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Volumn 110, Issue 9, 2008, Pages 846-852

Undecylenic acid: A valuable renewable building block on route to Tyromycin A derivatives

Author keywords

Acyloin condensation; Castor oil; Renewable; Tyromycin A; Undecylenic acid

Indexed keywords


EID: 55449094746     PISSN: 14387697     EISSN: 14389312     Source Type: Journal    
DOI: 10.1002/ejlt.200800024     Document Type: Conference Paper
Times cited : (22)

References (25)
  • 2
    • 33645025409 scopus 로고    scopus 로고
    • Castor oil: Avital industrial raw material
    • D. S. Ogunniyi: Castor oil: Avital industrial raw material. Biores Technol. 2006, 97, 1086-1091.
    • (2006) Biores Technol , vol.97 , pp. 1086-1091
    • Ogunniyi, D.S.1
  • 3
    • 3643071727 scopus 로고
    • 10-Undecenoic acid: A versatile synthon from castor oil
    • V. S. Dalavoy, U. R. Nayak: 10-Undecenoic acid: A versatile synthon from castor oil. J Sci Ind Res. 1981, 40, 520-528.
    • (1981) J Sci Ind Res , vol.40 , pp. 520-528
    • Dalavoy, V.S.1    Nayak, U.R.2
  • 4
    • 27144519178 scopus 로고    scopus 로고
    • Organic synthesis and bioassay of novel inhibitors of JH III epoxide hydrolase activity from fifth stadium cabbage loopers, Trichoplusia ni
    • R. M. Roe, V. Kallapur, R. J. Linderman, F. Viviani: Organic synthesis and bioassay of novel inhibitors of JH III epoxide hydrolase activity from fifth stadium cabbage loopers, Trichoplusia ni. Pestic Biochem Physiol. 2005, 83, 140-154.
    • (2005) Pestic Biochem Physiol , vol.83 , pp. 140-154
    • Roe, R.M.1    Kallapur, V.2    Linderman, R.J.3    Viviani, F.4
  • 5
    • 13444302530 scopus 로고    scopus 로고
    • Synthesis, stereochemistry and biological activity of some novel long alkyl chain substituted thiazolidin-4-ones and thiazan-4-one from 10-undecenoic acid hydrazide
    • V. P. M. Rahman, S. Mukhtar,W. H. Ansari, G. Lemiere: Synthesis, stereochemistry and biological activity of some novel long alkyl chain substituted thiazolidin-4-ones and thiazan-4-one from 10-undecenoic acid hydrazide. Eur J Med Chem. 2005, 40, 173-184.
    • (2005) Eur J Med Chem , vol.40 , pp. 173-184
    • Rahman, V.P.M.1    Mukhtar, S.2    Ansari, W.H.3    Lemiere, G.4
  • 6
    • 20044376680 scopus 로고    scopus 로고
    • Synthesis and in vitro cytotoxic activity of N-, F-, and S-ether derivatives of podophyllotoxin fatty acid adductsy
    • J. Mustafa, S. I. Khan, G. Ma, L. A. Walker, I. A. Khan: Synthesis and in vitro cytotoxic activity of N-, F-, and S-ether derivatives of podophyllotoxin fatty acid adductsy. Lipids 2005, 40, 375-382.
    • (2005) Lipids , vol.40 , pp. 375-382
    • Mustafa, J.1    Khan, S.I.2    Ma, G.3    Walker, L.A.4    Khan, I.A.5
  • 7
    • 0026544249 scopus 로고
    • Antibiotics from basidiomycetes. 40. Tyromycin-A - A novel inhibitor of leucine and cysteine aminopeptidases from Tyromyces lacteus
    • W. Weber, M. Semar, T. Anke, M. Bross, W. Steglich: Antibiotics from basidiomycetes. 40. Tyromycin-A - A novel inhibitor of leucine and cysteine aminopeptidases from Tyromyces lacteus. Planta Medica 1992, 58, 56-59.
    • (1992) Planta Medica , vol.58 , pp. 56-59
    • Weber, W.1    Semar, M.2    Anke, T.3    Bross, M.4    Steglich, W.5
  • 8
    • 34249903067 scopus 로고    scopus 로고
