Phlobatannins, a novel class of ring-isomerized condensed tannins

Steenkamp, Jacobus A.; Steynberg, Jan P.; Brandt, E. Vincent; Ferreira, Daneel; Roux, David G.

doi:10.1039/c39850001678

Cited by 34 publications

(14 citation statements)

References 0 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…4,5) RM-3, phlobatannin which has been reported to rare form of condensed tannins, can be simply explained to originate from condensation of ent-guibourtinidol-(4β 6)-catechin (RM-1) on the processing of recyclization involving 5-OH in catechin moiety and C-2 in guibourtinidol moiety. 12) This molecule showed potent 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging activity and inhibitory activity on nitric oxide production in lipopolysaccharide (LPS)-stimulated RAW264.7 cells. 4) Therefore, RME, together with RM-3, were evaluated on AD-like skin lesions induced by mite on NC/Nga mice in this study.…”

Section: Effects On Clinical Skin Severitymentioning

confidence: 99%

Topical Application of <i>Rosa multiflora</i> Root Extract Improves Atopic Dermatitis-Like Skin Lesions Induced by Mite Antigen in NC/Nga Mice

Park

Jeong

Park

et al. 2014

Biological & Pharmaceutical Bulletin

View full text Add to dashboard Cite

The roots of Rosa multiflora THUNB. (RM) has been used in oriental traditional medicines as remedies for scabies, rheumatic arthralgia and stomatitis which were practicably related with today's inflammatory and allergic diseases. In the present study, we evaluated whether RM root extract (RME) and its major constituent, 2-(3,4-dihydroxyphenyl)-6-(4-hydroxyphenyl)-8-(2,4-dihydroxyphenyl)-2,3-trans-6,7-cis-7,8-trans-3,4,7,8-tetrahydro-2H,6H-pyrano[2,3-f ] chromene-3,7,9-triol (RM-3) belongs to condensed tannins, improve atopic dermatitis (AD)-like skin lesions in NC/Nga mice induced by mite antigen. Topical application of RME as well as RM-3 improved skin severity and suppressed mRNA levels of inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) on skin tissues, in addition, significantly reduced T helper 2 (Th2) immune responses via interleukin 10 (IL-10) up-regulation. Thus, RME, contains lots of condensed tannins such as RM-3 which possesses potent anti-inflammtory and immune-modulatory effects, may be useful for treatment of skin allergies and can be developed as new alternative herbal therapy against AD.Key words Rosa multiflora; Rosaceae; condensed tannin; proanthocyanidin; phlobatannin; atopic dermatitis Atopic dermatitis (AD) is a chronic inflammatory skin disease characterized by pruritic and eczematous skin lesion. This disease primarily occurs in infants and children, and the incidence is gradually increasing in developing as well as developed countries. Although the cause of AD has been still unclear, it has been understood as immune disorder characterized by increased immunoglobulin E (IgE) and T helper 2 (Th2) cytokine levels as well as presence of blood eosinophilia.1) Meanwhile, topical corticosteroids have been widely used as the main therapeutic strategy against AD, however they could only be used for short periods of time and in limited skin regions because of serious adverse effects such as aggravation and recurrence.2) Therefore, the demands of alternative therapies for AD have been increasing.Rosa multiflora THUNB. (RM), called as multiflora rose, baby rose, many-flowered rose and seven-sisters rose, is native to Eastern Asia. While RM has been used as rootstock for ornamental roses in Western, all parts of RM has been known as folk medicine in Eastern. Especially, hips have been widely used as diuretics and also registered on Korean and Japanese Pharmacopoeia. Meanwhile, root of RM have been rarely researched in recent year although it has been traditionally used for rheumatism, scabies and stomatitis.3) In our previous works, condensed tannins including novel stereoisomers (RM-1, 2 and 3) as well as catechin (CAT), and procyanidin B-3 (ProB3) were isolated from the roots of RM, and RM-1 and ProB3 showed to improve AD-like skin lesion in vivo. 4,5) As part of the research for development of herbal new drug, the present study was conducted to evaluate therapeutic effects of RM root extract (RME) as well as additional main compound, RM-3, belongs to phlobatannin which is a kind ...

show abstract

Section: Effects On Clinical Skin Severitymentioning

confidence: 99%

Topical Application of <i>Rosa multiflora</i> Root Extract Improves Atopic Dermatitis-Like Skin Lesions Induced by Mite Antigen in NC/Nga Mice

Park

Jeong

Park

et al. 2014

Biological & Pharmaceutical Bulletin

View full text Add to dashboard Cite

show abstract

“…1 shows a schematic of this reaction. Some researchers have determined the structure of some phlobaphenes (Baeza, Freer, Rojas, & Durán, 1985;Steenkamp, Steynberg, Brandt, Ferreira, & Roux, 1985) but still very little is known.…”

Section: Chemical Treatmentmentioning

confidence: 99%

Proanthocyanidin content in foods is largely underestimated in the literature data: An approach to quantification of the missing proanthocyanidins

Pérez‐Jiménez

Arranz

Saura‐Calixto

2009

Food Research International

131

111

View full text Add to dashboard Cite

a b s t r a c tThe content of proanthocyanidins (PA) in foods is usually determined by HPLC analysis of aqueousorganic extracts. However, the appreciable amounts of PA that remain in the residues of extraction usually are not considered for analysis. Attempts to determine these non-extractable proanthocyanidins (NEPA) by enzymatic-chemical methods have obtained partial results. The general aim of this work was the estimation of the total content of PA, including both extractable PA (EPA) and NEPA in some foods included in the USDA database. A specific procedure based on depolymerization by HCl/BuOH treatment was used to quantify NEPA. The content of NEPA in analyzed samples ranged from 11 mg/100 g for pear to 6.7 g/100 g dry weight for red grape pomace. The results showed that literature data underestimate the actual content of PA in foods. NEPA may have a significant contribution to the healthy effects associated to PA-rich foods and diets.

show abstract

“…1). Such tannins are comparatively rare, and reportedly more resistant to acid depolymerization when present as extender units (Patil and Deshpande, 1982;Steenkamp et al, 1985). Because these compounds were only found in the extender units, the 0.27 wt.% yield from Campsiandra comosa might be indicative of considerably more precursor in the leaf.…”

Section: Dicotyledon Leavesmentioning

confidence: 99%

Tannin signatures of barks, needles, leaves, cones, and wood at the molecular level 1 1Associate editor: C. Arnosti

Hernes

Hedges

2004

Geochimica et Cosmochimica Acta

111

View full text Add to dashboard Cite

Phlobatannins, a novel class of ring-isomerized condensed tannins

Cited by 34 publications

References 0 publications

Topical Application of <i>Rosa multiflora</i> Root Extract Improves Atopic Dermatitis-Like Skin Lesions Induced by Mite Antigen in NC/Nga Mice

Topical Application of <i>Rosa multiflora</i> Root Extract Improves Atopic Dermatitis-Like Skin Lesions Induced by Mite Antigen in NC/Nga Mice

Proanthocyanidin content in foods is largely underestimated in the literature data: An approach to quantification of the missing proanthocyanidins

Tannin signatures of barks, needles, leaves, cones, and wood at the molecular level 1 1Associate editor: C. Arnosti

Contact Info

Product

Resources

About