A new cassane diterpenoid lactone from the seed of Caesalptma minax

A new cassane diterpenoid lactone was isolated from the seed of Caesalpinia minax.On the basis of spectral evidences,its structure was established as 12α-methoxyl,5α,14β-dihydroxy-1α,6α,7β-triacetoxycass-13(15)-en-16,12-olide.     

Three new cassane diterpenes from the seeds of Caesalpinia minax Hance

Four fractions were prepared from the crude extract of Caesalpinia minax Hance and the inhibitory activity of nitric oxide (NO) production release of RAW 264.7 cells stimulated by lipopolysaccharide (LPS) was evaluated. The ethyl acetate (EtOAc) fraction showed obvious inhibitory effect. Bioassay-guided fractionation led to the isolation of three new cassane diterpenes, caesalmin X (1), caesalmin Y (2) and caesalmin Z (3), together with 19 known cassane diterpenoids (4–22). Their structures were mainly characterised on the basis of extensive spectroscopic analyses and comparison with reported data. Moreover, three compounds (20–22) which possessed furanditerpenoid 7,17-lactone structures, displayed moderate activities, with IC₅₀ value of 29.85, 27.38 and 25.40 μM, respectively.     

A new homoflavonoid from the seed of Caesalpinia minax Hance

<正>A new homoflavonoid was isolated from the seed of Caesalpinia minax Hance.On the basis of spectral evidences,its structure was established and named as minaxin.     

Two new cassane diterpene lactams from the fruits of Caesalpinia mimosoides Lam

Two new cassane ditepenoid lactams, caesmimotam A (1) and B (2), along with eight known compounds (3–10) were isolated from the fruits of Caesalpinia mimosoides Lam. Their structures were identified by 1D and 2D NMR spectral data. Compounds 1 and 2 were evaluated for their cytotoxicity on HL-60, SMMC-7721, A-549, MCF-7 and SW-480 human cancer cell lines, but they were inactive.     

Antioxidative Cassane Diterpenoids from the Seeds of Caesalpinia minax

Five new cassane diterpenoids, caesalmins I–M ( 1 – 5 ), and 23 known analogs were isolated from the seeds of Caesalpinia minax. Their structures were elucidated by spectroscopic methods and comparison with reported data. The antioxidant properties of 1 – 28 were determined by the method of oxygen radical absorbance capacity of fluorescein (ORAC‐FL), and 14 compounds exhibited good antioxidant activities with ORAC‐FL values of 2.24–4.89 Trolox equivalents. The structure? activity relationship of the active compounds was also discussed.     

Cytotoxic cassane diterpenoids from the seeds of Caesalpinia sappan

Phytochemical investigation on the seeds of Caesalpinia sappan led to the isolation of five new cassanetype diterpenoids, named 11-oxo-phanginin A(1), caesalsappanins O–Q(2–4) and phanginin U(5),together with five known compounds. The structures of the new compounds were elucidated by extensive analysis of mass spectrometric and 1D and 2D NMR spectroscopic data. All the new compounds showed moderate cytotoxic effects on human breast cancer MCF-7 and human colon cancer HCT116 cell lines.     

Further Diterpenes from the Seeds of Caesalpinia minax Hance

Three new cassane‐type diterpenes, neocaesalpin AF ( 1 ), neocaesalpin AG ( 2 ), and neocaesalpin AH ( 3 ), were isolated from the seeds of Caesalpinia minax Hance . Their structures were elucidated on the basis of extensive spectroscopic analyses. The partially hydrogenated lactone unit in a tetracyclic cassane diterpene in 2 is rarely encountered in the cassane diterpenes isolated from the genus Caesalpinia. All compounds were evaluated for their in vitro cytotoxic activities against HCT‐8 and MCF‐7 human cancer cell lines.     

Three New Cassane‐Type Diterpenes from Caesalpinia minax

Three new cassane‐type diterpenes, 14‐dehydroxy‐12,16‐dihydrocaesaldekarin L ( 1 ), 1‐deacetyl‐12‐ethoxyneocaesalpin N ( 2 ), and 1‐deacetylneocaesalpin N ( 3 ), together with two known cassane‐type diterpenes, neocaesalpin A and neocaesalpin L, were isolated from the EtOH extract of the twigs and leaves of Caesalpinia minax. Their structures were elucidated by spectroscopic methods, as well as by comparison of their spectral data with those of related compounds.     

Simultaneous identification and analysis of cassane diterpenoids in Caesalpinia minax Hance by high‐performance liquid chromatography with quadrupole time‐of‐flight mass spectrometry

Cassane diterpenoids were successfully and simultaneously identified in Caesalpinia minax Hance by high‐performance liquid chromatography coupled with quadrupole time‐of‐flight tandem mass spectrometry. A total of 59 peaks were detected, and among them 51 compounds, including 41 furanocassane diterpenoids, 10 furanolactone cassane diterpenoids were simultaneously identified and characterized on the basis of the protonated molecule, retention behavior, and fragments in MS². Ten compounds, including seven novel compounds, were identified or tentatively identified for the first time in C. minax. In a positive ion mode, the fragmentation pathways of cassane diterpenoids were also analyzed for the first time. The relative amounts of the five main diterpenoids (caesalpinin L, caesalpinin F₂, bondcellpin C, caesalpinin E, and ξ‐caesalmin) were simultaneously quantified by high‐performance liquid chromatography. Results showed that the newly discovered and known components of C. minax can be used to determine the material basis of bioactivity; this method can also be applied to analyze cassane diterpenoids in herbal medicines from the genus Caesalpinia belonging to the family Fabaceae.     

