Terpenoids and aromatic compounds from the New Zealand liverworts Plagiochila, Schistochila, and Heteroscyphus species

A new clerodane- and two new ent-rosane-type diterpenoids have been isolated from the New Zealand liverworts Heteroscyphus billardierii and Plagiochila deltoidea, respectively. The known bisbibenzyl compounds and acetophenones have also been isolated from Schistochila glaucescens and Plagiochila fasciculata. Their structures were established by extensive NMR techniques. Chemosystematics of the Plagiochila species have been discussed.     

Triterpene glycosides and glucosyl esters, and a triterpene from the leaves of Schefflera actinophylla

From the EtOAc and 1-BuOH fractions, three new ursane-type and four new lupane-type triterpenes, along with nine known glycosides and glycosyl esters of lupane-type were isolated from the leaves of Schefflera actinophylla. All the isolated compounds were obtained for the first time from this plant. The structures of the new triterpenes were determined through a combination of spectroscopic and chemical analyses.     

Medicinal foodstuffs. XXVIII. Inhibitors of nitric oxide production and new sesquiterpenes, zedoarofuran, 4-epicurcumenol, neocurcumenol, gajutsulactones A and B, and zedoarolides A and B, from Zedoariae Rhizoma.

A new eudesmane-type sesquiterpene, zedoarofuran, and six new guaiane- or seco-guaiane-type sesquiterpenes, 4-epicurcumenol, neocurcumenol, gajutsulactones A and B, and zedoarolides A and B, were isolated from aqueous acetone extract of Zedoariae Rhizoma together with 36 known sesquiterpenes and two diarylheptanoids. Their stereostructures were elucidated on the basis of chemical and physicochemical evidence. The effects of isolated components on nitric oxide production in lipopolysaccharide-activated mouse peritoneal macrophages were examined and 16 sesquiterpenes including gajutsulactones A and B, and bis(4-hydroxycinnamoyl)methane were found to show inhibitory activity.     

Two diterpene rhamnosides, mimosasides B and C, from Mimosa hostilis

Two new diterpene rhamnosides, mimosasides B and C (1, 2) were isolated together with mimosaside A (3), a known diterpene rhamnoside (4), four known flavones (5-8), five known flavanones (9-13), and four known chalcones (14-17) from the leaves and twigs of a Brazilian medicinal plant, Mimosa hostilis.     

Two new alkylanacardic acids, ozorcardic A and B, from Ozoroa pulcherrima

Two new alkylanacardic acids, ozorcardic A (1) and B (2), along with the known and related metabolite anacardic acid (3), were isolated from Ozoroa pulcherrima. The structures of the new compounds were elucidated by detailed spectroscopic and spectrometric analysis.     

A new compound, jolynamine, from marine brown alga Jolyna laminarioides

A new compound, jolynamine (1), was isolated from the marine brown alga Jolyna laminarioides collected from the coast of Karachi, Pakistan. In addition, four known compounds, namely saringosterol (2), loliolide (3), methyl-4-hydroxybenzoate (4) and propyl-4-hydroxybenzoate (5), were isolated for the first time from the marine brown alga Iyengaria stellata, and two known compounds, namely 3,4,5-trimethylaniline (6) and harmine (7), were isolated for the first time from the marine brown alga Melanothamnus afaqhusainii. Compound 6 is synthetically known but was isolated for the first time from a natural source. The structures of these compounds were elucidated with the help of powerful spectroscopic techniques. Furthermore, the methanolic extracts of both algae showed anti-microbial activities against various bacteria and fungi.     

Dinorditerpene,Diterpenes, Alkaloids,and Coumarins from Clausena dunniana

The new dinorditerpene 14,15‐dinorclerod‐3‐ene‐2,13‐dione ( 2 ), the eight new clerodane diterpenes 4, 5, 7 – 10, 13 , and 14 , and the new furoquinoline alkaloid 15 , besides thirty known compounds, were isolated from the aerial part of Clausena dunniana collected in Xishuangbanna, the south of China. The structures were elucidated by spectroscopic analysis including 1D‐ and 2D‐NMR.     

Caffeoyl, coumaroyl, galloyl, and hexahydroxydiphenoyl glucoses from Balanophora japonica.

Eighteen new and sixteen known acyl glucoses having caffeoyl, coumaroyl, galloyl, and hexahydroxydiphenoyl groups were isolated from a medicinal parasitic plant, Balanophora japonica. Their structures were determined by spectroscopic and chemical methods. Caffeoyl ellagitannins, which have been rarely found in nature, were major phenolic constituents of this plant, and this is the first report of the isolation of ellagitannins from Balanophoraceae.     

Novel neuronal nitric oxide synthase (nNOS) selective inhibitor, aplysinopsin-type indole alkaloid, from marine sponge Hyrtios erecta

Two novel aplysinopsin-type indole alkaloids, 1 and 2, and three known indole alkaloids were isolated from the marine sponge Hyrtios erecta. These compounds exhibited selective inhibitory activity against the neuronal isozyme of nitric oxide synthase (nNOS). Furthermore, new quinolone 7 was also isolated from the same marine sponge. The chemical structures of these new compounds were elucidated on the basis of spectroscopic analysis.     

Seimatoric acid and colletonoic acid:Two new compounds from the endophytic fungi,Seimatosporium sp.and Colletotrichum sp.