    • Natural products with maleic anhydride structure: Nonadrides, tautomycin, chaetomellic anhydride, and other compounds
    • X. Chen, Y. Zheng, Y. Shen: Natural products with maleic anhydride structure: Nonadrides, tautomycin, chaetomellic anhydride, and other compounds. Chem Rev. 2007, 107, 1777-1830.
    • (2007) Chem Rev , vol.107 , pp. 1777-1830
    • Chen, X.1    Zheng, Y.2    Shen, Y.3
  • 10
    • 0032548963 scopus 로고    scopus 로고
    • One-step synthesis of Tyromycin A and analogues
    • S. Poigny, M. Guyot, M. Samadi: One-step synthesis of Tyromycin A and analogues. J Org Chem. 1998, 63, 1342-1343.
    • (1998) J Org Chem , vol.63 , pp. 1342-1343
    • Poigny, S.1    Guyot, M.2    Samadi, M.3
  • 11
    • 11644264856 scopus 로고    scopus 로고
    • D. H. R. Barton, D. Crich, W. B. Motherwell: The invention of new radical chain reactions. Part VIII. Radical chemistry of thiohydroxamic esters; a new method for the generation of carbon radicals from carboxylic acids. Tetrahedron 1985, 41, 3901-3924.
    • D. H. R. Barton, D. Crich, W. B. Motherwell: The invention of new radical chain reactions. Part VIII. Radical chemistry of thiohydroxamic esters; a new method for the generation of carbon radicals from carboxylic acids. Tetrahedron 1985, 41, 3901-3924.
  • 12
    • 0026697384 scopus 로고
    • The invention of radical reactions. Part XXV. A convenient method for the synthesis of the acyl derivatives of N-hydroxypyridine-2-thione
    • D. H. R. Barton, M. Samadi: The invention of radical reactions. Part XXV. A convenient method for the synthesis of the acyl derivatives of N-hydroxypyridine-2-thione. Tetrahedron 1992, 48, 7083-7090.
    • (1992) Tetrahedron , vol.48 , pp. 7083-7090
    • Barton, D.H.R.1    Samadi, M.2
  • 13
    • 0035958489 scopus 로고    scopus 로고
    • A facile synthesis of naturally occurring aminopeptidase inhibitor Tyromycin A
    • S. Mangaleswaran, N. P. Argade: A facile synthesis of naturally occurring aminopeptidase inhibitor Tyromycin A. J Org Chem. 2001, 66, 5259-5261.
    • (2001) J Org Chem , vol.66 , pp. 5259-5261
    • Mangaleswaran, S.1    Argade, N.P.2
  • 14
    • 0030838402 scopus 로고    scopus 로고
    • A facile synthesis of ras farnesylprotein transferase inhibitor chaetomellic acid A
    • S. B. Desai, N. P. Argade: A facile synthesis of ras farnesylprotein transferase inhibitor chaetomellic acid A. J Org Chem. 1997, 62, 4862-4863.
    • (1997) J Org Chem , vol.62 , pp. 4862-4863
    • Desai, S.B.1    Argade, N.P.2
  • 15
    • 33947345740 scopus 로고
    • The preparation of high molecular weight acyloins
    • V. L. Hansley: The preparation of high molecular weight acyloins. J Am Chem Soc. 1935, 57, 2303-2305.
    • (1935) J Am Chem Soc , vol.57 , pp. 2303-2305
    • Hansley, V.L.1
  • 16
    • 6344232699 scopus 로고
    • The acyloin condensation of aralkyl esters
    • E. Van Heyningen: The acyloin condensation of aralkyl esters. J Am Chem Soc. 1952, 74, 4861-4864.
    • (1952) J Am Chem Soc , vol.74 , pp. 4861-4864
    • Van Heyningen, E.1
  • 17
    • 33947479841 scopus 로고
    • The acyloin condensation. II. Free radical formation accompanying the decarbonylation of an aliphatic ester by sodium
    • E. Van Heyningen: The acyloin condensation. II. Free radical formation accompanying the decarbonylation of an aliphatic ester by sodium. J Am Chem Soc. 1955, 77, 4016-4019.
