Phytochemical interrelationships in the Cornaceae

The distribution of iridoids, ellagitannins, proanthocyanidins and other compounds in the Cornaceae and related families is discussed in relation to the various taxonomic treatments. Analysis of the chemical data indicates that: (a) Benthamia and Cynoxylon are the most primitive sub-genera in Cornus, (b) Corokia possesses a chemical pattern consistent with that of the Cornaceae, but Helwingia might better be elevated to family rank, (c) Alangiaceae, Davidiaceae, Garryaceae and Nyssaceae broadly fall into the same pattern as the Cornaceaa and can be placed in a restricted order, Cornales, which excludes Araliaceae, Umbelliferae and Rhizophoraceae, and (d) the Cornales shows affinities to the Saxifragales and the Dipsacales.     

马蹄参属种子油脂肪酸的特征及其分类学意义

用气相色谱质谱方法分析了马蹄参（ＤｉｐｌｏｐａｎａｘｓｔａｃｈｙａｎｔｈｕｓＨａｎｄ．Ｍａｚｚ．）和近缘属植物挤果树参（ＤｅｎｄｒｏｐａｎａｘｃｏｎｆｅｒｔｕｓＬｉ）、桃叶珊瑚（ＡｕｃｕｂａｊａｐｏｎｉｃａＴｈｕｎｂ．）、毛（ＣｏｒｎｕｓｗａｌｔｅｒｉＷａｎｇｅｒ．）、八角金盘〔Ｆａｔｓｉａｊａｐｏｎｉｃａ（Ｔｈｕｎｂ．）Ｄｅｎｃｅ．ｅｔＰｌａｎｃｈ．〕的种子油脂肪酸成分。结果表明在所测定的马蹄参种子油样本中含量最高的成分是亚油酸Ｃ１８∶２（９Ｃ,１２Ｃ）,同时含有岩芹酸Ｃ１８∶１（６Ｃ）这一异常脂肪酸。种子油脂肪酸分布特征支持将马蹄参属移出五加科,改隶于广义的山茱萸科。     

Pigments and fatty acids of marine raphidophytes: A chemotaxonomic re-evaluation

The patterns of occurrence of photosynthetic pigments and fatty acids among seven available species (11 strains) of marine raphidophytes were determined and used as chemotaxonomic markers. All currently recognized genera of marine raphidophytes were included for analysis: that is, Chattonella, Fibrocapsa, Heterosigma, Olisthodiscus and Haramonas. The characteristic pigment composition was shown to be chlorophyll a, chlorophylls c₁ and/or c₂, fucoxanthin as the major carot-enoid, β,β-carotene and any or all of zeaxanthin, violaxanthin and an auroxanthin-like pigment as the minor carotenoids. The carotenoid composition of all marine raphidophyte genera investigated was virtually the same, except in Fibrocapsa and Haramonas, which differed due to the occurrence of fucoxanthinol and 19′-butanoyloxyfucoxanthin, respectively. These fucoxanthin derivatives, in addition to fucoxanthin, have potential chemotaxonomic use for differentiating the two species. In all 11 strains, 15 fatty acids (saturated, mono-unsaturated and polyunsaturated) were determined. Significant taxonomic distinctions between genera were reflected by their fatty acid profiles. A rapid key for the differentiation of genera, in addition to morphological features, may be the absence of the 18:4 fatty acid in Olisthodiscus; presence of 18:5 in Heterosigma; the presence of fucoxanthinol in Fibrocapsa and presence of 19′-butanoyloxyfucoxanthin in Haramonas.     

Identification of fatty acids in submerged cultures of Claviceps species

Abstract Fatty acids were identified in the submerged mycelium of Claviceps purpurea, Claviceps paspali, Claviceps fusiformis and Claviceps sp. SD-58 by gas chromatography-mass spectrometry (GC-MS) and used for a chemotaxonomical study. A close relatedness was found between Claviceps sp. SD-58 and C. fusiformis . The composition of fatty acids in high-production mutants differed substantially from that of the parent strains. Fatty acid analysis is thus probably only applicable in the taxonomy of non-mutated isolates of Claviceps cultured under standard conditions.     

