatives, houpulins C and D (3 and 4), were isolated and characterized from an ethanol extract obtained from the roots of Magnolia officinalis.These four oligomers possess new carbon skeletons postulated to be biosynthesized from the coupling of three or four C6-C3 subunits.In addition, the new oligomers were evaluated for inhibition of superoxide anion generation and elastase release, and houpulin B (2) was identified as a new anti-inflammatory lead compound.

View Article: PubMed Central - PubMed

Affiliation: Department of Chemistry, National Cheng Kung University, Tainan, Taiwan.

ABSTRACT
Two honokiol dimers, houpulins A and B (1 and 2), and two magnolol derivatives, houpulins C and D (3 and 4), were isolated and characterized from an ethanol extract obtained from the roots of Magnolia officinalis. The chemical structures were determined based on spectroscopic and physicochemical analyses, which included 1D and 2D NMR, as well as mass spectrometry data. These four oligomers possess new carbon skeletons postulated to be biosynthesized from the coupling of three or four C6-C3 subunits. In addition, the new oligomers were evaluated for inhibition of superoxide anion generation and elastase release, and houpulin B (2) was identified as a new anti-inflammatory lead compound.

Show MeSH
Related in: MedlinePlus