Secotirucallane triterpenes from the stem bark of Aglaia leucophylla (original) (raw)
Related papers
2008
Lipophilic crude extracts of leaves, stem and root bark of six different provenances of Aglaia silvestris were compared to determine species-specific chemical trends as well as infraspecific variability. 3,4-Secodammarane triterpenes formed the basic chemical equipment accompanied by the 2,3-seco derivative aglasilvinic acid, probably representing the precursor of the silvaglin A and isosilvaglin A characterised by a five membered ring A. In addition, the pregnane steroid pregnacetal was isolated and identified together with the known sesquiterpenes a-muurolene and viridiflorol, and the bisamide pyramidatin.
Cycloartane triterpenoids from Aglaia harmsiana
Phytochemistry, 1997
Two new and two known cycloartane-type triterpenoids were isolated from the leaves of A:Tlaia harmsiana. The structures were determined using IH, J3C and 2D NMR techniques.
Cycloartane Triterpenes from the Leaves of Aglaia harmsiana
Journal of Natural Products, 1995
A new cycloartane-type triterpene has been isolated from the leaves ofAgfaia harmtiana and the structure was determined as cycloartane-3~,29-diol-24-one 111 on the basis of chemical and spectral evidence. In addition, (24R)-cycloartane-24,25-diol-3-one 127 was isolated in a pure state for the first time.
Triterpenes and steroids from the leaves of Aglaia exima (Meliaceae)
Fitoterapia, 2012
A study on the leaves of Aglaia exima led to the isolation of one new and seven known compounds: six triterpenoids and two steroids. Their structures were elucidated and analyzed mainly by using spectroscopic methods; 1D and 2D NMR, mass spectrometry, UV spectrometry and X-ray. All the triterpenoids and steroids were measured in vitro for their cytotoxic activities against eight cancer cell lines; lung (A549), prostate (DU-145), skin (SK-MEL-5), pancreatic (BxPC-3), liver (Hep G2), colon (HT-29), breast (MCF-7) and (MDA-MB-231). The new cycloartane triterpenoid, 24(E)-cycloart-24-ene-26-ol-3-one 1, showed potent cytotoxic activity against colon (HT-29) cancer cell line (IC 50 11.5 μM).
Apotirucallane Triterpenes from Aglaia argentea
Journal of Natural Products, 1996
Five new apotirucallane triterpenes were isolated from the seeds of Aglaia argentea: gentinones A (1), B (2), C (3), D (4), and gentinin (5). Their structures were established using spectroscopic and chemical means. Tirucallane triterpenes are well known in the family Meliaceae. 2,3 Such compounds have been found very recently in the genus Aglaia. 4,5 We have isolated from the seeds of Aglaia argentea Bl., grown in Malaysia, five new apotirucallane triterpenes named gentinones A (1), B (2), C (3), D (4) and gentinin (5). The crude ethanolic extract possessed cytotoxic properties against KB cells. However, compounds 1-5 were inactive. The cytotoxic component of the extract, an aromatic derivative of the benzofuran series, will be reported separately. 6 The EtOH extract was fractionated by repeated column chromatography on Si gel using CH 2 Cl 2-MeOH and heptane-EtOAc or heptane-Me 2 CO mixtures to give compounds 1-5. Gentinone (1), [R] 20 D-24°, exhibited a [M + Na] + peak in the FABMS at m/z 607. The molecular formula C 35 H 52 O 7 was established by HRFABMS (607.3592, ∆
Tirucallane triterpenes from the stem bark of Aglaia leucophylla
Phytochemistry, 1995
A new tirucallane triterpene, ( -)-leucophyllone, was isolated from the stem bark of Aglaia leucophylla and its structure was elucidated from spectral data as 23(Z)-25-methoxy-tirucall-7,23-diene-3-one. In addition, ( -)-caryophyllene oxide, ( -)-niloticin, ( -)-bourjotinolone and ( -)-piscidinol were isolated from the same plant.
Cytotoxic 3, 4-Secoapotirucallanes from Aglaia a rgentea Bark
Journal of natural …, 1999
The genus Aglaia is a rich source of compounds of different kinds with often interesting biological activities: bisamides, lignans, aromatic derivatives of the benzofuran series, and tetracyclic triterpenes. 1 From the seeds of A. argentea Bl. (Meliaceae) collected in Malaysia, 2 we ...
Further New Secoatisane Diterpenoids from the Chinese MangroveExcoecaria agallocha L
Helvetica Chimica Acta, 2006
Four new 3,4-seco-ent-atisane diterpenoids, agallochaols G -J (1 -4), were isolated from the stems and leaves of the Chinese mangrove Excoecaria agallocha L. Their structures were established on the basis of detailed spectroscopic analysis, chemical evidence, and by comparison with the literature data of related compounds.
Sesquiterpenoids and tirucallane triterpenoids from the roots of Scorzonera divaricata
A sulfated guaiane sesquiterpene lactone, an unusual pyridinium alkaloid with a sulfated guaiane sesquiterpene lactone nucleus, an amino conjugate of a sulfated guaiane sesquiterpene lactone, a bis-abolane sesquiterpene, three tirucallane triterpenes, and six known compounds, were isolated from roots of Scorzonera divaricata. Their structures and absolute configurations were established based on chemical and spectroscopic methods, X-ray single crystal crystallography, and also by comparison with experimental and calculated ECD spectra. One of the tirucallane triterpenes exhibited significant cytotoxic activities against four human cancer cell lines (HL60, HeLa, HepG2, and SMMC-7721) in vitro. Two of sul-fated guaiane sesquiterpenoids also exhibited antioxidant activities by scavenging ABTS cation free radicals. Tirucallane-type and dammarane-type triterpenes were not previously known in the genus Scorzonera. The study suggests that sulfated guaiane-type sesquiterpenoids are a valuable marker for systematic chemical studies in the Lactuceae tribe of the Asteraceae.