Isoprenoid quinones and fatty acids ofZoogloea

NineZoogloea strains including the type strain ofZ. ramigera (IAM 12136=ATCC 19544=N.C. Dondero 106) and newly isolated strains were investigated for isoprenoid quinone composition and whole-cell fatty acid profiles. Seven of the tested strains, having phenotypic properties typical ofZoogloea, were characterized by their production of both ubiquinone-8 and rhodoquinone-8 as major quinones, whereas the remaining two strains,Z. ramigera IAM 12669 (=K. Crabtree I-16-M) and IAM 12670 (=P.R. Dugan 115), formed ubiquinone-10 and ubiquinone-8, respectively, as the sole quinone. All rhodoquinone-producing strains contained palmitoleic acid and 3-hydroxy-decanoic acid as the major components of nonpolar and hydroxylated fatty acids, respectively. Marked differences were noted in the fatty acid composition between the strains with and without rhodoquinones. The chemotaxonomic data suggested that the rhodoquinonelacking strains should be excluded from the genusZoogloea. Since there have been no reliable taxonomic tools forZoogloea, rhodoquinone analysis may provide a new criterion of great promise for identifyingZoogloea strains.     

The component fatty acids of some marine algal lipids

Twelve marine algae of the Rhodophyta, 17 of the Phaeophyta and 5 of the Chlorophyta were analysed for their fatty acid content. It is possible that the fatty acid distribution may be useful for taxonomic purposes. It is found, that, as in higher plants, there are specific fatty acid distributions in the galactosyl diglycerides, e.g. the ω3 acids with the highest unsaturation are concentrated in the monogalactosyl diglycerides.     

Signature fatty acids in the polar lipids of acid-producing Thiobacillus spp.: Methoxy, cyclopropyl, alpha-hydroxy-cyclopropyl and branched and normal monoenoic fatty acids

Abstract The polar lipids of 5 species of Thiobacillus were extracted and purified. An analysis of the fatty acid composition of the polar lipids documented the presence of methoxy, cyclopropyl, monounsaturated and hydroxycyclopropyl fatty acids of sufficiently unusual structure to serve as 'signatures' for the presence of these organisms in environmental samples. The structures of the unusual fatty acids of the polar lipids were confirmed by mass spectrometry (MS) after isolation by capillary gas chromatography (GC).     

Chemotaxonomy of planktonic cyanobacteria based on non-polar and 3-hydroxy fatty acid composition

Twenty-eight axenio planktonic cyanobacterial strains (10 Microcystis, three Oscillatoria, one Spirulina, one Aphanizomenon, 13 Anabaena) were investigated for their fatty acid composition by measurement of non-polar and hydroxy fatty acids. No 2-hydroxy fatty acids were detected in any strain, but 3-hydroxy fatty acids were detected in minor quantities in 24 strains. The highest portion of total fatty acids were non-polar fatty acids. Qualitative and quantitative analyses of 3-hydroxy fatty acids showed no taxonomic value in these strains, while the type of non-polar fatty acid composition was shown to be consistent within Microcystis and Anabaena strains, distinguishing them as type 4, characterized by the presence of 18:4, and type 2, characterized by 18:3 (α) of the Kenyon-Murata system. Two Oscillatoria agardhii Gomont strains were also included in the type 2 group due to the presence of 18: 3 (α), but the difference in characteristics of 16:2 and 16:3 between O. agardhii and Anabaena further divided type 2 into two subgroups: type 2A for Anabaena and type 2B for O. agardhii. A simplified unweighted pair group method with arithmetic averages (UPGMA) dendrogram demonstrated that the classification of 28 strains (Microcystis spp., Anabaena spp., Aphanizomenon flos-aquae (Lemmermann) Ralfs f. gracile (Lemmermann) Elenkin, O. agardhii and Spirullnasubsalsa Oersted ex Gomont based on numerical analysis of non-polar fatty acids corresponded to morphological species criteria, suggesting that non-polar fatty acid composition is a valuable chemical marker in the taxonomy of planktonic cyanobacteria. However, the fatty acid composition in Oscillatoria raciborskii is similar to that of Microcystis and very different from that of O. agardhii, suggesting its special position in Oscillatoria and the chemical diversity in the genus Oscillatoria.     

