Aplysinopsin analogs: Synthesis and anti-proliferative activity of substituted (Z)-5-(N-benzylindol-3-ylmethylene)imidazolidine-2,4-diones

Y. Thirupathi Reddy; P. Narsimha Reddy; Srinivas Koduru; Chendil Damodaran; Peter A. Crooks

doi:10.1016/j.bmc.2010.03.054

Aplysinopsin analogs: Synthesis and anti-proliferative activity of substituted (Z)-5-(N-benzylindol-3-ylmethylene)imidazolidine-2,4-diones

Y. Thirupathi Reddy, P. Narsimha Reddy, Srinivas Koduru, Chendil Damodaran, Peter A. Crooks

Research output: Contribution to journal › Article

15 Scopus citations

Abstract

A series of substituted (Z)-5-(N-benzylindol-3-ylmethylene)imidazolidine-2,4-dione (3) analogs structurally related to aplysinopsin, and that incorporate a variety of substituents in both the indole and N-benzyl moieties have been synthesized under microwave irradiation and conventional heating methods These analogs were evaluated for their anti-proliferative activity against MCF-7 and MDA-231 breast cancer cell lines, and A549 and H460 lung cancer cell lines. Two analogs, 3f and 3j had IC₅₀ values of 4.4 and 5.2 μM, respectively, compared to 5-fluorouracil (IC₅₀ = 15.2 μM) against MCF-7 cells.

Original language	English (US)
Pages (from-to)	3570-3574
Number of pages	5
Journal	Bioorganic and Medicinal Chemistry
Volume	18
Issue number	10
DOIs	https://doi.org/10.1016/j.bmc.2010.03.054
State	Published - May 15 2010

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All Science Journal Classification (ASJC) codes

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

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Thirupathi Reddy, Y., Narsimha Reddy, P., Koduru, S., Damodaran, C., & Crooks, P. A. (2010). Aplysinopsin analogs: Synthesis and anti-proliferative activity of substituted (Z)-5-(N-benzylindol-3-ylmethylene)imidazolidine-2,4-diones. Bioorganic and Medicinal Chemistry, 18(10), 3570-3574. https://doi.org/10.1016/j.bmc.2010.03.054

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abstract = "A series of substituted (Z)-5-(N-benzylindol-3-ylmethylene)imidazolidine-2,4-dione (3) analogs structurally related to aplysinopsin, and that incorporate a variety of substituents in both the indole and N-benzyl moieties have been synthesized under microwave irradiation and conventional heating methods These analogs were evaluated for their anti-proliferative activity against MCF-7 and MDA-231 breast cancer cell lines, and A549 and H460 lung cancer cell lines. Two analogs, 3f and 3j had IC50 values of 4.4 and 5.2 μM, respectively, compared to 5-fluorouracil (IC50 = 15.2 μM) against MCF-7 cells.",

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Aplysinopsin analogs : Synthesis and anti-proliferative activity of substituted (Z)-5-(N-benzylindol-3-ylmethylene)imidazolidine-2,4-diones. / Thirupathi Reddy, Y.; Narsimha Reddy, P.; Koduru, Srinivas; Damodaran, Chendil; Crooks, Peter A.

In: Bioorganic and Medicinal Chemistry, Vol. 18, No. 10, 15.05.2010, p. 3570-3574.

Research output: Contribution to journal › Article

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10.1016/j.bmc.2010.03.054