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Design and synthesis of a novel ZB716-d6 as a stable isotopically labeled internal standard.

ABSTRACT: ZB716 is a synthetic, steroidal, orally active anti-estrogen agent that is under clinical development for the treatment of estrogen receptor (ER)-positive metastatic breast cancer. The stable isotope-labeled ZB716 was required for use as an internal standard in LC-MS/MS assays. Therefore, a novel deuterated ZB716 (ZB716-d6) as an isotopically labeled internal standard was designed and synthesized through a newly developed route, which prepared ZB716-d6 in eight steps from the commercially available deuterium-labeled starting material [²H₆]pentafluoropentanol. This procedure is very practicable and gives the final compound in good yield (19% total yield) and high purity (D, >99%, chemical purity 98%). At present, ZB716-d6 has been successfully used as an internal standard in clinical bioanalysis.

SUBMITTER: Zheng S

PROVIDER: S-EPMC9681137 | biostudies-literature | 2022

REPOSITORIES: biostudies-literature

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Design and synthesis of a novel ZB716-d6 as a stable isotopically labeled internal standard.

Zheng Shilong S Liu Jiawang J Kang Borui B Wang Guangdi G

Synthetic communications 20220707 11-12

ZB716 is a synthetic, steroidal, orally active anti-estrogen agent that is under clinical development for the treatment of estrogen receptor (ER)-positive metastatic breast cancer. The stable isotope-labeled ZB716 was required for use as an internal standard in LC-MS/MS assays. Therefore, a novel deuterated ZB716 (ZB716-d6) as an isotopically labeled internal standard was designed and synthesized through a newly developed route, which prepared ZB716-d6 in eight steps from the commercially availa ...[more]

PMID: 36420104

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