Xanthine Oxidase Inhibitors from the Heartwood of Vietnamese Caesalpinia sappan

Nguyen, Manh Duc; Awale, Suresh; Tezuka, Yasuhiro; Tran, Quan Hung; Kadota, Shigetoshi

doi:10.1248/cpb.53.984

Cited by 74 publications

(44 citation statements)

References 17 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Only a few studies were conducted of compounds other than 1, such as the anti-complementary activity 19) of 7 and the xanthine oxidase inhibitory activity 20) of 2. Our previous study revealed that 2 showed similar anti-oxidant activity to 1, 16) suggesting that the anti-inflammatory effect of CSE is due to not only 1.…”

Section: Discussionmentioning

confidence: 99%

Anti-inflammatory Constituents of Sappan Lignum

Washiyama

Sasaki

Hosokawa

et al. 2009

Biological & Pharmaceutical Bulletin

View full text Add to dashboard Cite

Caesalpinia sappan L. (Leguminosae) is distributed inSoutheast Asia, and its heartwood, Sappan Lignum, is famous as a red dyestuff. Sappan Lignum is also used as herbal medicine for inflammation or improvement for blood circulation. 1,2) In Japan, Sappan Lignum is newly listed in the 15th Japanese Pharmacopoeia. 3)Aside from brazilin (1) and brazilein, the known constituents of Sappan Lignum, we have isolated sappanchalcone (2) and protosappanins A-E (3-7), which are dibenzoxocin derivatives, and elucidated their structures (Fig. 1). [4][5][6][7][8][9] Pharmacological studies of Sappan Lignum focusing on its vasorelaxation 10) or immunosuppressive effect 11) have concluded that 1 is the active compound. Compound 1 alone was reported to show anti-inflammatory effect, 12,13) lensaldose reductase inhibitory effect, 14) and anti-hepatotoxic effect.15) However, there are few pharmacological studies of other compounds except ours. We previously performed an in vitro assay for 1, brazilein, 2, 3, 4, and 5, and clarified such properties as inhibition of nitric oxide (NO) production and inducible NO synthase gene expression, as well as free radical scavenging and antioxidant activity.16) The results suggested that Sappan Lignum contained active compounds other than 1 that showed anti-inflammatory effect.In this study, we performed an in vitro assay for 2, 4) 3, 5)4, 6) 5, 7) 6 (isomeric mixtures), 8) and 7 (isomeric mixtures of E-1 and E-2) 9) to determine the mechanism underlying their inhibitory effects on NO and prostaglandin E 2 (PGE 2 ) production and their suppressive effects on the mRNA expression of typical chemical mediators of inflammation: tumor necrosis factor-a (TNF-a), interleukin-6 (IL-6), cyclooxygenase-2 (COX-2), and inducible NO synthase (iNOS). We then performed an in vivo assay for methanolic extract of Sappan Lignum (CSE) and 1 to evaluate their anti-inflammatory effect on carrageenin-induced mouse paw edema in order to estimate whether or not 1 was the only active constituent of CSE. MATERIALS AND METHODSMaterials Brazilin (1, 5.1% from CSE), sappanchalcone (2, 0.38%), protosappanin A (3, 0.15%), protosappanin B (4, 0.80%), protosappanin C (5, 0.48%), protosappanin D (6, 0.15%), and protosappanin E (7, 0.32%) were isolated from Sappan Lignum purchased from Uchida Wakanyaku Co., Ltd. (Lot. No. 313116, December 27, 2006 We performed an in vitro assay for seven compounds from methanolic extract of Sappan Lignum (CSE) that inhibit the chemical mediators of inflammation using the J774.1 cell line: brazilin (1), sappanchalcone (2), protosappanin A (3), protosappanin B (4), protosappanin C (5), protosappanin D (6), and protosappanin E (7). Those compounds were evaluated for their inhibitory effects on nitric oxide (NO) and prostaglandin E 2 (PGE 2 ) production and their suppressive effects on tumor necrosis factor-a a (TNF-a a), interleukin-6 (IL-6), cyclooxygenase-2 (COX-2), and inducible nitric oxide synthase (iNOS) mRNA expression. As a result, we clarified that 1 inhibited NO production, and almost no...

show abstract

Section: Discussionmentioning

confidence: 99%

Anti-inflammatory Constituents of Sappan Lignum

Washiyama

Sasaki

Hosokawa

et al. 2009

Biological & Pharmaceutical Bulletin

View full text Add to dashboard Cite

show abstract

“…XO inhibitors may be useful for treatment of these diseases. For the treatment of hyperuricemia and gout allopurinol, oxypurinol, and febuxostat have been used widely (Higgins et al, 2011;Nguyen et al, 2005).…”

Section: Chythrantus Claneianusmentioning

confidence: 99%

Xanthine oxidase inhibitory activity of compounds from <i>Chythrantus claneianus</i>

Gojayev

Bankeu

Awantu

et al. 2013

Bangladesh J Pharmacol

View full text Add to dashboard Cite

“…Novel inhibitors of XO may be beneficial in various diseases [Perez-Ortiz et al, 2007]. The XO [Nguyen et al, 2005] and 2,2-diphenyl-l-picrylhydrazyl radical (DPPH) assays [Acuna et al, 2002;Braca et al, 2002] have been routinely used to evaluate antioxidant activity due to free radical generation and scavenging and were employed to compare the antioxidant activity E. senticosus and R. rosea…”

Section: Introductionmentioning

confidence: 99%

Comparison of xanthine oxidase‐inhibiting and free radical‐scavenging activities between plant adaptogens of Eleutherococcus senticosus and Rhodiola rosea

Horng

Liu

Kuo

et al. 2010

Drug Development Research

View full text Add to dashboard Cite

The present study employed 2,2-diphenyl-l-picrylhydrazyl (DPPH) radical-scavenging and xanthine-xanthine oxidase (XO) assays to compare the antioxidant capacity between two plant adaptogens, Eleutherococcus senticosus (Araliaceae) and Rhodiola rosea (Crassulaceae). The IC 50 value for XO activity for Rhodiola was 355.4 mg/ml, while that for Eleutherococcus was 41,000 mg/ml. Eleutherococcus inhibited DPPH generation by 58.372.8% at 1,000 mg/ml, whereas Rhodiola inhibited DPPH radical by 91.172.6% at the same concentration. The results suggested that Rhodiola inhibited not only XO but also served as a potent radical scavenger. Rhodiola has potential as a natural source of antioxidants. Drug Dev Res 71:249-252, 2010.

show abstract

Xanthine Oxidase Inhibitors from the Heartwood of Vietnamese Caesalpinia sappan

Cited by 74 publications

References 17 publications

Anti-inflammatory Constituents of Sappan Lignum

Anti-inflammatory Constituents of Sappan Lignum

Xanthine oxidase inhibitory activity of compounds from <i>Chythrantus claneianus</i>

Comparison of xanthine oxidase‐inhibiting and free radical‐scavenging activities between plant adaptogens of Eleutherococcus senticosus and Rhodiola rosea

Contact Info

Product

Resources

About