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Volumn 81, Issue , 2012, Pages 109-116

Biotransformation of columbianadin by rat hepatic microsomes and inhibition of biotransformation products on NO production in RAW 264.7 cells in vitro

Author keywords

Angelica pubescens f. biserrata; Biotransformation; Columbianadin; Columbianadiratimetins A H; Nitric oxide; Umbelliferae

Indexed keywords

ANTIINFLAMMATORY AGENT; COLUMBIANADIN; COLUMBIANETIN; COUMARIN DERIVATIVE; LIPOPOLYSACCHARIDE; NITRIC OXIDE; OROSELOL; PHENOBARBITAL; PSORALEN DERIVATIVE;

EID: 84864742916     PISSN: 00319422     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.phytochem.2012.06.015     Document Type: Article
Times cited : (45)

References (52)
  • 1
    • 79951680772 scopus 로고    scopus 로고
    • Hepatoprotective and TNF-α inhibitory activity of Zosima absinthifolia extracts and coumarins
    • Ö. Bahadir, G.S. Çitoglu, H. Özbek, S. DallAcqua, J. Hošek, and K. Šmejkal Hepatoprotective and TNF-α inhibitory activity of Zosima absinthifolia extracts and coumarins Fitoterapia 82 2011 454 459
    • (2011) Fitoterapia , vol.82 , pp. 454-459
    • Bahadir, Ö.1    Çitoglu, G.S.2    Özbek, H.3    Dallacqua, S.4    Hošek, J.5    Šmejkal, K.6
  • 3
    • 0028801812 scopus 로고
    • Anti-inflammatory and analgesic activities from roots of Angelica pubescens
    • Y.F. Chen, H.Y. Tsai, and T.S. Wu Anti-inflammatory and analgesic activities from roots of Angelica pubescens Planta Med. 61 1995 2 8
    • (1995) Planta Med. , vol.61 , pp. 2-8
    • Chen, Y.F.1    Tsai, H.Y.2    Wu, T.S.3
  • 4
    • 77956262888 scopus 로고    scopus 로고
    • Chinese Pharmacopoeia Commission China Medical-Pharmaceutical Science & Technology Publishion House Beijing
    • Chinese Pharmacopoeia Commission Pharmacopoeia of the People's Republic of China. vol. 1 2010 China Medical-Pharmaceutical Science & Technology Publishion House Beijing pp. 246
    • (2010) Pharmacopoeia of the People's Republic of China. Vol. 1 , pp. 246
  • 5
    • 0018736331 scopus 로고
    • Critical review of the toxicology of coumarin with special reference to interspecies differences in metabolism and hepatotoxic response and their significance to man
    • A.J. Cohen Critical review of the toxicology of coumarin with special reference to interspecies differences in metabolism and hepatotoxic response and their significance to man Food Cosmet. Toxicol. 17 1979 277 289
    • (1979) Food Cosmet. Toxicol. , vol.17 , pp. 277-289
    • Cohen, A.J.1
  • 7
    • 84864741982 scopus 로고    scopus 로고
    • Investigation of the mechanism of total coumarins against asthma allergic inflammation
    • S.G. Deng, W.Y. Li, and L. Han Investigation of the mechanism of total coumarins against asthma allergic inflammation Chin. J. New Drugs 9 2006 688 690
    • (2006) Chin. J. New Drugs , vol.9 , pp. 688-690
    • Deng, S.G.1    Li, W.Y.2    Han, L.3
  • 8
    • 2642549854 scopus 로고    scopus 로고
    • Computer-assisted, high-performance liquid chromatography with mass spectrometric detection for the analysis of coumarins in Peucedanum palustre and Angelica archangelica
