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Search for "breast cancer" in Full Text gives 90 result(s) in Beilstein Journal of Organic Chemistry.

Pd-Catalyzed asymmetric allylic amination with isatin using a P,olefin-type chiral ligand with C–N bond axial chirality

  • Natsume Akimoto,
  • Kaho Takaya,
  • Yoshio Kasashima,
  • Kohei Watanabe,
  • Yasushi Yoshida and
  • Takashi Mino

Beilstein J. Org. Chem. 2025, 21, 1018–1023, doi:10.3762/bjoc.21.83

Graphical Abstract
  • in medicinal chemistry. For example, racemic compound 1 (Figure 1) was evaluated for its cytotoxicity against human breast cancer cells (MCF7) in comparison to the standard doxorubicin and exhibited excellent activity against the MCF7 cell line [12]. The optically active compound 2 also showed
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Published 23 May 2025

Studies on the syntheses of β-carboline alkaloids brevicarine and brevicolline

  • Benedek Batizi,
  • Patrik Pollák,
  • András Dancsó,
  • Péter Keglevich,
  • Gyula Simig,
  • Balázs Volk and
  • Mátyás Milen

Beilstein J. Org. Chem. 2025, 21, 955–963, doi:10.3762/bjoc.21.79

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  • : it acts as an antioxidant [28], shows antibacterial activity against Mycobacterium tuberculosis [31], has antiproliferative effects against triple-negative breast cancer [32], serves as an agent against Parkinson's disease [29], and possesses skin anti-inflammatory properties [33]. Notably, the
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Published 20 May 2025

Photocatalyzed elaboration of antibody-based bioconjugates

  • Marine Le Stum,
  • Eugénie Romero and
  • Gary A. Molander

Beilstein J. Org. Chem. 2025, 21, 616–629, doi:10.3762/bjoc.21.49

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  • trodelvy, used in a treatment for patients with triple-negative breast cancer, the linker may release the drug prior to internalization. (3) Payload: The payload may be a subunit used in cellular tracking, imaging, or most commonly toxic drug therapeutics. The overall goal of ADCs is to deliver the payload
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Published 18 Mar 2025

Semisynthetic derivatives of massarilactone D with cytotoxic and nematicidal activities

  • Rémy B. Teponno,
  • Sara R. Noumeur and
  • Marc Stadler

Beilstein J. Org. Chem. 2025, 21, 607–615, doi:10.3762/bjoc.21.48

Graphical Abstract
  • , epidermoid carcinoma A431, ovarian carcinoma SKOV-3, and breast cancer MCF-7 cell lines. Compounds 2 and 3 exhibited significant cytotoxicity against all the tested cells. Some of the semisynthetic derivatives were also tested for their nematicidal activity and compound 4 displayed significant and selective
  • prostate cancer PC-3, epidermoid carcinoma A431, ovarian carcinoma SKOV-3, and breast cancer MCF-7 cell lines. Although the parent compound was not active as previously described [15][16], compounds 2 and 3 exhibited a significant cytotoxic activity against all the tested cells lines with IC50 values
  • C19H23O8+, 379.1387; found, 379.1383. Cytotoxic activity The cytotoxicity against the murine fibroblasts L929, human cervix carcinoma KB-3-1, human lung carcinoma A549, human prostate cancer PC-3, epidermoid carcinoma A431, ovarian carcinoma SKOV-3, and breast cancer MCF-7 cell lines was determined by
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Published 17 Mar 2025

Identification and removal of a cryptic impurity in pomalidomide-PEG based PROTAC

  • Bingnan Wang,
  • Yong Lu and
  • Chuo Chen

Beilstein J. Org. Chem. 2025, 21, 407–411, doi:10.3762/bjoc.21.28

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  • (R01 CA269377) and the UTSW SCCC Breast Cancer Collaborative Pilot.
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Published 18 Feb 2025

Antibiofilm and cytotoxic metabolites from the entomopathogenic fungus Samsoniella aurantia

