☆ 4.7 Article

In Vitro Antiproliferative Evaluation of Synthetic Meroterpenes Inspired by Marine Natural Products

MARINE DRUGS (2019)

获取全文
添加到收藏夹

期刊

MARINE DRUGS
卷 17, 期 12, 页码 -

出版社

MDPI
DOI: 10.3390/md17120684

关键词

organic synthesis; meroterpenoids; thiazinoquinones; antiproliferative activity; G0; G1 cell-cycle arrest; cytostatic; solid tumor cell lines

类别

Chemistry, Medicinal Pharmacology & Pharmacy

资金

  1. Regione Campania-POR Campania FESR [B61G18000470007]
  2. Italian Ministry of Health, by Current Research Funds

向作者/读者索取更多资源

Protocol

社区支持

Reagent

社区支持

Several marine natural linear prenylquinones/hydroquinones have been identified as anticancer and antimutagenic agents. Structure-activity relationship studies on natural compounds and their synthetic analogs demonstrated that these effects depend on the length of the prenyl side chain and on the type and position of the substituent groups in the quinone moiety. Aiming to broaden the knowledge of the underlying mechanism of the antiproliferative effect of these prenylated compounds, herein we report the synthesis of two quinones 4 and 5 and of their corresponding dioxothiazine fused quinones 6 and 7 inspired to the marine natural product aplidinone A (1), a geranylquinone featuring the 1,1-dioxo-1,4-thiazine ring isolated from the ascidian Aplidium conicum. The potential effects on viability and proliferation in three different human cancer cell lines, breast adenocarcinoma (MCF-7), pancreas adenocarcinoma (Bx-PC3) and bone osteosarcoma (MG-63), were investigated. The methoxylated geranylquinone 5 exerted the highest antiproliferative effect exhibiting a comparable toxicity in all three cell lines analyzed. Interestingly, a deeper investigation has highlighted a cytostatic effect of quinone 5 referable to a G0/G1 cell-cycle arrest in BxPC-3 cells after 24 h treatment.

作者

我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。

评论

主要评分

4.7
评分不足

次要评分

新颖性
-
重要性
-
科学严谨性
-
评价这篇论文

推荐

Article Chemistry, Medicinal

Insights into Cytotoxic Behavior of Lepadins and Structure Elucidation of the New Alkaloid Lepadin L from the Mediterranean Ascidian Clavelina lepadiformis

Marcello Casertano, Massimo Genovese, Paolo Paoli, Alice Santi, Anna Aiello, Marialuisa Menna, Concetta Imperatore

Summary: The chemical investigation of Clavelina lepadiformis, a Mediterranean ascidian, led to the discovery of a new compound named lepadin L, along with two known metabolites, lepadins A and B. The structure and configuration of lepadin L were determined using HR-ESIMS and NMR spectroscopy. Further analysis showed that lepadin A had strong cytotoxic activity and could inhibit cell migration and clonogenity in A375 cells.

MARINE DRUGS (2022)

添加到收藏夹
Article Multidisciplinary Sciences

Microwave-Assisted Synthesis of 2-Methyl-1H-indole-3-carboxylate Derivatives via Pd-Catalyzed Heterocyclization

Rosa Bellavita, Marcello Casertano, Nicola Grasso, Malachi Gillick-Healy, Brian G. Kelly, Mauro F. A. Adamo, Marialuisa Menna, Francesco Merlino, Paolo Grieco

Summary: We report an efficient procedure for the synthesis of functionalized indole derivatives, which is an important framework in natural products and pharmaceuticals. The synthesized compounds showed excellent yields and high regioselectivity, and were confirmed by spectroscopic analysis.

SYMMETRY-BASEL (2022)

添加到收藏夹
Article Oncology

Acute Myeloid Leukemia Cells Functionally Compromise Hematopoietic Stem/Progenitor Cells Inhibiting Normal Hematopoiesis Through the Release of Extracellular Vesicles

Stefania Trino, Ilaria Laurenzana, Daniela Lamorte, Giovanni Calice, Angelo De Stradis, Michele Santodirocco, Alessandro Sgambato, Antonella Caivano, Luciana De Luca

Summary: This study reveals that AML cells disrupt the hematopoietic process of HSPCs by releasing EVs, which alter gene expression and affect the phenotype and function of HSPCs. This communication may contribute to the formation of a leukemic niche favorable for leukemia development.

