Abstract
A simultaneous quantitative analytical method for 13 stilbenoids including (−)-hopeaphenol (1), (+)-isohopeaphenol (2), hemsleyanol D (3), (−)-ampelopsin H (4), vaticanols A (5), E (6), and G (7), (+)-α-viniferin (8), pauciflorol A (9), hopeafuran (10), (−)-balanocarpol (11), (−)-ampelopsin A (12), and trans-resveratrol 10-C-β-d-glucopyranoside (13), and two dihydroisocoumarins, phayomphenols A1 (14) and A2 (15) in the extract of Shorea roxburghii (dipterocarpaceae) was developed. According to the established protocol, distributions of these 15 polyphenols (1–15) in the bark and wood parts of S. roxburghii and a related plant Cotylelobium melanoxylon were evaluated. In addition, the principal polyphenols (1, 2, 8, 13–15) exhibited hepatoprotective effects against d-galactosamine (d-galN)/lipopolysaccharide (LPS)-induced liver injury in mice at a dose of 100 or 200 mg/kg, p.o. To characterize the mechanisms of action, the isolates were examined in in vitro studies assessing their effects on (i) d-GalN-induced cytotoxicity in primary cultured mouse hepatocytes; (ii) LPS-induced nitric oxide (NO) production in mouse peritoneal macrophages; and (iii) tumor necrosis factor-α (TNF-α)-induced cytotoxicity in L929 cells. The mechanisms of action of these polyphenols (1, 2, and 8) were suggested to be dependent on the inhibition of LPS-induced macrophage activation and reduction of sensitivity of hepatocytes to TNF-α. However, none of the isolates reduced the cytotoxicity caused by d-GalN.
Highlights
Stilbenoids, a family of polyphenols, are known for the complexity of their structure and diverse biological activities [1]
We investigated the protective effects of principal polyphenols, (−)-hopeaphenol (1), (+)-isohopeaphenol (2), (+)-α-viniferin (8), trans-resveratrol 10-C-β-D-glucopyranoside (13), and phayomphenols A1 (14) and A2 (15), on the D-GalN/LPS-induced liver injury
We have developed a practical method for the simultaneous quantitative determination of 13 stilbenoids, (−)-hopeaphenol (1), (+)-isohopeaphenol (2), hemsleyanol D (3), (−)-ampelopsin H (4), vaticanols A (5), E (6), and G (7), (+)-α-viniferin (8), pauciflorol A (9), hopeafuran (10), (−)-balanocarpol (11), (−)-ampelopsin A (12), and trans-resveratrol 10-C-β-D-glucopyranoside (13), and two dihydroisocoumarins, phayomphenols A1 (14) and A2 (15), in the bark and wood parts of Shorea roxburghii and Cotylelobium melanoxylon
Summary
Stilbenoids, a family of polyphenols, are known for the complexity of their structure and diverse biological activities [1]. They occur with a limited but heterogeneous distribution in the plant kingdom. Some phylogenetically distant botanical families (e.g., Gnetaceae, Pinaceae, Cyperaceae, Fabaceae, Dipterocarpaceae, and Vitaceae) are well recognized as rich sources of stilbenoids and their oligomers (oligostilbenoids) [1]. Trans-resveratrol (3,5,4 -trihydroxy-trans-stilbene), one of the most popular naturally occurring stilbenoids, has been reported to have anti-aging properties as well as beneficial. 2 of 14 2 of 14 hbeenaletfhicieaflfehcetsalitnh epfafeticetnstisnwpiatthiecnatns cweri,thcacradnicoevra, sccaurdlairo,viansflcaumlamr, aintoflraym, amnadtocreyn, tarnaldnceernvtoraulsnseyrsvtoeums dsyisseteamsesd[2is–e7a].seTshe[2m–7a]jo. SSttuuddiieesshhaavveeshsohwown tnhatthtahtetphreinpcripinaclicpoaml pcooumnpdosu(1n–d1s5)(1as–1w5e)llaasswfoelllol wasinfgoclloomwpinougncdosm—pvoautincadnso—ls BvaatnicdanCo,lms aBlibaantdolsCA, manadlibBa,t(o+ls)-pAaravnifdlorBo,l,(c+i)s--preasrvveifrlaotrrooll,1c0i-sC-r-eβs-vDe-gralutrcoolp1y0ra-Cn-oβs-idDe-g, lturacnosp-pyircaenido,saidned, 1trSan-dsi-hpyicderiodp,haanydom1p′Sh-edniohlyAdr2o(pFihgauyroemS1p)—hewnoelreAo2bt(aFinigeudrferoSm1)t—hewbearrek oofbSta. irnoxebdurfgrhoimi [1t3h,1e4]b. ark of S. roxburghii [13,14]
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