    • M. Eeva, J.P. Rauha, P. Vuorela, and H. Vuorela Computer-assisted, high-performance liquid chromatography with mass spectrometric detection for the analysis of coumarins in Peucedanum palustre and Angelica archangelica Phytochem. Anal. 15 2004 167 174
    • (2004) Phytochem. Anal. , vol.15 , pp. 167-174
    • Eeva, M.1    Rauha, J.P.2    Vuorela, P.3    Vuorela, H.4
  • 10
    • 0026077097 scopus 로고
    • O-Hydroxyphenylacetaldehyde: A major novel metabolite of coumarin formed by rat, gerbil and human liver microsomes
    • J.H. Fentem, J.R. Fry, and D.H. Whiting O-Hydroxyphenylacetaldehyde: a major novel metabolite of coumarin formed by rat, gerbil and human liver microsomes Biochem Bioph. Res. Co. 179 1991 197 203
    • (1991) Biochem Bioph. Res. Co. , vol.179 , pp. 197-203
    • Fentem, J.H.1    Fry, J.R.2    Whiting, D.H.3
  • 11
    • 0034162687 scopus 로고    scopus 로고
    • Characterization of CPT-11 hydrolysis by human liver carboxylesterase isoforms hCE-1 and hCE-2
    • R. Humerickhouse, K. Lohrbach, L. Li, W.F. Bosron, and M.E. Dolan Characterization of CPT-11 hydrolysis by human liver carboxylesterase isoforms hCE-1 and hCE-2 Cancer Res. 60 2000 1189 1192
    • (2000) Cancer Res. , vol.60 , pp. 1189-1192
    • Humerickhouse, R.1    Lohrbach, K.2    Li, L.3    Bosron, W.F.4    Dolan, M.E.5
  • 12
    • 33748901615 scopus 로고    scopus 로고
    • Substrate specificity of carboxylesterase isozymes and their contribution to hydrolase activity in the human liver and small intestine
    • T. Imai, M. Taketani, M. Shii, M. Hosokawa, and K. Chiba Substrate specificity of carboxylesterase isozymes and their contribution to hydrolase activity in the human liver and small intestine Drug Metab. Dispos. 34 2006 1734 1741
    • (2006) Drug Metab. Dispos. , vol.34 , pp. 1734-1741
    • Imai, T.1    Taketani, M.2    Shii, M.3    Hosokawa, M.4    Chiba, K.5
  • 13
    • 65649105373 scopus 로고    scopus 로고
    • Phenylpropanoid and lignan derivatives from Antiaris toxicaria and their effects on proliferation and differentiation of an osteoblast-like cell line
    • M.M. Jiang, H. Gao, Y. Dai, X. Zhang, N.L. Wang, and X.S. Yao Phenylpropanoid and lignan derivatives from Antiaris toxicaria and their effects on proliferation and differentiation of an osteoblast-like cell line Planta Med. 75 2009 340 345
    • (2009) Planta Med. , vol.75 , pp. 340-345
    • Jiang, M.M.1    Gao, H.2    Dai, Y.3    Zhang, X.4    Wang, N.L.5    Yao, X.S.6
  • 15
    • 68649089712 scopus 로고    scopus 로고
    • Anti-inflammatory effect of coumarins isolated from Corydalis heterocarpa in HT-29 human colon carcinoma cells
    • K.H. Kang, C.S. Kong, Y.W. Seo, M.M. Kim, and S.K. Kim Anti-inflammatory effect of coumarins isolated from Corydalis heterocarpa in HT-29 human colon carcinoma cells Food Chem. Toxicol. 47 2009 2129 2134
    • (2009) Food Chem. Toxicol. , vol.47 , pp. 2129-2134
    • Kang, K.H.1    Kong, C.S.2    Seo, Y.W.3    Kim, M.M.4    Kim, S.K.5
  • 16
    • 0031451433 scopus 로고    scopus 로고
    • Mechanism-based inactivation of human liver cytochrome P450 2A6 by 8-methoxypsoralen
    • L.L. Koenigs, R.M. Peter, S.J. Thompson, A.E. Rettie, and W.F. Trager Mechanism-based inactivation of human liver cytochrome P450 2A6 by 8-methoxypsoralen Drug Metab. Dispos. 25 1997 1407 1415
