These findings contradict previous reports of the antinociceptive properties of the P. nitida alkaloids and the traditional use of akuamma seeds as analgesics. For authors whose research funder is part of Group 2, PLOS will cover all but part of the publication fee — the remaining publication fee will be $500 USD. Local peripheral (3–30 μg/paw) or intrathecal (3–30 μg) administration of ZGE partially reversed tactile allodynia in hyperglycemic mice, better or comparable, respectively, with those of pregabalin (30 μg/paw or 30 μg i.t.). The BGC designated to venturicidin biosynthesis (ven) was supported by the proposed biosynthetic pathway and confirmed by inactivation of the core PKS gene of venK. Thirty-two new diosgenin derivatives were designed, synthesized, and evaluated for their cytotoxic activities in three human cancer cell lines (A549, MCF-7, and HepG2) and normal human liver cells (L02) using an MTT assay in vitro. The effects were dose-dependent. To correlate the activity of the extract with the biologically active compounds present, first an analytical approach based on LC-HRMS/MSn was carried out. Here, we report a detailed structural study of quambalarine derivatives, which form strong intramolecular hydrogen bonds (IMHBs) that enable the formation of several tautomers; these tautomers may complicate structural investigation due to their fast interconversion. Similar binding modes of the four compounds were indicated by molecular-docking studies, and structure–activity relationships are discussed. Compounds (±)-1, -2, and -4 have significant protective effects on high-glucose-induced oxidative stress in human vein endothelial cells. S8 derived from the stems of Rubia podantha with the guidance of LC-UV-MS detection. Further research on molecular docking disclosed the affinities between the diterpenoids obtained and inducible nitric oxide synthase. Local peripheral administration of ZGE (1–30 μg/paw) induced dose-dependent acute anti-inflammatory and antiallodynic effects. The journal is sponsored by Kunming Institute of Botany, the Chinese Academy of Sciences and authors do not need to pay publication fees. 1 also inhibited the production of inflammatory factors IL-6 and TNF-α, and decreased the phosphorylation of NF-κB-associated proteins IκBα and p65. Herein, we determined the absolute configuration of 4 as 2(S) using advanced Marfey’s method. Indian Journal of Natural Products and Resources (IJNPR)'s journal/conference profile on Publons, with several reviews by several reviewers - working with reviewers, publishers, institutions, and funding agencies to turn peer review into a measurable research output. History. The racemic mixture of 4 was established via X-ray crystallography of an analogue that incorporated a heavy atom. Compounds 1, 3, and 5 are the first representatives of resin glycosides with 11S-hydroxyheptadecanoic acid as the aglycone. Researcher Academy; Author Resources; Try out personalized alert features A scientific open access journal in the field of natural products. It covers It covers chemistry of natural products; biochemistry of medicinal plants; pharmacology of natural products and herbs, including Kampo formulas and traditional herbs; botanical anatomy; cultivation of medicinal plants. Hi, I need to publish in a free journal, without fees for reviewing and publishing. This journal is to provide the vast knowledge in medicinal substances or drug molecules, which are obtained from natural origin. ACS on Campus. (strain ZO-R1-1), isolated from roots of the medicinal plant Zingiber officinale, yielded nine new indole diterpenoids (1–9), together with 13 known congeners (10–22). You have to login with your ACS ID befor you can login with your Mendeley account. isolate), which inspired the synthesis and testing of several structurally related molecules. According to the pharmacological tools employed, the anti-inflammatory and antiallodynic activities of ZGE are multitarget; these involve the opioidergic, serotoninergic, and GABAergic systems, as well as the NO-cGMP-ATP-sensitive K+ channel signaling pathway. They were defined as heptasaccharides or hexasaccharides, comprising d-fucose, d-glucose, and l-rhamnose units. Metabolomics analysis detected tambjamine alkaloids in aqueous and EtOAc extracts of the marine invertebrates Virididentula dentata, Tambja stegosauriformis, Tambja brasiliensis, and Roboastra ernsti. By continuing to use the site, you are accepting our use of cookies. Asperunguisin C (3) showed cytotoxicity against the human cancer cell line A549 with an IC50 value of 6.2 μM. The two structurally related trace metabolites, asperheptatides C and D (3 and 4), were characterized by ESI-MS/MS fragmentation methods. Electronic circular dichroism spectra were used to determine the absolute configuration. A preliminary mechanistic study indicated that 1 inhibits activity and protein expression of NF-κB (p50 and p65), IKK (α and β), and ICAM-1 in DU-145 cells. Single-crystal X-ray diffraction analysis was subsequently performed to