A New Benzosesquiterpenoid Dimer from Polyalthia cheliensis Hu

The genus plants Polyalthia, being rich in bioactive diterpenoids and alkaloids1,2, have been attracting much attention. Polyalthia cheliensis Hu is a bush mainly distributed in Xishuangbanna, Yunnan Province of China. The previous researches1 reported the isolations of four clerodane diterpenes from the stem bark of this plants. Recent phytochemical work on its dried leaves results in the elucidations of a new benzosesquiterpenoid dimer, 3((, 3(((-bispolycerasoidol (1) and its monomer, a kn…     

A new sesquiterpenoid glycoside from Saussurea involucrata

Abstract

Saussurea involucrata, known for the abundant bioactive components, is a precious traditional Chinese medicine. In this study, a novel guaiane sesquiterpenoid glycoside named (1R, 5R, 6R, 7R, 8S, 11S)-11, 13-dihydrodehydrocostuslactone-8-O-6'-2''(E)-butenoyl-β-D-glucopyranoside (1), together with seven known compounds (2–8) were isolated from the dried aerial part of S. involucrata. Their structures were elucidated by spectroscopic and physico-chemical analyses. The antioxidant and anti-inflammatory activities of compound 1 were investigated. And compound 1 showed weak radical scavenging activity and low inhibitory activity on nitric oxide (NO) production.     

A new sesquiterpenoid quinone with cytotoxicity from Abelmoschus sagittifolius

A new sesquiterpenoid quinone, Acyl hibiscone B (1), together with five known compounds, (R)-lasiodiplodin (2), (R)-de-O-methyllasiodiplodin, (3) dibutyl phthalate (4), (R)-9-phenylnonan-2-ol (5) and hibiscone B (6), was obtained from the stem tuber of Abelmoschus sagittifolius. The structure of compound 1 was elucidated by analysing its ¹H and ¹³C NMR, ¹H–¹H COSY, HSQC, HMBC, NOESY and HR-ESI-MS values. Compound 1 showed significant cytotoxicity against Hela and HepG-2 human cancer cell lines.     

A new cadinane sesquiterpenoid glucoside with cytotoxicity from Abelmoschus sagittifolius

A new cadinane sesquiterpenoid glucoside, 2β,7,3-trihydroxycalamenene 3-O-β-d-glucoside (1) together with six known compounds, N-(p-trans-coumaroyl)-N-methyl tyramine (2), Cleomiscosin A (3), 9,12,13-trihydroxy-10,15-heptadecadienoic acid (4), Cytochalasin B (5), Marmesinin (6) and N-(p-trans-coumaroyl) tyramine (7) were obtained from the stem bark of Abelmoschus sagittifolius. The new structure of compound 1 was elucidated by analysing its ¹H and ¹³C-NMR, ¹H-¹H COSY, HSQC, HMBC, NOESY and HR-ESI-MS spectra. Compounds 1–7 showed moderate cytotoxicity against Hela and HepG-2 human cancer cell lines.     

A new tremulane sesquiterpenoid from the fungus Irpex lacteus

A new tremulane sesquiterpenoid, named irlactam A (1), was isolated from cultures of the fungus Irpex lacteus. The new structure was elucidated by spectroscopic data analysis. The compound was tested for its cytotoxicities on HL-60, SMMC-7721, A-549, MCF-7, and SW480 cells and for its inhibitory activity against isozymes of 11β-hydroxysteroid dehydrogenases (11β-HSD).     

A new bisabolane sesquiterpenoid and a new abietane diterpenoid from Cephalotaxus sinensis

Phytochemical investigation of Cephalotaxus sinensis has led to the isolation of a new bisabolane sesquiterpenoid (1), a new abietane diterpenoid (2), and 13 known compounds (3–15). Their structures were elucidated by extensive spectroscopic analysis (MS, UV, IR, and NMR).     

