Brazilin from Caesalpinia sappan wood as an antiacne agent

Journal of Wood Science

Volumn 56, Issue 1, 2010, Pages 77-81

  Batubara, Irmanida ^a,b   Mitsunaga, Tohru ^b   Ohashi, Hideo ^b  

^a BOGOR AGRICULTURAL UNIVERSITY   (Indonesia)

^b GIFU UNIVERSITY   (Japan)

Author keywords

Brazilin; Caesalpinia sappan; Lipase inhibitor; Propionibacterium acnes; Protosappanin A

Indexed keywords

ANTIOXIDANTS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MICROWAVE INTEGRATED CIRCUITS;

ANTIOXIDANT ACTIVITIES; BRAZILIN; CAESALPINIUM SAPPAN; LIPASE INHIBITOR; MINIMUM BACTERICIDAL CONCENTRATIONS; MINIMUM INHIBITORY CONCENTRATION; POTENT ACTIVITY; PROPIONIBACTERIUM ACNES; PROTOSAPPANIN A; SAPPAN WOODS;

COLUMN CHROMATOGRAPHY;

CAESALPINIA; CAESALPINIA SAPPAN; PROPIONIBACTERIUM ACNES;

EID: 76649139453     PISSN: 14350211     EISSN: None     Source Type: Journal    
DOI: 10.1007/s10086-009-1046-0     Document Type: Article

References (35)

