Absolute configuration
View article: “Hyphae Intertwined, Biomolecules Co-Born”—New Polyketides Induction by Co-Culture of the Mangrove Endophytic Fungus Phomopsis asparagi DHS-48 and Pestalotiopsis sp. HHL-101 at Both Volatile and Non-Volatile Levels
“Hyphae Intertwined, Biomolecules Co-Born”—New Polyketides Induction by Co-Culture of the Mangrove Endophytic Fungus Phomopsis asparagi DHS-48 and Pestalotiopsis sp. HHL-101 at Both Volatile and Non-Volatile Levels Open
The co-culture technique, mimicking natural microbial interactions, has proven to be successful at activating silent biosynthetic gene clusters (BGCs) to produce novel metabolites or enhance the yield of specific metabolites. To effectivel…
View article: Three New Aporphine Alkaloids with Glucose Consumption Increase Activity from Cassytha filiformis
Three New Aporphine Alkaloids with Glucose Consumption Increase Activity from Cassytha filiformis Open
Aporphine alkaloids were the characteristic compounds with hypoglycemic effects in Cassytha filiformis. Utilizing chromatographic separation techniques including silica gel and semi-preparative high-performance liquid chromatography, three…
View article: Phytochemical Investigation of Aquilaria agallocha and Identification of a Diarylheptanoid Exhibiting Anti-Tau Aggregation Activity
Phytochemical Investigation of Aquilaria agallocha and Identification of a Diarylheptanoid Exhibiting Anti-Tau Aggregation Activity Open
Agarwood from Aquilaria agallocha, known as chim-hyuang in Korea, is widely distributed throughout Southeast Asia and has traditionally been used to treat asthma, pain, and gastrointestinal disorders. As part of our ongoing efforts to iden…
View article: Absolute Configuration Determination with Electronically Enhanced Vibrational Circular Dichroism
Absolute Configuration Determination with Electronically Enhanced Vibrational Circular Dichroism Open
Intensity enhancement in vibrational circular dichroism (VCD) arises in open‐shell transition metal complexes from coupling between ground‐state vibrational transitions and magnetic dipole‐allowed transitions to low‐lying excited states (L…
View article: Absolute Configuration Determination with Electronically Enhanced Vibrational Circular Dichroism
Absolute Configuration Determination with Electronically Enhanced Vibrational Circular Dichroism Open
Intensity enhancement in vibrational circular dichroism (VCD) arises in open‐shell transition metal complexes from coupling between ground‐state vibrational transitions and magnetic dipole‐allowed transitions to low‐lying excited states (L…
View article: Total Synthesis and Absolute Configuration Revision of Biofloranate F
Total Synthesis and Absolute Configuration Revision of Biofloranate F Open
View article: Polyketide Derivatives from the Macroalga-Associated Fungus <i>Penicillium sclerotiorum</i> Exhibiting Anti-Lymphangiogenic Effect
Polyketide Derivatives from the Macroalga-Associated Fungus <i>Penicillium sclerotiorum</i> Exhibiting Anti-Lymphangiogenic Effect Open
Integrating genome mining with LC-MS/MS-based molecular networking analysis has revealed that the extract of the endophytic fungus Penicillium sclerotiorum represents a promising source for the discovery of new azaphilone analogues.…
View article: Two New Chromone Derivatives from a Marine Algicolous Fungus Aspergillus versicolor GXIMD 02518 and Their Osteoclastogenesis Inhibitory Activity
Two New Chromone Derivatives from a Marine Algicolous Fungus Aspergillus versicolor GXIMD 02518 and Their Osteoclastogenesis Inhibitory Activity Open
Two new chromone derivatives, cnidimols I and J (1 and 2), together with ten known aromatic derivatives (3–12), were isolated from the Beibu Gulf algicolous fungus Aspergillus versicolor GXIMD 02518. Their structures were determined by com…
View article: Synthesis of A-23187 and Related Model Compounds
Synthesis of A-23187 and Related Model Compounds Open
A-23187 is a calcium specific ionophore isolated from Streptomyces chartreusis. Syntheses of model systems containing the 1, 7-dioxaspiro[5.5]undecane ring system and the total synthesis are discussed. Based on results from the total synth…
View article: Chemistry, pharmacology, and chiral separation of proton pump inhibitor drugs
Chemistry, pharmacology, and chiral separation of proton pump inhibitor drugs Open
A chiral sulfoxide is an important group in many bioactive molecules, and its absolute configuration often has substantial effects on its biological activity. Compounds that contain tri-coordinated sulfur atoms in a pyramidal structure can…
View article: Chemistry, pharmacology, and chiral separation of proton pump inhibitor drugs
Chemistry, pharmacology, and chiral separation of proton pump inhibitor drugs Open
