By
Asraa Hayder
Supervised
Dr. Ahmed Abdulrazaq Ahmed
Chalcone
 Chalcones are structural derivatives of α,β-unsaturated ketone (1,3-
diphenylprop-2-en-1-one).
 First discovered by the world Kastanck in 1899. They are ubiquitous in
natural products and belong to the family of Flavonoids.
 Chalcone is synthesized by Claisen-Schmidt
condensation, which involves the cross-aldol
condensation of aldehydes and ketones with a
base or acid catalyst followed by a dehydration
reaction.
The aim of the research:
 Synthesis of some chalcone derivatives.
 Characterization of prepared compounds by FTIR
and 1H, 13C-NMR.
 Study the biological activity (sunscreen) against
Uv-light.
Reactions
N
SH
N
acetone
K 2CO3
+ CH 3COCl
S
S
S
CH3
O
CHO
N
S
S
CH3
O
X
N
KOH
+
S
S
X
HC
CH
O
X
N
S
S
N2H 4.H2O
HC
CH
N
S
S
O
X
N
N
H
Z
X
N
S
S
HC
CH
O
NH 2CNH2
N
S
X
S
N
NH
Z
Devices
 Fourier_Transform infrared spectroscopy.
 Ultraviolet spectroscopy.
 WST assay.
 NMR spectroscopy.
Chalcone as sunscreen agent
 sunlight provides many benefits for human health; however, sunlight can
also generate negative effects.
 Several studies reported the adverse effects of ultraviolet (UV) irradiation
in sunlight exposure.
 The Scientific Committee on Emerging and Newly Identified Health
Risks (SCENIHR) found that UV irradiation is a physical factor that
initiates and promotes cancer disease. The protection of human skin
from direct exposure to UV irradiation shall be carefully considered.
 Sunscreen agents are critical products employed as photo-protectants
against harmful UV rays. Higher peoples’ awareness of the risk of
continuous exposure to the sun and its relation to cancer has increased
the demand for effective sunscreen agents.
 The most commonly used particulate sunscreens are titanium dioxide
(TiO2) and zinc oxide (ZnO); however, their photocorrosion property
makes their application is limited.
 It is reported that the chalcone derivatives absorb light in the UV
region. The UV spectrum of chalcones consists of two essential
absorption bands ( 230 and 300 nm) in which the intensity of band II
is much stronger than band I. chalcone derivatives can absorb the UV
light before reaching the human skin.
Refernces
 O. M. Abdel Hafez, Kh. M. Ahmed and E. E. Haggag, Synthesis of Some Potentially
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Bioactive Compounds From Visnaginone, Molecules, 2001, 6, 396-405.
R. N. Mistry and K. R. Desai, Studies on Synthesis of Some Novel Heterocyclic
Chalcone, Pyrazoline, Pyrimidine-2-one, Pyrimidine-2-Thione, Para-Acetanilide
Sulphonyl and Benzoyl Derivatives and Their Antimicrobial Activity, E-Journal of
Chemistry, 2005, 2, 1, 30-41.
Shahad Muhammad and Ahmed Ahmed, Synthesis of heterocyclic ring (1,2,4-triazole)
as polystyrene photo stabilizer, GSC Advanced Research and Reviews, 2021, 09(02), 051–
057.
Shahad Muhammad and Ahmed Ahmed, Synthesis, characterization and photostability
study of triazole derivatives, GSC Advanced Research and Reviews, 2021, 09(02), 066–
072.
Lucia Wiwid Wijayanti, Respati Tri Swasono, Wonkoo Lee and Jumina Jumina,
Synthesis and Evaluation of Chalcone Derivatives as Novel Sunscreen Agent, Molecules
2021, 26, 2698.