Water-soluble constituents of Glehnia littoralis fruit

From the water-soluble portion of the methanol extract of the fruit of Glehnia littoralis Fr. SCHMIDT ex MIQ. (Umbelliferae; "hamabofu" in Japanese), thirty compounds, including three new monoterpenoids and a new monoterpenoid glucoside, a new benzofuran glucoside, a new alkyl glucoside, and a new glucide, were obtained. Their structures were clarified by spectral investigation.     

Water-soluble constituents of coriander

From the water-soluble portion of the methanol extract of coriander (fruit of Coriandrum sativum L.), which has been used as a spice and medicine since antiquity, 33 compounds, including two new monoterpenoids, four new monoterpenoid glycosides, two new monoterpenoid glucoside sulfates and two new aromatic compound glycosides were obtained. Their structures, were clarified by spectral investigation.     

Conduritol F glucosides and terpenoid glucosides from Cynanchum liukiuense and distribution of conduritol F glucosides in several Asclepiadaceous plants

Conduritol F 3-0- and 4-O-glucosides were obtained from Cynanchum liukiuense, along with conduritol F which was identified in all Asclepiadaceous plants examined, Tylophora tanakae, Asclepias curassavica and A. fruticosa, as well as in Marsdenia tomentosa. The pattern of the glucosidic linkage to conduritol F differed between individual species, 2-O-glucoside from T tanakae and M. tomentosa, 3-O-glucoside from A. curassavica, but none from A. fruticosa. Along with conduritol F glucosides, an 11-glucosyloxy-megastigmane and a monoterpenoid glucoside were isolated from C. liukiuense.     

Water-soluble constituents of ajowan.

From the water-soluble portion of the methanol extract of the fruit of Carum ajowan (ajowan), which has been used as a spice and medicine, 25 compounds, including five new monoterpenoid glucosides, a new monoterpenoid, two new aromatic compound glucosides, and two new glucides, were obtained. Their structures were clarified by spectral investigation.     

Alkaloids from Ochrosia borbonica

Ten new monoterpenoid indole alkaloids, ochroborines A and B ( 1 and 2 , resp.), 10‐hydroxyisovallesiachotamine ( 3 ), 10‐hydroxyisositsirikine ( 4 ), 10,11‐dimethoxysitsirikine ( 5 ), 10‐methoxyapoyohimbine ( 6 ), 10‐hydroxyakuammidine ( 7 ), akuammidine 17‐O‐β‐D ‐glucoside ( 8 ), 15α‐hydroxyapparicine ( 9 ), and 15α‐hydroxy‐10‐methoxyapparicine ( 10 ), and 24 known alkaloids were isolated from leaves and twigs of Ochrosia borbonica J. F.Gmel . These structures were elucidated based on 1D‐ and 2D‐NMR, FT‐IR, UV, and MS data. 10‐Hydroxyisovallesiachotamine ( 3 ), ellipticine, and 10‐methoxyellipticine showed cytotoxic activities against five human cancer cell lines.     

单萜吲哚生物碱的仿生合成

单萜吲哚生物碱因其骨架和官能团的丰富变化,加上它们的生物活性,多年来 一直哟引着一代又一代的化学家对其进行结构和合成研究,它们的共同生物合成前 体strictosidine是由色胺和单萜苷secologanin缩合形成的。自从secologanin可 以大量得到以后,以它为原料沿着可能的生物合成路线合成天然生物碱即仿生合成 就成为一个重要的研究领域。它对于理解和阐释生物碱的生物合成过程,为提供天 然来源极少的生物碱供药理试验及对促进有机合成化学的发展等都是有重要意义。 这方面的研究也取得了许多重要进展,成功合成了一些重要的单萜吲哚生物碱,如 育亨宾类、钩藤碱、异钩藤碱、卡得宾、利血平类似物、喜树碱等。     

Two new monoterpenoid indole alkaloids from Tabernaemontana divaricata

Two new monoterpenoid indole alkaloids, tabervarines A (1) and B (2), along with seven known monoterpenoid indole alkaloids, were isolated from the methanol extract of the twigs and leaves of Tabernaemontana divaricata. The structures including the absolute configurations of the new alkaloids were elucidated based on MS, NMR, and ECD calculation. The in vitro cytotoxic activities of the isolated alkaloids against several human cancer cell lines were also evaluated.     

Discovery of Natural Co-occurring Enantiomers of Monoterpenoid Indole Alkaloids

Two new pairs of monoterpenoid indole alkaloids (MIAs) enantiomers as well as their new congeners were isolated from stems of Tabernaemontana bovina Lour.(Apocy...     

New monoterpenoid coumarins from Clausena anisum-olens

Two new monoterpenoid coumarins: anisucumarin A (1) and B (2), a pair of epimers, were isolated from Clausena anisum-olens. Their structures were established based on extensive spectroscopic analyses.     

A tetrahydroisoquinoline-monoterpene glucoside and an iridoid glucoside from Alangium kurzii

From the leaves of Alangium kurzii, a new tetrahydroisoquinoline-monoterpene glucoside, 6-O-methyl-N-deacetylipecosidic acid and a new iridoid glucoside, 10-O-benzoyladoxosidic acid, were isolated along with alangiside, demethylalangiside, 6'-O-beta-D-glucosylhenryoside, uridine and four known flavonoid glycosides. The structures of new glucosides were determined on the basis of spectroscopic and chemical methods.     

