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Search for "antitumor" in Full Text gives 279 result(s) in Beilstein Journal of Organic Chemistry. Showing first 200.
Copper-promoted C5-selective bromination of 8-aminoquinoline amides with alkyl bromides
Beilstein J. Org. Chem. 2024, 20, 155–161, doi:10.3762/bjoc.20.14
- important auxiliary group for the proximal C–H activation with the efforts of Daugulis [5] and others [6]. Results from medical research indicated that the introduction of halogen atoms into quinoline motifs has positive effects on their bioactivities, such as antimalarial, antitumor, and so on [7
Decarboxylative 1,3-dipolar cycloaddition of amino acids for the synthesis of heterocyclic compounds
Beilstein J. Org. Chem. 2023, 19, 1677–1693, doi:10.3762/bjoc.19.123
- Pd-catalyzed Heck reaction to give products 26 in 65–78% yields (Scheme 16) [75]. The pyrrolo[2,1-a]isoquinoline core installed by this route can be found in some natural products and synthetic compounds with antitumor, antibacterial, antiviral, antioxidizing, and other biological activities (Figure
Synthesis of 5-arylidenerhodanines in L-proline-based deep eutectic solvent
Beilstein J. Org. Chem. 2023, 19, 1537–1544, doi:10.3762/bjoc.19.110
- -competitive PI3Kγ inhibitors [7]. A few years ago, we worked intensively on 2-heteroarylimino-1,3-thiazolidin-4-ones as potential antitumor agents [8] and we demonstrated that derivative F was an interesting CDC25A inhibitor [9]. Up to now, the synthesis of most organic compounds still uses harmful reagents
Synthesis and biological evaluation of Argemone mexicana-inspired antimicrobials
Beilstein J. Org. Chem. 2023, 19, 1511–1524, doi:10.3762/bjoc.19.108
- ) protein [16][17], as well as perturbing carbohydrate metabolism to generate reactive oxygen species that damage the DNA [18], as modes of action for berberine’s antibacterial effects. The antitumor properties of berberine have been attributed to DNA binding, and in particular regulating the activity of
- ]. Similar to berberine, results have demonstrated that the antibacterial activity of chelerythrine can be tied to DNA intercalation and disruption to cell membrane permeability [11][24]. One particular mechanism of action noted for chelerythrine’s antitumor bioactivity is through the inhibition of protein
- (R3/R4). Compound C4 is the known compound O-methylfagaronine, which has previously been synthesized through a variety of methods [50][51][52]. The antileukemia activity, antitumor activity, and inhibition of reverse transcriptase of O-methylfagaronine (C4) have previously been explored [51][52][53
Correction: Non-peptide compounds from Kronopolites svenhedini (Verhoeff) and their antitumor and iNOS inhibitory activities
Beilstein J. Org. Chem. 2023, 19, 1370–1371, doi:10.3762/bjoc.19.97
Synthesis of ether lipids: natural compounds and analogues
Beilstein J. Org. Chem. 2023, 19, 1299–1369, doi:10.3762/bjoc.19.96
- with the development of edelfosine (an anticancer drug). More recently, ohmline, a glyco glycero ether lipid that modulates selectively SK3 ion channels and reduces in vivo the occurrence of bone metastases, and other glyco glycero ether also identified as GAEL (glycosylated antitumor ether lipids
- sections also include some examples of non-phosphorus glycosylated antitumor ether lipids (GAEL) but more details on the biology of these ether lipids can be found elsewhere [49][50][51]. The synthesis of analogues of archaeal ether lipids is not included herein but the reader can refer to other articles