    • (1997) Drug Metab. Dispos. , vol.25 , pp. 1407-1415
    • Koenigs, L.L.1    Peter, R.M.2    Thompson, S.J.3    Rettie, A.E.4    Trager, W.F.5
  • 17
    • 0032516469 scopus 로고    scopus 로고
    • Mechanism-based inactivation of P450 2A6 by furanocoumarins
    • L.L. Koenigs, and W.F. Trager Mechanism-based inactivation of P450 2A6 by furanocoumarins Biochem. 37 1998 10047 10061
    • (1998) Biochem. , vol.37 , pp. 10047-10061
    • Koenigs, L.L.1    Trager, W.F.2
  • 18
    • 46149122970 scopus 로고    scopus 로고
    • Modulation of inducible nitric oxide synthase gene expression in RAW 264.7 murine macrophages by pacific ciguatoxin
    • S. Kumar-Roine, M. Matsui, M. Chinain, D. Laurent, and S. Pauillac Modulation of inducible nitric oxide synthase gene expression in RAW 264.7 murine macrophages by pacific ciguatoxin Nitric oxide 19 2008 21 28
    • (2008) Nitric Oxide , vol.19 , pp. 21-28
    • Kumar-Roine, S.1    Matsui, M.2    Chinain, M.3    Laurent, D.4    Pauillac, S.5
  • 19
    • 16544371201 scopus 로고    scopus 로고
    • 2, and tumor necrosis factor-α production from murine macrophage RAW 264.7 cells
    • 2, and tumor necrosis factor-α production from murine macrophage RAW 264.7 cells Biol. Pharm. Bull. 27 2004 538 543
    • (2004) Biol. Pharm. Bull. , vol.27 , pp. 538-543
    • Kyung, M.S.1    Yang, H.K.2    Wan, S.P.3
  • 20
    • 0032767738 scopus 로고    scopus 로고
    • Coumarin metabolism, toxicity and carcinogenicity: Relevance for human risk assessment
    • B.G. Lake Coumarin metabolism, toxicity and carcinogenicity: relevance for human risk assessment Food Chem. Toxicol. 37 1999 423 453
    • (1999) Food Chem. Toxicol. , vol.37 , pp. 423-453
    • Lake, B.G.1
  • 21
    • 0026603640 scopus 로고
    • 14C]coumarin to polar and covalently bound products by hepatic microsomes from the rat, syrian hamster, gerbil and humans
    • 14C]coumarin to polar and covalently bound products by hepatic microsomes from the rat, syrian hamster, gerbil and humans Food Chem. Toxicol. 30 1992 105 115
    • (1992) Food Chem. Toxicol. , vol.30 , pp. 105-115
    • Lake, B.G.1    Gaudin, H.2    Price, R.J.3    Walters, D.G.4
  • 22
    • 0024584038 scopus 로고
    • Studies on the mechanism of coumarin-induced toxicity in rat hepatocytes: Comparison with dihydrocoumarin and other coumarin metabolites
    • B.G. Lake, T.J.B. Gray, J.G. Evans, D.F.V. Lewis, J.A. Beamand, and K.L. Hue Studies on the mechanism of coumarin-induced toxicity in rat hepatocytes: comparison with dihydrocoumarin and other coumarin metabolites Toxicol. Appl. Pharm. 97 1989 311 323
    • (1989) Toxicol. Appl. Pharm. , vol.97 , pp. 311-323
    • Lake, B.G.1    Gray, T.J.B.2    Evans, J.G.3    Lewis, D.F.V.4    Beamand, J.A.5    Hue, K.L.6
  • 24
    • 38349140478 scopus 로고    scopus 로고
    • Biotransformation of myrislignan by rat liver microsomes in vitro
    • F. Li, and X.W. Yang Biotransformation of myrislignan by rat liver microsomes in vitro Phytochemistry 69 2008 765 771
    • (2008) Phytochemistry , vol.69 , pp. 765-771
    • Li, F.1    Yang, X.W.2
  • 25
    • 74849103912 scopus 로고    scopus 로고
