Lopchuk Lab

Synthetic organic chemistry research @ Moffitt Cancer Center and USF.

[Lopchuk Lab @LopchukLab]

Today in Science Magazine, we report the late-stage functionalization of complex pharmaceutical scaffolds with bicyclobutane (BCB) strain-release warheads that enables a tunable approach to covalent inhibition.

https://t.co/LuPfy1KdaI

[Lopchuk Lab @LopchukLab]

If you missed Wen Che's earlier scalable, divergent synthesis of complex withanolides in Sci. Adv., you can find that here: https://t.co/U7OzluYKlH

[Lopchuk Lab @LopchukLab]

Today in Synthesis, we report one of our alternative approaches to the oxidized A/B ring system of withaferin A-type withanolide natural products. The required stereochemistry is relayed from commercially-available stigmasterol via a sequence that includes...

[Lopchuk Lab @LopchukLab]

a Wharton transposition and directed epoxidation. This article will appear as part of the Special Topic "Bioactive Small Molecules". Congratulations to Wen Che and Zachary Shultz! @thiemechemistry https://t.co/ZaRfba1HDr

[Chemistry World @ChemistryWorld]

‘We spent a long time trying to develop sulfur(VI) versions of the transfer reagents but could never engineer a system with the balance of stability & reactivity that was needed to enable the late-functionalisation process,’ says researcher Justin Lopchuk

https://t.co/d8kHFMwd7b

[Moffitt Cancer Center @MoffittNews]

https://t.co/zgXF6DPuL4

[Lopchuk Lab @LopchukLab]

Ernst Schonbrunn, Luxin Sun, and the Chemical Biology Core for protein crystallography, John Koomen and the Proteomics and Metabolomics Core for proteomics support, and Lukasz Wojtas at USF for small molecule crystallography.

[Lopchuk Lab @LopchukLab]

Today in Science Magazine, we report the late-stage functionalization of complex pharmaceutical scaffolds with bicyclobutane (BCB) strain-release warheads that enables a tunable approach to covalent inhibition.

https://t.co/LuPfy1KdaI

[Lopchuk Lab @LopchukLab]

This manuscript is the culmination of several years of hard work and we are immensely grateful to our collaborators: Derek Duckett and Ansar Lee-Sam for the biochemical and in vivo work, Andrii Monastyrskyi and the Cancer PK/PD Core for ADME and PK studies.

[Dr. Patrick Hwu @PatrickHwuMD]

Enjoyed spending time with @MoffittNews Drug Discovery team during our latest listening tour.

It’s exciting to hear about the work underway to identify new cancer targets, develop promising small molecule therapies and move discoveries from the lab toward the clinic.

@StuartMaudsley @monastyrskyi @LopchukLab @karenluMD #CancerResearch #CancerTherapeutics #TranslationalResearch

[Organic Syntheses @OrgSynth]

Preparation of Enantiopure Bifunctional S(VI) Transfer Reagent (t-BuSF)
Submitting Authors: Zachary Shultz, Eve Hall, Prakash Warghude, Yun-Pu Chang, Justin M. Lopchuk
Checking Authors: Taylor A. Stephens and Tehshik P. Yoon

[Lopchuk Lab @LopchukLab]

https://t.co/fYDoCiLniN
https://t.co/BAJ5KRhg4E

Congratulations to Zachary Shultz, Eve Hall, Prakash Warghude, and Yun-Pu Chang. We are grateful to Taylor Stephens and Tehshik Yoon for their careful checking of our procedure.

[Lopchuk Lab @LopchukLab]

Today in Organic Syntheses, we report the synthesis of t-BuSF, our enantiopure bifunctional S(VI) transfer reagent.

https://t.co/sL0t7DlXqU

It is used for the stereospecific preparation of sulfoximines, sulfonimidoyl fluorides, and sulfonimidamides.

[Lopchuk Lab @LopchukLab]

The utility was further extended via an amine exchange process for the generation of highly complex S(VI) species. More work with this reagent is one the way, which will allow access to an ever increasing amount of sulfur chemical space.

[Lopchuk Lab @LopchukLab]

Updates from the ChemRxiv version include a target-oriented synthesis of an oxadiazole fragment of an SK2 inhibitor.

Congratulations to Daria and Vishala!

https://t.co/QlY3402Dq2

[Lopchuk Lab @LopchukLab]

Today in Org. Lett., we report the final version of our C-H amination of unactivated alkanes and aldehydes with diazirines via photocatalysis.

[Lopchuk Lab @LopchukLab]

This method provides our first approach to acyl diaziridines, which we demonstrate as flexible intermediates readily converted to amides, hydrazides, acyl hydrazones and heterocycles.