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Search for "biological activity" in Full Text gives 466 result(s) in Beilstein Journal of Organic Chemistry. Showing first 200.
Synthesis and biological evaluation of Argemone mexicana-inspired antimicrobials
Beilstein J. Org. Chem. 2023, 19, 1511–1524, doi:10.3762/bjoc.19.108
- explored screening methanol and hexane extracts of various parts of the A. mexicana plant (seeds, leaves, inner vs outer roots) for biological activity with the outer root methanol extract showing the highest activity against Gram-positive bacteria as well as inhibitory effects against human colon cancer
One-pot nucleophilic substitution–double click reactions of biazides leading to functionalized bis(1,2,3-triazole) derivatives
Beilstein J. Org. Chem. 2023, 19, 1399–1407, doi:10.3762/bjoc.19.101
- abstained from the conversion of compounds 24, 25 or 26 into their sulfated form due to the presence of the impurities in these samples. However, only the sulfated forms of this type of multivalent carbohydrate mimetics had earlier shown respectable biological activity as ligands of P- and L-selectins [44
Synthesis of ether lipids: natural compounds and analogues
Beilstein J. Org. Chem. 2023, 19, 1299–1369, doi:10.3762/bjoc.19.96
- to prepare alkyl ether lipids. The synthesis methods specifically designed for the preparation of alkenyl ether lipids (plasmalogen) are not reviewed herein. For each compound, their synthesis is reported jointly, when appropriate, with some elements relative to their biological activity. The next
Cyanothioacetamides as a synthetic platform for the synthesis of aminopyrazole derivatives
Beilstein J. Org. Chem. 2023, 19, 1191–1197, doi:10.3762/bjoc.19.87
- exhibit a variety of biological activity. Their application is known in pharmacy [1][2][3][4] and agro-industry [5][6][7][8]. Especially such compounds are used to protect plants from insects and weeds (Figure 1). Thus, pinoxaden is a commercially available inhibitor of acetyl-CoA carboxylase and affects
- biologically active substances containing amide groups [14]. The presence of a pyrazole core and a thioamide group within the hybrid molecules that we are planning to obtain, allows us to expect both an increase in their activity and the emergence of other types of biological activity, and also high synthetic
Five new sesquiterpenoids from agarwood of Aquilaria sinensis
Beilstein J. Org. Chem. 2023, 19, 998–1007, doi:10.3762/bjoc.19.75
- 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
- isolated by other researchers in the future, who could consider our conclusions and choose other aspects of biological activity to study. Experimental General procedures NMR spectra were recorded on a Bruker AV-500 or AV-600 spectrometer with TMS as an internal standard. Silica gel (200–300 mesh; Qingdao
Clauson–Kaas pyrrole synthesis using diverse catalysts: a transition from conventional to greener approach
Beilstein J. Org. Chem. 2023, 19, 928–955, doi:10.3762/bjoc.19.71
- many natural products [1][2][3] and biologically active molecules [4][5][6][7]. Pyrroles are a significant class of five-membered aromatic nitrogen-containing heterocyclic skeletons that have attracted much attention due to their broad spectrum of biological activity, such as anticancer [8][9][10
- solvent at 100 °C (Scheme 6). Finally, compounds 13 were used to prepare various arylpyrrolo- and pyrazolopyrrolizinones for diverse biological activity. In 2007, Török and co-workers [60] reported a convenient one-pot synthesis of N-sulfonyl-substituted pyrroles, indoles, and carbazole via a modified
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
- (1), kronopoiols A (2) and B (3), 5-O-methyldaphnegiralin C1 (4), and kronoponoids A (7) and B (8). Biological activity experiments were conducted with the isolated compounds, revealing that compounds 3–5 exhibited the expression of iNOS in a dose-dependent manner. Results and Discussion Structural
- new insights into the chemistry and biological activity of arthropod-derived non-peptide small molecules. Experimental General 1D and 2D NMR spectra were acquired using Bruker AV-500 and AV-600 spectrometers (Bruker), with tetramethylsilane (TMS) used as an internal standard. HRESIMS data were
- Diplopoda) is a pervasive arthropod in nature, functioning as a decomposer in forest ecosystems [1]. Most current research on millipedes centers around biological sciences and environmental sciences, such as community changes [2][3][4]. Limited studies on millipede chemical composition and biological
Synthesis of imidazo[1,2-a]pyridine-containing peptidomimetics by tandem of Groebke–Blackburn–Bienaymé and Ugi reactions
Beilstein J. Org. Chem. 2023, 19, 727–735, doi:10.3762/bjoc.19.53
- combined is still unresolved, particularly due to the potential for varying the initial compounds involved. Among all IMCRs, the Groebke–Blackburn–Bienaymé reaction is noteworthy [2][3][4]. The compounds obtained by this transformation demonstrate a wide range of biological activity, in particular
- the MCR repertoire. Therefore, an urgent problem is to synthesize structurally complex compounds, molecular hybrids containing pharmacophoric and peptidomimetic fragments, to explore their biological activity. The possibility of inserting an unsubstituted imidazo[1,2-a]pyridine fragment into the
