A new flavone glycoside from Selaginella moellendorffii Hieron.

From the ethanol extract of Selaginella moellendorffii Hieron., a new flavone O-glycoside and three known flavone C-glycosides have been isolated and identified as 5-carboxymethyl-4'-hydroxyflavone-7-O-β-D-glucopyranoside 1, 6,8-di-C-β-D-glucopyrano-sylapigenin 2, 6-C-β-D-glucopyranosyl-8-C-β-D-xylopyranosyl apigenin 3, 6-C-β-D-xylopyranosyl-8-C-β-D-glucopyranosylapi-genin 4, respectively. Their structures were elucidated by spectroscopic methods.     

A new pyrrole alkaloid from Selaginella moellendorfii Hieron

One new pyrrole alkaloid,N-（2E）-3-（3,4-dihydrophenyl）prop-N₁-（4-aminoburyl）-3-pyrrole formaldehyde （1）,was isolated from the whole herbs of Selaginella moellendorfii Hieron.The structure was elucidated by spectroscopic analyses including UV,1R,1D NMR,2D NMR and MS methods.Additionally, compound 1 exhibited potent protective effect against the injury of human umbilical vein endothelial cell（HUVECs） induced by high concentrations of glucose in vitro.     

Neolignans and Caffeoyl Derivatives from Selaginella moellendorffii

Ten new phenolic compounds including the six neolignans 1 – 3 and 6 – 8 and four caffeoyl derivatives, i.e., myo‐inositol 1‐caffeate ( 9 ), myo‐inositol 6‐caffeate ( 10 ), myo‐inositol 5‐caffeate ( 11 ), and paucine 3′‐β‐D ‐glucopyranoside ( 12 ) were isolated from the whole plants of Selaginella moellendorffii (caffeic acid=3‐(3,4‐dihydroxyphenyl)prop‐2‐enoic acid). Their structures were established by spectroscopic and chemical methods.     

A new biflavonoid from Selaginella labordei Hieron.ex Christ

A new biflavonoid,2,3-dihydro-5,5″,7,7″,4′-pentahydroxy-6,6″-dimethyl-[3′-O-4′″]-biflavone 1 and two known biflavonoids 2,3″-dihydroochnaflavone 2 and 2″,3″-dihydro-3′,3′″-biapigenin 3 were isolated from the herb of Selaginella labordei Hieron.ex Christ.Their structures were elucidated by spectroscopic methods.     

A new sesquilignan from Selaginella sinensis （Desv.） Spring

A new sesquilignan, namely sinensiol A, was isolated from the plant of Selaginella sinensis （Desv.） Spring. Its structure was identified on the basis of various spectroscopic data analysis.     

Two New Chromone Glycosides from Selaginella uncinata

Two new chromone glycosides,5-hydroxy-2,6,8-trimethylchromon-7-O-β-D-gluco-pyranoside,named uncinoside A;5-acetoxy-2,6,8-trimethylchromone-7-O-β-D-glucopyranoside, named uncinoside B,and a known chromone compound named 8-methyl eugenitol were isolated from Selaginella uncinate. Their structures were elucidated by spectra analysis of FAB-MS,1D NMR and 2D NMR including ^1H NMR,^13C NMR,HMQC,HMBC and single-crystal X-ray diffraction techniques.     

A new flavonoid from Selaginella tamariscina

6-(2-Hydroxy-5-acetylphenyl)-apigenin (1),a new flavonoid with a phenyl substituent,was first isolated from Selaginella tamariscina.Its structure was elucidated on the basis of 1D and 2D NMR as well as ESI-HR-MS spectroscopic analysis.     

Pictalignans D-F,three new neolignan derivatives from Selaginella picta

Abstract

Three new neolignan derivatives (1–3), together with three known isolariciresinol derivatives (4–6) were isolated from Selaginella picta. Their structures were elucidated by spectroscopic methods (1D/2D NMR, HRESIMS and CD). All isolated compounds were assayed on the neuroprotective activity against the injury of HT-22 cells induced by L-Glutamate in vitro. All compounds displayed potent protective effect on HT-22 cells.     

Two new anthraquinone derivatives and one new triarylbenzophenone analog from Selaginella tamariscina

Abstract

Two new anthraquinone derivatives, selaginones A (1) and B (2), and one new triarylbenzophenone analog, selagibenzophenone B (3), were isolated from Selaginella tamariscina (Beauv.) Spring. Their structures were established by 1D-, 2D-NMR and HR-ESI-MS data. Compounds 1 and 2 represent the uncommon examples of aryl substituted anthraquinone derivatives. Especially, compound 2 is a unique anthranone with exceptional structural feature, in which a p-hydroxyphenyl moiety is attached to the C-10 position. Compound 3 is the second naturally occurring triarylbenzophenone and showed moderate activity against SMCC-7721 and MHCC97-H cell lines with IC₅₀ values of 39.8, 51.5 μM respectively.     

Uncinatic acids A-C,three new carboxylated flavonoids from Selaginella uncinata

Three new carboxylated flavonoids, uncinatic acids A-C(1–3), were isolated from the whole herb of Selaginella uncinata. Their structures were established on the basis of extensive NMR analysis including1 D, 2D NMR experiments and HR-ESIMS techniques. All of them share the carboxylation structural characteristic. Compounds 1 and 2 belong to novel naturally occuring furanoflavonoids which is firstly reported in genus Selaginella. Such furanoflavonoids with dicarboxylic acid structrure have never been discovered before. In addition, the isolates were tested for their cytotoxicity against A549 and BGC-823 cell lines in vitro.     

