메뉴 건너뛰기




Volumn 11, Issue 11, 2013, Pages 4510-4526

Penicillinolide A: A new anti-inflammatory metabolite from the marine fungus Penicillium sp. SF-5292

Author keywords

10 membered lactone; Anti inflammatory effect; Heme oxygenase 1; Marine derived fungi; Penicillium sp.

Indexed keywords

ANTIINFLAMMATORY AGENT; CYCLOOXYGENASE 2; HEME OXYGENASE 1; I KAPPA B KINASE ALPHA; IMMUNOGLOBULIN ENHANCER BINDING PROTEIN; INTERLEUKIN 1BETA; INTERLEUKIN 6; NEURONAL NITRIC OXIDE SYNTHASE; NITRIC OXIDE; PENICILLINOLIDE A; PROSTAGLANDIN E2; TRANSCRIPTION FACTOR NRF2; TUMOR NECROSIS FACTOR ALPHA; UNCLASSIFIED DRUG;

EID: 84889261973     PISSN: None     EISSN: 16603397     Source Type: Journal    
DOI: 10.3390/md11114510     Document Type: Article
Times cited : (34)

References (42)
  • 2
    • 41149177025 scopus 로고    scopus 로고
    • Pharmacological and clinical aspects of heme oxygenase
    • Abraham, N.G.; Kappas, A. Pharmacological and clinical aspects of heme oxygenase. Pharmcol. Rev. 2008, 60, 79-127.
    • (2008) Pharmcol. Rev. , vol.60 , pp. 79-127
    • Abraham, N.G.1    Kappas, A.2
  • 3
    • 0032901266 scopus 로고    scopus 로고
    • Carbon monoxide provides protection against hyperoxic lung injury
    • Otterbein, L.E.; Mantell, L.L.; Choi, A.M. Carbon monoxide provides protection against hyperoxic lung injury. Am. J. Physiol. 1999, 276, L688-L694.
    • (1999) Am. J. Physiol. , vol.276
    • Otterbein, L.E.1    Mantell, L.L.2    Choi, A.M.3
  • 4
    • 33645945014 scopus 로고    scopus 로고
    • Heme oxygenase-1/carbon monoxide: From basic science to therapeutic applications
    • Ryter, S.W.; Alam, J.; Choi, A.M. Heme oxygenase-1/carbon monoxide: From basic science to therapeutic applications. Physiol. Rev. 2006, 86, 583-650.
    • (2006) Physiol. Rev. , vol.86 , pp. 583-650
    • Ryter, S.W.1    Alam, J.2    Choi, A.M.3
  • 6
    • 0038143233 scopus 로고    scopus 로고
    • Induction of heme oxygenase-1 expression in murine macrophages is essential for the anti-inflammatory effect of low dose 15-deoxy-delta 12,14-prostaglandin J2
    • Lee, T.S.; Tsai, H.L.; Chau, L.Y. Induction of heme oxygenase-1 expression in murine macrophages is essential for the anti-inflammatory effect of low dose 15-deoxy-delta 12,14-prostaglandin J2. J. Biol. Chem. 2003, 278, 19325-19330.
    • (2003) J. Biol. Chem. , vol.278 , pp. 19325-19330
    • Lee, T.S.1    Tsai, H.L.2    Chau, L.Y.3
  • 8
    • 0141707960 scopus 로고    scopus 로고
    • Suppression of inflammatory cytokine production by carbon monoxide involves the JNK pathway and AP-1
    • Morse, D.; Pischke, S.E.; Zhou, Z.; Davis, R.J.; Flavell, R.A.; Loop, T. Suppression of inflammatory cytokine production by carbon monoxide involves the JNK pathway and AP-1. J. Biol. Chem. 2003, 278, 36993-36998.
    • (2003) J. Biol. Chem. , vol.278 , pp. 36993-36998
    • Morse, D.1    Pischke, S.E.2    Zhou, Z.3    Davis, R.J.4    Flavell, R.A.5    Loop, T.6
  • 9
    • 33746259583 scopus 로고    scopus 로고
    • CCAAT/enhancer-binding protein mediates carbon monoxide-induced suppression of cyclooxygenase-2
    • Suh, G.Y.; Jin, Y.; Yi, A.K.; Wang, X.M.; Choi, A.M. CCAAT/enhancer- binding protein mediates carbon monoxide-induced suppression of cyclooxygenase-2. Am. J. Respir. Cell Mol. Biol. 2006, 35, 220-226.