    • In vitro metabolism of myrislignan in the seeds of Myristica fragrans
    • F. Li, X.W. Yang, Y. Cheng, and W. Gao In vitro metabolism of myrislignan in the seeds of Myristica fragrans Chin. J. New Drugs 17 2008 560 564
    • (2008) Chin. J. New Drugs , vol.17 , pp. 560-564
    • Li, F.1    Yang, X.W.2    Cheng, Y.3    Gao, W.4
  • 26
  • 29
    • 0025214234 scopus 로고
    • Identification of the human liver cytochrome P-450 responsible for coumarin 7-hydroxylase activity
    • J.S. Miles, A.W. McLaren, L.M. Forrester, M.J. Glancey, M.A. Lang, and C.R. Wolf Identification of the human liver cytochrome P-450 responsible for coumarin 7-hydroxylase activity Biochem. J. 267 1990 365 371
    • (1990) Biochem. J. , vol.267 , pp. 365-371
    • Miles, J.S.1    McLaren, A.W.2    Forrester, L.M.3    Glancey, M.J.4    Lang, M.A.5    Wolf, C.R.6
  • 30
    • 0025895985 scopus 로고
    • Tissue injury caused by deposition of immune complexes is L-arginine dependent
    • M.S. Mulligan, J.M. Hevel, M.A. Marletta, and P.A. Ward Tissue injury caused by deposition of immune complexes is L-arginine dependent Proc. Natl. Acad. Sci. USA 88 1991 6338 6342
    • (1991) Proc. Natl. Acad. Sci. USA , vol.88 , pp. 6338-6342
    • Mulligan, M.S.1    Hevel, J.M.2    Marletta, M.A.3    Ward, P.A.4
  • 31
    • 0006352109 scopus 로고
    • Constituents of Umbelliferous plants. V. Configuration of archangelicin and related coumarins
    • B.E. Nielsen, and J. Lemmich Constituents of Umbelliferous plants. V. Configuration of archangelicin and related coumarins Acta Chem. Scand. 18 1964 2111 2114
    • (1964) Acta Chem. Scand. , vol.18 , pp. 2111-2114
    • Nielsen, B.E.1    Lemmich, J.2
  • 32
    • 2442741586 scopus 로고
    • Constituents of Umbelliferous plants. VII. Coumarins from the fruits of Peucedanum palustre - Structure of two new coumarins
    • B.E. Nielsen, and J. Lemmich Constituents of Umbelliferous plants. VII. Coumarins from the fruits of Peucedanum palustre - structure of two new coumarins Acta Chem. Scand. 19 1965 1810 1814
    • (1965) Acta Chem. Scand. , vol.19 , pp. 1810-1814
    • Nielsen, B.E.1    Lemmich, J.2
  • 33
  • 34
    • 0031800635 scopus 로고    scopus 로고
    • The mammalian carboxylesterase: From molecules to functions
    • T. Satoh, and M. Hosokawa The mammalian carboxylesterase: from molecules to functions Annu. Rev. Pharmacol. Toxicol. 38 1998 257 288
    • (1998) Annu. Rev. Pharmacol. Toxicol. , vol.38 , pp. 257-288
    • Satoh, T.1    Hosokawa, M.2
  • 35
    • 79551658010 scopus 로고    scopus 로고
    • Advances in studies on absorption and metabolism of natural coumarins
    • J.J. Shan, L.Q. Di, J.Y. Xu, H. Wu, and S.C. Wang Advances in studies on absorption and metabolism of natural coumarins China J. Chin. Mater. Med. 36 2011 81 84
    • (2011) China J. Chin. Mater. Med. , vol.36 , pp. 81-84
    • Shan, J.J.1    Di, L.Q.2    Xu, J.Y.3    Wu, H.4    Wang, S.C.5
  • 36
  • 37
    • 0000765927 scopus 로고
    • New synthesis of columbianetin and related coumarins
    • W. Steck New synthesis of columbianetin and related coumarins Can. J. Chem. 49 1971 1197 1201
    • (1971) Can. J. Chem. , vol.49 , pp. 1197-1201
