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Protection-Free Strategy for the Synthesis of Boro-Depsipeptides in Aqueous Media under Microwave-Assisted Conditions.

ABSTRACT: In this report, 19 boron-containing depsipeptides were synthesized via microwave-assisted Passerini three-component reaction (P-3CR) in an aqueous environment. The linker-free DAHMI fluorescent tagging approach was used on selected boron-containing compounds to study the relationship between their structures and their level of cellular uptake of HEK293 cells. The biological data retrieved from the DAHMI experiments indicated that while the structures of tested compounds may be highly similar, their bio-distribution profile could be vastly distinctive. The reported optimized one-pot synthetic strategy along the linker-free in vitro testing protocol could provide an efficient platform to accelerate the development of boron-containing drugs.

SUBMITTER: Qiu SB

PROVIDER: S-EPMC9000886 | biostudies-literature | 2022 Apr

REPOSITORIES: biostudies-literature

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Protection-Free Strategy for the Synthesis of Boro-Depsipeptides in Aqueous Media under Microwave-Assisted Conditions.

Qiu Shuo-Bei SB Liu Pei-Yao PY Wang Bo-Cheng BC Chen Pin-Rui PR Xiao Jing-Han JH Hsu Ting-Yu TY Pan Kuan-Lin KL Lai Zhi-Yin ZY Chen Yi-Wei YW Chen Ying-Chuan YC Chen Jen-Kun JK Pan Po-Shen PS

Molecules (Basel, Switzerland) 20220404 7

In this report, 19 boron-containing depsipeptides were synthesized via microwave-assisted Passerini three-component reaction (P-3CR) in an aqueous environment. The linker-free DAHMI fluorescent tagging approach was used on selected boron-containing compounds to study the relationship between their structures and their level of cellular uptake of HEK293 cells. The biological data retrieved from the DAHMI experiments indicated that while the structures of tested compounds may be highly similar, th ...[more]

PMID: 35408725

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