- antitumor agents but without discussing the synthesis approaches, are complementary to the synthesis aspects presented in the upcoming section. 2.1 Synthesis of edelfosine Edelfosine (1-O-octadecyl-2-O-methylglycero-3-phosphocholine) ET-18-OCH3 or ET-16-OCH3 is an alkyl ether lipid with a methoxy group in
Photoredox catalysis harvesting multiple photon or electrochemical energies
Beilstein J. Org. Chem. 2023, 19, 1055–1145, doi:10.3762/bjoc.19.81
Synthesis of imidazo[4,5-e][1,3]thiazino[2,3-c][1,2,4]triazines via a base-induced rearrangement of functionalized imidazo[4,5-e]thiazolo[2,3-c][1,2,4]triazines
Beilstein J. Org. Chem. 2023, 19, 1047–1054, doi:10.3762/bjoc.19.80
- (PD404182) [1][2][3][4], sedative [5] and antitumor agents [6][7][8], as well as fungicides [9][10] and insecticides [11] have been found (Figure 1). The 1,3-thiazine heterocyclic system is comprised in some natural phytoalexins (cyclobrassinin, sinalbins A and B, rutalexin, and others) [12] and 7
- [16][17]. Recent studies of the antitumor activity of imidazo[4,5-e]thiazolo[2,3-c]-1,2,4-triazines revealed a number of compounds with a high antiproliferative effect towards a large number of human cancer cell lines (Figure 1) [18][19]. Therefore, the synthesis of new imidazothiazolotriazines and
Non-peptide compounds from Kronopolites svenhedini (Verhoeff) and their antitumor and iNOS inhibitory activities
Beilstein J. Org. Chem. 2023, 19, 789–799, doi:10.3762/bjoc.19.59
- compounds, cytotoxic and anti-inflammatory properties were evaluated. In particular, a mouse pancreatic cancer cell line (Panc02-h7-GP-GFP) was used to determine cytotoxicity. Additionally, LPS-induced pro-inflammatory expression of iNOS and COX-2 in RAW264.7 cells was evaluated. Antitumor activity of
- DFT calculations at the B3LYP/6-311G(d,p) level of theory. The program SpecDis 1.62 was used to generate the CD spectra [31]. Biological evaluation Antitumor assay Panc02-h7-GP-GFP cells (derived from the transformation of mouse pancreatic cancer cell line Panc02-h7) were maintained at 37 °C in a 5
- (TECAN, Switzerland). Antitumor activity assay of CD8+ T cells in vitro This assay, along with the associated experimental procedures, received approval from the Institutional Animal Care and Use Committee of Shenzhen University Health Science Center and the Animal Experimentation Ethics Committee of
Synthesis of medium and large phostams, phostones, and phostines
Beilstein J. Org. Chem. 2023, 19, 687–699, doi:10.3762/bjoc.19.50
- phostine derivatives, less attention has been paid to the synthesis of medium and large phostam, phostone, and phostine derivatives. They are also biologically active compounds, such as inhibitors of the human farnesyl pyrophosphate synthase [21][22], antitumor agents [23], and hapten for the production of
- bond formation through RCM reaction: Ring-closing metathesis (RCM) is an efficient strategy for the construction of common to large cyclic compounds via the formation of a C=C bond [26], which can be further reduced to a C–C bond. To prepare phostam-derived antitumor agents, ethyl N-allyl-N-(but-3-en-1
- -azaphosphocin-1(4H)-yl)acetate (4), respectively, in the presence of the Grubbs first generation catalyst via ring closing metathesis. The products 3 and 4 were further transformed to antitumor agents 5, 6, 9 and 10 through aminolysis with O-TMS hydroxylamine or hydrogenolysis followed by aminolysis with O-TMS
Cassane diterpenoids with α-glucosidase inhibitory activity from the fruits of Pterolobium macropterum
Beilstein J. Org. Chem. 2023, 19, 658–665, doi:10.3762/bjoc.19.47
- exhibit diverse biological properties, including anti-inflammatory [12], antimalarial [13], antitumor [14], antiviral [15], antibacterial [16], antiproliferative [13], and immunomodulatory [17] activities. As part of our studies on Thai medicinal plants, an investigation of the fruits of P. macropterum
