TY - JOUR
T1 - O-geranylchalcones
T2 - synthesis and metabolic inhibition against Leishmania mexicana and Trypanosoma cruzi
AU - Fabiola Chacon-Vargas, Karla
AU - Domínguez-Méndez, Velvett G.
AU - Nogueda-Torres, Benjamín
AU - Chávez-Flores, David
AU - Camacho-Dávila, Alejandro A.
AU - Sánchez-Torres, Luvia Enid
AU - Espinoza-Hicks, José C.
N1 - Publisher Copyright:
© 2019, Springer Science+Business Media, LLC, part of Springer Nature.
PY - 2020/1/1
Y1 - 2020/1/1
N2 - In this paper, twelve substituted O-geranylchalcones were synthesized and evaluated for their leishmanicidal and trypanocidal activity. All the synthesized compounds showed selective activity against L. mexicana strain in comparison to T. cruzi strain. O-geranyl chalcone 5j substituted with a meta-NO2 group in B ring, showed the highest selectivity (IS = 21.46). Cytotoxicity studies using murine macrophages J774.A1 showed that F and Cl substituents on the para position on the B ring, displayed the less toxicity as in compounds 5f and 5i. Calculated ADME properties indicated that the obtained chalcones presented a good skin permeability, making them adequate candidates for local treatment of cutaneous leishmaniasis.
AB - In this paper, twelve substituted O-geranylchalcones were synthesized and evaluated for their leishmanicidal and trypanocidal activity. All the synthesized compounds showed selective activity against L. mexicana strain in comparison to T. cruzi strain. O-geranyl chalcone 5j substituted with a meta-NO2 group in B ring, showed the highest selectivity (IS = 21.46). Cytotoxicity studies using murine macrophages J774.A1 showed that F and Cl substituents on the para position on the B ring, displayed the less toxicity as in compounds 5f and 5i. Calculated ADME properties indicated that the obtained chalcones presented a good skin permeability, making them adequate candidates for local treatment of cutaneous leishmaniasis.
KW - Chalcones
KW - Leishmaniasis
KW - Neglected Tropical Desease
KW - Tripanosomiasis
UR - http://www.scopus.com/inward/record.url?scp=85075196822&partnerID=8YFLogxK
U2 - 10.1007/s00044-019-02469-4
DO - 10.1007/s00044-019-02469-4
M3 - Artículo
SN - 1054-2523
VL - 29
SP - 156
EP - 165
JO - Medicinal Chemistry Research
JF - Medicinal Chemistry Research
IS - 1
ER -