    • (2006) Am. J. Respir. Cell Mol. Biol. , vol.35 , pp. 220-226
    • Suh, G.Y.1    Jin, Y.2    Yi, A.K.3    Wang, X.M.4    Choi, A.M.5
  • 10
    • 33745115862 scopus 로고    scopus 로고
    • Hydrogen sulfide inhibits nitric oxide production and nuclear factor kappa B via heme oxygenase-1 expression in RAW264.7 macrophages stimulated with lipopolysaccharide
    • Oh, G.S.; Pae, H.O.; Lee, B.S.; Kim, B.N.; Kim, J.M.; Kim, H.R.; Jeon, S.B.; Jeon, W.K.; Chae, H.J.; Chung, H.T. Hydrogen sulfide inhibits nitric oxide production and nuclear factor kappa B via heme oxygenase-1 expression in RAW264.7 macrophages stimulated with lipopolysaccharide. Free Radic. Biol. Med. 2006, 41, 106-119.
    • (2006) Free Radic. Biol. Med. , vol.41 , pp. 106-119
    • Oh, G.S.1    Pae, H.O.2    Lee, B.S.3    Kim, B.N.4    Kim, J.M.5    Kim, H.R.6    Jeon, S.B.7    Jeon, W.K.8    Chae, H.J.9    Chung, H.T.10
  • 11
    • 3142710859 scopus 로고    scopus 로고
    • 3-Hydroxyanthranilic acid, one of metabolites of tryptophan via indoleamine 2,3-dioxygenase pathway, suppresses inducible nitric oxide synthase expression by enhancing heme oxygenase-1 expression
    • Oh, G.S.; Pae, H.O.; Choi, B.M.; Chae, S.C.; Lee, H.S.; Ryu, D.G. 3-Hydroxyanthranilic acid, one of metabolites of tryptophan via indoleamine 2,3-dioxygenase pathway, suppresses inducible nitric oxide synthase expression by enhancing heme oxygenase-1 expression. Biochem. Biophys. Res. Commun. 2004, 320, 1156-1162.
    • (2004) Biochem. Biophys. Res. Commun. , vol.320 , pp. 1156-1162
    • Oh, G.S.1    Pae, H.O.2    Choi, B.M.3    Chae, S.C.4    Lee, H.S.5    Ryu, D.G.6
  • 13
    • 77954955356 scopus 로고    scopus 로고
    • Anti-inflammatory effects of sulfuretin from Rhus verniciflua stokes via the induction of heme oxygenase-1 expression in murine macrophages
    • Lee, D.S.; Jeong, G.S.; Li, B.; Park, H.; Kim, Y.C. Anti-inflammatory effects of sulfuretin from Rhus verniciflua stokes via the induction of heme oxygenase-1 expression in murine macrophages. Int. Immunopharmacol. 2010, 10, 850-858.
    • (2010) Int. Immunopharmacol. , vol.10 , pp. 850-858
    • Lee, D.S.1    Jeong, G.S.2    Li, B.3    Park, H.4    Kim, Y.C.5
  • 18
    • 79954416526 scopus 로고    scopus 로고
    • The cytoprotective role of the Keap1-Nrf2 pathway
    • Baird, L.; Dinkova-Kostova, A.T. The cytoprotective role of the Keap1-Nrf2 pathway. Arch. Toxicol. 2011, 85, 241-272.
    • (2011) Arch. Toxicol. , vol.85 , pp. 241-272
    • Baird, L.1    Dinkova-Kostova, A.T.2
  • 19
    • 0033800922 scopus 로고    scopus 로고
    • Regulation of genes encoding NAD(P)H: Quinine oxidoreductases
    • Jaiswal, A.K. Regulation of genes encoding NAD(P)H: Quinine oxidoreductases. Free Radic. Biol. Med. 2000, 29, 254-262.
    • (2000) Free Radic. Biol. Med. , vol.29 , pp. 254-262
    • Jaiswal, A.K.1
  • 20
    • 0037569694 scopus 로고    scopus 로고
    • Curcumin activates the haem oxygenase-1 gene via regulation of NRF2 and he antioxidant-responsive element
    • Balogun, E.; Hoque, M.; Gong, P.; Killeen, E.; Green, C.J.; Foresti, R.; Alam, J.; Motterlini, R. Curcumin activates the haem oxygenase-1 gene via regulation of NRF2 and he antioxidant-responsive element. Biochem. J. 2003, 371, 887-895.
