Hybrid pharmacophore design and synthesis of naphthalimide-benzimidazole conjugates as potential anticancer agents

Ahmed Kamal; Pogula Praveen Kumar; Mohammed Naseer Ahmed Khan; Bobburi Naga Sheshadri; Olepu Srinivas

doi:10.2174/1570180811666140915221955

Hybrid pharmacophore design and synthesis of naphthalimide-benzimidazole conjugates as potential anticancer agents

Ahmed Kamal, Pogula Praveen Kumar, Mohammed Naseer Ahmed Khan, Bobburi Naga Sheshadri, Olepu Srinivas

Center for Drug Design

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

3 Scopus citations

Abstract

Naphthalimide-benzimidazole conjugates were prepared using two different types of spacer units; either a simple alkane chain or a substituted piperazine moiety with variable alkyl side chains. Each set of conjugates was evaluated for their in vitro anticancer activity, and compounds 14a, 14b and 20c were found to exhibit significant activity against a number of cancer cell lines. In particular, compound 14a showed remarkable anticancer activity with GI₅₀ values of 0.02 μM and 0.49 μM against central nervous system (SNB-75) and leukemia (K-562) cell lines, respectively. Compound 14b showed noticeable activity against melanoma (MAME-3M) cell line with GI₅₀ value 0.09 μM. Compound 20c also displayed selectivity against leukemia cell lines with GI₅₀ values up to 0.21 μM as well as appreciable broad-spectrum cytotoxicity.

Original language	English (US)
Pages (from-to)	374-384
Number of pages	11
Journal	Letters in Drug Design and Discovery
Volume	12
Issue number	5
DOIs	https://doi.org/10.2174/1570180811666140915221955
State	Published - 2015

Bibliographical note

Publisher Copyright:
©2015 Bentham Science Publishers.

Keywords

Benzimidazole
Conjugates
Cytotoxicity
Naphthalimide
Piperazine

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This output contributes to the following UN Sustainable Development Goals (SDGs)

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title = "Hybrid pharmacophore design and synthesis of naphthalimide-benzimidazole conjugates as potential anticancer agents",

abstract = "Naphthalimide-benzimidazole conjugates were prepared using two different types of spacer units; either a simple alkane chain or a substituted piperazine moiety with variable alkyl side chains. Each set of conjugates was evaluated for their in vitro anticancer activity, and compounds 14a, 14b and 20c were found to exhibit significant activity against a number of cancer cell lines. In particular, compound 14a showed remarkable anticancer activity with GI50 values of 0.02 μM and 0.49 μM against central nervous system (SNB-75) and leukemia (K-562) cell lines, respectively. Compound 14b showed noticeable activity against melanoma (MAME-3M) cell line with GI50 value 0.09 μM. Compound 20c also displayed selectivity against leukemia cell lines with GI50 values up to 0.21 μM as well as appreciable broad-spectrum cytotoxicity.",

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AU - Kamal, Ahmed

AU - Kumar, Pogula Praveen

AU - Khan, Mohammed Naseer Ahmed

AU - Sheshadri, Bobburi Naga

AU - Srinivas, Olepu

PY - 2015

Y1 - 2015

N2 - Naphthalimide-benzimidazole conjugates were prepared using two different types of spacer units; either a simple alkane chain or a substituted piperazine moiety with variable alkyl side chains. Each set of conjugates was evaluated for their in vitro anticancer activity, and compounds 14a, 14b and 20c were found to exhibit significant activity against a number of cancer cell lines. In particular, compound 14a showed remarkable anticancer activity with GI50 values of 0.02 μM and 0.49 μM against central nervous system (SNB-75) and leukemia (K-562) cell lines, respectively. Compound 14b showed noticeable activity against melanoma (MAME-3M) cell line with GI50 value 0.09 μM. Compound 20c also displayed selectivity against leukemia cell lines with GI50 values up to 0.21 μM as well as appreciable broad-spectrum cytotoxicity.

AB - Naphthalimide-benzimidazole conjugates were prepared using two different types of spacer units; either a simple alkane chain or a substituted piperazine moiety with variable alkyl side chains. Each set of conjugates was evaluated for their in vitro anticancer activity, and compounds 14a, 14b and 20c were found to exhibit significant activity against a number of cancer cell lines. In particular, compound 14a showed remarkable anticancer activity with GI50 values of 0.02 μM and 0.49 μM against central nervous system (SNB-75) and leukemia (K-562) cell lines, respectively. Compound 14b showed noticeable activity against melanoma (MAME-3M) cell line with GI50 value 0.09 μM. Compound 20c also displayed selectivity against leukemia cell lines with GI50 values up to 0.21 μM as well as appreciable broad-spectrum cytotoxicity.

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KW - Conjugates

KW - Cytotoxicity

KW - Naphthalimide

KW - Piperazine

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Hybrid pharmacophore design and synthesis of naphthalimide-benzimidazole conjugates as potential anticancer agents

Abstract

Bibliographical note

Keywords

UN SDGs

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