메뉴 건너뛰기




Volumn 59, Issue 10, 2011, Pages 5763-5770

Precursors and formation of pyrithione and other pyridyl-containing sulfur compounds in drumstick onion, Allium stipitatum

Author keywords

Allium stipitatum; DART MS; Marasmin; Pyrithione; S (2 pyridyl)cysteine N oxide; Sulfenic acid

Indexed keywords

ALLIUM STIPITATUM; DART-MS; MARASMIN; PYRITHIONE; S-(2-PYRIDYL)CYSTEINE N-OXIDE; SULFENIC ACIDS;

EID: 79957944856     PISSN: 00218561     EISSN: 15205118     Source Type: Journal    
DOI: 10.1021/jf200704n     Document Type: Article
Times cited : (19)

References (34)
  • 1
    • 77951582065 scopus 로고    scopus 로고
    • New classification of Allium L. subg. Melanocrommyum (Webb & Berthel.) Rouy (Alliaceae) based on molecular and morphological characters
    • Fritsch, R M.; Blattner, F. R; Gurushidze, M. New classification of Allium L. subg. Melanocrommyum (Webb & Berthel.) Rouy (Alliaceae) based on molecular and morphological characters. Phyton 2010, 49, 145-220.
    • (2010) Phyton , vol.49 , pp. 145-220
    • Fritsch, R.M.1    Blattner, F.R.2    Gurushidze, M.3
  • 2
    • 33645193852 scopus 로고    scopus 로고
    • Ornamental Alliums
    • Rabinowitch, H. D., Currah, L., Eds.; CABI Publishing: New York
    • Kamenetsky, R; Fritsch, R. M. Ornamental Alliums. In Allium Crop Science: Recent Advances; Rabinowitch, H. D., Currah, L., Eds.; CABI Publishing: New York, 2002; pp 459-491.
    • (2002) Allium Crop Science: Recent Advances , pp. 459-491
    • Kamenetsky, R.1    Fritsch, R.M.2
  • 5
    • 75249106738 scopus 로고    scopus 로고
    • Isolation and identification of a new cysteine sulfoxide and volatile sulfur compounds from Allium subgenus Melanocrommyum
    • Kusterer, J.; Vogt, A; Keusgen, M. Isolation and identification of a new cysteine sulfoxide and volatile sulfur compounds from Allium subgenus Melanocrommyum. J. Agric. Food Chem. 2010, 58, 520-526.
    • (2010) J. Agric. Food Chem. , vol.58 , pp. 520-526
    • Kusterer, J.1    Vogt, A.2    Keusgen, M.3
  • 6
    • 79952156752 scopus 로고    scopus 로고
    • Allium discoloration: The precursor and formation of the red pigment in giant onion (Allium giganteum Regel) and some other subgenus Melanocrommyum species
    • Kučerová, P.; Kubec, R.; Šimek, P.; Václavík, L.; Schraml, J. Allium discoloration: the precursor and formation of the red pigment in giant onion (Allium giganteum Regel) and some other subgenus Melanocrommyum species. J. Agric. Food Chem. 2011, 59, 1821-1828.
    • (2011) J. Agric. Food Chem. , vol.59 , pp. 1821-1828
    • Kučerová, P.1    Kubec, R.2    Šimek, P.3    Václavík, L.4    Schraml, J.5
  • 7
    • 0035940869 scopus 로고    scopus 로고
    • Cysteine sulfoxide derivatives in Petiveria alliacea
    • DOI 10.1016/S0031-9422(01)00304-1, PII S0031942201003041
    • Kubec, R.; Musah, R. A. Cysteine sulfoxide derivatives in Petiveria alliacea. Phytochemistry 2001, 58, 981-985. (Pubitemid 33086227)
    • (2001) Phytochemistry , vol.58 , Issue.6 , pp. 981-985
    • Kubec, R.1    Musah, R.A.2
  • 8
    • 0033999746 scopus 로고    scopus 로고
    • Distribution of S-alk(en)ylcysteine sulfoxides in some Allium species. Identification of a new flavor precursor: S-ethylcysteine sulfoxide (ethiin)
    • DOI 10.1021/jf990938f
    • Kubec, R; Svobodová, M.; Velíšek, J. Distribution of S-alk-(en) ylcysteine sulfoxides in some Allium species. Identification of a new flavor precursor: S-ethylcysteine sulfoxide (ethiin). J. Agric. Food Chem. 2000, 48, 428-433. (Pubitemid 30120378)
    • (2000) Journal of Agricultural and Food Chemistry , vol.48 , Issue.2 , pp. 428-433
    • Kubec, R.1    Svobodova, M.2    Velisek, J.3
  • 9
    • 70249134565 scopus 로고    scopus 로고
    • Chromatographic methods for determination of S-substituted cysteine derivatives - A comparative study
    • Kubec, R.; Dadáková, E. Chromatographic methods for determination of S-substituted cysteine derivatives - a comparative study. J. Chromatogr., A 2009, 1216, 6957-6963.