    • (2003) Biochem. J. , vol.371 , pp. 887-895
    • Balogun, E.1    Hoque, M.2    Gong, P.3    Killeen, E.4    Green, C.J.5    Foresti, R.6    Alam, J.7    Motterlini, R.8
  • 21
    • 79960413091 scopus 로고    scopus 로고
    • Asperlin from the marine-derived fungus Aspergillus sp. SF-5044 exerts anti-inflammatory effects through heme oxygenase-1 expression in murine macrophages
    • Lee, D.S.; Jeong, G.S.; Li, B.; Lee, S.U.; Oh, H.; Kim, Y.C. Asperlin from the marine-derived fungus Aspergillus sp. SF-5044 exerts anti-inflammatory effects through heme oxygenase-1 expression in murine macrophages. J. Pharmacol. Sci. 2011, 116, 283-295.
    • (2011) J. Pharmacol. Sci. , vol.116 , pp. 283-295
    • Lee, D.S.1    Jeong, G.S.2    Li, B.3    Lee, S.U.4    Oh, H.5    Kim, Y.C.6
  • 22
    • 84876967503 scopus 로고    scopus 로고
    • PTP1B inhibitory and anti-inflammatory effects of secondary metabolites isolated from the marine-derived fungus Penicillium sp. JF-55
    • Lee, D.S.; Jang, J.H.; Ko, W.; Kim, K.S.; Sohn, J.H.; Kang, M.S.; Ahn, J.S.; Kim, Y.C.; Oh, H. PTP1B inhibitory and anti-inflammatory effects of secondary metabolites isolated from the marine-derived fungus Penicillium sp. JF-55. Mar. Drugs 2013, 11, 1409-1426.
    • (2013) Mar. Drugs , vol.11 , pp. 1409-1426
    • Lee, D.S.1    Jang, J.H.2    Ko, W.3    Kim, K.S.4    Sohn, J.H.5    Kang, M.S.6    Ahn, J.S.7    Kim, Y.C.8    Oh, H.9
  • 23
    • 33751100882 scopus 로고    scopus 로고
    • Developing a new resource for drug discovery: Marine actinomycete bacteria
    • Fenical, W.; Jensen, P.R. Developing a new resource for drug discovery: Marine actinomycete bacteria. Nat. Chem. Biol. 2006, 2, 666-673.
    • (2006) Nat. Chem. Biol. , vol.2 , pp. 666-673
    • Fenical, W.1    Jensen, P.R.2
  • 24
    • 1342311386 scopus 로고    scopus 로고
    • Marine-derived fungi: A chemically and biologically diverse group of microorganisms
    • Bugni, T.S.; Ireland, C.M. Marine-derived fungi: A chemically and biologically diverse group of microorganisms. Nat. Prod. Rep. 2004, 21, 143-163.
    • (2004) Nat. Prod. Rep. , vol.21 , pp. 143-163
    • Bugni, T.S.1    Ireland, C.M.2
  • 26
    • 79957877199 scopus 로고    scopus 로고
    • Protuboxepins A and B and protubonines A and B from the marine-derived fungus Aspergillus sp. SF-5044
    • Lee, S.U.; Asami, Y.; Lee, D.; Jang, J.-H.; Ahn, J.S.; Oh, H. Protuboxepins A and B and protubonines A and B from the marine-derived fungus Aspergillus sp. SF-5044. J. Nat. Prod. 2011, 74, 1284-1287.
    • (2011) J. Nat. Prod. , vol.74 , pp. 1284-1287
    • Lee, S.U.1    Asami, Y.2    Lee, D.3    Jang, J.-H.4    Ahn, J.S.5    Oh, H.6
  • 27
    • 73349092443 scopus 로고    scopus 로고
    • Alternaramide, a cyclic depsipeptide from the marine-derived fungus Alternaria sp. SF-5016
    • Kim, M.-Y.; Sohn, J.H.; Ahn, J.S.; Oh, H. Alternaramide, a cyclic depsipeptide from the marine-derived fungus Alternaria sp. SF-5016. J. Nat. Prod. 2009, 72, 2065-2068.
