Filicinic Acid-Based Meroterpenoids with Antiproliferative Activity against Prostate Cancer PC-3 Cells from .

Nine new structurally diverse filicinic acid-based meroterpenoids (-) with four kinds of carbon skeletons were isolated from the rhizomes of . Their structures, including the absolute configurations, were elucidated by comprehensive analysis of spectroscopic data, quantum chemical calculations, and single-crystal X-ray diffraction. Structurally, compounds - feature an unprecedented 6/6/5/6/6/6 hexacyclic system with a rare oxaspiro[4.

Norcrohalane A, an Unusual C nor-Halimane-Type Diterpenoid from Croton crassifolius.

An unusual C nor-halimane-type diterpenoid, norcrohalane A (1), a new nor-lasserane-type sesquiterpenoid, norcrolasane A (2), along with four known compounds (3-6) were isolated from the roots of Croton crassifolius. Compound 1 represents the first example of a C nor-halimane-type diterpenoid, which features a rare 6/6/6 tricyclic ring system, and the A ring is aromatic. Compound 2 is a rare nor-lasserane-type sesquiterpenoid.

Sophflarines B-E, four distinctive matrine alkaloids from Sophora flavescens with potential neuroprotective activities.

The four matrine-derived alkaloids, namely sophflarines B-E (1-4), with distinct skeleton types, were isolated from Sophora flavescens. Compounds 1 and 2 possess rare 1-aza-11-oxatricyclo[5.3.

Two new compounds from the capitula of cv. Fubaiju.

A new germacrane-type sesquiterpenoid () and a new alkamide (), as well as six known compounds (-) were isolated from the capitula of cv. Fubaiju. The new structures were elucidated by comprehensive spectroscopic analysis and quantum chemical calculations.

Pegaharolines A - I, structurally novel indole alkaloids with anti-HSV-2 virus activities from Peganum harmala L. seeds.

Leading by the antiviral activities against HSV-2 virus, bioactivity-guided the fraction of crude alkaloids from seeds of Peganum harmala led to the isolation of nine structurally novel indole alkaloids, pegaharolines A - I (1-9), and 11 known ones (10-20). Compound 3 was an unusual 6/5/5/5 spirotetracyclic indole-derived alkaloids featuring a classic bicyclic indole unit fused with an additional pyrrolizine ring via a spiral atom (C-3). Compound 4 was determined as a novel indole alkaloid, characterized with a rare hexacyclic 6/5/6/5-6/6 ring system, by a single-crystal X-ray diffraction.

Diterpenoid Alkaloids from Delphinium ajacis and Their Anti-inflammatory Activity.

Three novel diterpenoid alkaloids, comprising two C -diterpenoid alkaloids (1 and 2) and one C -diterpenoid alkaloid (3), were isolated from Delphinium ajacis, alongside the six known compounds (4-9). Their structures were elucidated by spectroscopic methods (MS, UV, IR, 1D and 2D NMR) and chemical properties. Simultaneously, the anti-inflammatory properties of all compounds (1-9) was conducted, focusing on nitric oxide (NO) production in LPS-induced BV-2 cells.

Undescribed matrine-type alkaloids from Sophora alopecuroides with anti-inflammatory activity.

A phytochemical investigation on the alkaloid fractions of Sophora alopecuroides L. led to the production of 11 undescribed matrine-type alkaloids, sophaloseedlines I-S (1-11), 12 known analogs (12-23), and an unexpected artificial matrine-derived Al(III) complex (24). The corresponding structures were elucidated by the interpretation of spectroscopic analyses, quantum chemical calculation, and six instances (1-4, 18, and 24), verified by X-ray crystallography.

Lysidrhodosides A-I, acylphloroglucinol glucosides with anti-inflammatory activities from the leaves of Lysidice rhodostegia.

Lysidrhodosides A-I (1-9), nine acylphloroglucinol glucoside derivatives along with three known analogues (10-12) were isolated from the leaves of Lysidice rhodostegia. Their structures and absolute configuration were elucidated by spectroscopic data analysis (NMR, UV, IR, HR-ESI-MS), single-crystal X-ray diffraction, and acid hydrolysis with HPLC analysis. Notably, compounds 7-9 represent the first examples of 3-methylbutyryl phloroglucinol glucoside dimers isolated from this plant.

Lindenane sesquiterpenoid dimers from Chloranthus holostegius with anti-neuroinflammatory activities in BV-2 microglia.

