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Synthesis of the Marine Bromotyrosine Psammaplin F and Crystal Structure of a Psammaplin A Analogue

Overview
Journal Molecules
Publisher MDPI
Specialty Biology
Date 2010 Dec 4
PMID 21127464
Citations 5
Authors
Qianjiao Yang
Dan Liu
Deyang Sun
Sen Yang
Guodong Hu
Zuti Wu
Linxiang Zhao
Affiliations
Soon will be listed here.
Abstract

Psammaplin F, an unsymmetrical disulfide bromotyrosine, was isolated from the sponge Pseudoceratina purpurea in 2003. We reported here the first total synthesis of psammaplin F in 12% overall yield by employing Cleland's reagent reduction as key step. The longest linear synthetic sequence starting from 3-bromo-4-hydroxybenzaldehyde and hydantoin was seven steps. In addition, a detailed X-ray crystal structure analysis of psammaplin A analogue 8b is given for the first time.

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