Rearranged abietane diterpenoids from Clerodendrum mandarinorum

Five new abietane derivatives which have a commonly rearranged abietane skeleton contained a 17(15 → 16),18(4 → 3)-diabeo-abietane framework, mandarones D-H, were isolated from the stem of Clerodendrum mandarinorum Diels (Verbenaceae). The structures were characterized as (16S)-12,16-epoxy-11-hydroxy-17(15 → 16),18(4 → 3)-diabeo-abieta-3,5,8,11,13-pentaene-7-one (mandarone D, 1), 12,16-epoxy-11,14-dihydroxy-17(15 → 16),18(4 → 3)-diabeo-abieta-3,5,8,11,13,15-hexaene-7-one (mandarone E, 2), 12,16-epoxy-6,11,14-trihydroxy-17(15 → 16),18(4 → 3)-diabeo-abieta-3,5,8,11,13,15-hexaene-7-one (mandarone F, 3), 12,16-epoxy-11,14-dihydroxy-6-methoxy-17(15 → 16),18(4 → 3)-diabeo-abieta-3,5,8,11,13,15-hexaene-2,7-dione (mandarone G, 4) and 12,16-epoxy-11,14-dihydroxy-17(15 → 16),18(4 → 3)-diabeo-abieta-3,5,8,11,13,15-hexaene-1,7-dione (mandarone H, 5) respectively, mainly based on the spectral analysis and by comparison with those of closely related compounds.     

A new rearranged abietane diterpenoid from Clerodendrum kaichianum Hsu

A new abietane diterpenoid, (3S,16R)-12,16-epoxy-3,6,11,14,17-pentahydroxy-17(15 → 16)-abeo-5,8,11,13-abietatetraen-7-one (1), was isolated from the stems of Clerodendrum kaichianum Hsu, together with four known diterpenoids. The structures of the isolated compounds were assigned on the basis of their NMR spectra including 2D NMR techniques such as COSY, HMQC, and HMBC experiments, and were compared with those of the literature data. This new compound showed significant cytotoxicity against the HL-60 and A-549 tumor cell lines.     

Two new chalcones from Clerodendrum phlomidis

Two new chalcones, 3,2′,3′-trihydroxy-4′-methoxychalcone (1) and 3,2′-dihydroxy-4′,6′-dimethoxychalcone (2), were isolated from the seeds of Clerodendrum phlomidis together with three known flavonoids, 5-hydroxy-7-methoxyflavanone (3), 5-hydroxy-7-methoxyflavone (4), and kaempferol-3-O-α-l-rhamnopyranoside (5). The structures of the new compounds 1 and 2 have been established mainly on the basis of 1D and 2D NMR studies.     

Constituents of Clerodendrum bungei

Two new compounds, 5- O -ethylcleroindicin D ( 1 ) and bungein A ( 2 ), together with 12 known compounds ( 3 - 14 ), were isolated from the aerial parts of the medicinal plant Clerodendrum bungei . The structures of 1 and 2 were elucidated as a perhydrobenzofuran derivative and a peroxide dimer by spectral and chemical evidence. Compounds 3 - 14 have been obtained from this species for the first time.     

Constituents of Clerodendrum bungei

Two new compounds, 5- O -ethylcleroindicin D ( 1 ) and bungein A ( 2 ), together with 12 known compounds ( 3 - 14 ), were isolated from the aerial parts of the medicinal plant Clerodendrum bungei . The structures of 1 and 2 were elucidated as a perhydrobenzofuran derivative and a peroxide dimer by spectral and chemical evidence. Compounds 3 - 14 have been obtained from this species for the first time.     

Note: A new iridoid diglycoside from Clerodendrum chinense

A new iridoid diglucoside, 5-O-β-glucopyranosyl-harpagide, has been isolated from the aerial part of Clerodendrum chinense together with three known iridoid glucosides and six known cyclohexylethanoids. Their structures have been determined by analyses of spectroscopic data.     

A new iridoid diglycoside from Clerodendrum chinense

A new iridoid diglucoside, 5-O-β-glucopyranosyl-harpagide, has been isolated from the aerial part of Clerodendrum chinense together with three known iridoid glucosides and six known cyclohexylethanoids. Their structures have been determined by analyses of spectroscopic data.     

Colebroside A,A New Diglucoside of Fatty Acid Ester of Glycerin from Clerodendrum colebrookianum

Abstract

Colebroside A (1), a new diglucoside of fatty acid ester of glycerin, was isolated from the aerial parts of Clerodendrum colebrookianum Walp., along with nine known compounds (2–10). Their structures were elucidated by spectroscopic and chemical methods. Compounds 2, 3, 4, 5, 7, 8, 9 and 10 have been obtained from this plant for the first time.     

Uvamalols D-G: novel polyoxygenated seco-cyclohexenes from the roots of Uvaria macrophylla

Uvamalols D-F (1 - 4), novel polyoxygenated seco-cyclohexenes, were isolated from the roots of Uvaria macrophylla, and their structures were elucidated by interpretation of spectral data.     