  • Rita Toshe,
  • Syeda J. Khalid,
  • Blondelle Matio Kemkuignou,
  • Esteban Charria-Girón,
  • Paul Eckhardt,
  • Birthe Sandargo,
  • Kunlapat Nuchthien,
  • J. Jennifer Luangsa-ard,
  • Till Opatz,
  • Hedda Schrey,
  • Sherif S. Ebada and
  • Marc Stadler

Beilstein J. Org. Chem. 2025, 21, 327–339, doi:10.3762/bjoc.21.23

Graphical Abstract
  • cell lines: mouse fibroblasts (L-929) and human endocervical adenocarcinoma (KB-3.1) applying a previously described protocol [20][21]. Compounds exhibiting cytotoxic properties against these two cell lines were further assessed against prostate cancer (PC-3), breast cancer (MCF-7), ovarian cancer
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Published 11 Feb 2025

Synthesis of the 1,5-disubstituted tetrazole-methanesulfonylindole hybrid system via high-order multicomponent reaction

  • Cesia M. Aguilar-Morales,
  • América A. Frías-López,
  • Nadia V. Emilio-Velázquez,
  • Alejandro Islas-Jácome,
  • Angelica Judith Granados-López,
  • Jorge Gustavo Araujo-Huitrado,
  • Yamilé López-Hernández,
  • Hiram Hernández-López,
  • Luis Chacón-García,
  • Jesús Adrián López and
  • Carlos J. Cortés-García

Beilstein J. Org. Chem. 2024, 20, 3077–3084, doi:10.3762/bjoc.20.256

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  • efficiency and creating six new bonds (two C–C, three C–N, and one N–N). Additionally, the products were evaluated against breast cancer MCF-7 cells, finding moderate activity in the compounds substituted with fluorine and chlorine. Keywords: 1,5-disubstituted tetrazoles; high-order multicomponent reaction
  • against MCF-7 cell line, which has been used as a model for breast cancer (BC), a public health issue very common and a deadly pathology worldwide, where women between 45 and 55 years of age are the most vulnerable population. In 2020, 684,996 deaths were recorded [40][41][42][43]. This in vitro
  • bioactivity study was proposed based on observations that indole-coumarin-thiadiazole hybrid compounds described by Kamath et al. [44], as well as indole-benzimidazole hybrids reported by Singla et al. [45] have shown potential as therapeutic agents for breast cancer treatment. Thereby, we hypothesized that
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Published 26 Nov 2024

N-Glycosides of indigo, indirubin, and isoindigo: blue, red, and yellow sugars and their cancerostatic activity

  • Peter Langer

Beilstein J. Org. Chem. 2024, 20, 2840–2869, doi:10.3762/bjoc.20.240

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  • exhibit an absorption at 618 nm and show a blue color. In contrast to biologically inactive indigo, akashines A–C are active against various human tumor cell lines (CNCL SF268, LCL H460, MACL, colon carcinoma CCL HT29, melanoma MEXF 514L, lung carcinoma LXFA 526L and LXFL 529L, breast cancer MCF-7, kidney
  • employed, namely, bladder (5637), small cell lung (A-427), esophageal (Kyse-70), and breast (MCF-7) [23]. Rhamnosides α-17a and β-17b showed excellent activities against the human breast cancer cell line MCF-7. In general, the best activities were observed for indirubins containing no additional
  • . In any case, compound Z-41e was reported to exhibit a strong in vitro antiproliferative activity against breast cancer cells MCF-7 and melanoma mouse cells B16F10. In contrast, the activity against melanoma cells SKMEL-28 was only moderate. Carboindirubin-N-glycososides The reaction of isatin-N
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Published 08 Nov 2024

The Groebke–Blackburn–Bienaymé reaction in its maturity: innovation and improvements since its 21st birthday (2019–2023)

  • Cristina Martini,
  • Muhammad Idham Darussalam Mardjan and
  • Andrea Basso

Beilstein J. Org. Chem. 2024, 20, 1839–1879, doi:10.3762/bjoc.20.162

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Published 01 Aug 2024

The Ugi4CR as effective tool to access promising anticancer isatin-based α-acetamide carboxamide oxindole hybrids