    • Steck, W.1
  • 38
    • 9944250998 scopus 로고    scopus 로고
    • HPLC micro-fractionation coupled to a cell-based assay for automated on-line primary screening of calcium antagonistic components in plant extracts
    • P. Tammela, T. Wennberg, H. Vuorela, and P. Vuorela HPLC micro-fractionation coupled to a cell-based assay for automated on-line primary screening of calcium antagonistic components in plant extracts Anal. Bioanal. Chem. 380 2004 614 618
    • (2004) Anal. Bioanal. Chem. , vol.380 , pp. 614-618
    • Tammela, P.1    Wennberg, T.2    Vuorela, H.3    Vuorela, P.4
  • 39
    • 57049111621 scopus 로고    scopus 로고
    • The structure-activity relationship between oxycoumarin derivatives showing inhibitory effects on iNOS in mouse macrophage RAW264.7 cells
    • N. Tomonori, K. Naoko, O. Manabu, T. Shizuko, A. Yu, K. Takuya, I. Tsutomu, U. Koichi, and Y. Shingo The structure-activity relationship between oxycoumarin derivatives showing inhibitory effects on iNOS in mouse macrophage RAW264.7 cells J. Nat. Med. 63 2009 15 20
    • (2009) J. Nat. Med. , vol.63 , pp. 15-20
    • Tomonori, N.1    Naoko, K.2    Manabu, O.3    Shizuko, T.4    Yu, A.5    Takuya, K.6    Tsutomu, I.7    Koichi, U.8    Shingo, Y.9
  • 41
    • 0024230970 scopus 로고
    • Inhibitory activity of Peucedanum palustre on potassium-induced contractions of rabbit aortic rings
    • H. Vuorela Inhibitory activity of Peucedanum palustre on potassium-induced contractions of rabbit aortic rings Acta Pharm. Fenn. 97 1988 113 120
    • (1988) Acta Pharm. Fenn. , vol.97 , pp. 113-120
    • Vuorela, H.1
  • 42
    • 38849145143 scopus 로고    scopus 로고
    • In situ rats single pass perfusion intestinal absorption of the effective components in Radix Angelicae pubescentis
    • Y.N. Wu, and L.B. Luan In situ rats single pass perfusion intestinal absorption of the effective components in Radix Angelicae pubescentis Acta Pharm. Sin. 43 2008 102 107
    • (2008) Acta Pharm. Sin. , vol.43 , pp. 102-107
    • Wu, Y.N.1    Luan, L.B.2
  • 43
    • 33846518174 scopus 로고    scopus 로고
    • Studies on coumarins of Saussurea involucrate Kar. et Kir
    • J.S. Yang, F.Z. Xie, Q.H. Liu, and X. Wu Studies on coumarins of Saussurea involucrate Kar. et Kir Chin. Pharm. J. 41 2006 1774 1776
    • (2006) Chin. Pharm. J. , vol.41 , pp. 1774-1776
    • Yang, J.S.1    Xie, F.Z.2    Liu, Q.H.3    Wu, X.4
  • 45
    • 42549135424 scopus 로고    scopus 로고
    • Absorption and transport of 6 coumarins isolated from the root of Angelica pubescens f. biserrata in human Caco-2 cell monolayer model
    • X.W. Yang, Q.M. Guo, and Y. Wang Absorption and transport of 6 coumarins isolated from the root of Angelica pubescens f. biserrata in human Caco-2 cell monolayer model J. Chin. Integr. Med. 6 2008 392 398
    • (2008) J. Chin. Integr. Med. , vol.6 , pp. 392-398
    • Yang, X.W.1    Guo, Q.M.2    Wang, Y.3
  • 46
    • 33846474164 scopus 로고    scopus 로고
    • Inhibitory effects of 11 coumarin compounds against growth of human bladder carcinoma cell line E-J in vitro
    • X.W. Yang, B. Xu, F.X. Ran, R.Q. Wang, J. Wu, and J.R. Cui Inhibitory effects of 11 coumarin compounds against growth of human bladder carcinoma cell line E-J in vitro J. Chin. Integr. Med. 5 2007 56 60
