Two new compounds from Bombyx batryticatus

Two new compounds beauvericins M1 (1) and S1 (2) were isolated from Bombyx batryticatus. Their structures were established as (3α,6α)-3-benzyl-6-secbutyl-4-methylmorpholine-2,5-dione (1) and (5α,8α)-epidioxyergosterol-24-one-6,22-dien-3β-ol (2) by various spectroscopic techniques including 1D NMR (¹H NMR and ¹³C NMR), 2D NMR (HSQC, HMBC, ¹H–¹H COSY, NOESY), and HR-ESI-TOF-MS.     

Stilbenoids from Stemona sessilifolia

Two new dihydrostilbenes, stilbostemins H (1), I (2), and a new dihydrophenanthrene, stemanthrene E (3), were isolated and identified from the roots of Stemona sessilifolia, together with known stilbostemins B, D and G, and stemanthrenes A and C (4–8). Structures of new stilbenoids were established by 1D and 2D ¹H NMR and ¹³C NMR spectroscopic analyses.     

A new lignan glycoside from Trigonostemon heterophyllus

Phytochemical investigation on the stems of Trigonostemonheterophyllus led to the isolation of a new lariciresinol-based lignan glycoside, trigonoheteran (1), together with a known lignan glycoside, aviculin (2). Their structures were elucidated by spectroscopic methods including 1D and 2D NMR (HMQC, ¹H–¹H COSY, HMBC, and NOESY).     

Seimisochromenes A and B: two new dihydroisochromenes from the endophytic fungus,Seimatosporium sp.

Two new dihydroisochromenes, named seimisochromenes A and B (1 and 2), were isolated from an endophytic fungus, Seimatosporium sp. The structures of seimisochromenes A and B have been determined from 1D (¹H and ¹³C NMR spectra) and 2D (COSY, HMQC, HMBC, and NOESY) NMR experiments.     

α-Glucosidase and lipoxygenase inhibitory derivatives of cryptosporioptide from the endophytic fungus Cryptosporiopsis sp.

Two new cryptosporioptide-derived polyketides cryptosporioptides A (2) and B (3) were isolated from the extract of endophytic fungus Cryptosporiopsis sp. associated with the shrub, Viburnum tinus. The structures of the isolates were determined through spectral analysis including 1D NMR (¹H, ¹³C) and 2D NMR (HSQC, HMBC, COSY) techniques, HR-FAB-MS and by comparison with the reported data of cryptosporioptide (1). The relative stereochemistry was assigned with the help of NOESY analysis, the molecular model, and comparison of the optical rotation values with the reference compound 1.     

Two new secolignans from the roots of Urtica fissa

Two new secolignans, 3,4-trans-3-hydroxymethyl-4-[bis(4-hydroxy-3- methoxyphenyl)methyl]butyrolactone (1) and 3,4-trans-3-hydroxymethyl-4- [bis(3,4-dimethoxyphenyl)methyl]butyrolactone (2) have been isolated from the roots of Urtica fissa E.Pritz. Their structures were determined on the basis of spectroscopic methods, especially ¹H NMR, ¹³C NMR, 2D NMR, and HR-ESI-MS. The inhibitory effects on N1 and N2, two subtypes of neuraminidases (NAs), of these two compounds were assayed.     

New diterpenoids from Semiaquilegia adoxoides

Two new ent-kaurane-type diterpenoids, E-semiaquilegin (1) and Z-semiaquilegin (2), together with eight known compounds (3–10) were isolated from the dried roots of Semiaquilegia adoxoides (DC.) Makino. The structures of compounds 1 and 2 were elucidated mainly by 2D NMR techniques including ¹H–¹H COSY, HSQC, HMBC, NOESY as 16α-hydroxy-ent-kaurane-17,20-di-(3,4-dihydroxy-E-cinnamoyl) ester and its (Z)-isomer.     