    • (2009) J. Chromatogr., A , vol.1216 , pp. 6957-6963
    • Kubec, R.1    Dadáková, E.2
  • 10
    • 0037052305 scopus 로고    scopus 로고
    • The amino acid precursors and odor formation in society garlic (Tulbaghia violacea Harv.)
    • DOI 10.1016/S0031-9422(02)00065-1, PII S0031942202000651
    • Kubec, R; Velíšek, J.; Musah, R. A. The amino acid precursors and odor formation in society garlic (Tulbaghia violacea Harv). Phytochemistry 2002, 60, 21-25. (Pubitemid 34516835)
    • (2002) Phytochemistry , vol.60 , Issue.1 , pp. 21-25
    • Kubec, R.1    Velisek, J.2    Musah, R.A.3
  • 11
    • 74849097198 scopus 로고    scopus 로고
    • Applications of direct analysis in real timemass spectrometry (DART-MS) in Allium chemistry. (Z)-Butanethial S-oxide and 1-butenyl thiosulfinates and their S-(E)-1-butenylcysteine S-oxide precursor from Allium siculum
    • Kubec, R.; Cody, R. B.; Dane, A. J.; Musah, R. A.; Schraml, J.; Vattekkatte, A.; Block, E. Applications of direct analysis in real timemass spectrometry (DART-MS) in Allium chemistry. (Z)-Butanethial S-oxide and 1-butenyl thiosulfinates and their S-(E)-1-butenylcysteine S-oxide precursor from Allium siculum. J. Agric. Food Chem. 2010, 58, 1121-1128.
    • (2010) J. Agric. Food Chem. , vol.58 , pp. 1121-1128
    • Kubec, R.1    Cody, R.B.2    Dane, A.J.3    Musah, R.A.4    Schraml, J.5    Vattekkatte, A.6    Block, E.7
  • 12
    • 0025863724 scopus 로고
    • Synthesis of disulfides via sulfenylation of alkyl and aryldithiopyridine N-oxides
    • Barton, D. H. R.; Chen, C; Wall, G M. Synthesis of disulfides via sulfenylation of alkyl and aryldithiopyridine N-oxides. Tetrahedron 1991, 47, 6127-6138.
    • (1991) Tetrahedron. , vol.47 , pp. 6127-6138
    • Barton, D.H.R.1    Chen, C.2    Wall, G.M.3
  • 13
    • 0034524150 scopus 로고    scopus 로고
    • In vitro biogeneration of pure thiosulfinates and propanethial-S-oxide
    • DOI 10.1021/jf000711g
    • Shen, C; Parkin, K L. In vitro biogeneration of pure thiosulfinates and propanethial-S-oxide. J. Agric. Food Chem. 2000, 48, 6254-6260. (Pubitemid 32056872)
    • (2000) Journal of Agricultural and Food Chemistry , vol.48 , Issue.12 , pp. 6254-6260
    • Shen, C.1    Parkin, K.L.2
  • 14
    • 0033996690 scopus 로고    scopus 로고
    • A novel alliinase from onion roots. Biochemical characterization and cDNA cloning
    • Lancaster, J. E.; Shaw, M. L.; Joyce, M. D. P.; McCallum, J. A.; McManus, M. T. A novel alliinase from onion roots. Biochemical characterization and cDNA cloning. Plant Physiol. 2000, 122, 1269-1279. (Pubitemid 30221408)
    • (2000) Plant Physiology , vol.122 , Issue.4 , pp. 1269-1279
    • Lancaster, J.E.1    Shaw, M.L.2    Pither Joyce, M.D.3    McCallum, J.A.4    McManus, M.T.5
  • 15
    • 0002708130 scopus 로고
    • γ-Glutamyl peptides in the biosynthesis of S-alk (en) yl-L-cysteine sulphoxides (flavour precursors) in Allium
    • Lancaster, J. E.; Shaw, M. L. γ-Glutamyl peptides in the biosynthesis of S-alk (en) yl-L-cysteine sulphoxides (flavour precursors) in Allium. Phytochemistry 1989, 28, 455-460.
