ArticleBioorganic & medicinal chemistry letters2016
Fluorinated betulinic acid derivatives and evaluation of their anti-HIV activity.
Article in Bioorganic & medicinal chemistry letters, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.
What it found
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The trial behind it
Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
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Who cites it
10 citing papers in PubMed.
- Fluorinated terpenoids and their fluorine-containing derivatives.RSC advances · 2026Review
- Multi-omics reveals the regulatory effects of Chinese herbal medicine substrates on secondary metabolite biosynthesis inFrontiers in microbiology · 2025Article
- Construction, structural modification, and bioactivity evaluation of pentacyclic triterpenoid privileged scaffolds in active natural products.RSC advances · 2024Review
- New triazole-substituted triterpene derivatives exhibiting anti-RSV activity: synthesis, biological evaluation, and molecular modeling.Beilstein journal of organic chemistry · 2022Article
- Stimulatory Effects of Oleci Acid and Fungal Elicitor on Betulinic Acid Production by Submerged Cultivation of Medicinal MushroomJournal of fungi (Basel, Switzerland) · 2021Article
- Recent advances in natural anti-HIV triterpenoids and analogs.Medicinal research reviews · 2020Review
- Plant triterpenoid saponins: biosynthesis, in vitro production, and pharmacological relevance.Protoplasma · 2019Review
- Biological Activity and In Silico Study of 3-Modified Derivatives of Betulin and Betulinic Aldehyde.International journal of molecular sciences · 2019Article
- Structure and Anti-HIV Activity of Betulinic Acid Analogues.Current medical science · 2018Review
- Pentacyclic Triterpene Bioavailability: An Overview of In Vitro and In Vivo Studies.Molecules (Basel, Switzerland) · 2017Review
Corrections and comments
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Authors and funding
7 authors.
Funding
Abstract
Several fluorinated derivatives of the anti-HIV maturation agent bevirimat (1) were synthesized and evaluated for anti-HIV replication activity. The modified positions were the C-2, C-3, C-28, and C-30 positions, either directly on the betulinic acid (2) skeleton or in the attached side chains. Compound 18, which has a trifluoromethyl group added to C-30 of its isopropenyl group, exhibited similar potency to 1 against HIV-1NL4-3. In total, our current studies support our prior conclusion that C-30 allylic modification is unlikely to be a pharmacophore for anti-HIV activity, but could be a meaningful route to manipulate other properties of 2-related compounds.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.