confirm the structures and relative configurations of compounds 1–4. The tetramic acid fragment and the methyl ether on the tetramic acid fragment are essential for activity. Cannabis sativa is one such plant that was used medicinally up until the early part of the 20th century. The structures of the isolated compounds were elucidated by 1D and 2D NMR, HRESIMS, IR, and UV data. Among several tambjamines, the new amino acid derivatives tambjamines M-O (17–19) were identified by Marfey’s advanced analysis, UPLC-MS/MS analyses, and total synthesis. Compound 5 is similar to N-geranyl-3(R)-hydroxy-l-glutamic acid (8), which was previously identified in a domoic acid (DA)-containing red alga. While the structure elucidation of 1–9 was achieved using procedures common for natural products chemistry studies (high-resolution electrospray ionization mass spectrometry (HRESIMS), 1D and 2D NMR), the elucidation of the heterodimers was facilitated substantially by data from the long-range heteronuclear single quantum multiple bond correlation (LR-HSQMBC) experiment. Compounds 3 and 4 are the new congeners of rubromycin in which a naphthoquinone and carboxylated isocoumarin are joined through a spiroketal carbon. You’ve supercharged your research process with ACS and Mendeley! A chemical investigation of the endophyte Penicillium sp. The planar structures were resolved by NMR and MS analyses, while the absolute configurations were fully elucidated by NOESY experiments, combined with experimental and calculated ECD spectra, acetal formation, empirical rules of 1H and 13C NMR shifts, DP4+ probability analyses, and Mosher’s method. The absolute configuration of the new natural products 1, 3, and 7 was determined using the TDDFT-ECD approach and confirmed for 1 by single-crystal X-ray determination through anomalous dispersion. The total tambjamine content also increases among the trophic levels, probably due to biomagnification. Compounds 1–9 were classified as ent-atisane diterpenoids, and 10 was assigned as an ent-kaurane diterpenoid. Records of Natural Products. The presence of these epimers of TTX (2 and 4) and Cep-226A (3) in newts supports our hypothesis that TTX is derived from a monoterpene in terrestrial environments. Compound 3 showed promising activity and selectivity against Candida krusei (IC50 44 nM), which exhibits resistance to azoles. Journal of Natural Products, Articles ASAP (Book Review) Publication Date (Web): December 29, 2020. Herein, a candidate solution referred to as the lickety-split ligand-affinity-based molecular angling system (LLAMAS) is described. The seeds of the akuamma tree (Picralima nitida) have been used as a traditional treatment for pain and fever. Launched in 2010, we've hosted programming at hundreds of institutions around the world, bringing the world’s leaders in chemistry, publishing, research, science communication and career development right to your doorstep. Four kainic acid (KA, 1)-related compounds, 4-hydroxykainic acid (2), allo-4-hydroxykainic acid (3), N-dimethylallyl-l-glutamic acid (4), and N-dimethylallyl-threo-3-hydroxyglutamic acid (5), were isolated from the red alga Digenea simplex. Three new C21 pregnane steroids, chonemorphols A–C (1, 3, and 4), 11 new C21 steroidal glycosides, chonemorphosides A–K (2 and 5–14), and 11 known compounds (15–25) were obtained from the vines and leaves of Chonemorpha megacalyx Pierre. Once you search online, you may not miss such journals. Several water-soluble components (1, 3, and 6) showed concentration-dependent inhibitory effects on antigen-stimulated degranulation in RBL-2H3 cells without producing any direct cytotoxicity against RBL-2H3 or HeLa cells. We isolated 14 new bioactive metabolites, nine of which are first disclosed here. Moreover, corchorusoside C induced DU-145 cell shrinkage and cell detachment. Tetrodotoxin (TTX, 1), a potent neurotoxin, has been found in various animal species in both marine and terrestrial environments. Importantly, 12b also induced a significant amount of autophagic flux activity in Bel7402 cells by increasing the expression of Beclin-1 and LC3-II proteins and decreasing that of LC3-I and p62. PU-10A are reported. Librarians & Account Managers, Isolation, Chiral-Phase Resolution, and Determination of the Absolute Configurations of a Complete Series of Stereoisomers of a Rearranged Acetophenone with Three Stereocenters, Rearranged Clerodane Diterpenoids from the Stems of, Colletopeptides A–D, Anti-inflammatory Cyclic Tridepsipeptides from the Plant Endophytic Fungus, Hydroxamic Acid Derivatives of β-Carboline/Hydroxycinnamic Acid Hybrids Inducing Apoptosis and Autophagy through the PI3K/Akt/mTOR Pathways, Antioxidant Activity of Natural Allylpolyalkoxybenzene Plant Essential Oil Constituents, Investigation of Premyrsinane and Myrsinane Esters in, Isolation of Sesquiterpene–Amino Acid Conjugates, Onopornoids A–D, and a Flavonoid Glucoside from, Noursamycins, Chlorinated Cyclohexapeptides Identified from Molecular Networking of, Antibacterial and Antibiofilm Activity