Terpenoids from Euphorbia pekinensis

Abstract

Euphorpekone A (1) and euphorpekone B (2), two new diterpenoids, 3β-hydroxy-25-methyloxylanosta-8,23-diene, a new triterpenoid (3), together with a known triterpenoid, 3β,25-dihydroxylanosta-8,23-diene (4), were isolated from Euphorbia pekinensis Rupr. Their structures were elucidated on the basis of UV, IR, 1D (¹H, ¹³C, NOE) and 2D (¹H–¹H COSY, HSQC, HMBC) NMR, HR-ESI-MS, X-ray diffraction analysis, and CD method.     

Two new triterpenes from Lysimachia foenum-graecum

Two new oleane-type triterpene saponins, lysimachiagenoside E (1) and lysimachiagenoside F (2), were isolated from the aerial parts of Lysimachia foenum-graecum Hance. The structures were elucidated on the basis of 1D and 2D NMR techniques, including ¹H–¹H COSY, HMQC, HMBC, TOCSY, ROESY experiments as well as chemical methods.     

A new ursane-type triterpene,cymosic acid from Rosa cymosa

A new ursane-type triterpene, cymosic acid (1) together with two known compounds, 3β,19α-dihydroxy-2-oxo-12-ursen-28-oic acid (2) and 2α,19α-dihydroxy-3-oxo-12-ursen-28-oic acid (3), were isolated from Rosa cymosa Tratt. The structure of compound 1 was elucidated by analyzing its ¹H and ¹³C NMR, ¹H–¹H COSY, HSQC, HMBC, NOESY, and HR-ESI-MS values. The three compounds were found to display moderate inhibitory activities against nitric oxide production in lipopolysaccharide-activated macrophage cell lines, RAW 264.7 cells.     

A new cassane diterpenoid from the seeds of Caesalpinia decapetala

Phytochemical investigation on the seeds of Caesalpinia decapetala led to the isolation of a new cassane diterpenoid with an unusual O bridge between C-19 and C-20, named phanginin Q (1), together with three known cassane diterpenoids, caesaljapin (2), caesaldekarin A (3), and caesaldekarin B (4). The structure of the new compound was elucidated by spectroscopic methods, including ¹H NMR, ¹³C NMR, HSQC, ¹H ? ¹H COSY, HMBC, NOESY, and HR-ESI-MS.     

Jacaranone glycosides from Senecio scandens

Bioassay-guided fractionation of the ethanol extract of Senecio scandens led to the isolation of four new compounds 1–4. These compounds were obtained as tautomeric mixture of α/β epimers, but their structures were confirmed unambiguously by 1D and 2D NMR spectra and LC NMR technology. ¹H NMR spectra of pure 1α and 1β were furnished by HPLC NMR technology. Compounds 1–4 exhibited moderate cytotoxicities against five tumor cell lines.     

Two new sesquiterpene derivatives from Chinese eaglewood

Two new sesquiterpene derivatives, (+)-8β-hydroxy-longicamphenylone (1) and 11β-hydroxy-13-isopropyl-dihydrodehydrocostus lactone (2), were isolated from Chinese eaglewood. Their structures were elucidated on the basis of spectroscopic analyses including HR-ESI-MS, ¹H and ¹³C NMR, DEPT, ¹H–¹H COSY, HSQC, HMBC, and NOE. The two compounds exhibited potent anti-depressant activity in vitro by inhibiting [³H]-5-HT reuptake in rat brain synaptosomes by 54.8% and 51.9%, respectively, at 10 μM.     

Study on chemical constituents of Cyclocarya paliurus

A new dammarane triterpenoid glycoside named cyclocarioside J (1) and other three known triterpenoid glycosides were isolated from the leaves of Cyclocarya paliurus. Based on ESI-MS, HR-ESI-MS, ¹H NMR, ¹³C NMR, and 2D NMR techniques including ¹H–¹H COSY, HMBC, HMQC, and NOESY correlations, the structure of cyclocarioside J was elucidated as (20S,24R)-epoxydammarane 3β,12β,25-trihydroxy-12-O-β-d-quinovopyranosyl-3-O-α-l-arabinopyranoside.     