    • (2009) J. Nat. Prod. , vol.72 , pp. 2065-2068
    • Kim, M.-Y.1    Sohn, J.H.2    Ahn, J.S.3    Oh, H.4
  • 28
    • 0023912670 scopus 로고
    • Vascular endothelial cells synthesize nitric oxide from L-Arginine
    • Palmer, R.M.; Ashton, D.S.; Moncada, S. Vascular endothelial cells synthesize nitric oxide from L-Arginine. Nature 1988, 333, 664-666.
    • (1988) Nature , vol.333 , pp. 664-666
    • Palmer, R.M.1    Ashton, D.S.2    Moncada, S.3
  • 29
    • 24144453087 scopus 로고    scopus 로고
    • Microglia and inflammation-mediated neurodegeneration: Multiple triggers with a common mechanism
    • Block, M.L.; Hong, J.S. Microglia and inflammation-mediated neurodegeneration: Multiple triggers with a common mechanism. Prog. Neurobiol. 2005, 76, 77-98.
    • (2005) Prog. Neurobiol. , vol.76 , pp. 77-98
    • Block, M.L.1    Hong, J.S.2
  • 30
    • 0035451363 scopus 로고    scopus 로고
    • Molecular mechanisms underlying chemopreventive activities of anti-inflammatory phytochemicals: Down-regulation of COX-2 and iNOS through suppression of NF-kappa B activation
    • Surh, Y.J.; Chun, K.S.; Cha, H.H.; Han, S.S.; Keum, Y.S.; Park, K.K.; Lee, S.S. Molecular mechanisms underlying chemopreventive activities of anti-inflammatory phytochemicals: Down-regulation of COX-2 and iNOS through suppression of NF-kappa B activation. Mutat. Res. 2001, 480-481, 243-268.
    • (2001) Mutat. Res. , vol.480-481 , pp. 243-268
    • Surh, Y.J.1    Chun, K.S.2    Cha, H.H.3    Han, S.S.4    Keum, Y.S.5    Park, K.K.6    Lee, S.S.7
  • 31
    • 0028971289 scopus 로고
    • Rel/NF-kappaB/I kappaB family: Intimate tales of association and dissociation
    • Verma, I.M.; Stevenson, J.K.; Schwarz, E.M.; van Antwerp, D.; Miyamoto, S. Rel/NF-kappaB/I kappaB family: Intimate tales of association and dissociation. Genes Dev. 1995, 9, 2723-2735.
    • (1995) Genes Dev. , vol.9 , pp. 2723-2735
    • Verma, I.M.1    Stevenson, J.K.2    Schwarz, E.M.3    Van Antwerp, D.4    Miyamoto, S.5
  • 32
    • 78049442406 scopus 로고    scopus 로고
    • Signaling to heme oxygenase-1 and its anti-inflammatory therapeutic potential
    • Paine, A.; Eiz-Vesper, B.; Blasczyk, R.; Immenschuh, S. Signaling to heme oxygenase-1 and its anti-inflammatory therapeutic potential. Biochem. Pharmacol. 2010, 80, 1895-1903.
    • (2010) Biochem. Pharmacol. , vol.80 , pp. 1895-1903
    • Paine, A.1    Eiz-Vesper, B.2    Blasczyk, R.3    Immenschuh, S.4
  • 33
    • 40049088820 scopus 로고    scopus 로고
    • The Nrf2-Keap1 defence pathway: Role in protection against drug-induced toxicity
    • Copple, I.M.; Goldring, C.E.; Kitteringham, N.R.; Park, B.K. The Nrf2-Keap1 defence pathway: Role in protection against drug-induced toxicity. Toxicology 2008, 246, 24-33.
    • (2008) Toxicology , vol.246 , pp. 24-33
    • Copple, I.M.1    Goldring, C.E.2    Kitteringham, N.R.3    Park, B.K.4
  • 34
    • 55949120110 scopus 로고    scopus 로고
    • Activation of Nrf2-antioxidant signaling attenuates NFkappaB-inflammatory response and elicits apoptosis
    • Li, W.; Khor, T.O.; Xu, C.; Shen, G.; Jeong, W.S.; Yu, S.; Kong, A.N. Activation of Nrf2-antioxidant signaling attenuates NFkappaB-inflammatory response and elicits apoptosis. Biochem. Pharmacol. 2008, 76, 1485-1489.