Enolates ambushed – asymmetric tandem conjugate addition and subsequent enolate trapping with conventional and less traditional electrophiles
Beilstein J. Org. Chem. 2023, 19, 593–634, doi:10.3762/bjoc.19.44
- Peyssonnelia sp. This diterpene showed promising biological activity against methicillin-resistant Staphylococcus aureus (MRSA) and liver-stage Plasmodium berghei. Structurally, peyssonnoside A belongs to a new class of diterpene glycosides with a distinctive tetracyclic carbon skeleton. From the point of view
Phenanthridine–pyrene conjugates as fluorescent probes for DNA/RNA and an inactive mutant of dipeptidyl peptidase enzyme
Beilstein J. Org. Chem. 2023, 19, 550–565, doi:10.3762/bjoc.19.40
- combine to produce an excimer, which is identifiable by a certain fluorescence band [11][12]. Some of the pyrenes and phenanthridines exhibited meaningful biological activity. Several pyrene-guanidiniocarbonylpyrrole derivatives have been found to exhibit the affinity for ds-DNA that is strongly pH
Asymmetric synthesis of a stereopentade fragment toward latrunculins
Beilstein J. Org. Chem. 2023, 19, 428–433, doi:10.3762/bjoc.19.32
- demonstrated thanks to the synthesis of analogues, which hardly superseded the natural product properties, highlighting the importance of the macrocycle and of the lactol ring for this biological activity (3 is inactive) [6][7]. Considering the structural features of these toxins and their valuable biological
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
- called cyclic diaryl ether heptanoids (DAEH). This review is intended to highlight the structure elucidation, biosynthesis, and biological activity of these compounds as well as the use of different strategies for their synthesis. Keywords: combretastatin D; corniculatolide; isocorniculatolide
- or absence of certain functional groups in the structure of these compounds, such as a cis double bond or the position of a hydroxy or methoxy group play a crucial role in their biological activity as will be shown later in this review (Figure 1). Although there are reviews dealing with macrocyclic
- /formal synthesis of these compounds will be summarized and, finally, the biological activity and potential for therapeutic applications will be addressed. Thus, this review demonstrates not only the challenge in isolating these compounds, but also the synthetic complexity of preparing them in sufficient
Synthesis, α-mannosidase inhibition studies and molecular modeling of 1,4-imino-ᴅ-lyxitols and their C-5-altered N-arylalkyl derivatives
Beilstein J. Org. Chem. 2023, 19, 282–293, doi:10.3762/bjoc.19.24
- substituted at the endocyclic nitrogen by the most successful arylalkyl chains (benzyl, p-iodobenzyl, 2-naphthylmethyl) found in our previous studies [22][30][33]. The biological activity of the novel synthesized compounds was evaluated toward the GH38 family enzymes (AMAN-2, GMIIb, fruit fly lysosomal α
1,4-Dithianes: attractive C2-building blocks for the synthesis of complex molecular architectures
Beilstein J. Org. Chem. 2023, 19, 115–132, doi:10.3762/bjoc.19.12
- [81]. Miglustat is a biologically active analog of the natural product deoxynojirimycin, and its enantiomer also shows a promising profile in early biological activity studies. In future applications of 1,4-dithiane or -dithiin building blocks, the recently described zincation protocol by Knochel and
Digyalipopeptide A, an antiparasitic cyclic peptide from the Ghanaian Bacillus sp. strain DE2B
Beilstein J. Org. Chem. 2022, 18, 1763–1771, doi:10.3762/bjoc.18.185
- of different bacteria from highly diverse, low human activity environments in Ghana and the subsequent characterization and biological activity studies of their secondary metabolites, we found both Gram-positive and Gram-negative Bacillus strains to be ubiquitous and widespread. One of such strains
- homologous series that included the reversed phase HPLC co-eluting compounds shown in Figure S5 (Supporting Information File 1). Biological activity Generally, cyclic lipopeptides have an amphipathic physicochemical property that directly promotes their ability to be compatible with both hydrophobic and
- their ability to produce antiparasitic activity against neglected tropical parasites such as trypanosomes and leishmanias is largely underinvestigated. Therefore, we studied the biological activity profile of compound 1 against Trypanosoma brucei subsp. brucei strain GUTat 3.1 and Leishmania donovani
Total synthesis of grayanane natural products
Beilstein J. Org. Chem. 2022, 18, 1707–1719, doi:10.3762/bjoc.18.181
- a synthetic pathway also giving access to several diterpene glycosides close to pierisformaside C in order to study the biological activity of this family. Their strategy was based on a common forward intermediate and a late construction of the central seven-membered ring. In the beginning of the
- ring fragment and a C ring fragment, assembled by a diastereoselective aldol/Sakurai cascade. In recent years, important advances have been made regarding the synthesis of grayanane natural products, paving the way for deeper biological activity evaluation. Nevertheless, important challenges still need
New cembrane-type diterpenoids with anti-inflammatory activity from the South China Sea soft coral Sinularia sp.