  • Carolina S. Marques,
  • Aday González-Bakker and
  • José M. Padrón

Beilstein J. Org. Chem. 2024, 20, 1213–1220, doi:10.3762/bjoc.20.104

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  • lines, among them, non-small cell lung carcinoma, cervical adenocarcinoma, breast cancer and colon adenocarcinoma. The most potent compounds 8d, 8h and 8k showed GI50 values in the range of 1–10 μM. Keywords: cancer; GI50; isatin; oxindole; Ugi4CR; Introduction Meticulous attention has been given by
  • antiproliferative activity of these compounds, we screened 14 α-acetamide carboxamide isatin hybrids against six human solid tumor cell lines. The panel of cell lines comprised non-small cell lung carcinoma A549 and SW1573, cervical adenocarcinoma HeLa, breast cancer HBL-100 and T-47D, and colon adenocarcinoma WiDr
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Published 27 May 2024

Synthesis of 1,4-azaphosphinine nucleosides and evaluation as inhibitors of human cytidine deaminase and APOBEC3A

  • Maksim V. Kvach,
  • Stefan Harjes,
  • Harikrishnan M. Kurup,
  • Geoffrey B. Jameson,
  • Elena Harjes and
  • Vyacheslav V. Filichev

Beilstein J. Org. Chem. 2024, 20, 1088–1098, doi:10.3762/bjoc.20.96

Graphical Abstract
  • with reduced tamoxifen sensitivity of tumours in those patients [19] and poor survival rates for estrogen receptor-positive (ER+) breast cancer patients [21][29]. In line with these observations, A3B overexpression accelerates the development of tamoxifen resistance in murine xenograft with ER+ breast
  • financial support provided by the Worldwide Cancer Research (Grant 16–1197), the breast cancer partnership of the Health Research Council of New Zealand with the Breast Cancer Cure and Breast Cancer Foundation NZ (Grant 20/1355), Palmerston North Medical Research Foundation, Maurice Wilkins Centre for
  • cancer. In contrast, knockdown of A3B results in prolonged tamoxifen responses and leads to the survival of mice for the duration of the experiment (1 year) [19]. More recent research also points at a prominent role of A3A in breast [30] and other cancers [30][31][32][33]. Overexpression of A3A and A3B
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Published 15 May 2024

Green and sustainable approaches for the Friedel–Crafts reaction between aldehydes and indoles

  • Periklis X. Kolagkis,
  • Eirini M. Galathri and
  • Christoforos G. Kokotos

Beilstein J. Org. Chem. 2024, 20, 379–426, doi:10.3762/bjoc.20.36

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  • most common applications being the treatment of breast cancer. Studies have shown that breast cancer is tied to the ratio of 16α-hydroxyestrone (16αOHE1) and 2-hydroxyestrone (2OHE1), which are products of the metabolism of the estrogen 17β-estradiol. BIMs can shift the process of estrogen metabolism
  • towards the production of 2OHE1, thus reducing the risk for estrogen-sensitive cancers, especially in combination with tamoxifen, which is an estrogen receptor modulator used in the treatment of breast cancer [4]. BIMs increase the efficacy of the antitumor activity of tamoxifen and reduce the side
  • -effects that it can cause in the more sensitive subgroups of patients. Specifically, when DIM was used in tandem with tamoxifen, the ratio between 2OHE1/16αOHE1 increased up to 229%, as well as the concentration of the sex hormone binding globulin (SHBG) that inhibits the growth of breast cancer cells [4
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Published 22 Feb 2024

Synthesis of ether lipids: natural compounds and analogues

  • Marco Antônio G. B. Gomes,
  • Alicia Bauduin,
  • Chloé Le Roux,
  • Romain Fouinneteau,
  • Wilfried Berthe,
  • Mathieu Berchel,
  • Hélène Couthon and
  • Paul-Alain Jaffrès