FRONTIERS IN ONCOLOGY (2022)

添加到收藏夹
Article Biochemistry & Molecular Biology

Synthesis, Chiral Resolution and Enantiomers Absolute Configuration of 4-Nitropropranolol and 7-Nitropropranolol

Rosa Sparaco, Antonia Scognamiglio, Angela Corvino, Giuseppe Caliendo, Ferdinando Fiorino, Elisa Magli, Elisa Perissutti, Vincenzo Santagada, Beatrice Severino, Paolo Luciano, Marcello Casertano, Anna Aiello, Gilberto De Nucci, Francesco Frecentese

Summary: Researchers have discovered that the endothelium is capable of nitration of classical catecholamines (dopamine, noradrenaline, and adrenaline) and synthesized 4-nitro- and 7-nitropropranolol as probes to investigate the nitration of propranolol by the endothelium. Chiral HPLC was used to separate the enantiomers with high yields and excellent enantiopurity. Riguera's method, through double derivatization with MPA and NMR studies, was employed to determine the absolute configuration of the enantiomers.

MOLECULES (2023)

添加到收藏夹
Article Pharmacology & Pharmacy

Evidence of Insulin-Sensitizing and Mimetic Activity of the Sesquiterpene Quinone Avarone, a Protein Tyrosine Phosphatase 1B and Aldose Reductase Dual Targeting Agent from the Marine Sponge Dysidea avara

Marcello Casertano, Massimo Genovese, Alice Santi, Erica Pranzini, Francesco Balestri, Lucia Piazza, Antonella Del Corso, Sibel Avunduk, Concetta Imperatore, Marialuisa Menna, Paolo Paoli

Summary: Type 2 diabetes mellitus (T2DM) is a complex disease characterized by impaired glucose homeostasis and serious long-term complications. The use of multitarget drugs, such as avarone, could be a potential strategy for the treatment of T2DM and its complications. Avarone, a compound obtained from the sponge Dysidea avara, has been found to inhibit PTP1B and aldose reductase, improving insulin sensitivity and mitochondrial activity in cells.

PHARMACEUTICS (2023)

添加到收藏夹
Article Chemistry, Medicinal

Enhanced Molecular Networking Shows Microbacterium sp. V1 as a Factory of Antioxidant Proline-Rich Peptides

Giovanni Andrea Vitale, Silvia Scarpato, Alfonso Mangoni, Maria Valeria D'Auria, Gerardo Della Sala, Donatella de Pascale

Summary: Two linear proline-rich peptides (1-2) with N-terminal pyroglutamate were isolated from the marine bacterium Microbacterium sp. V1 associated with the marine sponge Petrosia ficiformis collected in Ischia Island. An integrated, untargeted MS/MS-based molecular networking and cheminformatic approach was used to detect these peptides along with others (3-8). Through extensive analysis, the planar structure and stereochemistry of the peptides were determined. Peptides 1 and 2 exhibited antioxidant properties in the FRAP assay.

MARINE DRUGS (2023)

添加到收藏夹
Article Pharmacology & Pharmacy

Evaluation of Antimicrobial Properties and Potential Applications of Pseudomonas gessardii M15 Rhamnolipids towards Multiresistant Staphylococcus aureus

Carmine Buonocore, Rosa Giugliano, Gerardo Della Sala, Fortunato Palma Esposito, Pietro Tedesco, Veronica Folliero, Massimiliano Galdiero, Gianluigi Franci, Donatella de Pascale

Summary: In this study, the antimicrobial activity of a rhamnolipids mixture produced by the Antarctic marine bacterium Pseudomonas gessardii M15 against multidrug-resistant Staphylococcus aureus was evaluated. The mixture demonstrated bactericidal activity, penetration of biofilm, and prevention of bacterial proliferation on wound dressings.