A chiral sulfoxide is an important group in many bioactive molecules, and its absolute configuration often has substantial effects on its biological activity. Compounds that contain tri-coordinated sulfur atoms in a pyramidal structu…
View article: Identification of Cembrane Diterpenoids from <i>Sinularia</i> sp. That Reduce the Viability of Diffuse Pleural Mesothelioma Cell Lines
Identification of Cembrane Diterpenoids from <i>Sinularia</i> sp. That Reduce the Viability of Diffuse Pleural Mesothelioma Cell Lines Open
Diffuse pleural mesothelioma (DPM) is a rare but aggressive late-onset cancer. A high-throughput screen of a natural product fraction library identified fractions derived from an aqueous extract of Sinularia sp. soft coral that redu…
View article: (+)-/(−)-Ormohenins A and B, two pairs of ormosanine-type enantiomers and their derivatives with neuroprotective activity from Ormosia henryi Prain
(+)-/(−)-Ormohenins A and B, two pairs of ormosanine-type enantiomers and their derivatives with neuroprotective activity from Ormosia henryi Prain Open
Two pairs of undescribed alkaloid enantiomers, (+)-/(−)-ormohenins A ( 1 ) and B ( 2 ), were isolated from the seeds of Ormosia henryi Prain, along with four undescribed alkaloids ( 3 , 4 , 7 and 8 ) and seven known ones ( 5 , 6 , 9 – 13 )…
View article: Stereoselective Synthesis of Axially Chiral 5,5′-Linked bis-1-Arylisochromans with Antibacterial Activity
Stereoselective Synthesis of Axially Chiral 5,5′-Linked bis-1-Arylisochromans with Antibacterial Activity Open
Inspired by naturally occurring bis-isochromans such as penicisteckins, we envisaged the first synthesis of biaryl-type bis-1-arylisochromans containing a stereogenic ortho-trisubstituted biaryl axis. We achieved the stereoselective synthe…
View article: Diverse metabolites with anti-psoriasis potential from different fermentations of the fungicolous fungus Xylaria longipes HFG1018
Diverse metabolites with anti-psoriasis potential from different fermentations of the fungicolous fungus Xylaria longipes HFG1018 Open
The genus Xylaria is a promising source of bioactive compounds. This study examined the diversity of secondary metabolites (SMs) in Xylaria longipes under three fermentation conditions, resulting in the isolation of 14 new SMs and 27 known…
View article: Dolabellane Diterpenoids from Soft Coral Clavularia viridis with Anti-Inflammatory Activities
Dolabellane Diterpenoids from Soft Coral Clavularia viridis with Anti-Inflammatory Activities Open
A chemical investigation of the EtOAc fraction from soft coral Clavularia viridis resulted in the isolation of 12 undescribed dolabellane-type diterpenoids, namely clavirolides W–Z (1–4), clavularols A–H (5–12), and three known analogs (13…
View article: Amesilide, a New Bicyclic Polyketide from the Marine Fungus Amesia nigricolor MUT6601
Amesilide, a New Bicyclic Polyketide from the Marine Fungus Amesia nigricolor MUT6601 Open
A new bicyclic polyketide, amesilide (1), along with the previously reported metabolites, chamisides A (2), B (3), and E (4), chaetoconvosins B (5) and C (6), and chaetochromins A (7) and B (8), were isolated from the marine fungus Amesia …
View article: Curvulomycin E, a New Resorcylic Acid Lactone From the Beibu Gulf Coral‐Derived Fungus <i>Curvularia lunata</i> GXIMD 02512
Curvulomycin E, a New Resorcylic Acid Lactone From the Beibu Gulf Coral‐Derived Fungus <i>Curvularia lunata</i> GXIMD 02512 Open
One new resorcylic acid lactone (RAL), curvulomycin E ( 1 ), along with 10 known compounds ( 2 – 11 ), was obtained from the Beibu Gulf coral‐derived fungus Curvularia lunata GXIMD 02512. Their structures were determined by extensive spect…
View article: A Supramolecular Extension of Mosher’s Method: Absolute Configuration Assignment of N-Amino Acid Derivatives via Bis-Thiourea Chiral Solvating Agent
A Supramolecular Extension of Mosher’s Method: Absolute Configuration Assignment of N-Amino Acid Derivatives via Bis-Thiourea Chiral Solvating Agent Open
The bis-thiourea chiral solvating agent (CSA) BTDA enables the NMR-based determination of absolute configuration in N-3,5-dinitrobenzoyl (DNB) amino acid derivatives without requiring covalent derivatization. A reliable trend of the sense …
View article: Application of <sup><b>19</b></sup>F NMR Spectroscopy for Determining the Absolute Configuration of α-Chiral Amines and Secondary Alcohols Using Trifluoromethylbenzoimidazolylbenzoic Acid
Application of <sup><b>19</b></sup>F NMR Spectroscopy for Determining the Absolute Configuration of α-Chiral Amines and Secondary Alcohols Using Trifluoromethylbenzoimidazolylbenzoic Acid Open
Axially chiral 2-(2-(trifluoromethyl)-1H-benzo[d]imidazol-1-yl)benzoic acid (TBBA) was employed as a chiral derivatizing agent for determining the absolute α-configuration of primary amines and secondary alcohols via 19<…
