Exploring and applying the substrate promiscuity of a C-glycosyltransferase in the chemo-enzymatic synthesis of bioactive C-glycosides

C-glycosides are of pharmaceutical interest due to their stability against in vivo hydrolysis, however their enzymatic synthesis faces challenges. Here, the authors report a C-glycosyltransferase from Aloe barbadensis catalysing the C-glycosylation of drug-like acceptors to generate bioactive C-glycosides

Data on eleven sesquiterpenoids from the cultured mycelia of Ganoderma capense

The data included in this paper are associated with the research article entitled “Sesquiterpenoids from the cultured mycelia of Ganoderma capense” [1]. 1H NMR, 13C NMR, DEPT, HSQC, 1H–1H COSY, HMBC, NOESY, HRESIMS, and IR spectra of Ganodermanol A–H (1–11), together with Mo2(AcO)4-induced CD spectrum of Ganodermanol A, CD spectra of Ganodermanol D–E were included in the Data in Brief article. In addition, the cytotoxicities and anti-HIV-1 activity of isolated compounds were also included in the Data in Brief article

A new 2α,5α,10β,14β-tetraacetoxy-4(20),11-taxadiene (SIA) derivative overcomes paclitaxel resistance by inhibiting MAPK signaling and increasing paclitaxel accumulation in breast cancer cells.

Tumor resistance due to multiple mechanisms seriously hinders the efficacy of chemotherapy drugs such as paclitaxel. The most widely studied P-glycoprotein inhibitors still have limited ability to reverse resistance in the clinic. In this study, NPB304, a novel Sinenxan A (SIA) derivative, was found to significantly sensitize resistant breast cancer cells to paclitaxel in vitro and in vivo. Treatment with NPB304 increased paclitaxel-induced apoptosis in a p53-dependent manner through PARP cleavage. Importantly, NPB304 enhanced the antitumor effect of paclitaxel in resistant breast tumor xenografts in nude mice without significantly affecting weight loss. NPB304 regulated cell resistance through inhibition of MAPK pathway components, including p-ERK and p-p38. Moreover, NPB304 increased paclitaxel accumulation by affecting P-gp function. In addition to increasing Rhodamine 123 accumulation, NPB304 promoted bidirectional permeability but decreased the efflux ratio of paclitaxel in a Caco-2 monolayer model, thereby increasing the intracellular concentration of paclitaxel. Similarly, NPB304 increased the concentration of paclitaxel in the resistant tumor tissue. Hence, NPB304 is a novel compound that promotes the sensitization of resistant cells to paclitaxel through multiple mechanisms and has the potential for use in combination therapies to treat resistant breast cancer

Eremophilane Sesquiterpenes from an Endophytic Fungus <i>Periconia</i> Species

Nine new polyoxygenated eremophilane sesquiterpenes, periconianones C–K (<b>1</b>–<b>9</b>), including one unusual isoeremophilane sesquiterpene, periconianone C (<b>1</b>), and four trinor-eremophilane sesquiterpenes, periconianones H–K (<b>6</b>–<b>9</b>), were isolated from the endophytic fungus <i>Periconia</i> sp. F-31. Compound <b>1</b> is the first furan-type isoeremophilane reported containing a linkage of C-8/C-11 and a 7,12-epoxy moiety. These compound structures, including absolute configurations, were elucidated through extensive spectroscopic data analysis, electronic circular dichroism, Mo₂(AcO)₄-induced circular dichroism, and single-crystal X-ray diffraction (Cu Kα). Compounds <b>2</b>, <b>5</b>, and <b>9</b> showed inhibition effects on lipopolysaccharide-induced NO production in BV2 cells by 10.2%, 18.3%, and 16.1% at a concentration of 1.0 μM, respectively, which is comparable to the positive control curcumin (12.9% at 1.0 μM)

Periconianone A, a New 6/6/6 Carbocyclic Sesquiterpenoid from Endophytic Fungus Periconia sp. with Neural Anti-inflammatory Activity

Periconianone A (<b>1</b>), a poly­oxygenated sesqui­terpe­noid with a new 6/6/6 tri­carbo­cyclic skeleton, and periconia­none B (<b>2</b>) were isolated from the endophytic fungus Periconia sp. Their structures and absolute configurations were elucidated by extensive spectroscopic analyses, calculated ECD, and single-crystal X-ray diffraction (Cu Kα). The biosynthesis of the unusual six-membered carbonic ring of <b>1</b> was postulated to be formed through intramolecular aldol condensation. Compounds <b>1</b> and <b>2</b> showed significant neural anti-inflammatory activity

Periconianone A, a New 6/6/6 Carbocyclic Sesquiterpenoid from Endophytic Fungus Periconia sp. with Neural Anti-inflammatory Activity

Periconianone A (<b>1</b>), a poly­oxygenated sesqui­terpe­noid with a new 6/6/6 tri­carbo­cyclic skeleton, and periconia­none B (<b>2</b>) were isolated from the endophytic fungus Periconia sp. Their structures and absolute configurations were elucidated by extensive spectroscopic analyses, calculated ECD, and single-crystal X-ray diffraction (Cu Kα). The biosynthesis of the unusual six-membered carbonic ring of <b>1</b> was postulated to be formed through intramolecular aldol condensation. Compounds <b>1</b> and <b>2</b> showed significant neural anti-inflammatory activity

Biocatalytic C‑Glucosylation of Coumarins Using an Engineered C‑Glycosyltransferase

The enzymatic synthesis of coumarin C-glucosides by an engineered C-glycosyltransferase, MiCGTb–GAGM, was explored in vitro and in vivo. MiCGTb–GAGM exhibited a robust C-glucosylation capability toward structurally diverse coumarin derivatives. The whole-cell bioconversion of MiCGTb–GAGM was exploited for large-scale production of coumarin C-glucosides. Two C-glucosides exhibited potent SGLT2 inhibitory activities with IC₅₀ values at 10^–6 M. These findings provide cost-effective and practical synthetic strategies to generate structurally diverse and novel bioactive coumarin C-glycosides for drug discovery