A novel 6-hydroxy-8,11,11-trimethyl-bicyclo[7.2.0]undec-4-ene-4-carboxylic acid: a potent antioxidant agent from Iphiona scabra

A novel 6-hydroxy-8,11,11-trimethyl-bicyclo[7.2.0]undec-4-ene-4-carboxylic acid 1 has been isolated from leaves of Iphiona scabra DC. Its structure has been established on the basis of chemical and physical evidence (IR, ¹H NMR, ¹³C NMR, and MS) and further confirmed by single-crystal X-ray diffraction study. The in vitro antioxidant activities of isolated compound 1 and extracts were evaluated by 1,1-diphenyl-2-picrylhydrazyl method.     

Note: A new compound from Rhododendren anthopogonosides maxim

A new compound, (2R)-4-phenyl-2-O-[β-d-xylopyranosyl(1→6)-β-d-glucopyranosyl]butane (1), has been isolated from the aerial parts of Rhododendren anthopogonoides, together with two known compounds, fraxin (2), and lyoniside (3). Their structures were determined by means of physico-chemical evidence and spectral analyses, including UV, IR, HR-FABMS, ¹H and ¹³C NMR, and 2D NMR data.     

Chemical constituents of Stellera chamaejasme L.

A new biflavanone, 7-methoxyneochamaejasmin A, and a new chromone derivative, isomohsenone, were isolated from the roots of Stellera chamaejasme L. The structures of two compounds were determined by means of ESI-MS, ¹H NMR and ¹³C NMR, especially 2D NMR spectral analyses.     

Two pairs of rare naturally occurring 4-hydroxy-4-methyl-2,5-heptanedione derivatives from the red alga Chondria crassicaulis

Two pairs of rare naturally occurring racemic lipids, (±)-4,7-dihydroxy-4-methyl-2,5-heptanedione (1), and (±)-7-butoxy-4-hydroxy-4-methyl-2,5-heptanedione (2) were isolated from the red alga Chondria crassicaulis Harv. The structures of the racemic mixtures of 1 and 2 were elucidated by detailed spectroscopic techniques, including 1D and 2D NMR (¹H and ¹³C NMR, ¹H–¹H COSY, HSQC, and HMBC) as well as mass spectrometry and optical rotation experiments, and by comparison with data for related known analogs. This is the first report of naturally occurring 4-hydroxy-4-methyl-2,5-heptanedione derivatives. Antifungal, PTP1B inhibitory, and receptor tyrosine kinase inhibitory activities of these two compounds were investigated. The results showed that compounds 1 and 2 exhibited good selective inhibition against RET tyrosine kinase activity with IC₅₀ values of 9.56 and 8.93 μM, respectively. Compound 1 also displayed moderate antifungal activity against Cryptococcus neoformans (32609), showing a MIC₈₀ value of 32 μg/ml.     

Flavonoids from Cressa cretica

The aerial parts of Cressa cretica L. yielded five flavonoids that were identified as quercetin (1), quercetin-3-O-glucoside (2), kampferol-3-O-glucoside (3), kampferol-3-O-rhamnoglucoside (4), and rutin (5). All of the isolated flavonoids were identified by spectroscopic methods (UV, FAB-MS, ¹H NMR and ¹³C NMR) and in comparison with literature data. The isolated flavonoids, except quercetin, are reported here for the first time from Cressa cretica L.     

Synthesis characterization and biological evaluation of some alkoxyphthalimide derivatives of 3-(4-substituted phenyl)-6,6-diphenyl-3,3a-dihydro-2H-imidazo[2,1-b]pyrazolo[3,4-d][1,3]thiazol-7(6H)-one

A series of 2-N-ethoxyphthalimido 3-(4-substitutedphenyl)-6,6-diphenyl-3,3a-dihydro-2H-imidazo[2,1-b]pyrazolo[3,4-d][1,3]thiazol-7(6H)-one(7a–e) and 4-(4-substituted phenyl)-2-(N-ethoxyphthalimido amino)-7,7-diphenylimidazo[2′,1′:2,3][1,3]thiazolo[4,5-d] pyrimidin-8(7H)-one (9a–e) have been designed and synthesized starting from thiohydentoin (1). The structure of all synthesized compounds has been established by IR, ¹H NMR, ¹³C NMR and mass studies. These compounds have been screened for antimicrobial activities in order to evaluate the possibility of the derivatives to be used as potential chemotherapeutic agents.