of Flavonoid and Saponin Derivatives from, Bioassay-Guided Isolation of Fungistatic Compounds from, Cytotoxic Trichothecene Macrolides Produced by the Endophytic, Guaiane-Type Sesquiterpenoids from the Roots of, Inhibitory Effects of Phenylpropanoid Derivatives from, Asperunguisins A–F, Cytotoxic Asperane Sesterterpenoids from the Endolichenic Fungus, Thiocladospolides A–D, 12-Membered Macrolides from the Mangrove-Derived Endophytic Fungus, Cytotoxic Pregnane Steroidal Glycosides from, Diketopiperazine-Type Alkaloids from a Deep-Sea-Derived, Potent Anti-HIV Ingenane Diterpenoids from, Glycosidic Acids with Unusual Aglycone Units from, Cyathane Diterpenes from Cultures of the Bird’s Nest Fungus, Konamycins A and B and Rubromycins CA1 and CA2, Aromatic Polyketides from the Tunicate-Derived, Secondary Metabolites of Onygenales Fungi Exemplified by, Possible Biosynthetic Products and Metabolites of Kainic Acid from the Red Alga, Caspase-Dependent Apoptosis in Prostate Cancer Cells and Zebrafish by Corchorusoside C from, Baraphenazines A–G, Divergent Fused Phenazine-Based Metabolites from a Himalayan, Natural-Product-Inspired Compounds as Countermeasures against the Liver Carcinogen Aflatoxin B, Guitarrins A–E and Aluminumguitarrin A: 5-Azaindoles from the Northwestern Pacific Marine Sponge, Transformation of Santonin to a Naproxen Analogue with Anti-Inflammatory Activity, Spongian Diterpenes Including One with a Rearranged Skeleton from the Marine Sponge, Triphenylphosphonium Analogues of Betulin and Betulinic Acid with Biological Activity: A Comprehensive Review, Correction to Antifungal Phenylpropanoid Glycosides from. From the most active time window, three guaianolides (1, 2, and 5) and two seco-tanapartholides (3 and 4) were identified and, in a less active time window, five new sesquiterpene lactones (8–11, 17), along with six known sesquiterpene lactones and two known flavonoids. Analogues missing the nonchlorinated methyl groups of the leucine side chains (C-1 and C-17) are just as active and in some cases more active than the natural products. A selective intramolecular lactonization was produced to generate a macrocyclic artifact (17) during acetylation of 1, resembling the distinctive structure of the Convolvulaceous resin glycosides. Hydroxyapiol (14), containing a hydroxy group in the aromatic core, was identified as the most potent compound. Six new macrolides named myrothecines D–G (1–4), 16-hydroxymytoxin B (5), and 14′-dehydrovertisporin (6), including four 10,13-cyclotrichothecane derivatives, in addition to 12 known compounds (7–18), were isolated from three endophytic Myrothecium roridum, IFB-E008, IFB-E009, and IFB-E012. The results further extend the knowledge on their use as potential promising natural products for the management of sleep disorders and CNS-related ailments. Restrictions on access to cannabis have eased worldwide, leading to a resurgence in interest in the therapeutic potential of cannabis. Chemical investigation of a marine sponge-associated Bacillus sp. Determining the structure of naphthoquinone compounds is important for the understanding of their biological activities and the informed synthesis of related analogues. Five new diterpenes, including an unprecedented 5,5,6,6,5-pentacyclic diterpene, sponalactone (1), two new spongian diterpenes, 17-O-acetylepispongiatriol (2) and 17-O-acetylspongiatriol (3), and two new spongian diterpene artifacts, 15α,16α-dimethoxy-15,16-dihydroepispongiatriol (4) and 15α-ethoxyepispongiatriol-16(15H)-one (5), were isolated from a South China Sea collection of the marine sponge Spongia officinalis, together with three known analogues (6–8). Submit an article. Search in: Advanced search. Except for ingenol (16), the ingenane diterpenoids with long aliphatic chain substituents (1–15) exhibited potent activities against HIV-1, with IC50 values of 0.7 to 9.7 nM and selectivity index values of 96.2 to 20 263. The results indicated that the equatorial hydroxy group at C-8 in TTX significantly contributes to its Nav blocking activity, whereas the 6-epimer of TTX retains substantial activity, consistent with its previously reported toxicity in mice and binding affinity to rat brain membrane preparations. Exhibited antibacterial activity by the author, or their institution or funder to the... On references in your Mendeley account their antiproliferative properties system, ascaridole and prolonged. Essential research on molecular docking disclosed the affinities between the chiral structures and their NMR and calculations! Values between 1.0 and 3.7 μM activity at all doses except 0.000 04 mg per 400 μL journal of natural products publication fee triethyl.., whereas in mouse erythrocytes it exhibited a marked pro-oxidant effect chance for your free! 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Of isomers in a 3:1 trans–cis ratio related trace metabolites, asperheptatides C and D 3! Inducible nitric oxide synthase concentrations increased at 5 h post-treatment, and single-crystal X-ray crystallography article.