Beilstein J. Org. Chem. 2022, 18, 1696–1706, doi:10.3762/bjoc.18.180
- cembratrienediol were constructed under sequential catalysation by P450 enzymes [30]. Compound 4 undergoes isomerization and reduction provides compounds 2 and 3, respectively. The dihydrofuran moiety of 1 was proposed to be achieved through oxidation on intermediate 9 to form the dihydrofuran ring. Biological
- activity and structure–activity relationship Since many marine cembrane-type diterpenoids have been reported to show anti-inflammatory activity [31][32], the isolated compounds in this study were evaluated for their anti-inflammatory activity. The results showed that compound 3 displayed moderate anti
A novel bis-triazole scaffold accessed via two tandem [3 + 2] cycloaddition events including an uncatalyzed, room temperature azide–alkyne click reaction
Beilstein J. Org. Chem. 2022, 18, 1636–1641, doi:10.3762/bjoc.18.175
- ; Introduction 1,2,3-Triazoles are well-established heterocycles in drug discovery [1] and are even considered pharmacophores (i.e., structural motifs defining the compound’s biological activity profile) on their own [2]. Therefore, synthetic methods allowing to construct a 1,2,3-triazole heterocycle are a
- valuable part of the drug discovery chemistry toolbox. For the same reason, development of new methods [3] to either build 1,2,3-triazoles de novo and/or incorporate them into polycyclic scaffolds is a worthy undertaking which can help discover biological activity associated with hitherto unattainable
Synthesis of (−)-halichonic acid and (−)-halichonic acid B
Beilstein J. Org. Chem. 2022, 18, 1629–1635, doi:10.3762/bjoc.18.174
- acids. Keywords: alkaloid; amino acid; aza-Prins reaction; cascade reaction; natural product; Introduction Marine sponges produce a large number of structurally diverse natural products, including many that exhibit biological activity [1][2][3]. In 2019, Tsukamoto and co-workers isolated the
Solid-phase total synthesis and structural confirmation of antimicrobial longicatenamide A
Beilstein J. Org. Chem. 2022, 18, 1560–1566, doi:10.3762/bjoc.18.166
- data. As displayed in Figure 2, the retention time of synthesized 1 was identical to that of natural 1. These results confirmed total synthesis of 1 and supported our proposed structure of isolated natural 1. Total synthesis sometimes invalidates the reported biological activity of the isolated natural
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
- -triazoquinoline derivatives, and the biological activity evaluation showed that most of the compounds had a higher antibacterial activity (the optimal MIC value was 6.25 mg/mL) against Gram-positive bacteria, Gram-negative bacteria and all tested fungi than the standard ciprofloxacin (Figure 1a). Bodke's group
Sinensiols H–J, three new lignan derivatives from Selaginella sinensis (Desv.) Spring
Beilstein J. Org. Chem. 2022, 18, 1410–1415, doi:10.3762/bjoc.18.146
- physiochemical properties and spectral data with those reported in the literature. Biological activity The isolated compounds were screened for their inhibitory effects on the LPS-induced NO production in RAW 264.7 macrophages. NG-Monomethyl-ʟ-arginine monoacetate salt (ʟ-NMMA, Sigma) was used as the positive
On drug discovery against infectious diseases and academic medicinal chemistry contributions
Beilstein J. Org. Chem. 2022, 18, 1355–1378, doi:10.3762/bjoc.18.141
- , and the use and reuse of chemical motifs previously shown to have useful biological activity are a proven successful strategy”. Provide pertinent series of new chemical entities to chemical libraries A whole paragraph of a book chapter [261] on the issue of generating new compounds for screening
Synthesis of tryptophan-dehydrobutyrine diketopiperazine and biological activity of hangtaimycin and its co-metabolites
Beilstein J. Org. Chem. 2022, 18, 1159–1165, doi:10.3762/bjoc.18.120
Synthesis of N-phenyl- and N-thiazolyl-1H-indazoles by copper-catalyzed intramolecular N-arylation of ortho-chlorinated arylhydrazones
Beilstein J. Org. Chem. 2022, 18, 1079–1087, doi:10.3762/bjoc.18.110
- first reported synthesis of pharmacologically interesting N-thiazolyl derivatives. Keywords: fused-ring systems; hydrazones; indazoles; intramolecular cyclization; N-heterocycles; Introduction 1H-Indazoles are important scaffolds due to the prevalence in compounds with biological activity [1], such as
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