Combretastatins D series and analogues: from isolation, synthetic challenges and biological activities
Beilstein J. Org. Chem. 2023, 19, 399–427, doi:10.3762/bjoc.19.31
- taxol® is the most potent antitumor drug, showing GI50 ranging from pmol to nmol against different types of cancer cell lines [77]. When combretastatins D-2, D-4, and some synthetic intermediates were evaluated against Candida albicans (ATCC 90028), Cryptococcus neoformans (ATCC 90112), Micrococcus
Practical synthesis of isocoumarins via Rh(III)-catalyzed C–H activation/annulation cascade
Beilstein J. Org. Chem. 2023, 19, 100–106, doi:10.3762/bjoc.19.10
- occurring lactones isolated from bacterial strains, molds, and plants, exhibiting a wide range of pharmacological properties such as antibacterial, antitumor, and anti-HIV activities (Scheme 1a) [1][2][3][4][5]. Fascinated by their versatile properties, researchers were prompted to develop efficient methods
Synthetic study toward the diterpenoid aberrarone
Beilstein J. Org. Chem. 2022, 18, 1625–1628, doi:10.3762/bjoc.18.173
- antitumor, antituberculosis and antimalarial activities [2][3][4][5][6]. Among these structurally intriguing natural products, aberrarone (1) shows antimalarial activity against the chloroquine-resistant strain of Plasmodium falciparum (IC50 = 10 μg/mL) [7]. Structurally, aberrarone possesses an unusual
Efficient synthesis of aziridinecyclooctanediol and 3-aminocyclooctanetriol
Beilstein J. Org. Chem. 2022, 18, 1539–1543, doi:10.3762/bjoc.18.163
- versatility in numerous regio- and stereoselective ring opening and/or expansion reactions, as well as rearrangements [5]. The aziridine structural motif is present in natural products such as mitomycins and azinomycins (Figure 1) [1][5], which exhibit potent biological activities such as antitumor and
Cyclometalated iridium complexes-catalyzed acceptorless dehydrogenative coupling reaction: construction of quinoline derivatives and evaluation of their antimicrobial activities
Beilstein J. Org. Chem. 2022, 18, 1507–1517, doi:10.3762/bjoc.18.159
- , quinoline and its derivatives widely exist in natural products. They have a wide range of biological activities, such as antibacterial [1], anti-inflammatory [2], antitumor [3], antihepatitis C (HCV) [4], antituberculosis (TB) [5], antimalarial [6], and anti-Alzheimer's disease (AD) [7]. Among these
A one-pot electrochemical synthesis of 2-aminothiazoles from active methylene ketones and thioureas mediated by NH4I
Beilstein J. Org. Chem. 2022, 18, 1249–1255, doi:10.3762/bjoc.18.130
- pharmaceutical activities such as antimicrobial [2][3], antiviral [4], antitumor [5][6], anti-inflammatory [7][8] and so on. Moreover, as a type of important intermediates, thiazole is of prime importance in organic synthesis [9][10] which is used extensively in the preparation of flavors [11], polymers [12
Derivatives of benzo-1,4-thiazine-3-carboxylic acid and the corresponding amino acid conjugates
Beilstein J. Org. Chem. 2022, 18, 1195–1202, doi:10.3762/bjoc.18.124
- hydrogenation; Introduction Heterocyclic compounds with a benzothiazine moiety are attractive building blocks in medicinal chemistry. Benzo-1,4-thiazine derivatives possess a wide range of biological and pharmacological properties, such as anticancer and antitumor, antioxidant, antimicrobial, antibacterial
Scope of tetrazolo[1,5-a]quinoxalines in CuAAC reactions for the synthesis of triazoloquinoxalines, imidazoloquinoxalines, and rhenium complexes thereof
Beilstein J. Org. Chem. 2022, 18, 1088–1099, doi:10.3762/bjoc.18.111
