Circular Dichroism Spectra Research Articles

Enhancement of Calcium Chelating Activity in Peptides from Sea Cucumber Ovum through Phosphorylation Modification.

Recently, phosphorylation has been applied to peptides to enhance their physiological activity, taking advantage of its modification benefits and the extensive study of functional peptides. In this study, water-soluble peptides (WSPs) of sea cucumber ovum were phosphorylated in order to improve the latter's calcium binding capacity and calcium absorption. Enzymatic hydrolysis methods were screened via ultraviolet-visible absorption spectroscopy (UV-Vis), the fluorescence spectrum, and calcium chelating ability. Phosphorylated water-soluble peptides (P-WSPs) were characterized via high-performance liquid chromatography, the circular dichroism spectrum, Fourier transform infrared spectroscopy (FTIR), UV-Vis spectroscopy, surface hydrophobicity, and fluorescence spectroscopy. The phosphorus content, calcium chelation rate and absorption rate were investigated. The results demonstrated that phosphorylation enhanced the calcium chelating capacity of WSPs, with the highest capacity reaching 0.96 mmol/L. Phosphate ions caused esterification events, and the carboxyl, amino, and phosphate groups of WSPs and P-WSPs interacted with calcium ions to form these bonds. Calcium-chelated phosphorylated water-soluble peptides (P-WSPs-Ca) demonstrated outstanding stability (calcium retention rates > 80%) in gastrointestinal processes. Our study indicates that these chelates have significant potential to develop into calcium supplements with superior efficacy, bioactivity, and stability.

Enhancing functionality and bioactivity of walnut protein through limited enzyme digestion.

Walnut protein (WP) is recognized as a valuable plant protein. However, the poor solubility and functional properties limit its application in the food industry. It is a great requirement to improve the physicochemical properties of WP. Following a 90 min restricted enzymatic hydrolysis period, the solubility of WP significantly increased from 3.24% to 54.54%, with the majority of WP hydrolysates (WPHs) possessing a molecular weight exceeding 50 kDa. Circular dichroism spectra showed that post-hydrolysis, the structure of the protein became more flexible, while the hydrolysis time did not significantly alter the protein's secondary structure. After hydrolysis, WP's surface hydrophobicity significantly increased from 2279 to 6100. Furthermore, WPHs exhibited a strong capacity for icariin loading and micelle formation with critical micelle concentration values of 0.71, 0.99 and 1.09 mg mL-1, respectively. Moreover, similar immuno-enhancement activities were observed in WPHs. After exposure to WPHs, the pinocytosis of RAW264.7 macrophages was significantly improved. WPH treatment also increased the production of nitric oxide, interleukin-6 (IL-6) and tumor necrosis factor-α (TNF-α) in macrophages. Up-regulation of mRNA expressions of IL-6, inducible nitric oxide synthase (iNOS) and TNF-α was observed in a dose-dependent manner. The enhancement of functionality and bioactivity in WP can be achieved through the application of limited enzyme digestion with trypsin. This process effectively augments the nutritional value and utility of the protein, making it a valuable component in various dietary applications. © 2024 Society of Chemical Industry.

Identification and Characterization of Pectate Lyase as a Novel Allergen in Artemisia sieversiana Pollen