Beilstein J. Org. Chem. 2023, 19, 1299–1369, doi:10.3762/bjoc.19.96

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  • that now produces more accurate quantification of lipids with a distinction of neutral EL and phosphoglycero ELs produced contradictory data. Indeed, a recent study that focused on ether glycerophospholipids (alkyl and alkenyl ether lipids) indicates that in breast cancer cells (average of 9 breast
  • Parkinson disease [18], breast cancer [19] and in rectal adenocarcinoma [20] (in the last case by measuring lysophosphatidylcholine plasmalogen). Low levels of ether lipids are reported in inherited peroxisomal disorders (e.g., rhizomelic chondrodysplasia punctata or Zellweger syndrome) [21]. The severity
  • constitutive Ca2+ entry thus influencing breast cancer cell migration [106]. 1.4 Analogues of PAF with modification at the sn-3 position Finally, a series of PAF’s analogues were reported by changing the structure of the phosphocholine polar head group. Ohno et al. replaced the trimethylammonium moiety by
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Published 08 Sep 2023

Two new lanostanoid glycosides isolated from a Kenyan polypore Fomitopsis carnea

  • Winnie Chemutai Sum,
  • Sherif S. Ebada,
  • Didsanutda Gonkhom,
  • Cony Decock,
  • Rémy Bertrand Teponno,
  • Josphat Clement Matasyoh and
  • Marc Stadler

Beilstein J. Org. Chem. 2023, 19, 1161–1169, doi:10.3762/bjoc.19.84

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  • (L929) (IC50 = 15.2 µM), breast cancer cells (MCF-7) (17.6 µM), and prostate cancer cells (PC-3) (18.9 µM). Discussion The introduction of a hydroxy group at C-2 rendered forpinioside C (2) inactive in antimicrobial assays compared to forpinioside B (1), however; both compounds were not active in the
  • used in determining the cytotoxicity (IC50) of the isolated compounds as previously established [38][39]. The mammalian cell lines (mouse fibroblasts L929, adenocarcinomic human alveolar basal epithelial cells A549, HeLa cells KB-3-1, breast cancer cells MCF-7, epidermoid carcinoma cells (A431), and
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Published 02 Aug 2023

Five new sesquiterpenoids from agarwood of Aquilaria sinensis

  • Hong Zhou,
  • Xu-Yang Li,
  • Hong-Bin Fang,
  • He-Zhong Jiang and
  • Yong-Xian Cheng

Beilstein J. Org. Chem. 2023, 19, 998–1007, doi:10.3762/bjoc.19.75

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  • from agarwood. Unfortunately, none of the new compounds exhibits biological activity against LPS-induced inflammation in Raw264.7 cells and human breast cancer cells. However, we have drawn good conclusions for SAR studies based on the current study and our previous study. These compounds will be
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Published 30 Jun 2023

Combretastatins D series and analogues: from isolation, synthetic challenges and biological activities

  • Jorge de Lima Neto and
  • Paulo Henrique Menezes

Beilstein J. Org. Chem. 2023, 19, 399–427, doi:10.3762/bjoc.19.31

Graphical Abstract
  • with a median effective dose values (ED50) of 3.3 and 5.2 μg·mL−1 (10.56 and 17.55 μM), respectively [16][17]. Vongvanich and co-workers performed a cytotoxicity assay of combretastatins D-3 (3) and D-4 (4) against human breast cancer cells (BC-1), human epidermoid carcinoma of the mouth (KB), a small
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Published 29 Mar 2023

An accelerated Rauhut–Currier dimerization enabled the synthesis of (±)-incarvilleatone and anticancer studies

  • Tharun K. Kotammagari,
  • Sweta Misra,
  • Sayantan Paul,
  • Sunita Kunte,
  • Rajesh G. Gonnade,
  • Manas K. Santra and
  • Asish K. Bhattacharya

