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Synthesis and evaluation of some new aza-B-homocholestane derivatives as anticancer agents.

ABSTRACT: Using analogues of some marine steroidal oximes as precursors, a series of aza-B-homocholestane derivatives possessing different substituted groups at the 3-position of the steroidal nucleus were synthesized. Their biological activity against cancer cell proliferation was determined with multiple cancer cell lines. Aza-B-homocholestane derivatives possessing 3-hydroxyl, 3-hydroximino and 3-thiosemicarbazone groups displayed remarkable cytotoxicity to cancer cells via apoptosis inducing mechanism. Compounds 5, 10, 12, 15 and 18 exhibited better potency to inhibit cancer cell proliferation. In addition, compound 15 was further evaluated with three dimensional (3D) multicellular spheroids assay to determine its potency against spheroid growth. The structure-activity relationship (SAR) generated in the studies is valuable for the design of novel chemotherapeutic agents.

SUBMITTER: Huang Y

PROVIDER: S-EPMC4012452 | biostudies-literature | 2014 Mar

REPOSITORIES: biostudies-literature

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Synthesis and evaluation of some new aza-B-homocholestane derivatives as anticancer agents.

Huang Yanmin Y Cui Jianguo J Chen Sijing S Lin Qifu Q Song Huacan H Gan Chunfang C Su Bin B Zhou Aimin A

Marine drugs 20140325 4

Using analogues of some marine steroidal oximes as precursors, a series of aza-B-homocholestane derivatives possessing different substituted groups at the 3-position of the steroidal nucleus were synthesized. Their biological activity against cancer cell proliferation was determined with multiple cancer cell lines. Aza-B-homocholestane derivatives possessing 3-hydroxyl, 3-hydroximino and 3-thiosemicarbazone groups displayed remarkable cytotoxicity to cancer cells via apoptosis inducing mechanism ...[more]

PMID: 24670533

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