Introduction: Artemisia species are widely spread in north hemisphere. Artemisia sieversiana pollen is one of the common pollen allergens in the north of China. At present, seven allergens were identified and had been listed officially from A. sieversiana pollen, but the remaining allergens are still insufficiently studied, which need to be found. Methods: Pectate lyase was purified from the extracts of A. sieversiana pollen by anion exchange, size exclusion, and HPLC-hydrophobic interaction chromatography. The gene of A. sieversiana pectate lyase (Art si pectate lyase) was cloned and expressed in Escherichia coli. The enzyme activity and circular dichroism (CD) spectrum of natural and recombinant proteins were analyzed. The allergenicity of Art si pectate lyase was characterized by enzyme-linked immunosorbent assay (ELISA), Western blot, inhibition ELISA, and basophil activation test. The allergen’s physicochemical properties, three-dimensional structure, sequence profiles with homologous allergens and phylogenetic tree were analyzed by in silico methods. Results: Natural Art si pectate lyase (nArt si pectate lyase) was purified from A. sieversiana pollen extracts by three chromatographic strategies. The cDNA sequence of Art si pectate lyase had a 1191-bp open reading frame encoding 396 amino acids. Both natural and recombinant pectate lyase (rArt si pectate lyase) exhibited similar CD spectrum, and nArt si pectate lyase had higher enzymatic activity. Moreover, the specific immunoglobulin E (IgE) binding rate against nArt si pectate lyase and rArt si pectate lyase was determined as 40% (6/15) in patients’ serum with Artemisia species pollen allergy by ELISA. The nArt si pectate lyase and rArt si pectate lyase could inhibit 76.11% and 47.26% of IgE binding activities to the pollen extracts, respectively. Art si pectate lyase was also confirmed to activate patients’ basophils. Its structure contains a predominant motif of classic parallel helical core, consisting of three parallel β-sheets, and two highly conserved features (vWiDH, RxPxxR) which may contribute to pectate lyase activity. Moreover, Art si pectate lyase shared the highest sequence identity of 73.0% with Art v 6 among currently recognized pectate lyase allergen, both were clustered into the same branch in the phylogenetic tree. Conclusion: In this study, pectate lyase was identified and comprehensively characterized as a novel allergen in A. sieversiana pollen. The findings enriched the allergen information for this pollen and promoted the development of component-resolved diagnosis and molecular therapy of A. sieversiana pollen allergy.

Enhancing the circular dichroism of chiral dielectric nanostructure through the addition of a symmetric Au cylinder

Circular dichroism (CD) spectra play a crucial role in recognition, separation and detection of chiral molecules. Due to the inherent weak CD response of natural chiral molecules, researchers have endeavored to enhance CD signals through various artificial nanostructures. In this study, combining the advantages of both the dielectric and metal materials, we propose a hybrid dielectric-metal nanostructure consisting of a chiral Si nanorod dimer coupled with a symmetric Au cylinder to achieve robust CD responses. Owing to the plasmon resonance of the Au cylinder, the scattering-CD and absorption-CD of the hybrid system have been enhanced, which result in the enhanced extinction-CD response. Furthermore, the distributions of electric field, magnetic field and displacement current density of both the Si dimer and hybrid nanostructure have been meticulously crafted to elucidate the physical mechanisms underlying amplified CD signals. The synergistic coupling between the magnetic fields of dielectric materials and the electric fields of the Au cylinder leads to an increase in the electric field strength and the asymmetry of near-field distributions. Additionally, spatial overlaps between electric and magnetic fields occur. These factors contribute to the enhanced chiral response of the hybrid system. Meanwhile, the CD signal can be flexibly tuned by adjusting the size of the Au cylinder and Si nanorods. This design offers a versatile approach to enhancing the chiral response of dielectric nanostructures.

Spontaneous resolution and magnetic properties of lanthanide metal organic frameworks based on oxydiacetate

Chiral lanthanide metal organic frameworks (Ln-MOFs) have become a kind of promising platform for developing various chiral functional materials. However, their members are still scarce up to now, especially those obtained from spontaneous resolution. In this work, two pairs of enantiomers of chiral Ln-MOFs, namely, [Ln2(oda)3(H2O)4]·2H2O [Ln = Dy (Λ-1 and Δ-1), Gd (Λ-2 and Δ-2); oda = oxydiacetate], have been prepared from an achiral H2oda ligand by spontaneous resolution. They display homochiral Λ- or Δ-configurational 2D grid-like frameworks in the absence of any chiral source, where four carboxylate groups of oda2− ligands within each [LnIII(oda)3]3− module link to adjacent four Ln ions either in a left- or right-handed fashions. Their homochirality was further confirmed by solid-state circular dichroism (CD) spectrum. Magnetic measurements revealed that Λ-1 exhibits field-induced dual-relaxation behavior of single-molecule magnet (SMM). The effective energy barrier (Ueff) and relaxation time (τ0) of slow relaxation (SR) process are 92.63 K and 1.49 × 10−12 s, respectively. Furthermore, Λ-2 was found to show magnetocaloric effect (MCE), with the maximum magnetic entropy change (−ΔSm) of 10.02 J kg−1 K−1 at 7.0 T and 2.0 K.