    • (1989) Phytochemistry , vol.28 , pp. 455-460
    • Lancaster, J.E.1    Shaw, M.L.2
  • 16
    • 33744543229 scopus 로고    scopus 로고
    • Occurrence and taxonomic significance of cysteine sulphoxides in the genus Allium L. (Alliaceae)
    • DOI 10.1016/j.phytochem.2006.03.006, PII S0031942206001518
    • Fritsch, R. M.; Keusgen, M. Occurrence and taxonomic significance of cysteine sulphoxides in the genus Allium L. (Alliaceae). Phytochemistry 2006, 67, 1127-1135. (Pubitemid 43818031)
    • (2006) Phytochemistry , vol.67 , Issue.11 , pp. 1127-1135
    • Fritsch, R.M.1    Keusgen, M.2
  • 17
    • 77951292813 scopus 로고    scopus 로고
    • Applications of direct analysis in real time mass spectrometry (DART-MS) in Allium chemistry. 2-Propenesulfenic and 2-propenesulfinic acids, diallyl trisulfane S-oxide, and other reactive sulfur compounds from crushed garlic and other Alliums
    • Block, E.; Dane, A. J.; Thomas, S.; Cody, R B. Applications of direct analysis in real time mass spectrometry (DART-MS) in Allium chemistry. 2-Propenesulfenic and 2-propenesulfinic acids, diallyl trisulfane S-oxide, and other reactive sulfur compounds from crushed garlic and other Alliums. J. Agric. Food Chem. 2010, 58, 4617-4625.
    • (2010) J. Agric. Food Chem. , vol.58 , pp. 4617-4625
    • Block, E.1    Dane, A.J.2    Thomas, S.3    Cody, R.B.4
  • 18
    • 37049058637 scopus 로고
    • N-Oxides and related compounds. Part XVII. The tautomerism of mercapto-and acylamino-pyridine l-oxides
    • Jones, R A; Katritzky, A. R N-Oxides and related compounds. Part XVII. The tautomerism of mercapto-and acylamino-pyridine l-oxides. J. Chem. Soc. 1960, 2937-2942.
    • (1960) J. Chem. Soc. , pp. 2937-2942
    • Jones, R.A.1    Katritzky, A.R.2
  • 19
    • 0029855489 scopus 로고    scopus 로고
    • Photochemistry of the nonspecific hydroxyl radical generator, N-hydroxypyridine-2(1H)-thione
    • DOI 10.1021/ja961988t, PII S0002786396019889
    • Aveline, B. M.; Kochevar, I. E.; Redmond, R W. Photochemistry of the nonspecific hydroxyl radical generator, N-hydroxypyridine-2 (1H)-thione. J. Am. Chem. Soc. 1996, 118, 10113-10123. (Pubitemid 26375196)
    • (1996) Journal of the American Chemical Society , vol.118 , Issue.42 , pp. 10113-10123
    • Aveline, B.M.1    Kochevar, I.E.2    Redmond, R.W.3
  • 20
    • 0000459572 scopus 로고
    • Generation of hydroxyl radicals from 1-hydroxypyridine-2 (1H)-thione and their application to organic synthesis
    • Boivin, J.; Crépon, E.; Zard, S. Z. Generation of hydroxyl radicals from 1-hydroxypyridine-2 (1H)-thione and their application to organic synthesis. Bull. Soc. Chim. Fr. 1992, 129, 145-150.