PHARMACEUTICS (2023)

添加到收藏夹
Article Chemistry, Medicinal

Biological evaluation of [4-(4-aminophenyl)-1-(4-fluorophenyl)-1H-pyrrol-3-yl](3,4,5-trimethoxyphenyl)methanone as potential antineoplastic agent in 2D and 3D breast cancer models

Carmela Mazzoccoli, Fabiana Crispo, Ilaria Laurenzana, Michele Pietrafesa, Lorenza Sisinni, Rosa Lerose, Donatella Telesca, Maria R. Milella, Te Liu, Gerardo Della Sala, Jessica Sebastiani, Romano Silvestri, Giuseppe La Regina

Summary: This study investigates the molecular mechanisms of a new tubulin inhibitor, ARDAP, and finds that it can effectively treat solid tumors by inhibiting cell proliferation and metastasis, as well as promoting cell differentiation. ARDAP exhibits low toxicity towards breast cancer cells and no significant harm to healthy cells, making it a promising candidate for chemotherapy or adjuvant therapy.

ARCHIV DER PHARMAZIE (2023)

添加到收藏夹
Review Pharmacology & Pharmacy

Natural Bioactive Compounds from Marine Invertebrates That Modulate Key Targets Implicated in the Onset of Type 2 Diabetes Mellitus (T2DM) and Its Complications

Marcello Casertano, Alessio Vito, Anna Aiello, Concetta Imperatore, Marialuisa Menna

Summary: This review discusses the application of marine natural products in the research field of type 2 diabetes mellitus (T2DM) and its complications, highlighting the activities of these compounds. The chemical diversity of marine natural products provides an important tool for studying the mechanisms of T2DM and for the development of drugs with novel mechanisms.

PHARMACEUTICS (2023)

添加到收藏夹
Article Pharmacology & Pharmacy

New Imidazolium Alkaloids with Broad Spectrum of Action from the Marine Bacterium Shewanella aquimarina

Rosa Giugliano, Gerardo Della Sala, Carmine Buonocore, Carla Zannella, Pietro Tedesco, Fortunato Palma Esposito, Costanza Ragozzino, Annalisa Chianese, Maria Vittoria Morone, Valerio Mazzella, Laura Nunez-Pons, Veronica Folliero, Gianluigi Franci, Anna De Filippis, Massimiliano Galdiero, Donatella de Pascale

Summary: Marine bacteria produce natural products with unique metabolic flexibility, which can synthesize unprecedented molecules and serve as inspiration for drug design. A discovery of novel imidazolium alkaloids from a Shewanella aquimarina strain using the OneStrain-Many-Compounds approach and tandem mass spectrometry showed broad-spectrum activities including antibacterial, antiviral, and anthelmintic effects. These compounds possess potential value in combating drug-resistant infections.

PHARMACEUTICS (2023)

添加到收藏夹
Meeting Abstract Immunology

Biotechnology meets aquaculture needs: a promising support for fish health management

C. Buonocore, V. Cassella, A. Coppola, D. Coppola, G. Della Sala, F. Palma Esposito, C. Melchiorre, C. Ragozzino, P. Tedesco, G. A. Vitale, L. Vitale, D. de Pascale

ISJ-INVERTEBRATE SURVIVAL JOURNAL (2023)

添加到收藏夹
Article Multidisciplinary Sciences

A metabologenomics approach to unlock the metabolome of the novel Antarctic deep-sea isolate Lacinutrix shetlandiensis sp. nov. WUR7

Giovanni A. Vitale, Grant G. January, Ernest Oppong-Danquah, Gerardo Della Sala, Fortunato Palma Esposito, Deniz Tasdemir, Donatella de Pascale

Summary: This study revealed the novel metabolome of Lacinutrix shetlandiensis sp. nov. WUR7 from the South Shetland Trough in Antarctica. Using a metabologenomics approach, the study identified and isolated indole alkaloids from this bacterium and discovered a new bisindole alkaloid. These findings provide valuable information for microbiological and biotechnological exploitation in the South Shetland Trough.

PNAS NEXUS (2023)

添加到收藏夹
暂无数据
研讨会 海报 问题 讨论圈 基金 期刊 论文 科研社交 资讯集成 审稿人 关于我们 常见问题 移动App 隐私条款 使用条款
© Peeref 2019-2024. All rights reserved.