In silico bioactivity prediction of proteins interacting with graphene-based nanomaterials guides rational design of biosensor

Graphene-based nanomaterials have attracted significant attention for their potentials in biomedical and biotechnology applications in recent years, owing to the outstanding physical and chemical properties. However, the interaction mechanism and impact on biological activity of macro/micro biomolecules still require more concerns and further research in order to enhance their applicability in biosensors, etc. Herein, an integrated method has been developed to predict the protein bioactivity performance when interacting with nanomaterials for protein-based biosensor. Molecular dynamics simulation and molecular docking technique were consolidated to investigate several nanomaterials: C60 fullerene, single-walled carbon nanotube, pristine graphene and graphene oxide, and their effect when interacting with protein. The adsorption behavior, secondary structure changes and protein bioactivity changes were simulated, and the results of protein activity simulation were verified in combination with atomic force spectrum, circular dichroism spectrum fluorescence and electrochemical experiments. The best quantification alignment between bioactivity obtained by simulation and experiment measurements was further explored. The two proteins, RNase A and Exonuclease III, were regarded as analysis model for the proof of concept, and the prediction accuracy of protein bioactivity could reach up to 0.98. The study shows an easy-to-operate and systematic approach to predict the effects of graphene-based nanomaterials on protein bioactivity, which holds guiding significance for the design of protein-related biosensors. In addition, the proposed prediction model is not limited to carbon-based nanomaterials and can be extended to other types of nanomaterials. This facilitates the rapid, simple, and low-cost selection of efficient and biosafe nanomaterials candidates for protein-related applications in biosensing and biomedical systems.

Structural and functional impacts of neonicotinoids analogues on Apis mellifera's chemosensory protein: Insights from spectroscopic and molecular modeling investigations

In the intricate web of ecological relationships, pollinators such as the Italian honeybee (Apis mellifera) play a crucial role in maintaining biodiversity and agricultural productivity. This study focuses on the interactions between three neonicotinoid compounds and the honeybee's chemosensory protein 3 (CSP3), a key player in their olfactory system. Employing advanced spectroscopic techniques and molecular modeling, we explore the binding dynamics and conformational changes in CSP3 upon exposure to these pesticides. The research reveals that all three neonicotinoids considerably quench CSP3's fluorescence through a dynamic and static mixing mechanism, indicating a strong binding affinity, predominantly driven by hydrophobic interactions. UV–visible absorption, synchronous fluorescence, and 3D fluorescence spectra support slight changes in the microenvironment around the aromatic amino acids of CSP3. Circular dichroism spectra indicate a reduction in CSP3's α-helix content, suggesting structural alterations. Molecular docking and dynamics simulations further elucidate the binding modes and stability of these interactions, highlighting the role of specific amino acids in CSP3's binding cavity. Findings provide critical insights into molecular mechanisms by which neonicotinoids may impair honeybee chemosensory function, offering implications for designing safer pesticides and understanding the broader ecological impact of these chemicals on pollinator health.

Electronic Structures of an Annulated meso-Tetraphenylchlorin and a Related Chlorin Analogue Incorporating an 8-Membered Ring through MCD Spectroscopy and DFT Calculations.

