PMID- 24129274
OWN - NLM
STAT- MEDLINE
DCOM- 20140422
LR  - 20211021
IS  - 1420-3049 (Electronic)
IS  - 1420-3049 (Linking)
VI  - 18
IP  - 10
DP  - 2013 Oct 14
TI  - Structural studies and investigation on the activity of imidazole-derived 
      thiosemicarbazones and hydrazones against crop-related fungi.
PG  - 12645-62
LID - 10.3390/molecules181012645 [doi]
AB  - New imidazole derived thiosemicarbazones and hydrazones were prepared by 
      condensation of 4(5)-imidazole carboxaldehyde, 4-(1H-imidazole-1-yl)benzaldehyde 
      and 4-(1H-imidazole-1-yl)acetophenone with a thiosemicarbazide or hydrazide. All 
      compounds were characterized by quantitative elemental analysis, IR and NMR 
      techniques. Eight structures were determined by single crystal X-ray diffraction. 
      The antifungal activities of the compounds were evaluated. None of the compounds 
      exhibited significant activity against Aspergillus flavus and Candida albicans, 
      while 4(5)-imidazolecarboxaldehyde thiosemicarbazone (ImT) and 
      4-(1H-imidazole-1-yl)benzaldehyde thiosemicabazone (4ImBzT) were highly and 
      selectively active against Cladosporium cladosporioides. 
      4(5)-Imidazolecarboxaldehyde benzoyl hydrazone (4(5)ImPh), 
      4(5)-imidazolecarboxaldehyde-para-chlorobenzoyl hydrazone (4(5)ImpClPh), 
      4(5)-imidazolecarboxaldehyde-para-nitrobenzoyl hydrazone (4(5)ImpNO2Ph), 
      4-(imidazole-1-yl)acetophenone-para-chloro-benzoyl hydrazone (4ImAcpClPh) and 
      4-(imidazole-1-yl)acetophenone-para-nitro-benzoylhydrazone (4ImAcpNO2Ph) were 
      highly active against Candida glabrata. 4(5)ImpClPh and 4(5)ImpNO2Ph were very 
      effective against C. cladosporioides. In many cases, activity was superior to 
      that of the reference compound nystatin.
FAU - Reis, Debora C
AU  - Reis DC
AD  - Departamento de Quimica, Universidade Federal de Minas Gerais, Belo Horizonte 
      31270-901, MG, Brazil. hberaldo@ufmg.br.
FAU - Despaigne, Angel A Recio
AU  - Despaigne AA
FAU - Da Silva, Jeferson G
AU  - Da Silva JG
FAU - Silva, Nayane F
AU  - Silva NF
FAU - Vilela, Camila F
AU  - Vilela CF
FAU - Mendes, Isolda C
AU  - Mendes IC
FAU - Takahashi, Jacqueline A
AU  - Takahashi JA
FAU - Beraldo, Heloisa
AU  - Beraldo H
LA  - eng
PT  - Journal Article
PT  - Research Support, Non-U.S. Gov't
DEP - 20131014
PL  - Switzerland
TA  - Molecules
JT  - Molecules (Basel, Switzerland)
JID - 100964009
RN  - 0 (Antifungal Agents)
RN  - 0 (Hydrazones)
RN  - 0 (Imidazoles)
RN  - 0 (Thiosemicarbazones)
RN  - 1400-61-9 (Nystatin)
SB  - IM
MH  - Antifungal Agents/chemistry/*pharmacology
MH  - Aspergillus flavus/drug effects
MH  - Candida albicans/drug effects
MH  - Cladosporium/drug effects
MH  - Crops, Agricultural
MH  - Hydrazones/chemistry/*pharmacology
MH  - Hydrogen Bonding
MH  - Imidazoles/*chemistry
MH  - Microbial Sensitivity Tests
MH  - Models, Molecular
MH  - Molecular Conformation
MH  - Nystatin/pharmacology
MH  - Plant Diseases/microbiology
MH  - Thiosemicarbazones/chemistry/*pharmacology
MH  - X-Ray Diffraction
PMC - PMC6270485
EDAT- 2013/10/17 06:00
MHDA- 2014/04/23 06:00
PMCR- 2013/10/14
CRDT- 2013/10/17 06:00
PHST- 2013/08/14 00:00 [received]
PHST- 2013/09/25 00:00 [revised]
PHST- 2013/09/26 00:00 [accepted]
PHST- 2013/10/17 06:00 [entrez]
PHST- 2013/10/17 06:00 [pubmed]
PHST- 2014/04/23 06:00 [medline]
PHST- 2013/10/14 00:00 [pmc-release]
AID - molecules181012645 [pii]
AID - molecules-18-12645 [pii]
AID - 10.3390/molecules181012645 [doi]
PST - epublish
SO  - Molecules. 2013 Oct 14;18(10):12645-62. doi: 10.3390/molecules181012645.