    • (1992) Bull. Soc. Chim. Fr. , vol.129 , pp. 145-150
    • Boivin, J.1    Crépon, E.2    Zard, S.Z.3
  • 21
    • 38749108121 scopus 로고    scopus 로고
    • Thioperoxy derivative generated by UV-induced transformation of N-hydroxypyridine-2(1H)-thione isolated in low-temperature matrixes
    • DOI 10.1021/jp077365r
    • Lapinski, L.; Gerega, A; Sobolowski, A. L.; Nowak, M. J. Thioperoxy derivative generated by UV-induced transformation of N-hydroxypyridine-2 (1H)-thione isolated in low-temperature matrixes. J. Phys. Chem. A 2008, 112, 238-248. (Pubitemid 351184582)
    • (2008) Journal of Physical Chemistry A , vol.112 , Issue.2 , pp. 238-248
    • Lapinski, L.1    Gerega, A.2    Sobolewski, A.L.3    Nowak, M.J.4
  • 22
    • 33845469439 scopus 로고
    • Vic-Disulfoxides and OS-sulfenyl sulfinates
    • Freeman, F. vic-Disulfoxides and OS-sulfenyl sulfinates. Chem. Rev. 1984, 84, 117-135.
    • (1984) Chem. Rev. , vol.84 , pp. 117-135
    • Freeman, F.1
  • 24
    • 0035094418 scopus 로고    scopus 로고
    • Cortamidine oxide, a novel disulfide metabolite from the New Zealand basidiomycete (mushroom) cortinarius species
    • DOI 10.1021/np000408+
    • Nicholas, G M.; Blunt, J. W.; Munro, M. H. G Cortamidine oxide, a novel disulfide metabolite from the New Zealand basidiomycete (mushroom) Cortinarius species. J. Nat. Prod. 2001, 64, 341-344. (Pubitemid 32249799)
    • (2001) Journal of Natural Products , vol.64 , Issue.3 , pp. 341-344
    • Nicholas, G.M.1    Blunt, J.W.2    Munro, M.H.G.3
  • 25
    • 0023771053 scopus 로고
    • The influence of pyrithione on the growth of microorganisms
    • Khattar, M. M.; Salt, W. G; Stretton, R. J. The influence of pyrithione on the growth of microorganisms. J. Appl. Bacteriol. 1988, 64, 265-272.
    • (1988) J. Appl. Bacteriol. , vol.64 , pp. 265-272
    • Khattar, M.M.1    Salt, W.G.2    Stretton, R.J.3
  • 26
    • 0021907430 scopus 로고
    • The effects of a shampoo containing zinc pyrithione on the control of dandruff
    • DOI 10.1111/j.1365-2133.1985.tb02314.x
    • Marks, R.; Pearse, A. D.; Walker, A. P. The effects of a shampoo containing zinc pyrithione on the control of dandruff. Br. J. Dermatol. 1985, 112, 415-422. (Pubitemid 15148485)
    • (1985) British Journal of Dermatology , vol.112 , Issue.4 , pp. 415-422
    • Marks, R.1    Pearse, A.D.2    Walker, A.P.3
  • 27
    • 79957937176 scopus 로고
    • Growth repression of higher plants by 2-pyridinethiol, 1-oxide
    • Norman, A. G. Growth repression of higher plants by 2-pyridinethiol, 1-oxide. Plant Physiol. 1957, 32, 16-19.
