Triterpenoid saponins from Pteleopsis suberosa stem bark

Thirteen oleanane saponins (1-13), four of which were new compounds (1-4), were isolated from Pteleopsis suberosa Engl. et Diels stem bark (Combretaceae). Their structures were determined by 1D and 2D NMR spectroscopy and ESI-MS spectrometry. The compounds were identified as 2alpha,3beta,19alpha,23,24-pentahydroxy-11-oxo-olean-12-en-28-oic acid 28-O-beta-D-glucopyranosyl ester (1), 2alpha,3beta,19beta,23,24-pentahydroxy-11-oxo-olean-12-en-28-oic acid 28-O-beta-D-glucopyranosyl ester (2), 2alpha,3beta,19alpha,23-tetrahydroxy-11-oxo-olean-12-en-28-oic acid 28-O-beta-D-glucopyranosyl ester (3), and 2alpha,3beta,6beta,19alpha,24-pentahydroxy-11-oxo-olean-12- en-28-oic acid 28-O-beta-D-glucopyranosyl ester (4). The presence of alpha,beta-unsaturated carbonyl function was not common in the oleanane class and the aglycons of these compounds were not found previously in the literature. Moreover, the isolated compounds were tested against Helicobacter pylori standard and vacA, and cagA clinical virulence genotypes. Results showed that compound 6 has an anti-H. pylori activity against three metronidazole-resistant strains (Ci 1 cagA, Ci 2 vacA, and Ci 3).     

Saponins from the seeds of Mimusops laurifolia

Nine saponins were isolated from the seeds of Mimusops laurifolia. Their structures were established using one- and two-dimensional NMR spectroscopy and mass spectrometry. Three of them are identified as: 3-O-(beta-d-apiofuranosyl-(1-->3)-beta-d-glucuronopyranosyl)-28-O-(alpha-l-rhamnopyranosyl-(1-->3)-beta-d-xylopyranosyl-(1-->4)-alpha-l-rhamnopyranosyl-(1-->2)-alpha-l-arabinopyranosyl)-16alpha-hydroxyprotobassic acid, 3-O-(beta-d-glucopyranosyl-(1-->3)-beta-d-glucopyranosyl)-28-O-(alpha-l-rhamnopyranosyl-(1-->3)-beta-d-xylopyranosyl-(1-->4)-alpha-l-rhamnopyranosyl-(1-->2)-alpha-l-arabinopyranosyl)-16alpha-hydroxyprotobassic acid and 3-O-(beta-d-glucopyranosyl-(1-->6)-beta-d-glucopyranosyl-(1-->6)-beta-d-glucopyranosyl)-28-O-(alpha-l-rhamnopyranosyl-(1-->3)-beta-d-xylopyranosyl-(1-->4)-alpha-l-rhamnopyranosyl-(1-->2)-alpha-l-arabinopyranosyl)-16alpha-hydroxyprotobassic acid.     

桤木叶中三萜成分的研究

桤木(Alnus hirsuta Turcz.)是桦木科赤杨属植物,为落叶乔木。据植保人员观察,种植在猕猴桃果园四周的桤木对危害猕猴桃的害虫有诱集作用,当猕猴桃果园四周种上桤木时,象鼻虫和金龟子等害虫倾向于聚集在这种树上。为阐明其内在原因,我们首次对该植物叶的化学成分进行了初步研究。     

小花棘豆化学成分的研究

从有毒植物小花棘豆(Oxytropis glabra DC.)的地上部分分离得到10种化合物,经光谱分析及理化常数测定,分别鉴定为槲皮素(Ⅰ)、山奈酚(Ⅱ)、3′,7-二羟基-2′,4′-二甲氧基-异黄烷(Ⅲ)、山奈-7-O-α-L-鼠李吡喃糖甙(Ⅳ)、山奈酚-3-O-β-D-葡萄吡喃糖甙(Ⅴ)、山奈酚--O-β-D-葡萄吡喃糖(1→2)-β-D-葡萄吡喃糖甙(Ⅵ)、山奈酚-3-O-β-D-葡萄吡喃糖-7-O-β-D-葡萄吡喃糖甙(Ⅶ)槲皮素-3-O-β-D-葡萄吡喃糖甙(Ⅷ)、杨梅树皮甙(Ⅺ)和3-O-[α-L-鼠李吡喃糖基(1→3)-β-D-葡萄吡喃糖基(1→6)-β-D-葡萄吡喃糖醛酸基]-黄豆醇B(Ⅹ)。上述成分均为首次从该植物中分得。化合物Ⅹ为新化合物。     

冻地银莲花的化学成分

从冻地银莲花(Anemone Tupestris ssp.Gelida (Max.)Lauener)中分离鉴定了12个化合物.分别为常春藤配基(1).刺楸皂甙A(2),牡丹草皂甙B(3),白头翁皂甙D(4),常春藤皂甙B(5),刺楸皂甙B(6),hederacholichiside E(7),hederacholichiside F(8),槲皮素-7-O-α-L-鼠李糖甙(9)槲皮素-3-O-β-D-半乳糖-7-O-α-L-鼠李糖甙(10).胡萝卜甙(11)和β-谷甾醇(12).以上化合物在本植物中均为首次报道.     