A new metabolite,named seimatoric acid(1),representing a new oxobutanoic acid derivative has been isolated from Seimatosporium sp., in addition to four known compounds viz.,2-hydroxymethyl-4β,5α,6β-trihydroxycyclohex-2-enone(2),(-)-phyllostine(3),(+)-epiepoxydon(4) and(+)-epoxydon monoacetate(5).Similarly one new benzoic acid derivative,named colletonoic acid(6) was isolated from the ethyl acetate fraction of Colletotrichum sp.The structures of the new compounds were elucidated by detailed ~1 H NMR,~(13)C NMR,COSY,HMQC.HMBC spectroscopic analysis,and HR-E1-MS.Seimatoric acid(1)was also isolated from another taxonomical unidentified fungal strain 4295 in ourgroup.The structures of the known compounds were elucidated by their spectral data comparison to literature data.Preliminary studies showed that colletonoic acid(6) showed good antibacterial,antifungal,and antialgal activities.     

Biologically active metabolites from fungi, 19: new isocoumarins and highly substituted benzoic acids from the endophytic fungus, Scytalidium sp

Six known metabolites, two new isocoumarins 4 and 8, and one new highly substituted benzoic acid derivative 9 were isolated from the ethyl acetate culture extract of a fungal endophyte, Scytalidium sp. In addition, another new benzoic acid 10 with an unusual 1,2-dicarbonyl side chain was indirectly identified from its methylated derivatives 10a-10d.     

Emervaridione and varioxiranediol, two new metabolites from the endophytic fungus, Emericella variecolor

Two new compounds, emervaridione and varioxiranediol, together with the three known compounds, stellatic acid, ergosterol and dihydroterrein, were isolated from the endophytic fungus, Emericella variecolor. The structures of emervaridione and varioxiranediol were established from spectroscopic and X-ray crystallographic analysis.     

Cypellogins A, B and C, acylated flavonol glycosides from Eucalyptus cypellocarpa

Three new acylated flavonol glycosides, cypellogins A (1), B (2) and C (3), along with eight known phenolic compounds, were isolated from the dried leaves of Eucalyptus cypellocarpa, and their structures were elucidated using spectroscopic methods, including 2D NMR experiments and chemical evidence.     

Nanjiols D and E, Two New Uncommon Steroids from the Chinese Soft Coral Nephthea bayeri

Marine organisms have been found to be a storehouse of steroids, particularly in term ofunique side-chain structures and unusual functionalization. Marine steroids are oftenfound in highly oxygenated forms and possessing various biological activities1.Previously, we reported the isolation and structural elucidation of three new marinesteroids, nanjiols A-C, which showed cytotoxicity against HL-60 and BEL 7402 celllines, from a soft coral Nephthea bayeri in East China Sea2. In continuation …     

A new flavellagic acid derivative and phloroglucinol from Rhodomyrtus tomentosa

A new flavellagic acid derivative, 3,3',4,4'-tetra-O-methylflavellagic acid and six known compounds were isolated from the stems of Rhodomyrtus tomentosa while a new phloroglucinol, named rhodomyrtosone I, and six known compounds were isolated from the fruit. Their structures were elucidated by spectroscopic analyses as well as by comparisons with related compounds.     

A new type of stilbene-related secondary metabolite, idenburgene, from Cryptocarya idenburgensis

A new type of natural product, idenburgene (1), was isolated from Crytocarya idenburgensis, and its unique structure was elucidated. Four known compounds, 3-hydroxy-5-methoxystilbene (2), 2',6'-dihydroxy-4'-methoxydihydrochalcone (3), stigmast-4-ene-3-one, and beta-sitosterol were also isolated and identified.     

Psoralenoside and isopsoralenoside, two new benzofuran glycosides from Psoralea corylifolia

Two new benzofuran glycosides, called psoralenoside and isopsoralenoside, were isolated from the fruits of Psoralea corylifolia, together with nine known compounds. Their structures were elucidated by detailed spectral analyses including extensive two dimensional (2D) NMR spectra.     

Chemical constituents of Malagasy liverworts, part III: sesquiterpenoids from Bazzania decrescens and Bazzania madagassa

In the continuation of our investigation of the phytochemical constituents of Malagasy liverworts, a new cuparane-type sesquiterpenoid together with five known compounds was isolated from Bazzania decresens. Bazzania madagassa furnished a new cyclomyltaylane-type sesquiterpenoid and a new acoradienol. The structures of the isolated compounds were determined based on a combination of physical and spectroscopic evidence. The chemosystematics of the genus Bazzania as well as the biogenesis of cyclomyltaylane sesquiterpenoids in liverworts is discussed.     

Five new diterpenoids, viteagnusins A--E, from the fruit of Vitex agnus-castus

Two new halimane-type diterpenoids, viteagnusins A and B, and three new labdane-type diterpenoids, viteagnusins C, D, and E, were isolated from the fruit of Vitex agnus-castus L. (Chasteberry, Verbenaceae) along with two known diterpenoids. Their chemical structures were determined on the basis of spectroscopic data.     

Seven germacranolides,eupaglehnins A,B, C,D, E,and F,and 2alpha-acetoxyepitulipinolide from Eupatorium glehni

Four new germacrane-type sesquiterpenoids with unsaturated acids as esters at the 8-position, two chlorine atom-containing lactones, 2alpha-acetoxyepitulipinolide, and 12 previously known compounds have been isolated from the MeOH extract of Eupatorium glehni (Compositae) and their structures have been determined on the basis of spectral data analyses.