Herein, we compare the electronic structures of the metal-free and nickel(II) derivatives of an annulated meso-tetraphenyldihydroxychlorin with those of the (metallo)chlorin analogues derived by pyrroline β,β'-ring cleavage of the annulated (metallo)chlorins. These (metallo)chlorin analogues incorporate 8-membered heterocycles in place of the pyrroline, carry oxo-functionalities on the former pyrroline β-carbon atoms, and were previously shown to possess drastically ruffled (twisted) nonplanar conformations. The magnetic circular dichroism spectra of all chromophores investigated feature chlorin-like UV-vis spectra and correspondingly reversed (positive-to-negative in ascending energy) sign sequences in the Q-band region, indicative of ΔHOMO < ΔLUMO relationships. Density functional theory (DFT) calculations indicate that the HOMOs in all compounds are a1u-type molecular orbitals (in traditional for the porphyrin spectroscopy D4h point group). Time-dependent DFT calculations correlate well with the experimental spectra and indicate that Gouterman's four-orbital model can be applied to these chromophores. This work highlights to which degree synthetic chlorin analogues can deviate from the structural parameters of natural chlorins without losing their electronic chlorin characteristics.

Determination of N-centered stereochemistry in N22-methylated chlorophyll-a derivatives and their epimer-dependent optical spectra.

An N-centered epimeric mixture of chlorophyll-a derivatives methylated at the inner nitrogen atom was separated by reverse-phase high-performance liquid chromatography. Circular dichroism (CD) spectroscopic analyses of the epimerically pure N22-methyl-chlorins revealed that the minor first-eluted and major second-eluted stereoisomers were (22S)- and (22R)-configurations, respectively. Their visible absorption and CD spectra in solution were dependent on the N22-stereochemistry. The epimer-dependent spectral changes were independent of the substituents at the peripheral 3-position of the core chlorin chromophore.

Study on the chiroptical properties of carbon dots based on citric acid and formamide with the addition of various chiral molecules

Subject of study. The study focuses on luminescent carbon nanoparticles, specifically carbon dots, based on citric acid, formamide, and various chiral molecules. Aim of study. The aim is to assess the influence of chiral molecules used in the synthesis of carbon dots on optical transitions in the long-wavelength spectral region and to investigate the mechanism underlying the circular dichroism signal of these nanoparticles. Method. Carbon dot samples were synthesized using two methods: (i) a one-step solvothermal synthesis of carbon dots from citric acid, formamide, and various chiral molecules and (ii) a two-step method involving the solvothermal synthesis of achiral carbon dots from citric acid and formamide, followed by surface treatment with L-cysteine. Absorption and luminescence spectroscopy methods were employed to study the chemical structure and optical properties of the carbon dots. The chiroptical properties of the obtained samples were analyzed using circular dichroism spectroscopy. Main results. The addition of various chiral molecules to a mixture of precursors during one-step synthesis enabled the fabrication of carbon dots with different chemical compositions, including variations in surface groups and types of emission centers in the spectral region of 350–700 nm. The use of L-phenylglycine and L-tryptophan in the one-step synthesis was shown to lead to the formation of nanoparticles with optical transitions in both short- and long-wavelength regions of the spectrum. The addition of L-glutathione during the one-step synthesis resulted in the formation of carbon dots with short-wavelength emission, while the addition of L-cysteine did not alter the emission characteristics of achiral carbon dots based on citric acid and formamide. The optical properties of the chiral carbon dots obtained using the two-step synthesis method with L-cysteine remained unchanged compared with those of the achiral carbon dots synthesized from citric acid and formamide. The circular dichroism spectra of all the samples showed a signal at ∼250nm, which was attributed to the derivatives of the chiral precursors attached to the surface of the nanoparticles, irrespective of the preparation method. Practical significance. Chiral carbon dots hold promise in biomedicine as sensors, luminescent biomarkers, and other applications due to their biocompatibility and non-toxicity. The results obtained in this work will serve as a foundation for the further fabrication and investigation of chiral carbon nanoparticles with long-wavelength luminescence.