Beilstein J. Org. Chem. 2023, 19, 204–211, doi:10.3762/bjoc.19.19

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  • configuration of each enantiomer was determined by single-crystal X-ray analysis. In addition, a one-pot synthesis of (±)-incarviditone has been achieved from rac-rengyolone by using KHMDS as a base. We have also assessed the anticancer activity of all the synthesized compounds in breast cancer cells
  • on the growth of the breast cancer cell line MCF7. For instance, we did not observe the 50% growth inhibition event at 100 µM. In contrast, 5-fluorouracil potently inhibited the growth of MCF7 cells with 50% growth inhibition at 7.1 ± 0.62 µM (Figure 2). Conclusion In summary, we have successfully
  • -rengyolone (3) by using KHMDS as a base. The antiproliferative activity of these compounds was tested using MTT assays and the results revealed that these compounds are less efficient in inhibiting the growth of breast cancer cells. Structures of (±)-incarvilleatone (1), (±)-incarviditone (2), and
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Published 21 Feb 2023

Insight into oral amphiphilic cyclodextrin nanoparticles for colorectal cancer: comprehensive mathematical model of drug release kinetic studies and antitumoral efficacy in 3D spheroid colon tumors

  • Sedat Ünal,
  • Gamze Varan,
  • Juan M. Benito,
  • Yeşim Aktaş and
  • Erem Bilensoy

Beilstein J. Org. Chem. 2023, 19, 139–157, doi:10.3762/bjoc.19.14

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  • also had better release, physical stability, and cytotoxicity [13]. CPT is an anticancer small molecule drug that inhibits the topoisomerase I enzyme, which has a critical role in cellular DNA functions [14], and is effective in a wide spectrum of cancers such as metastatic colon cancer, breast cancer
  • -C6 nanoparticle formulation decreased upon incubation. Based on previous studies with breast cancer cell lines, it is comprehensible that anionic nanoparticles induce cell proliferation inhibition earlier than polycationic nanoparticles. The impact of anionic nanoparticles on free cholesterol level
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Published 13 Feb 2023

Preparation of β-cyclodextrin/polysaccharide foams using saponin

  • Max Petitjean and
  • José Ramón Isasi

Beilstein J. Org. Chem. 2023, 19, 78–88, doi:10.3762/bjoc.19.7

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  • that saponins possess anticancer properties, by limiting proliferation and metastasis. This has been tested on different cancers such as leukemia [16], breast cancer [17] or prostate cancer to cite only a few of them [18]. They also present antimicrobial, antioxidant, anti-inflammatory, antidiabetic
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Published 24 Jan 2023

Synthesis of new bile acid-fused tetrazoles using the Schmidt reaction

  • Dušan Đ. Škorić,
  • Olivera R. Klisurić,
  • Dimitar S. Jakimov,
  • Marija N. Sakač and
  • János J. Csanádi

Beilstein J. Org. Chem. 2021, 17, 2611–2620, doi:10.3762/bjoc.17.174

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  • activity toward the HeLa cell line (IC50 = 6.97 μM), while tetrazole 22 showed strong and selective activity toward the HT-29 cell line (IC50 = 6.06 µM). Compounds 7, 23, and 24, which showed strong cytotoxicity to the breast cancer cell line MDA-MB-231 (in addition to compound 3), also exhibited a
  • compound 3 against MDA-MB-231 and HeLa cell lines. B) Cytotoxicity of compounds 7, 23, and 24 on breast cancer cell line MDA-MB-231. Synthesis of 12-oxo intermediates. Reagents and conditions: a) EtOAc, pTsOH, reflux, 14 h (81%); b) K2Cr2O7, H3O+, H2O/Et2O, rt, 3 h (76% for 3; 71% for 7); c) SeO2, acetic
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Published 20 Oct 2021

Cryogels: recent applications in 3D-bioprinting, injectable cryogels, drug delivery, and wound healing

  • Luke O. Jones,
  • Leah Williams,
  • Tasmin Boam,
  • Martin Kalmet,
  • Chidubem Oguike and
  • Fiona L. Hatton