    • (2007) J. Chin. Integr. Med. , vol.5 , pp. 56-60
    • Yang, X.W.1    Xu, B.2    Ran, F.X.3    Wang, R.Q.4    Wu, J.5    Cui, J.R.6
  • 47
    • 33846488719 scopus 로고    scopus 로고
    • Inhibitory effects of 40 coumarins compounds against growth of human nasopharyngeal carcinoma cell line KB and human leukemia cell line HL-60 in vitro
    • X.W. Yang, B. Xu, J. Wu, F.X. Ran, R.Q. Wang, and J.R. Cui Inhibitory effects of 40 coumarins compounds against growth of human nasopharyngeal carcinoma cell line KB and human leukemia cell line HL-60 in vitro Mod. Chin. Med. 8 2006 8 13
    • (2006) Mod. Chin. Med. , vol.8 , pp. 8-13
    • Yang, X.W.1    Xu, B.2    Wu, J.3    Ran, F.X.4    Wang, R.Q.5    Cui, J.R.6
  • 48
    • 0032389274 scopus 로고    scopus 로고
    • Studies on metabolism of (-)-clausenamide by rat liver microsomes
    • Q.Q. Yao, and M.Z. Wang Studies on metabolism of (-)-clausenamide by rat liver microsomes Acta Pharm. Sin. 33 1998 296 299
    • (1998) Acta Pharm. Sin. , vol.33 , pp. 296-299
    • Yao, Q.Q.1    Wang, M.Z.2
  • 49
    • 34748913247 scopus 로고    scopus 로고
    • Mechanism-based inactivation of cytochrome P450 2A6 by decursinol angelate isolated from Angelica gigas
    • H.H. Yoo, M.W. Lee, Y.C. Kim, C.H. Yun, and D.H. Kim Mechanism-based inactivation of cytochrome P450 2A6 by decursinol angelate isolated from Angelica gigas Drug Metab. Dispos. 35 2007 1759 1765
    • (2007) Drug Metab. Dispos. , vol.35 , pp. 1759-1765
    • Yoo, H.H.1    Lee, M.W.2    Kim, Y.C.3    Yun, C.H.4    Kim, D.H.5
  • 50
    • 0025841777 scopus 로고
    • Purification and characterization of human liver microsomal cytochrome P-450 2A6
    • C. Yun, T. Shimada, and F.P. Guengerich Purification and characterization of human liver microsomal cytochrome P-450 2A6 Mol. Pharmacol. 40 1991 679 685
    • (1991) Mol. Pharmacol. , vol.40 , pp. 679-685
    • Yun, C.1    Shimada, T.2    Guengerich, F.P.3
  • 51
    • 42549100333 scopus 로고    scopus 로고
    • Studies on the chemical constituents of the root of Angelica pubescens f. biserrata
    • C.Y. Zhang, B.G. Zhang, and X.W. Yang Studies on the chemical constituents of the root of Angelica pubescens f. biserrata Pharm. J. Chin. PLA 23 2007 241 245
    • (2007) Pharm. J. Chin. PLA , vol.23 , pp. 241-245
    • Zhang, C.Y.1    Zhang, B.G.2    Yang, X.W.3
  • 52
    • 14544303150 scopus 로고    scopus 로고
    • Synthesis of 2,3-dihydro-3-hydroxy-2-hydroxylalkylbenzofurans from epoxy aldehydes. One-step syntheses of brosimacutin G, vaginidiol, vaginol, smyrindiol, xanthoarnol, and avicenol A. Biomimetic syntheses of angelicin and psoralen
    • Y.F. Zou, M. Lobera, and B.B. Snider Synthesis of 2,3-dihydro-3-hydroxy- 2-hydroxylalkylbenzofurans from epoxy aldehydes. One-step syntheses of brosimacutin G, vaginidiol, vaginol, smyrindiol, xanthoarnol, and avicenol A. Biomimetic syntheses of angelicin and psoralen J. Org. Chem. 70 2005 1761 1770
    • (2005) J. Org. Chem. , vol.70 , pp. 1761-1770
    • Zou, Y.F.1    Lobera, M.2    Snider, B.B.3


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