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Volumn 52, Issue 23, 2009, Pages 7376-7379

Synthesis of new linear guanidines and macrocyclic amidinourea derivatives endowed with high antifungal activity against Candida spp. and Aspergillus spp.

Author keywords

[No Author keywords available]

Indexed keywords

AMPHOTERICIN B; ANTIFUNGAL AGENT; FLUCONAZOLE; GUANIDINE DERIVATIVE; GUANIDINECARBOXAMIDE DERIVATIVE; ITRACONAZOLE; MACROCYCLIC COMPOUND; UNCLASSIFIED DRUG;

EID: 72249115121     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm900760k     Document Type: Article
Times cited : (57)

References (19)
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    • Synthesis of some diguanidino 1-methyl-2,5-diaryl-1H-pyrroles as antifungal agents
    • (b) Jana, G. H.; Jain, S.; Arora, S. K.; Sinha, N. Synthesis of some diguanidino 1-methyl-2,5-diaryl-1H-pyrroles as antifungal agents. Bioorg. Med. Chem. Lett. 2005, 15, 3592-3595.
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    • note
    • Guazatine produces severe local irritation, and single oral doses are of moderate toxicity, with an oral LD50 value in rats of 280 mg/kg body weight. In a number of short term studies in rats, the overall NOAEL of guazatine was 200 ppm, equivalent to 10 mg/kg bw per day. In a 1-year study in dogs, the NOAEL was 25 ppm, equal to 0.8 mg/kg bw per day. Several studies in rats concluded that guazatine is not genotoxic and carcinogenic, while in a study of developmental toxicity in rabbits there were no signs of fetotoxicity or teratogenicity. FAO Corporate Document Repository.
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    • Analysis of guazatine mixture by LC and LC-MSand antimycotic activity determination of principal components
    • Dreassi, E.; Zizzari, A. T.; D'Arezzo, S.; Visca, P.; Botta, M. Analysis of guazatine mixture by LC and LC-MSand antimycotic activity determination of principal components. J. Pharm. Biomed. Anal. 2007, 46, 1499-1506.
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    • Dreassi, E.1    Zizzari, A.T.2    D'Arezzo, S.3    Visca, P.4    Botta, M.5
  • 12
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    • Conversion of alcohols to protected guanidines using the Mitsunobu protocol
    • (a) Dodd, D. S.; Kozikowski, A. P. Conversion of alcohols to protected guanidines using the Mitsunobu protocol. Tetrahedron Lett. 1994, 35, 977-980.
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    • Macrocyclization of di-Boc-guanidino-alkylamines related to guazatine components: Discovery and synthesis of innovative macrocyclic amidinoureas
    • Castagnolo, D.; Raffi, F.; Giorgi, G.; Botta, M. Macrocyclization of di-Boc-guanidino-alkylamines related to guazatine components: discovery and synthesis of innovative macrocyclic amidinoureas. Eur. J. Org. Chem. 2009, 3, 334-337.
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    • Castagnolo, D.1    Raffi, F.2    Giorgi, G.3    Botta, M.4
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    • For further details, see Supporting Information
    • For further details, see Supporting Information.
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    • 2,6-Hexadecadiynoic acid and 2,6-nonadecadiynoic acid: Novel synthesized acetylenic fatty acids as potent antifungal agents
    • The low MIC50 value (0.8 μM) of fluconazole toward C. albicans ATCC 60193 was in disagreement with literature reports showing such a strain as fluconazole-resistant However, determination of the MIC80 value (>418 μM) allowed us to classify the strain as fluconazole-resistant, according to the literature
    • The low MIC50 value (0.8 μM) of fluconazole toward C. albicans ATCC 60193 was in disagreement with literature reports showing such a strain as fluconazole-resistant ( Carballeira, N. M.; Sanabria, D.;Cruz,C.;Parang,K.;Wan, B.;Franzblau, S. 2,6-Hexadecadiynoic acid and 2,6-nonadecadiynoic acid: novel synthesized acetylenic fatty acids as potent antifungal agents. Lipids 2006, 41, 507-511). However, determination of the MIC80 value (>418 μM) allowed us to classify the strain as fluconazole-resistant, according to the literature .
    • (2006) Lipids , vol.41 , pp. 507-511
    • Carballeira, N.M.1    Sanabria, D.2    Cruz, C.3    Parang, K.4    Wan, B.5    Franzblau, S.6
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    • note
    • Drug toxicity, particularly nephrotoxicity, is a significant problem, as amphotericin B also damages mammalian cell membranes.
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    • Topical therapy for fungal infections
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.