    • (2008) Biochem. Pharmacol. , vol.76 , pp. 1485-1489
    • Li, W.1    Khor, T.O.2    Xu, C.3    Shen, G.4    Jeong, W.S.5    Yu, S.6    Kong, A.N.7
  • 35
    • 0025232329 scopus 로고
    • Interferon gamma and interleukin 2 synergize to induce selective monokine expression in murine peritoneal macrophages
    • Narumi, S.; Finke, J.H.; Hamilton, T.A. Interferon gamma and interleukin 2 synergize to induce selective monokine expression in murine peritoneal macrophages. J. Biol. Chem. 1990, 265, 7036-7041.
    • (1990) J. Biol. Chem. , vol.265 , pp. 7036-7041
    • Narumi, S.1    Finke, J.H.2    Hamilton, T.A.3
  • 36
    • 0027270211 scopus 로고
    • Characterization of the cellular reduction of 3-(4,5-dimethylthiazol-2- yl)-2,5-diphenyltetrazolium bromide (MTT): Subcellular localization, substrate dependence, and involvement of mitochondrial electron transport in MTT reduction
    • Berridge, M.V.; Tan, A.S. Characterization of the cellular reduction of 3-(4,5-dimethylthiazol-2- yl)-2,5-diphenyltetrazolium bromide (MTT): Subcellular localization, substrate dependence, and involvement of mitochondrial electron transport in MTT reduction. Arch. Biochem. Biophys. 1993, 303, 474-482.
    • (1993) Arch. Biochem. Biophys. , vol.303 , pp. 474-482
    • Berridge, M.V.1    Tan, A.S.2
  • 37
    • 0032227325 scopus 로고    scopus 로고
    • The Enzymatic Measurement of Nitrate and Nitrite
    • Titheradge, M.A. The Enzymatic Measurement of Nitrate and Nitrite. Meth. Mol. Biol. 1998, 101, 83-91.
    • (1998) Meth. Mol. Biol. , vol.101 , pp. 83-91
    • Titheradge, M.A.1
  • 38
    • 23044459608 scopus 로고    scopus 로고
    • Carbon monoxide-releasing molecules (CO-RMs) attenuate the inflammatory response elicited by lipopolysaccharide in RAW264.7 murine macrophages
    • Sawle, P.; Foresti, R.; Mann, B.E.; Johnson, T.R.; Green, C.J.; Motterlini, R. Carbon monoxide-releasing molecules (CO-RMs) attenuate the inflammatory response elicited by lipopolysaccharide in RAW264.7 murine macrophages. Br. J. Pharmacol. 2005, 145, 800-810.
    • (2005) Br. J. Pharmacol. , vol.145 , pp. 800-810
    • Sawle, P.1    Foresti, R.2    Mann, B.E.3    Johnson, T.R.4    Green, C.J.5    Motterlini, R.6
  • 39
    • 84863763630 scopus 로고    scopus 로고
    • Nonanolides of natural origin: Structure, synthesis, and biological activity
    • Sun, P.; Lu, S.; Ree, T.V.; Krohn, K.; Li, L.; Zhang, W. Nonanolides of natural origin: Structure, synthesis, and biological activity. Curr. Med. Chem. 2012, 19, 3417-3455.
    • (2012) Curr. Med. Chem. , vol.19 , pp. 3417-3455
    • Sun, P.1    Lu, S.2    Ree, T.V.3    Krohn, K.4    Li, L.5    Zhang, W.6
  • 40
    • 38749148766 scopus 로고    scopus 로고
    • Fifteen years of biological and synthetic studies of decarestrictine family
    • Riatto, V.B.; Pilli, R.A.; Victor, M.M. Fifteen years of biological and synthetic studies of decarestrictine family. Tetrahedron 2008, 64, 2279-2300.
    • (2008) Tetrahedron , vol.64 , pp. 2279-2300
    • Riatto, V.B.1    Pilli, R.A.2    Victor, M.M.3
  • 42
    • 79958735609 scopus 로고    scopus 로고
    • Secondary metabolites from Phomopsis sp. A123
    • Li, Y.Y.; Wang, M.Z.; Huang, Y.J.; Shen, Y.M. Secondary metabolites from Phomopsis sp. A123. Mycology 2010, 1, 254-261.
    • (2010) Mycology , vol.1 , pp. 254-261
    • Li, Y.Y.1    Wang, M.Z.2    Huang, Y.J.3    Shen, Y.M.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.