View article: Synthesis and Absolute Configuration of the Sesquiterpene Lactone EPD, a Natural Product with Broad Antitumor Cell Activity via a Unique Mechanism of Action
Synthesis and Absolute Configuration of the Sesquiterpene Lactone EPD, a Natural Product with Broad Antitumor Cell Activity via a Unique Mechanism of Action Open
The sesquiterpene lactone eremophila-1(10),11(13)-dien-12,8β-olide (EPD), isolated from leaves of the Calomeria amaranthoides plant, has shown cytotoxic activity on human cancer cell lines, including ovarian cancer-derived cells. To…
View article: Lipotrichaibol A and Trichoderpeptides A–D: Five New Peptaibiotics from a Sponge-Derived Trichoderma sp. GXIMD 01001
Lipotrichaibol A and Trichoderpeptides A–D: Five New Peptaibiotics from a Sponge-Derived Trichoderma sp. GXIMD 01001 Open
Five previously undescribed peptaibiotics, including one 7-mer lipopeptaibol named lipotrichaibol A (1), and four 11-mer peptaibiotics named trichoderpeptides A-D (2–5) were isolated from the rice culture medium of the sponge-derived fungu…
View article: The Absolute Configuration Determination of Patagonic Acid
The Absolute Configuration Determination of Patagonic Acid Open
(−)-Patagonic acid (1) is a clerodane diterpene isolated from several plants from the Alismataceae, Asteraceae, Euphorbiaceae, Fabaceae, Lamiaceae, Salicaceae, Sapindaceae, and Velloziaceae families, and its biological potential as an inhi…
View article: Determination of the Absolute Configuration of 2′-Amino-3′-methylacetophenone Based on the Modified Mosher and Microcrystal Electron Diffraction Methods
Determination of the Absolute Configuration of 2′-Amino-3′-methylacetophenone Based on the Modified Mosher and Microcrystal Electron Diffraction Methods Open
This study investigated the application of Corey-Bakshi-Shibata (CBS) catalysts to asymmetric reduction of 2'-aminoacetophenone derivatives and determined their absolute configuration using the modified Mosher and microcrystal electron dif…
View article: All-Heteroatom-Substituted Carbon Spiro Stereocenters: Synthesis, Resolution, Enantiomeric Stability, and Absolute Configuration
All-Heteroatom-Substituted Carbon Spiro Stereocenters: Synthesis, Resolution, Enantiomeric Stability, and Absolute Configuration Open
Chiral tetra-heterosubstituted methanes (i.e., tetraoxa and azatrioxa carbon spiro stereocenters) are synthesized under CpRu catalysis, using cyclic carbonates and carbamates as substrates and α-diazo-β-ketoesters as reagents. Single enant…
View article: Absolute Configuration and Chiroptical Properties of Flexible Drug Avapritinib
Absolute Configuration and Chiroptical Properties of Flexible Drug Avapritinib Open
Background/Objective: Avapritinib is an orally bioavailable tyrosine kinase inhibitor and was approved by the FDA in 2020 for gastrointestinal stromal tumor treatments. Although avapritinib is known to be chiral, its stereochemistry was in…
View article: Preparing an Eremophilanoid from <i>Cacalia</i> Species and Assigning its Absolute Configuration
Preparing an Eremophilanoid from <i>Cacalia</i> Species and Assigning its Absolute Configuration Open
Introduction: 3 β -Angeloyloxy-8-oxo-eremophila-6,9-dien-12-oic acid ( 1 ) is a natural product isolated from Cacalia (Asteraceae) species. While this compound has been reported to be moderately antibacterial, its absolute configuration at…
View article: Enantiopure Chiral Crystals: A Powerful Tool for Absolute Asymmetric Synthesis
Enantiopure Chiral Crystals: A Powerful Tool for Absolute Asymmetric Synthesis Open
This review explores the use of enantiopure chiral crystals as powerful tools for absolute asymmetric synthesis, a field focused on generating enantiomerically enriched products from achiral precursors without chiral reagents or catalysts.…
View article: Determination of the Absolute Configuration by 3D ED to Elucidate the Atroposelectivity in Aromatic Ring-Opening Metathesis
Determination of the Absolute Configuration by 3D ED to Elucidate the Atroposelectivity in Aromatic Ring-Opening Metathesis Open
The determination of the absolute configuration of molecules bearing different stereogenic elements represents a fundamental and indispensable task in the field of stereochemistry. Whereas X-ray crystallographic analysis has been establish…
View article: Diverse Secondary Metabolites From the <i>Ligia exotica‐</i>Derived Fungus <i>Diaporthe melitensis</i> HZ‐1
Diverse Secondary Metabolites From the <i>Ligia exotica‐</i>Derived Fungus <i>Diaporthe melitensis</i> HZ‐1 Open
One new phenolic derivative diameliresorcin ( 1 ), one new natural product N ‐(2′‐oxopiperidin‐3′‐yl) picolinamide ( 2 ), one new α‐pyrone derivative diameliphyone ( 3 ), and six known secondary metabolites ( 4–9 ) were isolated from the L…