The Glyxosides from Curculigo orchiodes

Seven compounds have been isolaed from the roots of Curculigo orchioides. On the basis of spectral analysis,their structures were elucidated as 2,6-dimethoxy benzoic acid (A),orcinol glucopyranoside(B),curculigine A(C),curculigoside(D),24s,3β,11α,16,24-tetrahyaroxycycloartenol-3-O-α-L-rhamnopyranosyl(1→2)-β-D-glucopyranoside(E),24s,3β,11a,16β,24-tetrahydroxycycloartenol-3-O-β-d-glucopyranosyl(1→2)-β-D-glucopyranoside(F) and dancosterol(G). Saponin F is a new tritepenoid compound.     

Unusual cyclolanostanes from leaves of Pandanus boninensis

Two unusual triterpenoids, (24S)-24-methyl-25,32-cyclo-5alpha-lanosta-9(11)-en-3beta-ol and (24S)-24-methyl-25,32-cyclo-cycloartane-3beta-ol, were isolated from leaves of Pandanus boninensis along with known triterpenoids and lignans. Their structures were established on the basis of spectroscopic methods and X-ray analysis.     

Two triterpenoids and other constituents from Petasites tricholobus

Two migrated ursane skeleton triterpenoids, one is D:B-friedoursane-3alpha,16alpha-dihydroxy-7alpha,8alpha-epoxy-5(10)-ene, named petatrichol A (1) and the other one represents a novel triterpenoid carbon framework, named petatrichol B (2), along with 10 known compounds were isolated from the rhizome of Petasites tricholobus. Their structures were elucidated on the basis of spectroscopic methods (IR, EIMS, HRMS, 1D and 2D NMR). The triterpenoids were assayed against Escherichia coli, Staphylococcus aureus and Bacillus subtilis. Compounds 1 and 2 exhibited significant antibacterial activity against B. subtilis.     

Triterpene glycosides of Lupinus angustifolius

Investigation of whole seeds of Lupinus angustifolius L. (Leguminosae) yielded the two triterpenoid saponins with branched monosaccharide chain 3 beta,21 beta,22 beta,24-tetrahydroxyolean-12-en-3-O-alpha-L-rhamnopyranosyl-(1-->3)-[alpha-L-rhamnopyranosyl-(1-->2)]-beta-D-galactopyranosyl-(1-->2)-beta-D-glucuronopyranoside (3) and 3 beta,21 beta,22 beta,24-tetrahydroxyolean-12-en-3-O-alpha-L-rhamnopyranosyl-(1-->3)-[alpha-L-rhamnopyranosyl-(1-->2)]-beta-D-galactopyranosyl-(1-->2)-beta-D-glucuronopyranosyl-21-O-alpha-L-rhamnopyranoside (4) along with the known compounds soyasaponin I (1) and 3 beta,21 beta,22 beta,24-tetrahydroxyolean-12-en-3-O-alpha-L-rhamnopyranosyl-(1-->2)-beta-D-galactopyranosyl-(1-->2)-beta-D-glucuronopyranosyl-21-O-alpha-L-rhamnopyranoside (2). The structures of the compounds were elucidated using hydrolysis, FAB-MS and extensive NMR experiments. Compounds 2-4 showed moderate antifungal activity against Candida albicans with MIC values of 25, 25 and 30 microg/ml, respectively. Only soyasaponin I was found weakly hemolytic (HC(50) >500 microg/ml).     

Structure–activity relationships of lanostane-type triterpenoids from Ganoderma lingzhi as α-glucosidase inhibitors

A series of lanostane-type triterpenoids, identified as ganoderma alcohols and ganoderma acids, were isolated from the fruiting body of Ganoderma lingzhi. Some of these compounds were confirmed as active inhibitors of the in vitro human recombinant aldose reductase. This paper aims to explain the structural requirement for α-glucosidase inhibition. Our structure–activity studies of ganoderma alcohols showed that the OH substituent at C-3 and the double-bond moiety at C-24 and C-25 are necessary to increase α-glucosidase inhibitory activity. The structure–activity relationships of ganoderma acids revealed that the OH substituent at C-11 is an important feature and that the carboxylic group in the side chain is essential for the recognition of α-glucosidase inhibitory activity. Moreover, the double-bond moiety at C-20 and C-22 in the side chain and the OH substituent at C-3 of ganoderma acids improve α-glucosidase inhibitory activity.These results provide an approach with which to consider the structural requirements of lanostane-type triterpenoids from G. lingzhi. An understanding of these requirements is considered necessary in order to improve a new type of α-glucosidase inhibitor.