CD Skripsi
Sintesis Dan Uji Toksisitas Senyawa 5-(4-Fluorofenil)-3-(1-Hidroksinaftalen-2-Il)-1-Fenil-4,5-Dihidro-1h-Pirazol
Pyrazoline is a five ring heterocyclic compounds that cointains two nitrogen atoms
in a close position with one double bond in the ring which is known to have various
bioactivities such as an anti-oxidant, anti-cancer, anti-microbial, and anti-bacterial.
The pyrazoline derivative 5-(4-fluorophenyl)-3-(1-hydroxynaphthalene-2-yl)-1-
phenyl-4,5-dihydro-1H-pyrazole (PF-NH1-4F) was synthesized by the cyclization
reaction of chalcone 3-(4-fluorophenyl)-1-(1-hydroxynaphthalene-2-yl)-2-propen-
1-one and phenyl hydrazine with NaOH (in methanol) as catalyst using monowave
at 80°C for an hour. The chalcone was prepared by condensing 1-hydroxy-2-
acetylnaphtalene and 4-fluorobenzaldehyde with NaOH as catalyst using
microwave irradiation at 180 W for 17 minutes. The purity of the pyrazoline was
analyzed using TLC, melting point, and HPLC. The yield of the synthesis of
chalcone and pyrazoline compounds were 45% and 27,3% respectively. The
structure of the synthesized pyrazoline was comfirmed by UV, FTIR, NMR, and
HRMS spectroscopy analysis. The toxicity of pyrazoline was evaluated by Brine
Shrimp Lethality Test (BSLT) method. The result of the test showed that the
pyrazoline PF-NH1-4F is highly toxic with LC50 value was 11,1 μg/mL.
Modification of the structure of pyrazoline by adding a hydroxy group on the
naphthalene core and a fluoro on the phenyl core as a substituent on the pyrazoline
ring can increase the biological and physical effects as well as the stability of the
compound so that it has various biological activities.
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