Synthesis, Hydrolytic Behavior, and Anticancer Activity of a PAMAM–Janus Dendrimer Conjugates with Prednisone and Ibuprofen

Israel Barajas-Mendoza; Irving Osiel Castillo-Rodríguez; Isabel Hernández-Rioja; Elena Martínez-Klimova; Teresa Ramírez-Ápan; Marcos Martínez-García

doi:10.1002/slct.202404544

Synthesis, Hydrolytic Behavior, and Anticancer Activity of a PAMAM–Janus Dendrimer Conjugates with Prednisone and Ibuprofen

Israel Barajas-Mendoza
, Irving Osiel Castillo-Rodríguez
, Isabel Hernández-Rioja
, Elena Martínez-Klimova
, Teresa Ramírez-Ápan
, Marcos Martínez-García^*

^*Corresponding author for this work

Biochemistry and Cell Biology

Research output: Contribution to journal › Article › Scientific › peer-review

2 Citations (Scopus)

Abstract

Herein, we report the synthesis of an ibuprofen dendron with an alkyne focal group and prednisone dendron with an azide focal group, both with polyamidoamine (PAMAM) chains. The Janus dendrimer was obtained via a Cu(I)-catalyzed azide–alkyne cycloaddition (CuAAC) reaction. Dendrons and dendrimers are stable at acidic pH values but undergo hydrolysis at alkaline pH 7.4. The Janus dendrimer conjugate with ibuprofen–prednisone had a better time of action (t½) than did the other dendrons. The anticancer activity studies revealed the best activity against human chronic myelogenous leukemia (K-562) cells.

Original language	English
Article number	e202404544
Journal	ChemistrySelect
Volume	10
Issue number	9
DOIs	https://doi.org/10.1002/slct.202404544
Publication status	Published - 5 Mar 2025
MoE publication type	A1 Journal article-refereed

Funding

This research was funded by DGAPA, grant number IN205123. IBM, IOCR, IHR were supported by a doctoral fellowship from CONAHCyT. The authors would like to thank Huerta S. E., Peña González M. A., Rios Ruiz L. M., García Rios E., Orta‐Pérez Ma. E., Romo Pérez A., Quiroz García B., and Márquez Alonso M. del C. for their technical assistance.

Keywords

Anticancer activity
Hydrolytic behavior
Ibuprofen
Janus dendrimer
Polyamidoamine
Prednisone

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10.1002/slct.202404544

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title = "Synthesis, Hydrolytic Behavior, and Anticancer Activity of a PAMAM–Janus Dendrimer Conjugates with Prednisone and Ibuprofen",

abstract = "Herein, we report the synthesis of an ibuprofen dendron with an alkyne focal group and prednisone dendron with an azide focal group, both with polyamidoamine (PAMAM) chains. The Janus dendrimer was obtained via a Cu(I)-catalyzed azide–alkyne cycloaddition (CuAAC) reaction. Dendrons and dendrimers are stable at acidic pH values but undergo hydrolysis at alkaline pH 7.4. The Janus dendrimer conjugate with ibuprofen–prednisone had a better time of action (t½) than did the other dendrons. The anticancer activity studies revealed the best activity against human chronic myelogenous leukemia (K-562) cells.",

keywords = "Anticancer activity, Hydrolytic behavior, Ibuprofen, Janus dendrimer, Polyamidoamine, Prednisone",

author = "Israel Barajas-Mendoza and Castillo-Rodr{\'i}guez, \{Irving Osiel\} and Isabel Hern{\'a}ndez-Rioja and Elena Mart{\'i}nez-Klimova and Teresa Ram{\'i}rez-{\'A}pan and Marcos Mart{\'i}nez-Garc{\'i}a",

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T1 - Synthesis, Hydrolytic Behavior, and Anticancer Activity of a PAMAM–Janus Dendrimer Conjugates with Prednisone and Ibuprofen

AU - Barajas-Mendoza, Israel

AU - Castillo-Rodríguez, Irving Osiel

AU - Hernández-Rioja, Isabel

AU - Martínez-Klimova, Elena

AU - Ramírez-Ápan, Teresa

AU - Martínez-García, Marcos

PY - 2025/3/5

Y1 - 2025/3/5

N2 - Herein, we report the synthesis of an ibuprofen dendron with an alkyne focal group and prednisone dendron with an azide focal group, both with polyamidoamine (PAMAM) chains. The Janus dendrimer was obtained via a Cu(I)-catalyzed azide–alkyne cycloaddition (CuAAC) reaction. Dendrons and dendrimers are stable at acidic pH values but undergo hydrolysis at alkaline pH 7.4. The Janus dendrimer conjugate with ibuprofen–prednisone had a better time of action (t½) than did the other dendrons. The anticancer activity studies revealed the best activity against human chronic myelogenous leukemia (K-562) cells.

AB - Herein, we report the synthesis of an ibuprofen dendron with an alkyne focal group and prednisone dendron with an azide focal group, both with polyamidoamine (PAMAM) chains. The Janus dendrimer was obtained via a Cu(I)-catalyzed azide–alkyne cycloaddition (CuAAC) reaction. Dendrons and dendrimers are stable at acidic pH values but undergo hydrolysis at alkaline pH 7.4. The Janus dendrimer conjugate with ibuprofen–prednisone had a better time of action (t½) than did the other dendrons. The anticancer activity studies revealed the best activity against human chronic myelogenous leukemia (K-562) cells.

KW - Anticancer activity

KW - Hydrolytic behavior

KW - Ibuprofen

KW - Janus dendrimer

KW - Polyamidoamine

KW - Prednisone

UR - https://www.scopus.com/pages/publications/86000319340

U2 - 10.1002/slct.202404544

DO - 10.1002/slct.202404544

M3 - Article

AN - SCOPUS:86000319340

SN - 2365-6549

VL - 10

JO - ChemistrySelect

JF - ChemistrySelect

IS - 9

M1 - e202404544

ER -

Synthesis, Hydrolytic Behavior, and Anticancer Activity of a PAMAM–Janus Dendrimer Conjugates with Prednisone and Ibuprofen

Abstract

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Keywords

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