The composition and taxonomic significance of fatty acid patterns in three white rust species: <Emphasis Type="Italic">Albugo amaranthi,A. candida and A. tragopogonis</Emphasis> (Peronosporales,Albuginaceae)

The fatty acid composition of the biotrophic white rust species A. amaranthi, A. candida and A. tragopogonis was identified by means of GC and GC/MS analysis. Besides the common saturated fatty acids of C14 to C22 chain length, several unusual monounsaturated and polyunsaturated fatty acids were present in significant amounts in the lipid profiles of the three species. Each taxon revealed its own characteristic pattern which was uniform among populations of different geographic origin and independent from the host species. Fatty acids were obtained from minute amounts of sporangia collected from the surface of desiccated host plants. Comparison of herbarium specimens revealed a decrease of polyunsaturated compounds after storage for 30 months at room temperature, but still allowed unquestionable species differentiation.     

Aromatic and fatty acids of triterpene esters and rubber content of Hoya latices and their taxonomic significance

The acid composition and the rubber content of the latices of 20 Hoya species were determined. All acids isolated from the latices were esterified with triterpenols and particle-bound. Cinnamic acid was the main acid in most latices. Acetic acid occurred in all latices, and predominated in three of the investigated species. Isovaleric acid and benzoic acid were present in some species; in one latex (H. bella) isovaleric acid was the predominant acid. Almost all species contained small amounts of phenylpropionic acid, and in two species this acid was a major compound. Longchain fatty acids were present as minor compounds. Rubber occurred in all particle-containing latices; its contribution to the total lipid fraction ranged from 1.7–24.0%. The acid profiles proved to be species-specific in Hoya and may be useful in species identification. Patterns of latex particle synthesis are proposed.     

The sterol and fatty acid compositions of seven tropical seagrasses from North Queensland,Australia

The sterol and fatty acid compositions of fresh leaves of the seagrasses Cymodocea serrulata, Enhalus acoroides, Halodule uninervis, Halophila ovalis, H. ovata, H. spinulosa and Thalassia hemprichii are reported. The major fatty acids were palmitic acid, linoleic acid and linolenic acid as expected. H. ovalis and H. ovata were characterized by the relatively high abundance (ca 5%) of the acid hexadeca-7,10,13-trienoic acid (16:3<7 > ). The sterol compositions were typical of higher plants, with sitosterol and stigmasterol accounting for 60–90% of the observed sterols. 28-Isofucosterol was a major sterol (20–30%) only in the Halophila spp. Cluster analysis of the sterol composition data clearly separated the Halophila spp. from the other seagrasses and enabled the distinction of Enhalus sp. from Cymodocea, Halodule and Thalassia spp. The seagrass species were clearly separated into five chemical groups using the combined fatty acid and sterol composition data and the need for a reappraisal of the taxonomic position of Halophila was indicated.     