Breaking the mirror symmetry of photonic spin-orbit interaction using a geometrically symmetric chiral resonator

The symmetries of photonic spin-orbit interaction (PSOI) at waveguide interfaces provide flexible modulation capability but limit their practical implementation due to the stringent requirements of excitation conditions. This limitation can be mitigated by intentionally breaking local symmetries, offering a novel platform for achieving directional coupling and optical isolation with PSOI-based interfaces. For example, breaking the inversion symmetry of a nanofiber PSOI interface using a nanosphere scatterer reduces the required accuracy in the size and position of excitation spots. This study introduces a novel approach to break the mirror symmetry of a PSOI-based nanofiber waveguide by coupling it with a geometrically symmetric chiral gold nanohelicoid (GNH) resonator, which relaxes the original requirement of circularly polarized excitations. Finite-difference time-domain simulations demonstrate unidirectional light coupling and propagation under both circularly and linearly polarized excitations, showcasing the versatility of this hybrid symmetry-broken system. The Fano-like features observed in directionality spectra align with the GNH’s circular dichroism spectrum, emphasizing an intricate correlation between plasmonic near-field chirality and far-field scattering dichroism. This work paves the way for enhancing the functionalities of PSOI-based waveguide interfaces through locally coupling them with nanoscale chiral resonators, thereby expanding their application in quantum photonics, information transport and plasmonic nanophotonics.

Molecular Mechanisms behind Circular Dichroism Spectral Variations between Channelrhodopsin and Heliorhodopsin Dimers.

Channelrhodopsin (ChR) and heliorhodopsin (HeR) are microbial rhodopsins with similar structures but different circular dichroism (CD) spectra: ChR shows biphasic negative and positive bands, whereas HeR shows a single positive band. We explored the physicochemical factors underlying these differences through computational methods. Using the exciton model based on first-principles computations, we obtained the CD spectra of ChR and HeR. The obtained spectra indicate that the protein dimer structures and the quantum mechanical treatment of the retinal chromophore and its interacting amino acids are crucial for accurately reproducing the experimental spectra. Further calculations revealed that the sign of the excitonic coupling was opposite between the ChR and HeR dimers, which was attributed to the contrasting second term of the orientation factor between the two retinal chromophores. These findings demonstrate that slight variations in the intermolecular orientation of the two chromophores can result in significant differences in the CD spectral shape.

Vibrational Circular Dichroism of a Chiral Triplet Nitrene Investigated Under Matrix-Isolation Conditions in Parahydrogen.

Vibrational circular dichroism (VCD) spectra of chiral high-spin organic radicals are expected to show a strong intensity enhancement and are thought to be difficult to predict using state-of-the-art theoretical methods. Herein we show that the chiral triplet nitrene obtained from photochemical cleavage of N2 from enantiopure 2-azido-9H-fluorenol does not feature extraordinarily strong intensities and that the experimental spectra match nicely with calculated ones. Thereby, this study demonstrates the general feasibility of studies on chiral high-spin organics by matrix-isolation VCD.

Lactoferrin thermal stabilization and iron(II) fortification through ternary complex fabrication with succinylated sodium caseinate

A thermally stable co-delivery system for lactoferrin (LF) and iron(II) was developed to address iron deficiency anemia. Complexes were formed between LF, succinylated sodium caseinate (S.NaCas) and FeSO4 with high yield (∼85%). LF-S.NaCas-Fe complexes achieved loading capacities for iron(II) between 2.5 and 12 mg g–1and LF loading capacities between 250 and 690 mg g−1, depending upon initial Fe2+ concentrations and LF ratios. The LF-S.NaCas complex mixtures appeared as smooth cubic particles in SEM, and gradually aggregated to amorphous particles as th iron(II) concentration increased due to iron-facilitated cross-linking. The complexation significantly improved LF thermal stability and addressed the poor solubility of iron(II) under neutral pH. After thermal treatment (95 °C, 5 min), the rehydrated complexes retained 68%–90% LF, with <10% iron(II) release. Circular dichroism spectra showed the secondary structure of the complexed LF was well retained during thermal treatment. This thermally stable system showed great potential in LF thermal protection and iron(II) fortification.

