Insights into the structure–activity relationship of the anticancer compound ZJ-101: A role played by the amide moiety

Haibo Qiu; Shan Qian; Sarah A. Head; Phillip R. Sanchez; Jun O. Liu; Zhendong Jin

doi:10.1016/j.bmcl.2024.129741

Insights into the structure–activity relationship of the anticancer compound ZJ-101: A role played by the amide moiety

Haibo Qiu, Shan Qian, Sarah A. Head, Phillip R. Sanchez, Jun O. Liu, Zhendong Jin

School of Medicine

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

Abstract

ZJ-101, a structurally simplified analog of marine natural product superstolide A, was previously designed and synthesized in our laboratory. In the present study four new analogs of ZJ-101 were designed and synthesized to investigate the structure–activity relationship of the acetamide moiety of the molecule. The biological evaluation showed that the amide moiety is important for the molecule's anticancer activity. Replacing the amide with other functional groups such as a sulfonamide group, a carbamate group, and a urea group resulted in the decrease in anticancer activity.

Original language	English (US)
Article number	129741
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	105
DOIs	https://doi.org/10.1016/j.bmcl.2024.129741
State	Published - Jun 1 2024

Keywords

Anticancer agent
SAR
Superstolide A
ZJ-101

ASJC Scopus subject areas

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

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10.1016/j.bmcl.2024.129741

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title = "Insights into the structure–activity relationship of the anticancer compound ZJ-101: A role played by the amide moiety",

abstract = "ZJ-101, a structurally simplified analog of marine natural product superstolide A, was previously designed and synthesized in our laboratory. In the present study four new analogs of ZJ-101 were designed and synthesized to investigate the structure–activity relationship of the acetamide moiety of the molecule. The biological evaluation showed that the amide moiety is important for the molecule's anticancer activity. Replacing the amide with other functional groups such as a sulfonamide group, a carbamate group, and a urea group resulted in the decrease in anticancer activity.",

keywords = "Anticancer agent, SAR, Superstolide A, ZJ-101",

author = "Haibo Qiu and Shan Qian and Head, {Sarah A.} and Sanchez, {Phillip R.} and Liu, {Jun O.} and Zhendong Jin",

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doi = "10.1016/j.bmcl.2024.129741",

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T2 - A role played by the amide moiety

AU - Qiu, Haibo

AU - Qian, Shan

AU - Head, Sarah A.

AU - Sanchez, Phillip R.

AU - Liu, Jun O.

AU - Jin, Zhendong

PY - 2024/6/1

Y1 - 2024/6/1

N2 - ZJ-101, a structurally simplified analog of marine natural product superstolide A, was previously designed and synthesized in our laboratory. In the present study four new analogs of ZJ-101 were designed and synthesized to investigate the structure–activity relationship of the acetamide moiety of the molecule. The biological evaluation showed that the amide moiety is important for the molecule's anticancer activity. Replacing the amide with other functional groups such as a sulfonamide group, a carbamate group, and a urea group resulted in the decrease in anticancer activity.

AB - ZJ-101, a structurally simplified analog of marine natural product superstolide A, was previously designed and synthesized in our laboratory. In the present study four new analogs of ZJ-101 were designed and synthesized to investigate the structure–activity relationship of the acetamide moiety of the molecule. The biological evaluation showed that the amide moiety is important for the molecule's anticancer activity. Replacing the amide with other functional groups such as a sulfonamide group, a carbamate group, and a urea group resulted in the decrease in anticancer activity.

KW - Anticancer agent

KW - SAR

KW - Superstolide A

KW - ZJ-101

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JO - Bioorganic and Medicinal Chemistry Letters

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Insights into the structure–activity relationship of the anticancer compound ZJ-101: A role played by the amide moiety

Abstract

Keywords

ASJC Scopus subject areas

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