A new cadinane sesquiterpenoid from cultures of the Basidiomycete Panus conchatus

A new cadinane sesquiterpenoid, named panutorulon A (1), was isolated from cultures of the basidiomycete Panus conchatus. The new structure was elucidated by means of spectroscopic methods. Compound 1 was tested for its cytotoxicity against five human cancer cell lines and for its inhibitory activity against isozymes of 11β-hydroxysteroid dehydrogenases (11β-HSD).     

One new berberine from the branches and leaves of Polyalthia obliqua Hook.f. & Thomson

One new alkaloid consanguine B (1), together with 10 known alkaloids (2–11), were isolated from ethanol extract of the branches and leaves of Polyalthia obliqua Hook.f. & Thomson collected in the Hainan Province, China. Their structures were elucidated by the detailed analysis of comprehensive spectroscopic data. All compounds were evaluated for their cytotoxic activities. Compound 1 showed weak cytotoxic activities against Hela and MCF-7 human cancer cell lines.     

A pair of humulane sesquiterpenoid enantiomers from Syringa pinnatifolia

Two humulane-type sesquiterpenoids, namely (+)-alashanoid I (1a) and (–)-alashanoid I (1b), were isolated as a pair of enantiomers from the peeled stems of Syringa pinnatifolia. Their structures were elucidated by extensive spectroscopic data (1?D and 2?D NMR, UV, and IR), and the absolute configurations were resolved by X-ray diffraction and experimental and calculated ECD data analysis.     

Colletotrichine A,a new sesquiterpenoid from Colletotrichum gloeosporioides GT-7, a fungal endophyte of Uncaria rhynchophylla

One new compound, Colletotrichine A (1), was produced by the fungal Colletotrichum gloeosporioides GT-7. The structure was established by 1D and 2D NMR spectra. Monoamine oxidase (MAO) and acetylcholinesterase (AChE) inhibitory activity of 1 was also evaluated. Compound 1 showed AChE-inhibiting activity with IC₅₀ value of 28 μg/mL.     

Novel 2‐Arylbenzofuran Derivatives from Artocarpus petelotii

Further phytochemical investigations on the root barks of Artocarpus petelotii Gagnep afforded four novel isoprenylated 2‐arylbenzofuran derivatives, namely artopetelins D–G ( 1 – 4 ). Their structures were elucidated by spectroscopic methods, mainly by 2D‐NMR techniques. The biogenetic origins of artopetelins F and G ( 3 and 4 ) were also postulated.     

Roseosporol A,the first isolation of a novel sesquiterpenoid from Streptomyces roseosporus

A novel sesquiterpenoid, roseosporol A (1), together with 12 known compounds (2–13) were isolated from the ethyl acetate extract of Lsr2-deletion mutant strain of Streptomyces roseosporus. Their structures were determined by spectroscopic methods, including NMR, HRMS, UV, IR and ECD.     

A novel sesquiterpenoid from <Emphasis Type="Italic">Ecdysanthera rosea</Emphasis>

A novel sesquiterpenoid was isolated from the whole plant of Ecdysanthera rosea Hook. et Arn. Its structure was elucidated as tricyclo[5,3,1,0^2,4]-3-aldehyde-3,11-dimethyl-8-methanoic acid on the basis of spectral evidence (1D and 2D NMR) and was named ecdysanthblic acid. Published in Khimiya Prirodnykh Soedinenii, No. 3, pp. 245–246, May–June, 2008.     

Microporotriol,a new cadinane-type sesquiterpenoid from the cultures of the wood-decay fungus Microporus affinis HFG829

Abstract

A new cadinane-type sesquiterpenoid, microporotriol (1), together with four known compound, 5-methylresorcinol (2), (22E,24R)-ergosta-4,6,8(14),22-tetraen-3-one (3), (22E,24R)-ergosta-5,7,22-trien-3β-ol (4), (22E,24R)-5α,8α-epidioxy-ergosta-6,22-dien-3β-ol (5), were isolated from the fermentation broth of the wood decaying fungus Microporus affinis HFG829. The structures of the compounds were established by extensive spectroscopic methods, including 1D & 2D NMR, along with HRMS spectroscopic analysis. The relative configuration of 1 was confirmed by NMR calculation. Compound 1 was evaluated for the cytotoxicity against five human cancer cell lines.     