    • (1957) Plant Physiol. , vol.32 , pp. 16-19
    • Norman, A.G.1
  • 28
    • 0001242324 scopus 로고    scopus 로고
    • Oxidative DNA damage in the photolysis of N-hydroxy-2-pyridone, a specific hydroxyl-radical source
    • Adam, W.; Marquardt, S.; Saha-Moller, C. R. Oxidative DNA damage in the photolysis of N-hydroxy-2-pyridone, a specific hydroxylradical source. Photochem. Photobiol. 1999, 70, 287-291. (Pubitemid 129555874)
    • (1999) Photochemistry and Photobiology , vol.70 , Issue.3 , pp. 287-291
    • Adam, W.1    Marquardt, S.2    Saha-Moller, C.R.3
  • 29
    • 0029664335 scopus 로고    scopus 로고
    • Photolysis of N-hydroxypyridinethiones: A new source of hydroxyl radicals for the direct damage of cell-free and cellular DNA
    • DOI 10.1093/nar/24.9.1625
    • Epe, B.; Ballmaier, D.; Adam, W.; Grimm, G N; Saha-Möller, C. R Photolysis of N-hydroxypyridinethiones: a new source of hydroxyl radicals for the direct damage of cell-free and cellular DNA Nucleic Acids Res. 1999, 24, 1625-1631. (Pubitemid 26137918)
    • (1996) Nucleic Acids Research , vol.24 , Issue.9 , pp. 1625-1631
    • Epe, B.1    Ballmaier, D.2    Adam, W.3    Grimm, G.N.4    Saha-Moller, C.R.5
  • 30
    • 0034730092 scopus 로고    scopus 로고
    • Studies of RNA cleavage by photolysis of N-hydroxypyridine-2(1H)-thione. A new photochemical footprinting method
    • DOI 10.1021/bi0009136
    • Chaulk, S. G; Pezacki, J. P.; MacMillan, A M. Studies of RNA cleavage by photolysis of N-hydroxypyridine-2 (1H)-thione. A new photochemical footprinting method. Biochemistry 2000, 39, 10448-10453. (Pubitemid 30655921)
    • (2000) Biochemistry , vol.39 , Issue.34 , pp. 10448-10453
    • Chaulk, S.G.1    Pezacki, J.P.2    MacMillan, A.M.3
  • 31
    • 0033028493 scopus 로고    scopus 로고
    • Embryotoxicity of zinc pyrithione, an antidandruff chemical, in fish
    • DOI 10.1006/enrs.1998.3944
    • Goka, K. Embryotoxicity of zinc pyrithione, an antidandruff chemical, in fish. Environ. Res. A 1999, 81, 81-83. (Pubitemid 29297697)
    • (1999) Environmental Research , vol.81 , Issue.1 , pp. 81-83
    • Goka, K.1
  • 32
    • 0037111319 scopus 로고    scopus 로고
    • Studies on cytotoxic and genotoxic effects of N-hydroxypyridine-2-thione (Omadine) in L5178Y mouse lymphoma cells
    • DOI 10.1016/S0378-4274(02)00279-5, PII S0378427402002795
    • Möller, M.; Adam, W.; Saha-Möller, C. R; Stopper, H. Studies on cytotoxic and genotoxic effects of N-hydroxypyridine-2-thione (Omadine) in L5178Y mouse lymphoma cells. Toxicol. Lett. 2002, 136, 77-84. (Pubitemid 35279620)
    • (2002) Toxicology Letters , vol.136 , Issue.1 , pp. 77-84
    • Moller, M.1    Adam, W.2    Saha-Moller, C.R.3    Stopper, H.4
  • 33
    • 2542425429 scopus 로고    scopus 로고
    • Structure-activity relationships of pyrithiones - IPC-81 toxicity tests with the antifouling biocide zinc pyrithione and structural analogs
    • DOI 10.1039/b314753c
    • Doose, C. A.; Ranke, J.; Stock, F.; Bottin-Weber, U.; Jastorff, B. Structure-activity relationships of pyrithiones - IPC-81 toxicity tests with the antifouling biocide zinc pyrithione and structural analogs. Green Chem. 2004, 6, 259-266. (Pubitemid 38692098)
    • (2004) Green Chemistry , vol.6 , Issue.5 , pp. 259-266
    • Doose, C.A.1    Ranke, J.2    Stock, F.3    Bottin-Weber, U.4    Jastorff, B.5
  • 34
    • 77952094692 scopus 로고    scopus 로고
    • Toxicity of metal pyrithione photodegradation products to marine organisms with indirect evidence for their presence in water
    • Onduka, T.; Mochida, K.; Harino, H.; Ito, K.; Kakuno, A; Fujii, K. Toxicity of metal pyrithione photodegradation products to marine organisms with indirect evidence for their presence in water. Arch. Environ. Contam. Toxicol. 2010, 58, 991-997.
    • (2010) Arch. Environ. Contam. Toxicol. , vol.58 , pp. 991-997
    • Onduka, T.1    Mochida, K.2    Harino, H.3    Ito, K.4    Kakuno, A.5    Fujii, K.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.