Chemistry

A concise and scalable chemoenzymatic synthesis of prostaglandins

Y. Yin, J. Wang, et al.

This innovative report reveals a streamlined chemoenzymatic method for synthesizing prostaglandins in just 5 to 7 steps. With a focus on high enantioselectivity and economical lipid chain incorporation, this research led by Yunpeng Yin, Jinxin Wang, and Jian Li promises to make prostaglandin-related drugs more accessible and affordable.

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Abstract

This report presents a concise chemoenzymatic synthesis method for several representative prostaglandins, achieved in 5 to 7 steps. A common intermediate, bromohydrin (a radical equivalent of Corey lactone), is chemoenzymatically synthesized in two steps, enabling a five-step synthesis of prostaglandin F<sub>2α</sub> on a 10-gram scale. The synthesis features high enantioselectivity and cost-effective incorporation of lipid chains via bromohydrin formation, nickel-catalyzed cross-couplings, and Wittig reactions. This efficient route has the potential to make prostaglandin-related drugs more affordable.

Publisher

Nature Communications

Published On

Mar 21, 2024

Authors

Yunpeng Yin, Jinxin Wang, Jian Li

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