Synthesis of New Linear Guanidines and Macrocyclic Amidinourea Derivatives Endowed with High Antifungal Activity against Candida spp. and Aspergillus spp.

被引：55

作者：

Manetti, Fabrizio ^{[1
]}

Castagnolo, Daniele ^{[1
]}

Raffi, Francesco ^{[1
]}

Zizzari, Alessandra T. ^{[1
]}

Rajamaki, Suvi ^{[1
]}

D'Arezzo, Silvia ^{[2
]}

Visca, Paolo ^{[2
,3
]}

Cona, Alessandra ^{[3
]}

Fracasso, Maria Enrica ^{[4
]}

Doria, Denise ^{[4
]}

Posteraro, Brunella ^{[5
]}

Sanguinetti, Maurizio ^{[5
]}

Fadda, Giovanni ^{[5
]}

Botta, Maurizio ^{[1
]}

机构：

[1] Univ Siena, Dipartimento Farmaco Chim Tecnol, I-53100 Siena, Italy

[2] Natl Inst Infect Dis Lazzaro Spallanzani IRCCS, Rome, Italy

[3] Univ Roma Tre, Dept Biol, I-00146 Rome, Italy

[4] Univ Verona, Dept Med & Publ Hlth, Pharmacol Sect, I-37100 Verona, Italy

[5] Univ Cattolica Sacro Cuore, Ist Microbiol, I-00168 Rome, Italy

来源：

JOURNAL OF MEDICINAL CHEMISTRY | 2009年 / 52卷 / 23期

关键词：

CONVERSION; THERAPY;

D O I：

10.1021/jm900760k

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

New linear and Cyclic guanidines were synthesized and tested in vitro for their antifungal activity toward clinically relevant strains of Candida species, in comparison to fluconazole. Macrocyclic Compounds showed a minimum inhibitory concentration ill the micromolar range and a biological activity profile ill some cases better than that of fluconazole. One macrocyclic derivative was also tested against Aspergillus species and showed high antifungal activity comparable to that of amphotericin B and itraconazole.

引用

页码：7376 / 7379

页数：4

共 16 条

[1] Developments in the treatment of candidiasis: more choices and new challenges
Aperis, George
Myriounis, Nikolaos
Spanakis, Elias K.
Mylonakis, Eleftherios
[J]. EXPERT OPINION ON INVESTIGATIONAL DRUGS, 2006, 15 (11) : 1319 - 1336
[2] Antimicrobial and toxicological profile of the new biocide Akacid plus®
Buxbaum, Astrid
Kratzer, Christina
Graninger, Wolfgang
Georgopoulos, Apostolos
[J]. JOURNAL OF ANTIMICROBIAL CHEMOTHERAPY, 2006, 58 (01) : 193 - 197
[3] 2,6-Hexadecadiynoic acid and 2,6-nonadecadiynoic acid: Novel synthesized acetylenic fatty acids as potent antifungal agents
Carballeira, Nestor M.
Sanabria, David
Cruz, Clarisa
Parang, Keykavous
Wan, Baojie
Franzblau, Scott
[J]. LIPIDS, 2006, 41 (05) : 507 - 511
[4] Macrocyclization of Di-Boc-guanidino-alkylamines Related to Guazatine Components: Discovery and Synthesis of Innovative Macrocyclic Amidinoureas
Castagnolo, Daniele
Raffi, Francesco
Giorgi, Gianluca
Botta, Maurizio
[J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2009, 2009 (03) : 334 - 337
[5] The rationale of combination antifungal therapy in severely immunocompromised patients: empiricism versus evidence-based medicine
Chamilos, Georgios
Kontoyiannis, Dimitrios P.
[J]. CURRENT OPINION IN INFECTIOUS DISEASES, 2006, 19 (04) : 380 - 385
[6] Molecular basis for the binding of competitive inhibitors of maize polyamine oxidase
Cona, A
Manetti, F
Leone, R
Corelli, F
Tavladoraki, P
Polticelli, F
Botta, M
[J]. BIOCHEMISTRY, 2004, 43 (12) : 3426 - 3435
[7] Synthesis and preliminary pharmacological evaluation of analogues of caracasanamide, a hypotensive natural product
Corelli, F
Dei, D
DelleMonache, G
Botta, B
DeLuca, C
Carmignani, M
Volpe, AR
Botta, M
[J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1996, 6 (06) : 653 - 658
[8] NOVEL HYPOTENSIVE AGENTS FROM VERBESINA-CARACASANA .2. SYNTHESIS AND PHARMACOLOGY OF CARACASANAMIDE
DELLEMONACHE, G
BOTTA, B
DELLEMONACHE, F
ESPINAL, R
DEBONNEVAUX, SC
DELUCA, C
BOTTA, M
CORELLI, F
CARMIGNANI, M
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1993, 36 (20) : 2956 - 2963
[9] CONVERSION OF ALCOHOLS TO PROTECTED GUANIDINES USING THE MITSUNOBU PROTOCOL
DODD, DS
KOZIKOWSKI, AP
[J]. TETRAHEDRON LETTERS, 1994, 35 (07) : 977 - 980
[10] Analysis of guazatine mixture by LC and LC-MS and antimycotic activity determination of principal components
Dreassi, Elena
Zizzari, Alessandra Tania
D'Arezzo, Silvia
Visca, Paolo
Botta, Maurizio
[J]. JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS, 2007, 43 (04) : 1499 - 1506

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