Fifteen undescribed lindenane-type sesquiterpenoid dimers, designated chloranholides F-T (1-15), together with twenty-five known analogs (16-40), were isolated from the whole plants of Chloranthus holostegius. The isolate structures were elucidated by analysis of spectroscopic data and chemical methods, and their absolute configurations were determined by X-ray crystallography and electronic circular dichroism spectra. In anti-neuroinflammatory assays, all isolates were evaluated by examination of their inhibitory effect on nitric oxide (NO) in LPS-stimulated BV-2 cells, and the results showed that 21-24, 26, 30, 32 and 36 significantly inhibited the production of the inflammatory mediator NO, with IC values ranging from 3.

Sesquiterpenoids from the whole plants of with cytotoxicity activities.

Five new sesquiterpenoids (-), elephantmollides A-E, along with four known compounds (-), were isolated from the whole plants of . Their planar structures were elucidated using the spectroscopic methods, including HRESIMS, IR, UV, and NMR (H, C, DEPT, HSQC, HMBC, H-H COSY). The relative configurations of them were partially deduced by the NOESY experiment, and the absolute configurations were assigned by comparing the calculated electronic circular dichroism (ECD) results with the experimental data.

Lycopodium Alkaloids from Huperzia serrata and Their Anti-acetylcholinesterase Activities.

One new fawcettimine-type alkaloid (1), one new miscellaneous-type alkaloid (2), four new lycodine-type alkaloids (3-6), and eight known ones (7-14) were isolated from the whole plants of Huperzia serrata. Their structures and absolute configurations were elucidated based on spectroscopic data, X-ray diffraction, ECD calculation and Mosher's method. Compound 1 was a rare C N -type Lycopodium alkaloid, possessing serratinine skeleton with an amide side chain in C-5.

Undescribed phloroglucinol derivatives with antiviral activities from Dryopteris atrata (Wall. Ex Kunze) Ching.

Nine undescribed phloroglucinol derivatives (dryatraols A-I) with five different backbones and three known dimeric acylphloroglucinols were isolated from the rhizome of Dryopteris atrata (Wall. Ex Kunze) Ching (Dryopteridaceae). Dryatraol A contains an unprecedented carbon skeleton-a butyrylphloroglucinol and a rulepidanol-type sesquiterpene are linked via a furan ring to form a 6/5/6/6 ring system.

Two new clerodane diterpenoids and a new pyran-2-one derivative with anti-neuroinflammatory activities from Croton crassifolius.

Two new clerodane diterpenoids (1 and 2), a new pyran-2-one derivative (3), along with five known compounds (4‒8), were isolated from Croton crassifolius. Notably, crassifolin X (1) is a novel clerodane diterpenoid, characterized with a peculiar δ-lactone core being formed between C-1 and C-4. Their structures, including absolute configurations, were established on the basis of spectroscopic methods (UV, IR, HRESIMS and NMR), and circular dichroism experiments.

Three new compounds isolated from the whole plants of pall.

One new alkaloid, 6, 7-dimethoxyisoquinoline--oxide (), one new benzofuran derivative, 3,7-dimethyl-6-acetyl-8-benzofuranol () and one new lignan, salsolains A (), along with seven known compounds (-), were isolated from the whole plant of Pall. Their structures were elucidated by extensive analysis of spectroscopic data (IR, UV, HR-ESI-MS, 1 D and 2 D NMR), and their absolute configurations were determined by the X-ray crystallography and ECD calculation. The activities of compounds - against inflammatory cytokines IL-6 and TNF- levels on LPS-induced RAW 264.

Water-soluble matrine-type alkaloids with potential anti-neuroinflammatory activities from the seeds of Sophora alopecuroides.

A phytochemical investigation on the alkaloids from water-soluble part of Sophora alopecuroides led to obtain forty matrine-type alkaloids (1-40) including eighteen new ones (1-18), which covers almost all positions of the oxygen substitution in matrine-type structure. Notably, eight compounds (1-8) belong to rare bis-amide matrine-type alkaloid. The new structures were determined based on extensive spectroscopic data, electronic circular dichroism (ECD) calculations, and six instances, verified by X-ray crystallography.

Stilbene dimer xylosides and flavanols from the roots of Lysidice rhodostegia and their antioxidant activities.