Beilstein J. Org. Chem. 2021, 17, 2553–2569, doi:10.3762/bjoc.17.171

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  • the doxorubicin-loaded cryogels, suggesting delivery of the drug was successful. These cryogels were also injected into mice, adjacent to an orthotopic breast cancer tumour, impeding tumour growth and metastasis. Several groups have reported on the use of composite cryogels for drug delivery, whereby
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Published 14 Oct 2021

Natural products in the predatory defence of the filamentous fungal pathogen Aspergillus fumigatus

  • Jana M. Boysen,
  • Nauman Saeed and
  • Falk Hillmann

Beilstein J. Org. Chem. 2021, 17, 1814–1827, doi:10.3762/bjoc.17.124

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  • breast cancer cells by arresting the cell cycle and promoting apoptosis while showing no cytotoxicity against RAW 264.7 cells, thus demonstrating their selectivity [65][67]. Further, fumigaclavine was shown to exhibit antibacterial properties and to contribute to virulence in the model insect Galleria
  • [72]. It was further shown to be cytotoxic and inhibiting cell cycle progression at G2/M phase [163]. Fumitremorgin C was shown to effect mammalian cells and inhibit the breast cancer resistance protein which imparts multidrug resistance and thus resistance to chemotherapeutics in breast cancer
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Published 28 Jul 2021

A systems-based framework to computationally describe putative transcription factors and signaling pathways regulating glycan biosynthesis

  • Theodore Groth,
  • Rudiyanto Gunawan and
  • Sriram Neelamegham

Beilstein J. Org. Chem. 2021, 17, 1712–1724, doi:10.3762/bjoc.17.119

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  • relate cell-signaling pathways to TFs and cellular glycosylation state. Whereas analysis results are presented for all 29 cancer types, specific focus is placed on human luminal and basal breast cancer disease progression. Overall, the article presents a computational approach to describe TF–glycogene
  • processes and specific glycosylation pathways. TF–pathway relationships in breast cancer We provide a more detailed description of our findings in breast cancer as an example. This disorder appears in 5 unique molecular subtypes based on the PAM50 classification [17]. These include the following: i) normal
  • mechanisms that may contribute to different glycan signatures. In our analysis, TF–glycogene relationships for breast cancer derived by filtering Cistrome Cancer DB were enriched for the glycosylation pathways. Figure 3 summarizes these cancer-related TF–glycosylation pathway relationships for luminal (type
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Published 22 Jul 2021

Chemical approaches to discover the full potential of peptide nucleic acids in biomedical applications

  • Nikita Brodyagin,
  • Martins Katkevics,
  • Venubabu Kotikam,
  • Christopher A. Ryan and
  • Eriks Rozners

Beilstein J. Org. Chem. 2021, 17, 1641–1688, doi:10.3762/bjoc.17.116

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Published 19 Jul 2021

Synthesis of 1-indolyl-3,5,8-substituted γ-carbolines: one-pot solvent-free protocol and biological evaluation

  • Premansh Dudhe,
  • Mena Asha Krishnan,
  • Kratika Yadav,
  • Diptendu Roy,
  • Krishnan Venkatasubbaiah,
  • Biswarup Pathak and
  • Venkatesh Chelvam

Beilstein J. Org. Chem. 2021, 17, 1453–1463, doi:10.3762/bjoc.17.101

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  • with a standard drug, doxorubicin, were screened for their cytotoxicity against various cancer lines (Figure 5, Table 3 and Figure S2, in Supporting Information File 1) such as MCF-7 (breast cancer), HeLa (cervical cancer), HEK293 (human embryonic kidney cells), A431 (skin cancer), A549 (lung cancer
  • , 3ca, 3ga in the breast cancer cell line, MCF7 and (B) doxorubicin against the panel of tested cancer cell lines. Dose–response curve of γ-carbolines 3ac, 3bc, 3ca, 3ga in macrophage cell line, RAW264.7. Laser scanning confocal microscopy studies (λex = 405 nm; collection range = 420–470 nm) for uptake
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Published 17 Jun 2021
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