Effects of nemorosone, isolated from the plant Clusia rosea, on the cell cycle and gene expression in MCF-7 BUS breast cancer cell lines

Camargo, Margarete; Oliveira, Marcelo Tempesta de; Santoni, Mariana Marchi; Resende, Flávia Aparecida; Oliveira-Höhne, Ana Paula; Espanha, Lívia Greghi; Nogueira, Celia; Cuesta‐Rubio, Osmany; Vilegas, Wagner; Varanda, Eliana Aparecida

doi:10.1016/j.phymed.2014.11.007

Cited by 12 publications

(6 citation statements)

References 25 publications

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“…Various cytotoxic agents and DNA damaging inducers are capable of arresting cell cycle at the G0/G1, S or G2/M phase, consequently resulting in apoptosis induction in cancer [5,6,7]. Cell cycle is orchestrated by concerted actions of cyclin/cyclin-dependent kinase (CDK) in association with cyclin proteins.…”

Section: Introductionmentioning

confidence: 99%

Deoxyelephantopin from Elephantopus scaber Inhibits HCT116 Human Colorectal Carcinoma Cell Growth through Apoptosis and Cell Cycle Arrest

Chan

Awang

et al. 2016

Molecules

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Deoxyelephantopin (DET), one of the major sesquiterpene lactones derived from Elephantopus scaber was reported to possess numerous pharmacological functions. This study aimed to assess the apoptosis inducing effects and cell cycle arrest by DET followed by elucidation of the mechanisms underlying cell death in HCT116 cells. The anticancer activity of DET was evaluated by a MTT assay. Morphological and biochemical changes were detected by Hoescht 33342/PI and Annexin V/PI staining. The results revealed that DET and isodeoxyelephantopin (isoDET) could be isolated from the ethyl acetate fraction of E. scaber leaves via a bioassay-guided approach. DET induced significant dose-and time-dependent growth inhibition of HCT116 cells. Characteristics of apoptosis including nuclear morphological changes and externalization of phosphatidylserine were observed. DET also significantly resulted in the activation of caspase-3 and PARP cleavage. Additionally, DET induced cell cycle arrest at the S phase along with dose-dependent upregulation of p21 and phosphorylated p53 protein expression. DET dose-dependently downregulated cyclin D1, A2, B1, E2, CDK4 and CDK2 protein expression. In conclusion, our data showed that DET induced apoptosis and cell cycle arrest in HCT116 colorectal carcinoma, suggesting that DET has potential as an anticancer agent for colorectal carcinoma.

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Section: Introductionmentioning

confidence: 99%

Deoxyelephantopin from Elephantopus scaber Inhibits HCT116 Human Colorectal Carcinoma Cell Growth through Apoptosis and Cell Cycle Arrest

Chan

Awang

et al. 2016

Molecules

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“…Low concentrations (0.03–1.0 μM) of nemorosone inhibited the cell viability of estrogen receptor positive (ERα+) MCF-7 human breast cancer cells . Further mechanistic study has shown that it induced discrete cell cycle arrest in the G1 phase and significant depletion in the G2 phase and altered the expression of genes linked to the cell cycle, apoptosis, and hormone receptors . Nemorosone also affects the cell cycle and unfolded protein response (UPR) regulatory pathways in pancreatic cancer cells but not in fibroblasts .…”

Section: Biological Activities Of Ppapsmentioning

confidence: 99%

“…240 Further mechanistic study has shown that it induced discrete cell cycle arrest in the G1 phase and significant depletion in the G2 phase and altered the expression of genes linked to the cell cycle, apoptosis, and hormone receptors. 241 Nemorosone also affects the cell cycle and unfolded protein response (UPR) regulatory pathways in pancreatic cancer cells but not in fibroblasts. 242 It exerts antiproliferative activity in neuroblastoma cells possibly via inhibition of upstream kinase MEK1/2 and targeting Akt/PKB kinase.…”

Section: Biological Activities Of Ppapsmentioning

confidence: 99%

Research Progress of Polycyclic Polyprenylated Acylphloroglucinols

2018

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Polycyclic polyprenylated acylphloroglucinols (PPAPs) are a class of hybrid natural products sharing the mevalonate/methylerythritol phosphate and polyketide biosynthetic pathways and showing considerable structure and bioactivity diversity. This review discusses the progress of research into the chemistry and biological activity of 421 natural PPAPs in the past 11 years as well as in-depth studies of biological activities and total synthesis of some PPAPs isolated before 2006. We created an online database of all PPAPs known to date at http://www.chem.uky.edu/research/grossman/PPAPs . Two subclasses of biosynthetically related metabolites, spirocyclic PPAPs with octahydrospiro[cyclohexan-1,5'-indene]-2,4,6-trione core and complicated PPAPs produced by intramolecular [4 + 2] cycloadditions of MPAPs, are brought into the PPAP family. Some PPAPs' relative or absolute configurations are reassigned or critically discussed, and the confusing trivial names in PPAPs investigations are clarified. Pharmacologic studies have revealed a new molecular mechanism whereby hyperforin and its derivatives regulate neurotransmitter levels by activating TRPC6 as well as the antitumor mechanism of garcinol and its analogues. The antineoplastic potential of some type B PPAPs such as oblongifolin C and guttiferone K has increased significantly. As a result of the recent appearances of innovative synthetic methods and strategies, the total syntheses of 22 natural PPAPs including hyperforin, garcinol, and plukenetione A have been accomplished.

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“…The fascinating bicyclic framework of PPAPs also prompted Porco's research team to complete the concise asymmetric synthesis of (À)-nemorosone (108, Scheme 21), 98 a natural product from Clusia species that has shown potent antimicrobial and anticancer properties. [121][122][123] Under strongly basic conditions, dearomatized alkylation of compound 105 with chiral triate 106 produced (S,R)-and (S,S)-107. Irradiation of the diastereomeric mixture of 107 with purple LED lamp at l max ¼ 390 nm induced cyclization via excited-state intramolecular proton transfer (ESIPT) process, affording the bicyclic adduct in 29% yield.…”

Section: Type a Ppapsmentioning

confidence: 99%

Recent advances in the synthesis of natural products containing the phloroglucinol motif

et al. 2022

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Effects of nemorosone, isolated from the plant Clusia rosea, on the cell cycle and gene expression in MCF-7 BUS breast cancer cell lines

Cited by 12 publications

References 25 publications

Deoxyelephantopin from Elephantopus scaber Inhibits HCT116 Human Colorectal Carcinoma Cell Growth through Apoptosis and Cell Cycle Arrest

Deoxyelephantopin from Elephantopus scaber Inhibits HCT116 Human Colorectal Carcinoma Cell Growth through Apoptosis and Cell Cycle Arrest

Research Progress of Polycyclic Polyprenylated Acylphloroglucinols

Recent advances in the synthesis of natural products containing the phloroglucinol motif

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