Eight new stilbene dimer xylosides (1-8) and one new flavanol (9), along with seven known ones (10-16) were isolated from the roots of Lysidice rhodostegia. Their structures were elucidated by extensive analysis of spectroscopic data (IR, UV, HR-ESI-MS, 1D and 2D NMR), ECD calculations and acid hydrolysis. Compounds 1-16 were evaluated for their antioxidant activities using DPPH radical-scavenging assay.

Three new sesquiterpene lactones from the whole plants of .

Three new sesquiterpene lactones, named scabertopinolides H - J (-), along with four known ones, desacylisodeoxyelephantopin 2-methylbutyrate (), iso-17,19-dihydrodeoxyelephantopin (), scabertopinolide D () and 6,7,8)-8-tigloyloxy-1(10),4(5),11(13)-germacratrien-2,15,6,12-diolide () were isolated from the whole plants of . Their structures were elucidated by extensive analysis of spectroscopic data (including IR, UV, HRESIMS, 1 D and 2 D NMR) and single-crystal X-ray. These isolated compounds showed effective anti-inflammatory effects on LPS-stimulated RAW 264.

Five matrine-type alkaloids from Sophora tonkinensis.

Five matrine-type alkaloids (1‒5) including two new compounds (1 and 3) and a new natural product (2) were isolated from the roots of Sophora tonkinesis. Their structures were identified by extensive spectroscopic analysis (UV, IR, HRESIMS and NMR). The absolute configurations of 2 and 3 were determined by X-ray diffraction.

β-Carboline Alkaloids from the Seeds of and Their Anti-HSV-2 Virus Activities.

Pegaharines A-G (-), six novel β-carboline alkaloids representing three types of skeleton, were isolated from the seeds of . Compound is a peculiar β-carboline alkaloid characterized by the unprecedented carbon skeleton of an azepine-indole system. Compounds - represent the first examples of heterodimers constructed from rare tetracyclic β-carboline and classic tricyclic β-carboline alkaloids.

One new sesquiterpene pyridine alkaloid from the stems and leaves of .

A new sesquiterpene pyridine alkaloid (), along with four known compounds (-), were isolated from the stems and leaves of . The new structure was determined by extensive spectroscopic analyses (IR, UV, NMR, HRESIMS and ECD). In addition, compound showed a stronger anti-respiratory syncytial virus (RSV) activity with an IC value of 1.

Chemical constituents from the thorns of and their cytotoxic activities.

A new aromatic glycoside () and a new natural product, neolignan (), along with twenty-three known compounds (), were isolated from the thorns of . According to the spectroscopic analyses (IR, UV, HRESIMS, NMR and ECD), the structures of isolates were elucidated. Herein, compounds , , , , , , , were isolated from the plant of for the first time.

Two new isoquinoline alkaloids from the seeds of .

Two new isoquinoline alkaloids, 6 ,6a--nantenine -oxide (), 6,6a--nantenine -oxide (), along with nine known alkaloids, nantenine (), oxonantenine (), protopine (), nornantenine (), -methyl-laurotetanine (), isocorydine (), -methyflavinantine (), -methyl-2,3,6-trimethoxymorphinan-dien-7-one -oxide () and (+)-10--methylhernovine -oxide () were isolated from the seeds of Their structures were elucidated by extensive analyses of spectroscopic data (IR, UV, HRESIMS, 1 D and 2 D NMR), ECD calculation and comparison with the related literatures. In addition, the cytotoxicity against A549 cells of these alkaloids was determined by the MTT assay.

Alopecuroides A-E, Matrine-Type Alkaloid Dimers from the Aerial Parts of .

Five new matrine-type alkaloid dimers, alopecuroides A-E, were isolated from the aerial parts of . Alopecuroides A and B represent the first dimeric matrine-type alkaloids possessing a cyano group and an epoxy moiety. Alopecuroides C and D are dimeric matrine-type alkaloids connected via C-2-C-9' and C-10-C-3' bonds, respectively.

Psiguadiols A-J, Rearranged Meroterpenoids as Potent PTP1B Inhibitors from .

Psiguadiols A-J (-), new meroterpenoids with rearranged skeletons, were isolated from the leaves of . Compounds - represent the first examples of 6,8-diformyl-5,7-dihydroxy-4-phenylchromane-coupled sesquiterpenoids with an unprecedented C-8-spiro-fused 6/6/9/4 tetracyclic ring system. Compounds and represent two unusual scaffolds featuring 1β,6β- and 3α,5α-epoxy rings, respectively.