- of a metal complex with an inverse triazoloquinoxaline ligand [12]. Imidazo[1,2-a]quinoxalines have been reported to possess anticancer and antitumor properties [27][28] and show activity as adenosine receptor antagonists [29] as well as PDE4 inhibitors [30]. The reaction of ring-fused tetrazoles to
Isolation and biosynthesis of daturamycins from Streptomyces sp. KIB-H1544
Beilstein J. Org. Chem. 2022, 18, 1009–1016, doi:10.3762/bjoc.18.101
- Streptomyces species [1][2][3][4]. Meanwhile, these types of compounds exhibit a broad spectrum of bioactivities, including antitumor [5][6], antibacterial [7][8], antioxidant [9][10][11][12], immunosuppressive [13], and antithrombotic activities [14]. The biosynthesis of the p-terphenyls has been studied
Morita–Baylis–Hillman reaction of 3-formyl-9H-pyrido[3,4-b]indoles and fluorescence studies of the products
Beilstein J. Org. Chem. 2022, 18, 926–934, doi:10.3762/bjoc.18.92
- synthesis of various natural and synthetic products. MBH adducts itself display diverse biological activities like antifungal, antibacterial, herbicide, antiparasitic and antitumor as reviewed by Lima-Junior et al. (2012) [45]. It was envisaged that in comparison to the traditional methods like Pictet
Synthetic strategies for the preparation of γ-phostams: 1,2-azaphospholidine 2-oxides and 1,2-azaphospholine 2-oxides
Beilstein J. Org. Chem. 2022, 18, 889–915, doi:10.3762/bjoc.18.90
- analogues of γ-lactams, showing various biological activities, such as anti-inflammatory [15][16], antioxidant [17][18], and antitumor [18][19][20] (Figure 1). Various synthetic methods of 1,2-azaphospholidine 2-oxide and 1,2-azaphospholine 2-oxide derivatives have been developed to date. Two major
- generated phosphinimines 218 followed by quenching with water and sequential loss of two molecules of dimethylamine. However, the mechanism of this transformation was not clearly investigated (Scheme 35) [16]. To develop new antitumor agents composed of chromene and 5-oxo-1,2-azaphospolidine 2-oxide motifs
- to the cyano group followed by hydrolysis to give the final product 223 (Scheme 36). The product 223 showed antitumor activity in a biological assay [20]. To develop antioxidants and antitumor agents, the same group synthesized chromene-fused 5-oxo-1,2-azaphospholidine 2-oxide derivatives. The
Copper-catalyzed multicomponent reactions for the efficient synthesis of diverse spirotetrahydrocarbazoles
Beilstein J. Org. Chem. 2022, 18, 796–808, doi:10.3762/bjoc.18.80
- Tetrahydrocarbazole is one of the most privileged heterocyclic core structures. It widely exists in various naturally occurring alkaloids and pharmacologically active compounds exhibiting important bioactivities such as antitumor activity and antiprotein kinase C activity [1][2][3]. Additionally, the corresponding
DDQ in mechanochemical C–N coupling reactions
Beilstein J. Org. Chem. 2022, 18, 639–646, doi:10.3762/bjoc.18.64
- established from the X-ray crystallography data. Various methodologies are available in the literature toward constructing quinazolin-4(3H)-one derivatives [40][45][46]. Quinazolin-4(3H)-ones and its derivatives possess several biological activities such as antibacterial [47], antiviral [48], antitumor [49
Synthesis of a new water-soluble hexacarboxylated tribenzotriquinacene derivative and its competitive host–guest interaction for drug delivery
Beilstein J. Org. Chem. 2022, 18, 539–548, doi:10.3762/bjoc.18.56
- of the drugs is regulated by competitive binding of the host to some overexpressed tumor biomarker molecules, thus restoring the antitumor bioactivity of the drugs in cancer cells. We designed and synthesized a new water-soluble hexacarboxylated TBTQ derivative, TBTQ-CB6 (Scheme 1), which features a
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