    • (1955) J Am Chem Soc , vol.77 , pp. 4016-4019
    • Van Heyningen, E.1
  • 18
    • 84982337777 scopus 로고
    • Über die Herstellung einiger mit der Synthese des Zibetons zusammenhängender Dicarbonsäuren. Herstellung der cis- und trans-Eikosen-(10)-disäure-(1,20).
    • L. Ruzicka, Pl. A. Plattner,W. Widmer: Über die Herstellung einiger mit der Synthese des Zibetons zusammenhängender Dicarbonsäuren. Herstellung der cis- und trans-Eikosen-(10)-disäure-(1,20). Helv Chim Acta 1942, 25, 604-620.
    • (1942) Helv Chim Acta , vol.25 , pp. 604-620
    • Ruzicka, L.1    Plattner, P.A.2    Widmer, W.3
  • 19
    • 0032480401 scopus 로고    scopus 로고
    • Convenient preparation of metals deposited on solid supports and their use in organic synthesis
    • M. Makosza, P. Nieczypor, K. Grela: Convenient preparation of metals deposited on solid supports and their use in organic synthesis. Tetrahedron 1998, 54, 10827-10836.
    • (1998) Tetrahedron , vol.54 , pp. 10827-10836
    • Makosza, M.1    Nieczypor, P.2    Grela, K.3
  • 20
    • 0031585107 scopus 로고    scopus 로고
    • The effect of different amine bases in the Swern oxidation of beta-amino alcohols
    • W. Chrisman, B. Singaram: The effect of different amine bases in the Swern oxidation of beta-amino alcohols. Tetrahedron Lett. 1997, 38, 2053-2056.
    • (1997) Tetrahedron Lett , vol.38 , pp. 2053-2056
    • Chrisman, W.1    Singaram, B.2
  • 22
    • 84984163914 scopus 로고
    • 2,2-Dichloroaldehydes from aldehydes and alcohols by chlorination in dimethylformamide
    • L. De Buyck, R. Verhé, N. De Kimpe, D. Courtheyn, N. Schamp: 2,2-Dichloroaldehydes from aldehydes and alcohols by chlorination in dimethylformamide. Bull Soc Chim Belg. 1980, 89, 441-458.
    • (1980) Bull Soc Chim Belg , vol.89 , pp. 441-458
    • De Buyck, L.1    Verhé, R.2    De Kimpe, N.3    Courtheyn, D.4    Schamp, N.5
  • 24
    • 3142661868 scopus 로고    scopus 로고
    • A simple and efficient route to chaetomellic anhydride A: A potent natural ras farnesyl-protein transferase inhibitor
    • L. De Buyck, R. Cagnoli, F. Ghelfi, G. Merighi, A. Mucci, U. M. Pagnoni: A simple and efficient route to chaetomellic anhydride A: A potent natural ras farnesyl-protein transferase inhibitor. Synthesis 2004, 10, 1680-1686.
    • (2004) Synthesis , vol.10 , pp. 1680-1686
    • De Buyck, L.1    Cagnoli, R.2    Ghelfi, F.3    Merighi, G.4    Mucci, A.5    Pagnoni, U.M.6
  • 25
    • 28844506796 scopus 로고    scopus 로고
    • A short approach to chaetomellic anhydride A from 2,2-dichloropalmitic acid: Elucidation of the mechanism governing the functional rearrangement of the chlorinated pyrrolidin-2-one intermediate
    • F. Bellesia, C. Danieli, L. De Buyck, R. Galeazzi, F. Ghelfi, A. Mucci, M. Orena, U. M. Pagnoni, A. F. Parsons, F. Roncaglia: A short approach to chaetomellic anhydride A from 2,2-dichloropalmitic acid: elucidation of the mechanism governing the functional rearrangement of the chlorinated pyrrolidin-2-one intermediate. Tetrahedron 2006, 62, 746-757.
    • (2006) Tetrahedron , vol.62 , pp. 746-757
    • Bellesia, F.1    Danieli, C.2    De Buyck, L.3    Galeazzi, R.4    Ghelfi, F.5    Mucci, A.6    Orena, M.7    Pagnoni, U.M.8    Parsons, A.F.9    Roncaglia, F.10


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.