New adenine analogues and a pyrrole alkaloid from Selaginella delicatula

Phytochemical study on the n-BuOH extract of Selaginella delicatula lead to the isolation, characterization and structure elucidation of two new adenine analogues, delicatulines A (1) and B (2), one new pyrrole alkaloid (4), and five known compounds (3, 5–8). These new substances all contain an aliphatic chain in their parent nucleus, which were unusual to find in plants. In the present study, they were identified from Selaginellaceae for the first time. The structures and absolute configurations of these new compounds were determined by a combination of NMR and CD spectroscopic analyses. Compounds 1, 3 and 4 were evaluated for their inhibitory activities on HBV surface antigen and HBV DNA in HepAD38 cells. The results showed that these compounds had only weak or no inhibitive effects on HBV.     

A new flavonoid with a benzoic acid substituent from Selaginella uncinata

6-（5-Carboxyl-2-methoxyphenyl）-apigenin （1）, a new flavonoid, was isolated from the 60% ethanol extract of Selaginella uncinata （Desv.） Spring. Its structure was established by spectroscopic methods. Compound 1 represents the first example of the flavonoids possessing a benzoic acid substituent at C-6.     

垫状卷柏的化学成分研究

从垫状卷柏分离纯化得到4个化合物;经波谱方法分别鉴定化合物结构为:β-谷甾醇(1),穗花杉双黄酮(2),24-乙基-胆甾-4-烯-3,6-二酮(3)[垫状卷柏胆甾酮(Pulvinatadione)]和5,5″,4″-三羟基-7,7″-二甲氧基-[4′-O-6″]双黄酮(4)[垫状卷柏双黄酮(Pulvinatabiflavone)],其中化合物3和4为新化合物.     

A new flavone glycoside from Selaginella moellendorffii Hieron.

From the ethanol extract of Selaginella moellendorffii Hieron., a new flavone O-glycoside and three known flavone C-glycosides have been isolated and identified as 5-carboxymethyl-4′-hydroxyflavone-7-O-β-D-glucopyranoside 1, 6,8-di-C-β-D-glueopyranosylapigenin 2, 6-C-[3-D-glucopyranosyl-8-C-β-D-xylopyranosyl apigenin 3, 6-C-B-D-xylopyranosyl-8-C-β-glucopyranosylapigenin 4, respectively. Their structures were elucidated by spectroscopic methods.     

Brasesquilignan A–E,Five New Furofurans Lignans from Selaginella braunii Baker

Five new furofurans lignans, Brasesquilignan A–E (1–5), were isolated from the aqueous ethanol extract of Selaginella braunii Baker. Their structures were elucidated by extensive analysis of NMR and HRESIMS data. Their absolute configurations were determined by CD spectra, enzymatic hydrolysis, and GCMS analysis. Furthermore, all compounds were evaluated for anti-proliferative activities against various human cancer cellsin vitro. Compounds 2 and 3 exhibited weak inhibitorypotency against five human cancer cells.     

Biflavonoids from Selaginella doederleinii as Potential Antitumor Agents for Intervention of Non-Small Cell Lung Cancer

Four new biflavonoids (1–4) were isolated from Selaginella doederleinii together with a known biflavonoid derivative (5). Their structures contained a rare linker of individual flavones to each other by direct C-3-O-C-4′′′ bonds, and were elucidated by extensive spectroscopic data, including HRESIMS, NMR and ECD data. All isolates significantly inhibited the proliferation of NSCLC cells (IC₅₀ = 2.3–8.4 μM) with low toxicity to non-cancer MRC-5 cells, superior to the clinically used drug DDP. Furthermore, the most active compound 3 suppressed XIAP and survivin expression, promoted upregulation of caspase-3/cleaved-caspase-3, as well as induced cell apoptosis and cycle arrest in A549 cells. Together, our findings suggest that 3 may be worth studying further for intervention of NSCLC.     

A new dihydrobenzofuran derivative from the endophytic fungus Botryosphaeria mamane PSU-M76

One new dihydrobenzofuran derivative, botryomaman (1), was isolated from the broth extract of the endophytic fungus Botryosphaeria mamane PSU-M76 along with six known compounds, 2,4-dimethoxy-6-pentylphenol, (R)-(-)-mellein, primin, cis-4-hydroxymellein, trans-4-hydroxymellein and 4,5-dihydroxy-2-hexenoic acid. The structures were assigned by spectroscopic methods. All compounds were tested for antibacterial activity against Staphylococcus aureus ATCC 25923 and methicillin-resistant S. aureus SK1. Primin showed the best activity against both strains with equal MIC values of 8 microg/ml.     

A new polyoxygenated farnesylcyclohexenone from Fungus Penicillium sp.

A new polyoxygenated farnesylcyclohexenone, peniginsengin A (1), was isolated from the fermentation of Penicillium sp. YIM PH30003, an endophytic fungus associated with Panax notoginseng (Burk.) F. H. Chen. The structure was assigned based on a combination of 1 D and 2 D NMR and mass spectral data. The cytotoxicity and antimicrobial activities of compound 1 were investigated.     

New cytotoxic apigenin derivatives from Selaginella doederleinii

75%aqueous ethanol extract from the whole herbs of Selaginella doederleinii was isolated,and two new apigenin derivatives,doederflavones A(1) and B(2),together with ten known compounds(3-12) were characterized.Their structures were assigned by extensive spectroscopic methods including 1D/2D NMR and HR-ESIMS.Compounds 1-6 bear an aryl substituent at the C-8 or C-6 positions in ring A of apigenin skeleton.Compounds 1 and 2 were evaluated for their in vitro cytotoxicity against four human cancer cell lines A549,MCF-7,SMMC-7721,and LoVo,both of which exhibited significant cytotoxicity against A549 with IC_(50) values of 0.82 μmol/L and 1.32 μmol/L,respectively.