Five new pregnane glycosides from the stems of Marsdenia tenacissima

Activity-guided fractionation of the stems of Marsdenia tenacissima led to the isolation of five new pregnane glycosides, namely marstenacissides E (1), F (2), G (3), H (4), and I (5). Their structures were determined on the basis of ¹H and ¹³C NMR, COSY, TOCSY, ROESY, and FABMS experiments.     

A novel phenolic compound from Pinus yunnanensis

A rare type of phenolic compound, namely, planchol E (1), was isolated from the cones and seeds of Pinus yunnanensis together with 16 known abietane diterpenoids (2–17). The structure of planchol E was established on the basis of extensive spectroscopic analysis, and it was found that the new compound did not show cytotoxic activity against several cancer cell lines.     

紫丹参中几种微量二萜醌的结构研究

从甘西鼠尾草褐毛变种(Salvia przewalskii Maxim.var.mandarinorum Stib.)的根中,应用HPLC方法及硅胶G柱多次柱层分离,得到四个新的微量二萜邻醌成分,称为紫丹参丙、丁、戊、己素(przewaquinone C.D.E.F)并且分别测定了其结构。     

Three polyoxygenated cyclohexenes from Uvaria calamistrata

Three new polyoxygenated cyclohexenes, named uvacanols F, G, H (1–3), were isolated from the roots of Uvaria calamistrata (Annonaceae). Their structures were determined to be 2-acetoxyl-5-chlorine-benzoyloxymethylcyclohex-1 (6)-ene-4-ol-3-benzoate (1), benzoyloxy-methylcyclohex-1 (6)-ene-2,3,4-triols-5-benzoate (2), 3-acetoxyl-benzoyloxymethylcyclohex-1 (6)-ene-4,5-diols-2-benzoate (3) by spectroscopic methods and chemical derivatization.     

Three new isobenzofuranone derivatives from the fruiting bodies of Hericium erinaceus

Three new isobenzofuranone derivatives erinaceolactones D-F (1–3), together with four known ones (4–7), were isolated from the fruiting bodies of Hericium erinaceus. Their structures were determined on the basis of comprehensive spectroscopic analyses including UV, 1D, 2D NMR and HR-TOF-MS. The absolute configuration of erinaceolactone D (1) and erinaceolactone E (2) were assigned by comparing their specific rotation with those of analogs in literatures. The four known compounds were isomers with each other and were isolated simultaneously for the first time.     

New Hurghamids from a Red Sea Sponge of the Genus Hippospongia

Abstract

Three new N-acyl-2-methylene-β-alanine methyl esters, Hurghamides E-G (5–7), were isolated from a Red Sea sponge Hippospongia sp. Their structures were elucidated by extensive spectroscopic studies.     

New Hurghamids from a Red Sea sponge of the genus Hippospongia

Three new N-acyl-2-methylene-β-alanine methyl esters, Hurghamides E-G (5-7), were isolated from a Red Sea sponge Hippospongia sp. Their structures were elucidated by extensive spectroscopic studies.     

大蓟化学成分的研究大蓟化学成分的研究

目的研究中药大蓟Cirsium japonicum DC.的化学成分。方法应用多种色谱技术进行分离纯化,根据化合物的理化性质和光谱数据进行结构鉴定。结果共分得12个化合物,分别鉴定为cis-8,9-epoxy-heptadeca-1-ene-11,13-diyne-10-ol (1), ciryneol A (2), 8,9,10-triacetoxy-heptadeca-1-ene-11,13-diyne (3), ciryneone F (4), cireneol G (5), ciryneol H (6), ciryneol C (7),对-香豆酸(8),丁香苷(9),蒙花苷(10),β-谷甾醇(11)和胡萝卜苷(12)。结论4,5,6为新化合物,3为新天然产物,8为首次从大蓟中获得。     

Two novel furostanol saponins from Ophiopogon japonicus

Two novel furostanol saponins were isolated from the fresh tubers of Ophiopogon japonicus. Comprehensive spectroscopic analysis allowed the chemical structures of the compounds to be assigned as (25R)-26-[(O-β-d-glucopyranosyl-(1 → 2)-β-d-glucopyranosyl)]-22α-hydroxyfurost-5-ene-3-O-β-d-xylopyranosyl-(1 → 4)-O-[α-l-rhamnopyranosyl-(1 → 2)]-β-d-glucopyranoside (1, ophiopogonin F) and (25R)-26-[(O-β-d-glucopyranosyl-(1 → 6)-β-d-glucopyranosyl)]-22α-hydroxyfurost-5-ene-3-O-β-d-xylopyranosyl-(1 → 4)-O-[α-l-rhamnopyranosyl-(1 → 2)]-β-d-glucopyranoside (2, ophiopogonin G). The rare furostanol saponins with two glucosyl residues at C-26 position were isolated from the natural source for the first time.     

Two new triterpene saponins from Lysimachia capillipes

Two new saponins, capilliposide G (1) and capilliposide H (2), were isolated from the whole plants of Lysimachia capillipes. Their structures were determined by 1D and 2D NMR, MS technique and chemical methods.