Three New Monoterpenoid Indole Alkaloids from Ervatamia flabelliformis

The three new monoterpenoid indole alkaloids 1 – 3 were isolated from the stems of Ervatamia flabelliformis. The structures were elucidated on the basis of spectral analysis and chemical derivatization.     

Kopsifolines A–F: a New Structural Class of Monoterpenoid Indole Alkaloids from Kopsia

Six new indole alkaloids, named kopsifolines A–F ( 1 – 6 ), with an unprecedented hexacyclic carbon skeleton, constituting a new structural group of monoterpenoid indole alkaloids, were obtained from the leaf extract of a Malayan Kopsia species, and their structures were established by spectroscopic analysis.     

Water-soluble constituents of cumin: monoterpenoid glucosides

From the water-soluble portion of the methanol extract of cumin (fruit of Cuminum cyminum L.), which has been used as a spice and medicine since antiquity, sixteen monoterpenoid glucosides, including twelve new compounds, were isolated. Their structures were clarified by spectral investigation.     

Aromatic monoterpenoid glycosides from Cruciata taurica

Two new aromatic monoterpenoid glycosides, cruciaside A (2,5-O-beta-D-diglucopyranosyl-3-hydroxy-p-cymene) (1) and cruciaside B (5-O-beta-D-glucopyranosyl-2,3-dihydroxy-p-cymene) (2), were isolated from aerial parts of Cruciata taurica. The structures of the new compounds were determined by spectral and chemical methods. The new compounds seem to be promising as taxonomic markers for C. taurica.     

Water-soluble constituents of amomum seed

From the water-soluble portion of the methanolic extract of the amomum seed (seed of Amomum xanthioides WALL.), which has been used as a medicine for stomachic and digestive disorders, ten compounds, including two new and three newly isolated monoterpenoid glucosides and a newly isolated octane-tetrol, were isolated. Their structures were determined by spectral investigation.     

A monoterpene glucoside and three megastigmane glycosides from Juniperus communis var. depressa

A new monoterpene glucoside (1) and three new natural megastigmane glycosides (2-4) were isolated along with a known megastigmane glucoside (5) from twigs with leaves of Juniperus communis var. depressa (Cupressaceae) collected in Oregon, U.S.A., and their structures were determined on the basis of spectral and chemical evidence. In addition, the antibacterial activities of the isolated components against Helicobacter pylori were also investigated.     

云南蕊木茎中的抗炎吲哚生物碱

应用多种色谱和波谱学方法,从云南蕊木(Kopsia officinalis)茎中分离鉴定了27个单萜吲哚生物碱,包括7个新化合物kopsiofficines A^G和20个已知化合物.此外,建立脂多糖(LPS)诱导的小鼠巨噬细胞RAW 264.7炎症模型,通过测定IL-1β,PGE2和TNF-α炎症因子释放评价生物碱的抗炎活性.结果表明,kopsiofficines A(1),kopsiofficines B(2),kopsiofficines D(4),kopsiofficines F(6),kopsiofficines G(7),12-methoxykopsine(11),kopsinoline(15),(-)-N-methoxycarbonyl-11,12-methylenedioxykopsinaline(16),kopsinine(18)和kopsinic acid(20)表现出显著的抗炎活性,与阳性对照(地塞米松)基本相当.研究发现C-5位丙酮基取代的单萜吲哚生物碱的抗炎活性明显强于原型生物碱,推测丙酮基可能是抗炎活性的药效促进基团,研究结果为进一步的结构修饰和药理学研究提供了线索.     

Tricalysiosides P-U: Ent-kaurane glucosides and a labdane glucoside from leaves of Tricalysia dubia OHWI

Further extensive isolation work on the 1-BuOH-soluble fraction of a MeOH extract of Tricalysia dubia afforded five new ent-kaurane glucosides (4-8) and one new labdane glucoside (9), together with a known megastigmane glucoside, sammangaoside B (1), and monoterpene glucosides (2, 3). The structures of the new compounds were elucidated by analyses of one- and two-dimensional NMR spectroscopic data. The absolute configuration of the 9-position of sammangaoside B was revised to S and its total stereochemistry was established by the modified Mosher's method.     

Iridoid glucosides from Veronica hederifolia

A new iridoid glucoside, urphoside A, and six known iridoid glucosides, pikuroside, aucubin, veronicoside, catalposide, amphicoside, and verminoside, were isolated from Veronica hederifolia together with a known megastigmane glucoside, 3-hydroxy-5,6-epoxy-beta-ionol-9-O-beta-D-glucopyranoside, and a hexitol, dulcitol. The structures of the isolated compounds were established by the extensive 1D- and 2D-NMR spectroscopy.     

Four novel gelsedine-type oxindole alkaloids from Gelsemium elegans

Four new gelsedine-type oxindole alkaloids (1-4) were isolated from the leaves and branches of Gelsemium elegans, together with 10 known alkaloids. The structures of the new alkaloids were determined by spectroscopic analyses and partial synthesis from known compounds. Gelsecrotonidine (1), 14-hydroxygelsecrotonidine (2), and 11-methoxygelsecrotonidine (3) possess an additional C₂ unit with an acetic acid residue compared to gelsenicine-related monoterpenoid indole alkaloids. 14-Hydroxygelsedilam (4) is an 18,19-nor-type monoterpenoid indole alkaloid.