Structural Modifications Reveal Dual Functions of the C-4 Carbonyl Group in the Fatty Acid Chain of Ipomoeassin F.

Arman Khosravi, Precious Nnamdi, Alexa May, Kelsey Slattery, Robert E Sammelson, Wei Q Shi

Abstract read

In one paragraph

Article in Molecules (Basel, Switzerland), 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.

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0citing papers in PubMed

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1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

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3 · Its place in the literature

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0 citing papers in PubMed.

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4 · The record

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5 · Who and what money

Authors and funding

6 authors.

Arman KhosraviDepartment of Chemistry, Ball State University, Muncie, IN 47306, USA.ORCID 0009-0000-6768-7132

Precious NnamdiDepartment of Chemistry, Ball State University, Muncie, IN 47306, USA.

Alexa MayChemistry Department, Michigan State University, East Lansing, MI 48824, USA.

Kelsey SlatteryDepartment of Chemistry, Ball State University, Muncie, IN 47306, USA.

Robert E SammelsonDepartment of Chemistry, Ball State University, Muncie, IN 47306, USA.

Wei Q ShiDepartment of Chemistry, Ball State University, Muncie, IN 47306, USA.ORCID 0000-0001-5453-1753

Funding

Medicinal Chemistry and Chemical Proteomics of Ipomoeassin Natural GlycoresinsR15GM116032 · NIGMS · UNIVERSITY OF ARKANSAS AT FAYETTEVILLE · PI SHI, WEI · 2015 to 2020

$767k

NIGMS NIH HHS R15 GM116032NIH HHS 2R15GM116032-02A1

6 · The paper itself

Abstract

Ipomoeassin F (Ipom-F) is a plant-derived macrocyclic resin glycoside that potently inhibits cancer cell growth through blockage of Sec61-mediated protein translocation at the endoplasmic reticulum. Recently, detailed structural information on how Ipom-F binds to Sec61α was obtained using Cryo-EM, which discovered that polar interactions between asparagine-300 (N300) in Sec61α and four oxygens in Ipom-F are crucial. One of the four oxygens is from the carbonyl group at C-4 of the fatty acid chain. In contrast, our previous structure-activity relationship (SAR) studies suggest that the carbonyl group is not essential. To resolve this discrepancy, we designed and synthesized two new open-chain analogues (

Indexed as

Fatty AcidsCell Line, TumorCell ProliferationHumansMolecular StructureSEC Translocation ChannelsStructure-Activity RelationshipFatty AcidsSEC Translocation Channelscytotoxicityipomoeassin Fresin glycosidesring-opened analoguesSec61 translocon

Identifiers

PMID39860269

DOI10.3390/molecules30020400

PMCPMC11767275

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