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Identification of an Alepterolic Acid Derivative as a Potent Anti-Breast-Cancer Agent via Inhibition of the Akt/p70 S6K Signaling Pathway.
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- Author(s): Wang N;Wang N; Zhang L; Zhang L; Yu J; Yu J; Chang K; Chang K; Fan M; Fan M; Liu Z; Liu Z; Ma L; Ma L; Cao J; Cao J; Huang G; Huang G; Huang G
- Source:
Chemistry & biodiversity [Chem Biodivers] 2024 Jun; Vol. 21 (6), pp. e202301248. Date of Electronic Publication: 2023 Oct 10.- Publication Type:
Journal Article- Language:
English - Source:
- Additional Information
- Source: Publisher: Verlag Helvetica Chimica Acta Country of Publication: Switzerland NLM ID: 101197449 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1612-1880 (Electronic) Linking ISSN: 16121872 NLM ISO Abbreviation: Chem Biodivers Subsets: MEDLINE
- Publication Information: Original Publication: Zürich, Switzerland : Hoboken, NJ : Verlag Helvetica Chimica Acta ; Distributed in the USA by Wiley, c2004-
- Subject Terms: Signal Transduction*/drug effects ; Proto-Oncogene Proteins c-akt*/metabolism ; Proto-Oncogene Proteins c-akt*/antagonists & inhibitors ; Cell Proliferation*/drug effects ; Antineoplastic Agents*/pharmacology ; Antineoplastic Agents*/chemistry ; Antineoplastic Agents*/chemical synthesis ; Apoptosis*/drug effects ; Diterpenes*/pharmacology ; Diterpenes*/chemistry ; Diterpenes*/chemical synthesis ; Drug Screening Assays, Antitumor* ; Ribosomal Protein S6 Kinases, 70-kDa*/metabolism ; Ribosomal Protein S6 Kinases, 70-kDa*/antagonists & inhibitors ; Breast Neoplasms*/drug therapy ; Breast Neoplasms*/pathology ; Breast Neoplasms*/metabolism; Humans ; Structure-Activity Relationship ; Cell Survival/drug effects ; Molecular Structure ; Dose-Response Relationship, Drug ; Female ; MCF-7 Cells ; Cell Movement/drug effects ; Pentetic Acid/analogs & derivatives ; Naphthalenes
- Abstract: Alepterolic acid is a diterpene occurring in the fern Aleuritopteris argentea with potential biological activity that warrants further structural modification. In the present work, sixteen alepterolic acid derivatives were synthesized and evaluated for their anticancer activities. Among them, N-[m-(trifluoromethoxy)phenyl] alepterolamide displayed comparable activity (IC
50 =4.20±0.21 μM) in MCF-7 cells. Moreover, mechanistic investigations indicated this compound was significantly capable of diminishing cell proliferation and viability of MCF-7 cells. After treatment with N-[m-(trifluoromethoxy)phenyl] alepterolamide, a significant increase in cleaved caspase-9, cleaved caspase-3, cleaved poly (ADP-ribose) polymerase (PARP) and Bax/Bcl2 ratio were observed in MCF-7 cells, leading to caspase-dependent apoptotic pathways. Further studies showed this compound promoted cellular apoptosis and inhibited migration in MCF-7 cells via modulation of the Akt/p70 S6K signaling pathway. All these results revealed the potential of N-[m-(trifluoromethoxy)phenyl] alepterolamide as an appealing therapeutic drug candidate for breast cancer.
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- Contributed Indexing: Keywords: Akt kinase; alepterolic acid; anticancer; diterpene; structural modification
- Accession Number: EC 2.7.11.1 (Proto-Oncogene Proteins c-akt)
0 (Antineoplastic Agents)
0 (Diterpenes)
EC 2.7.11.1 (Ribosomal Protein S6 Kinases, 70-kDa)
0 (alepterolic acid)
7A314HQM0I (Pentetic Acid)
0 (Naphthalenes) - Publication Date: Date Created: 20230922 Date Completed: 20240618 Latest Revision: 20240618
- Publication Date: 20240619
- Accession Number: 10.1002/cbdv.202301248
- Accession Number: 37739929
- Source:
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