1. Utomo BI (2002) Caesalpinia L. In: van Valkenburg JLCH, Bunyapraphatsara N (eds) Plant resources of South-East Asia. Medicinal and poisionous plants 2. Prosea Foundation, Bogor, Indonesia, pp 123-129.
2. Moon CK, Park KS, Kim SG, Won HS, Chung JH (1992) Brazilin protects cultured rat hepatocytes from trichlorobromethane-induced toxicity. Drug Chem Toxicol 15: 81-91.
3. Choi SY, Yang KM, Jeon SD, Kim JH, Khil LY, Chang TS (1997) Brazilin modulates immune function mainly by augmenting T cell activity in halothane administered mice. Planta Med 63: 405-408.
4. Kim YM, Kim SG, Khil LY, Moon CK (1995) Brazilin stimulates the glucose transport in 3T3-L1 cells. Planta Med 61: 297-301.
5. Oh SR, Kim DS, Lee IS, Jung KY, Lee JJ, Lee HK (1998) Anticomplementary activity of constituents from the heartwood of Caesalpinia sappan. Planta Med 64: 456-458.
6. Baek NI, Jeon SG, Ahn EM, Hahn JT, Bahn JH, Cho SW (2000) Anticonvulsant compounds from the wood of Caesalpinia sappan L. Arch Pharm Res 23: 344-348.
7. Xu HX, Lee SF (2004) The antibacterial principle of Caesalpinia sappan. Phytother Res 18: 647-651.
8. Lim MY, Jeon JH, Jeong EY, Lee CH, Lee HS (2007) Antimicrobial activity of 5-hydroxy-1, 4-naphthoquinone isolated from Caesalpinia sappan toward intestinal bacteria. Food Chem 100: 1254-1258.
9. Nguyen MTT, Awale S, Tezuka Y, Tran QL, Kadota S (2004) Neosappanone A, a xanthin oxidase (XO) inhibitory dimeric methanodibenzoxocinone with a new carbon skeleton from Caesalpinia sappan. Tetrahedron Lett 45: 8519-8522.
10. Li WL, Zheng HC, Bukuru J, Kimpe ND (2004) Natural medicines used in traditional Chinese medical system for therapy of diabetes mellitus. J Ethnopharmacol 92: 1-21.
11. Badami S, Moorkoth S, Rai SR, Kannan E, Bhojraj S (2003) Antioxidant activity of Caesalpinia sappan heartwood. Biol Pharm Bull 26: 1534-1537.
12. Shen J, Zhang H, Lin H, Su H, Xing D, Du L (2007) Brazilein protects the brain against focal cerebral ischemia reperfusion injury correlating to inflammatory response suppression. Eur J Pharmacol 558: 88-95.
13. Sangat HM, Zuhud EAM, Damayanti EK (2000) Kamus Penyakit dan Tumbuhan Obat Indonesia [Etnofitomedika I] (in Indonesian) Yayasan Obor, Jakarta, Indonesia.
14. Chun HJ, Hwang SG, Lee JS, Baek SH, Jeon BH, Woo WH (2002) Inhibitory effects of butyl alcohol extract from Caesalpinia sappan L. on melanogenesis in Melan-a cells. Korean J Pharmacog 33: 130-136.
15. Yoko A, Mototsugu W (1998) Japan patent JP10045528. 17 Feb 1998. Antioxidant. Shiseido.
16. Batubara I, Mitsunaga T, Ohashi H (2009) Screening antiacne potency of Indonesian medicinal plants: antibacterial, lipase inhibition and antioxidant activities. J Wood Sci 55: 230-235.
17. Namikoshi M, Saitoh T (1987) Homoisoflavonoids and related compounds: IV. Absolute configurations of homoisoflavonoids from Caesalpinia sappan L. Chem Pharm Bull 35: 3597-3602.
18. Nagai M, Nagumo S, Lee SM, Eguchi I, Kawai KI (1986) Protosappanin A, a novel biphenyl compound from sappan lignum. Chem Pharm Bull 34: 1-6.
19. Nagai M, Nagumo S (1986) Protosappanin B, a new dibenzoxocin derivative from sappan lignum (Caesalpinia sappan). Heterocycles 24: 601-606.
20. Kim DS, Baek NI, Oh SR, Jung KY, Lee IS, Lee HK (1997) NMR assignment of brazilein. Phytochemistry 46: 177-178.
21. Miyahara K, Kawasaki T, Kinojo JE, Shimokawa T, Yamahara J, Yamasaki M (1986) The X-ray analysis of caesalpin J from sappan lignum. Chem Pharm Bull 34: 4166-4169.
22. Yang BO, Ke CQ, He ZC, Yang YP, Ye Y (2002) Brazilide A, a novel lactone with an unprecedented skeleton from Caesalpinia sappan. Tetrahedron Lett 43: 1731-1733.
23. Zhao H, Bai H, Wang Y, Li W, Koike K (2008) A new homoisofl avan from Caesalpinia sappan. J Nat Med 62: 325-327.
24. Sasaki Y, Hosokawa T, Nagai M, Nagumo S (2007) In vitro study for inhibition of NO production about constituents of sappan lignum. Biol Pharm Bull 30: 193-196.
25. Siddaiah V, Rao CV, Venkateswarlu S, Krishnaraju AV, Subbaraju GV (2006) Synthesis, stereochemical assignment, and biological activities of homoisofl avonoids. Bioorg Med Chem 14: 2545-2551.
26. Safitri R, Tarigan P, Freisleben HJ, Rumampuk RJ, Murakami A (2003) Antioxidant activity in vitro of two aromatic compounds from Caesalpinia sappan L. Biofactors 19: 71-77.
27. Xie YW, Ming DS, Xu HX, Dong H, But PPH (2000) Vasorelaxing effects of Caesalpinia sappan involvement of endogeneous nitric oxide. Life Sci 67: 1913-1918.
28. Namikoshi M, Nakata H, Nuno M, Ozawa T, Saitoh T (1987) Homoisoflavonoids and related compounds III. Phenolic constituents of Caesalpinia japonica Sieb et Zucc. Chem Pharm Bull 35: 3568-3575.
29. Strauss JS, Krowchuk DP, Leyden JJ, Lucky AW, Shalita AR, Siegfried EC, Thiboutot DM, van Voorrhees AS, Beutner KA, Sieck CK, Bhushan R (2007) Guidelines of care for acne vulgaris management. J Am Acad Dermatol 56: 651-663.
30. Zane LT (2005) Introduction: welcome to the next generation of acne research. Semin Cutan Med Surg 24: 2.
31. Burkhart CG, Burkhart CN, Lehmann PF (1999) Acne: a review of immunologic and microbiologic factors. Postgrad Med J 75: 328-331.
32. Lee WL, Shalita AR, Suntharalingam K, Fikrig SM (1982) Neutrophil chemotaxis by Propionibacterium acnes lipase and its inhibition. Infect Immun 35: 71-78.
33. Falcocchio S, Ruiz C, Pastor FIJ, Saso L, Diaz P (2006) Propionibacterium acnes GehA lipase, an enzyme involved in acne development, can be successfully inhibited by defined natural substances. J Mol Catal B-Enzym 40: 132-137.
34. Higashi S (2003) Lipase inhibitors for the treatment of acne. J Mol Catal B-Enzym 22: 377-384.
35. Katzman M, Logan AC (2007) Acne vulgaris: nutritional factors may be influencing psychological sequelae. Med Hypotheses 69: 1080-1084.