Controlling heme redox properties in peptide amphiphile fibers with sequence and heme loading ratio

Controlling the reduction midpoint potential of heme B is a key factor in many bioelectrochemical reactions, including long-range electron transport. Currently, there are a number of globular model protein systems to study this biophysical parameter; however, there are none for large polymeric protein model systems (e.g., the OmcS protein from G. sulfurreducens). Peptide amphiphiles, short peptides with a lipid tail that polymerize into fibrous structures, fill this gap. Here, we show a peptide amphiphile model system where one can tune the electrochemical potential of heme B by changing the loading ratio and peptide sequence. Changing the loading ratio resulted in the most significant increase, with values as high as −22 mV down to −224 mV. Circular dichroism spectra of certain sequences show Cotton effects at lower loading ratios that disappear as more heme B is added, indicating an ordered environment that becomes disrupted if heme B is overpacked. These findings can contribute to the design of functional self-assembling biomaterials.

Enhancing efficiency of ultrasound-assisted biodiesel production catalyzed by Eversa® Transform 2.0 at low lipase concentration: Enzyme characterization and process optimization

This study focused on the ultrasound-assisted transesterification of simulated low-quality feedstocks using a low-cost liquid lipase Eversa® Transform 2.0 (ET2). Enzyme characterization was also performed to investigate the effect of ultrasound parameters on enzyme structure. The optimal ultrasound parameters, 40 % amplitude, and 5 % duty cycle effectively enhanced the reaction rate compared to the conventional stirring method while retaining 95 % of the enzyme activity. Analysis of circular dichroism (CD) spectra revealed the preservation of the secondary structure of ET2 under the optimal ultrasound intensities, while fluorescence spectra indicated a slight change in its tertiary structure. The implementation of a two-stage methanol dosing strategy in the ultrasound-assisted reaction effectively mitigated lipase inhibition, yielding a remarkable fatty acid methyl ester (FAME) content of 92.2 % achieved within a 12-h reaction time. Notable, this high FAME content was achieved with only a 4:1 methanol-to-oil molar ratio and a 0.5 wt% enzyme concentration. Under these optimized conditions, the ultrasound-assisted reaction also demonstrated a 15 % improvement in the final FAME content compared to the conventional stirring method. These promising results hold significant potential for advancing the field of biodiesel production via ultrasound technology, contributing substantively to sustainable energy sources.

New piperazine derivatives helvamides B–C from the marine-derived fungus Penicillium velutinum ZK-14 uncovered by OSMAC (One Strain Many Compounds) strategy

Four extracts of the marine-derived fungus Penicillium velutinum J.F.H. Beyma were obtained via metal ions stress conditions based on the OSMAC (One Strain Many Compounds) strategy. Using a combination of modern approaches such as LC/UV, LC/MS and bioactivity data analysis, as well as in silico calculations, influence metal stress factors to change metabolite profiles Penicillium velutinum were analyzed. From the ethyl acetate extract of the P. velutinum were isolated two new piperazine derivatives helvamides B (1) and C (2) together with known saroclazin A (3) (4S,5R,7S)-4,11-dihydroxy-guaia-1(2),9(10)-dien (4). Their structures were established based on spectroscopic methods. The absolute configuration of helvamide B (1) as 2R,5R was determined by a combination of the X-ray analysis and by time-dependent density functional theory (TD-DFT) calculations of electronic circular dichroism (ECD) spectra. The cytotoxic activity of the isolated compounds against human prostate cancer PC-3 and human embryonic kidney HEK-293 cells and growth inhibition activity against yeast-like fungi Candida albicans were assayed.Graphical

Traditional cooking methods decreased the allergenicity of egg proteins.

