Triterpenoids from the Leaves of Ilex hainanensis

Phytochemical investigation on the leaves of Ilex hainanensis Merr . led to the isolation of four new ursane‐ and oleanane‐based triterpenoids, ilexhainanins A–D ( 1 – 4 ), as well as two known compounds, 2α,3β,19α‐trihydroxyurs‐12‐ene‐23,28‐dioic acid and 2α,3β,19α‐trihydroxyolean‐12‐ene‐23,28‐dioic acid. Their structures were elucidated on the basis of chemical and spectroscopic evidence, and by comparison with literature data.     

Noroleanane Triterpenoids from the Aerial Parts of Lantana camara

Two novel triterpenoids, lantadienone ( 1 ) and camaradienone ( 2 ), were isolated from the aerial parts of Lantana camara, along with seven known compounds, lantadene A, lantadene B, β‐sitosterol 3‐(β‐D ‐glucopyranoside), camaric acid, lantanilic acid, lantanolic acid, and camangeloyl acid. Their structures were elucidated as (3β,22β)‐3,25‐epoxy‐3‐hydroxy‐22‐{[(2Z)‐2‐methyl‐1‐oxobut‐2‐enyl]oxy}‐28‐noroleana‐12,17‐dien‐11‐one ( 1 ) and (3β)‐3,25‐epoxy‐3‐hydroxy‐28‐noroleana‐12,17‐dien‐11‐one ( 2 ), respectively, by means of spectral studies. The triterpenoids 1 and 2 represent 28‐noroleananes oxidized at C(11) and C(22) or at C(11), reported for the first time.     

Triterpenoids from Eucalyptus camaldulensis Dehnh. Tissue Cultures

A chemical study on tissue cultures from leaves and flowers of E. camaldulensis Dehnh . afforded the new natural product (2α,3β)‐2,3,23‐trihydroxy‐13,28‐epoxyurs‐11‐en‐28‐one (dryobalanolide) together with the known pentacyclic triterpenoids: betulinic acid, oleanolic acid, ursolic acid, (2α,3β)‐2,3,23‐trihydroxyolean‐12‐en‐28‐oic acid (arjunolic acid), (2α,3β)‐2,3,23‐trihydroxyurs‐12‐en‐28‐oic acid (asiatic acid), (2α)‐2‐hydroxyursolic acid, (2α)‐2‐hydroxyoleanolic acid (maslinic acid), as well as β‐sitosterol. The extracts and the isolated compounds were evaluated against eleven human pathogenic microorganisms, exhibiting a very interesting antibacterial spectrum of activities.     

Six New Dammarane Triterpenoids from Viburnum cylindricum

One new dammarane triterpenoid, cylindrictone A ( 1 ), as well as five new nor‐dammarane triterpenoids cylindrictone B–F ( 2 – 6 ) were isolated from the leaves of Viburnum cylindrium, together with three known compounds 3β‐hydroxy‐hexanordammaran‐20‐one ( 7 ), 3α‐hydroxyoctanordammar‐12‐en‐17‐one ( 8 ), and neoalsogenin B ( 9 ). Their structures were identified by extensive NMR‐spectroscopic (especially 2D‐NMR) and mass‐spectrometric experiments, and the structure of 3 was further confirmed by a single‐crystal X‐ray analysis. The compounds exhibited no activity against human promyelocytic leukemia HL60 cell.     

山芝麻中的新三萜化合物

山芝麻 (Helicteresangustifolia L inn.)是梧桐科 (Sterculiaceae)山芝麻属植物 ,主要分布在广东、广西、云南及长江以南各省 ,用以治疗感冒发热、麻疹、疟疾和疔疮等症 [1] .王明时等 [2 ,3]曾从该植物中分离出 3个三萜类化合物和 1个萘醌化合物 .为进一步寻找有效成分 ,我们从山芝麻中又分离到 2个新的三萜化合物 1和 2 ,用波谱方法测定了其化学结构 .1　实验部分1 .1　仪器与材料　北京泰克仪器公司的双目镜 X-6型显微熔点仪 ;EQUINOX-55(Bruker)红外光谱仪 ;Varian Unity INOVA 50 0型核磁共振仪 (TMS为内标 ) ;VG Autospec-…     

Simultaneous determination and pharmacokinetics of four triterpenoids by ultra high performance liquid chromatography with tandem mass spectrometry after the oral administration of Acanthopanax sessiliflorus (Rupr. et Maxim) Seem extract