A new ent-labdane diterpenoid lactone from Andrographis paniculata

<正>A new ent-labdane diterpenoid lactone was isolated from Andrographis paniculata.Its structure was identified on the basis of spectral data including 2D NMR.     

Cassane‐Type Diterpenoids from the Seeds of Caesalpinia magnifoliolata

Two novel cassane‐type diterpenes, named magnicaesalpin ( 1 ) and neocaesalpin O ( 2 ), together with three known compounds, caesalmin D ( 3 ), caesalmin E ( 4 ), and neocaesalpin L ( 5 ), were isolated from the MeOH extract of seeds of Caesalpinia magnifoliolata Metc . Their structures were determined by spectroscopic methods, (1D‐ and 2D‐NMR, HR‐EI‐MS) and X‐ray analysis, as well as by comparison of their spectral data with those of related compounds.     

Caesaldecan, a cassane diterpenoid from the leaves of Caesalpinia decapetala

A new cassane diterpenoid, caesaldecan, was isolated from Caesalpinia decapetala with eight known compounds, spathulenol, 4,5-epoxy-8(14)-caryophyllene, squalene, lupeol, trans-resveratrol, quercetin, astragalin, and stigmasterol. The (1)H- and (13)C-NMR spectra of the new compound were completely assigned by using a combination of 2D NMR techniques, namely, (1)H-(1)H COSY, HMQC, HMBC, and ROESY.     

Caesaljaponins A and B: New Cassane‐Type Furanoditerpenoids from the Seeds of Caesalpinia decapetala var. japonica

Two new cassane‐type furanoditerpenoids, designated caesaljaponin A and caesaljaponin B ( 1 and 2 , resp.), were isolated from seeds of Caesalpinia decapetala var. japonica. The structures were elucidated by spectroscopic data, and the absolute configuration of 1 was determined by X‐ray crystallographic analysis using the anomalous scattering of CuK_α radiation.     

A new ent-labdane diterpenoid from Andrographis paniculata

<正>A new ent-labdane diterpenoid,19-O-β-D-glucopyranosyl-ent-labda-8(17),13-dien-15,16,19-triol,together with six known ent-labdane diterpenoids,was isolated from the aerial parts of Andrographis paniculaia.The structure of the new compound was elucidated by extensive spectral analysis.     

A new ent-kaurane diterpenoid from Ixora amplexicaulis

A new ent-kaurane diterpenoid, 6α,16α-dihyroxy-ent-kaurane (1), was isolated from the stems of Ixora amplexicaulis, together with (24R)-6β-hydroxy-24-ethyl-cholest-4-en-3-one (2), 7β-hydroxysitosterol (3), maslinic acid (4), 3,3′-bis(3,4-dihydro-4-hydroxy-6-methoxy-2H-1-benzopyran) (5) and protocatechuric acid (6). Their structures were established by extensive spectroscopic analysis, including 2D NMR techniques. Compounds 2–5 were isolated from the genus Ixora for the first time and 6 obtained originally from I. amplexicaulis.     

Structure Revision of Caesalpinistas A and B and Isolation of a New Furanoditerpenoid from the Cotyledons of Caesalpinia decapetala var. japonica

A known cassane‐type furanoditerpenoid, caesalpinista B ( 1 ), and a new diterpenoid, deoxycaesaljaponin A ( 2 ), were isolated from the cotyledons of Caesalpinia decapetala var. japonica. The previously reported configurational assignments of 1 and the related diterpenoid caesalpinista A ( 3 ) were revised on the basis of X‐ray crystallography and chemical conversion. The structure of 2 was elucidated by spectroscopic data and chemical conversion into 3 .     

A new diterpenoid alkaloid from Aconitum hemsleyanum

Abstract

A new C₁₉-diterpenoid alkaloid named hemsleyaline (1), along with fourteen known alkaloids (2-15), were isolated from the roots of Aconitum hemsleyanum Pritz. (Ranunculaceae), a herbal medicine in southwest China. Their structures were established on the basis of extensive spectroscopic analyses. Compound 1 showed mild cholinesterase inhibitory effect with IC₅₀ value of 471?±?9?μM.     

A new ent-kaurane diterpenoid from Isodon japonica

<正>One new ent-kaurane diterpenoid,named maoyecrystal L was isolated from the EtOAc extract of the dried leaves of lsodon japonica.Its structure was established by various spectroscopic means and confirmed by X-ray crystallographic analysis.     

A new abietane diterpenoid from the roots of Tripterygium regelii

A new abietane diterpenoid, tripterregeline A (1), together with six known diterpenoids (2–7), were isolated from the roots of Tripterygium regelii. The structure of 1 was elucidated by extensive spectroscopic methods and the known compounds were identified by comparison with data reported in the literature. All isolated compounds were evaluated for their cytotoxicities against five human cancer cell lines: HL-60, SMMC-7721, A-549, MCF-7 and SW480 in vitro. Compounds 1–7 showed significant inhibitory effects against various human cancer cell lines with IC₅₀ values ranging from 0.58 to 21.06 μM.