Egg allergy is one of the most common food allergies globally. This study aimed to assess the impact of four traditional cooking methods on the allergenicity of egg proteins using a comprehensive strategy, including simulated gastrointestinal digestion in vitro, serology experiments, a rat basophilic leukemia (RBL)-2H3 cell degranulation model, and a passive cutaneous anaphylaxis (PCA) mice model, and the structure changes were detected by circular dichroism (CD)spectra and ultraviolet (UV) spectra. The results showed that the processed egg proteins were more readily digested compared to raw egg proteins. The serological experiments revealed a significant reduction in immunoglobulin E binding of egg proteins after thermal treatments (p<0.05), particularly after frying. Subsequently, the RBL-2H3 cell degranulation experiment demonstrated a marked decrease in the level of egg allergens-induced β-hexosaminidase release after cooking (p<0.05). Moreover, the results from the PCA mice model indicated that the increase in vascular permeability was effectively relieved in the treated groups, especially in frying group (p<0.05). Additionally, the α-helix and β-turn contents of processed egg proteins were significantly decreased (p<0.05) compared with native egg proteins. The UV spectra findings showed that all cooking treatments caused significant alterations in the tertiary structure, and fluorescence analysis indicated that cooking decreased the surface hydrophobicity of egg proteins. In conclusion, four traditional cooking methods reduced the allergenicity of egg proteins, particularly frying, and this reduction was associated with structural changes that could contribute to the destruction or masking of epitopes of egg allergens. PRACTICAL APPLICATION: Egg allergy has a serious impact on public health, and there is no ideal treatment method at present. This study demonstrated that four traditional cooking methods (boiling, steaming, baking, and frying) reduced the allergenicity of egg proteins, especially frying, and the results will provide a basis for the development of hypoallergenic egg products.

Four pairs of new enantiomeric guaiane sesquiterpenoids from the rhizomes of Alisma plantago-aquatica

Four pairs of undescribed enantiomeric guaiane sesquiterpenoids, (±)-alismaenols A-D (1a/1b, 3a/3b-5a/5b), together with a pair of known ones (2a/2b) were isolated from the rhizomes of Alisma plantago-aquatica. The structures and relative configurations of the isolates were established by analysis of their 1D, 2D-NMR and HRESIMS data. Their absolute configurations were determined by comparison of their experimental CD spectra and calculated electronic circular dichroism (ECD) spectra or by single-crystal X-ray diffraction analysis. All compounds (1a/1b-5a/5b) were evaluated for their inhibitory effects on nitric oxide (NO) production in LPS-induced RAW 264.7 cells, and compound 1a exhibited stronger activity (IC50 = 12.89 μM) than indomethacin (IC50 = 14.03 μM).

Diterpenoids from Acanthopanacis Cortex and their anti-inflammatory activity studies

Acanthopanacis Cortex (A.-C) with a long history of more than1000 years, has been used to treat rheumatism effectively. Nineteen diterpenoids have been isolated from A.-C, including six new compounds (1–6). Among them, compounds 7, 9–11, 13, and 17 were discovered from A.-C for the first time. The structures of 1–6 were determined by analyzing their NMR data and comparing their experimental and calculated electronic circular dichroism spectra. Moreover, the single-crystal X-ray diffraction data of 1, 2, 8, and 14 were provided. The anti-inflammatory activity of 1–5 and 7–18 on neutrophil elastase, cyclooxygenase-1 (COX-1), and cyclooxygenase-2 (COX-2) has been studied in vitro, and the results showed that 15 had almost no inhibitory effects on COX-1 at 200 μM but a significant activity against COX-2 with an IC50 of 0.73 ± 0.006 μΜ. It indicated that compound 15 can provide valuable information for the design of selective COX-2 inhibitors.