A specific, simple, and sensitive ultra high performance liquid chromatography with tandem mass spectrometry method utilizing the Triple Quad system has been developed and validated for the simultaneous determination and pharmacokinetic study of four triterpenoid components of Acanthopanax sessiliflorus in rat plasma. The components are 22‐α‐hydroxychiisanogenin, chiisanogenin, (1R,11α)1,4‐epoxy‐11‐hrdroxy‐3,4‐secolupane‐20(30)‐ene‐3,28‐dioic acid, and 22‐α‐hydroxychiisanoside. Sample preparation involved a liquid–liquid extraction of the analytes with ethyl acetate. Chromatographic separation was accomplished using an Agilent SB‐C₁₈ column (1.8 μm, 2.1 mm × 50 mm) with 2.0 min isocratic elution. The compounds were detected with a triple quadrupole tandem mass spectrometer in multiple reaction monitoring mode and an ESI source in negative mode. The method was linear for all analytes over the investigated range, with all determined correlation coefficients exceeding 0.9906. The limit of quantification of each analyte was lower than 1 ng/mL. The intraday and interday precisions were less than 14.9%, and the accuracy ranged from –10.2 to 11.8%. The mean recoveries of the analytes were higher than 80.0%, and the matrix effects were between 100.4 and 107.1%. These results may contribute to determining the mechanism of action and guiding the clinical application of Acanthopanax sessiliflorus.     

Three New 24‐Nortriterpenoids from the Roots of Ilex asprella

Asprellols A–C ( 1 – 3 , resp.), three new 24‐nortriterpenoids, were isolated from the CHCl₃‐soluble fraction of 95% EtOH extract of the roots of Ilex asprella, together with a known nortriterpenoid. The structures of the new compounds were elucidated as 2,6β,20β‐trihydroxy‐3‐oxo‐11α,12α‐epoxy‐24‐norursa‐1,4‐dien‐28,13β‐olide ( 1 ), 2,6β‐dihydroxy‐3‐oxo‐11α,12α‐epoxy‐24‐norursa‐1,4,20(30)‐trien‐28,13β‐olide ( 2 ), and 2,6β‐dihydroxy‐3‐oxo‐11α,12α‐epoxy‐24‐noroleana‐1,4‐dien‐28,13β‐olide ( 3 ) on the basis of spectroscopic analyses.     

Comparison of classical and ultrasound-assisted extractions of steroids and triterpenoids from three Chresta spp

A comparative study of classical and ultrasound-assisted extractions of steroids and triterpenoids from stem, leaves and flowers of Chresta exsucca, C. scapigera and C. sphaerocephala is described. The direct analysis of crude apolar and medium-polar extracts has been conducted by high-resolution gas chromatography followed by co-injections of the crude extract with certified standards on capillary columns of different polarities. The use of ultrasound decreased significantly the total time of treatment and in addition, this extraction method was more effective for the steroids and most of the triterpenes.     

Highly Oxygenated Triterpenoids from the Marine Red Alga Laurencia mariannensis (Rhodomelaceae)

Two new and one known squalenoid‐derived triterpenoids, namely, laurenmariannol ( 1 ) and (21α)‐21‐hydroxythyrsiferol ( 2 ), and the known thyrsiferol ( 3 ) were isolated and identified from the marine red alga Laurencia mariannensis, which was collected off the coast of Hainan and Weizhou Islands of China. The structures of these compounds were established by means of spectroscopic analyses, as well as by comparison with literature data. Compounds 1 and 2 displayed significant cytotoxic activity against P‐388 tumor cells with IC₅₀ values of 0.6 and 6.6 μg/ml, respectively.     

Triterpenoids from the Mangrove Plant Hibiscus tiliaceus

Three new triterpenoids with the rarely occurring nigrum skeleton, namely (20E)‐22‐hydroxynigrum‐20‐en‐3‐one ( 1 ), 21β‐hydroxynigrum‐22(29)‐en‐3‐one ( 2 ), and 21α‐hydroxynigrum‐22(29)‐en‐3‐one ( 3 ), were isolated from the mangrove plant Hibiscus tiliaceus. Additionally, five known triterpenoids including friedelin ( 4 ), 12‐oleanen‐3β‐ol ( 5 ), 3β‐hydroxy‐12‐oleanen‐28‐oic acid ( 6 ), 20(29)‐lupen‐3β,28‐diol ( 7 ), and cucurbita‐5,23‐dien‐3β,25‐diol ( 8 ) were also isolated and identified. The latter structures were elucidated by a detailed NMR and MS analyses, as well as by comparison with reported literature data.