New sesquiterpenoid derivatives from Solanum septemlobum with cytotoxicities

Two new sesquiterpenoid derivatives, attributable to eudesmane-type (1–2, named septemlobin D and 11,12-O-isopropylidenesolajiangxin F), were isolated from the whole plant of Solanum septemlobum. Their structures were elucidated on the basis of integrated spectroscopic techniques, mainly HR-FAB-MS, 1D and 2D-NMR (¹H–¹H COSY, HMQC, HMBC and ROESY). In vitro, two sesquiterpenoid derivatives were found to show significant cytotoxicity against three cancer cell lines (P-388, HONE-1 and HT-29), and gave IC₅₀ values in the range of 3.0–7.3 μM.     

Phytochemicals from Polyalthia Species: Potential and Implication on Anti-Oxidant,Anti-Inflammatory,Anti-Cancer,and Chemoprevention Activities

Polyalthia belong to the Annonaceae family and are a type of evergreen tree distributed across many tropical and subtropical regions. Polyalthia species have been used long term as indigenous medicine to treat certain diseases, including fever, diabetes, infection, digestive disease, etc. Recent studies have demonstrated that not only crude extracts but also the isolated pure compounds exhibit various pharmacological activities, such as anti-oxidant, anti-microbial, anti-tumor, anti-cancer, etc. It is known that the initiation of cancer usually takes several years and is related to unhealthy lifestyle, as well as dietary and environmental factors, such as stress, toxins and smoking. In fact, natural or synthetic substances have been used as cancer chemoprevention to delay, impede, or even stop cancer growing. This review is an attempt to collect current available phytochemicals from Polyalthia species, which exhibit anti-cancer potentials for chemoprevention purposes, providing directions for further research on the interesting agents and possible clinical applications.     

Colletotrichine B,a new sesquiterpenoid from Colletotrichum gloeosporioides GT-7, a fungal endophyte of Uncaria rhynchophylla

One new compound, colletotrichine B (1), was produced by the fungal Colletotrichum gloeosporioides GT-7. The structure of 1 was elucidated on the basis of spectroscopic analysis and X-ray crystallographic analysis. Monoamine oxidase (MAO), acetylcholinesterase (AChE) and phosphoinositide 3-kinase (PI3Kα) inhibitory activity of 1 was also evaluated. Compound 1 showed only AChE inhibiting activity with IC₅₀ value of 38.0 ± 2.67 μg/mL.     

A new sesquiterpenoid from Saussurea lappa roots

A new sesquiterpenoid, 10α-methoxyartemisinic acid (1) was isolated from Saussurea lappa roots along with two known compounds, costunolide (2) and dehydrocostus lactone (3) by high-speed countercurrent chromatography with purities of 85, 95 and 98%, respectively. Their structures were determined on the basis of spectral data including 1D and 2D NMR and HREIMS.     

A new anti-diabetic sesquiterpenoid from Acorus calamus

A new sesquiterpenoid,1β,5α-guaiane-4β,10α-diol-6-one(1),was isolated from 70%EtOH extract of the rhizomes of Acorus calamus.The structure was determined on spectroscopic methods,especially 2D NMR techniques.The absolute configuration of 1 was confirmed by TDDFT quantum chemical calculation of its ECD spectrum.Compound 1 showed promising anti-diabetic activity on a insulin-mediated glucose consumption model of HepG2 cells.     

Guaiane-type sesquiterpenoid glucosides from Gardenia jasminoides Ellis

Two new guaiane-type sesquiterpenoid glucosides (1 and 2) were isolated from the fruit of Gardenia jasminoides Ellis. Their structures were elucidated to be (1R,7R,10S)-11-O-β-D-glucopyranosyl-4-guaien-3-one (1) and (1R,7R,10S)-7-hydroxy-11-O-β-D-glucopyranosyl-4-guaien-3-one (2) by one- and two-dimensional NMR techniques ((1)H NMR, (13)C NMR, HSQC, HMBC and NOESY), MS, CD spectrometry and chemical methods.