The distribution of fatty acids including petroselinic and tariric acids in the fruit and seed oils of the Pittosporaceae, Araliaceae, Umbelliferae, Simarubaceae and Rutaceae

The fatty acid composition of the fruit oils or seed oils of Pittosporaceae (eight genera, 10 species), Araliaceae (two species), Simarubaceae (three species), and of one umbelliferous and one rutaceous species were determined by gas chromatography, argentation TLC and ozonolysis. In the Pittosporaceae, in which the major C₁₈ fatty acid of all species was either oleic acid (18:1, 9c) or linoleic acid (18:2, 9c, 12c), large amounts of C₂₀ and C₂₂ fatty acids seem to occur regularly. Petroselinic (18:1, 6c) and tariric (18:1, 6a) acids were absent. However, petroselinic acid was the major fatty acid in the Araliaceae and Umbelliferae. In these two families only small amounts of C₂₀ and C₂₂ acids were detected and tariric acid was absent. The Rutales contained relatively high amounts of trans-octadecenoic acids (18:1, 9t). Tariric acid was the major fatty acid in the two species of Picramnia (Simarubraceae), which also contained small amounts of petroselinic acid. The major fatty acids in Ailanthus glandulosa (Simarubaceae) and Phellodendron amurense (Rutaceae) were linoleic or linolenic acid (18:3, 9c, 12c, 15c); these species contained neither tariric nor petroselinic acid and the levels of C₂₀ and C₂₂ fatty acids were low. The appearance of schizogenous resin canals and polyacetylenes and the absence of iridoids and petroselinic acid allows the Pittosporaceae to be separated from the Rutales and Araliales and to be placed in an independent order, the Pittosporales. Arguments for a rather close relationship of the Pittosporales to the Araliales and Cornales (including the Escalloniaceae) are presented.     

中国东北古新世植物群：广义山茱萸科美中果和白令叶

描述并厘定了黑龙江省嘉荫县古新世乌云植物群中的广义山茱萸科绝灭类型镘形美中果 (Amersiniaobtrul lataManchester,CraneetGolovneva)和假古老白令叶 (Beringiaphyllumpseudoantiquum (Golovneva)Manchester,CraneetGolovneva)。将前人鉴定为昆栏树属 (未定种 ) (Trochodendronsp .)的果序化石归入镘形美中果 ;将前人确定为鲜艳杨 (Populuscarneosa)、假原始叶南蛇藤 (Celastrophyllumsubprotophyllum)、古老荚 (Viburnumantiquum)、粗糙荚 (V .asperum)、疏齿荚叶 (Viburniphyllumfinale)、乌云原始叶 (Potophyllumwuyunense)、海丹原始叶 (近似种 ) (P .cf.hay denii)、卵圆原始叶 (P .ovatifolium)和不规则克里木 (Credneriainordinata)等归入假古老白令叶     

Identification of natural and semisynthetic ω-cycloalkyl fatty acids

The experimental criteria, principally GLC behaviour and spectroscopic data, by which ω-cycloalkyl fatty acids (cyclobutyl to cycloheptyl, C₁₄ to C₂₁) can be identified, are described.     

地菍果实成熟过程中品质及种子油脂肪酸组分的变化

对地菍果实不同成熟期品质的研究表明,成熟时的地菍果实,维生素C、总糖含量达最高值,酸度则降至最低。此期风味最好,软硬适宜,色泽甚佳,为地菍鲜食的最佳采收期。对不同成熟期的种子油脂肪酸分析表明,种子油以不饱和脂肪酸为主,尤其是亚油酸含量很高,达84%;果实成熟过程中脂肪酸各级分的含量变化趋势不明显。     

Environmental factors and membrane polyunsaturated fatty acids in schizophrenia

There is accumulating evidence of reductions in red blood cell membrane essential fatty acids in patients with schizophrenia. The mechanisms that may underlie these reductions have yet to be determined. It is possible that the observed membrane fatty acid deficits are associated with the development of schizophrenia. Alternatively, the membrane fatty acid deficits may be due to environmental factors, such as smoking and variations in diet, which may not be associated specifically with the pathophysiology of schizophrenia. Patients with schizophrenia smoke cigarettes at very high rates. Cigarette smoke contains many pro-oxidants that contribute directly to oxidative stress. Polyunsaturated fatty acids (PUFAs) are very susceptible to oxidative effects of free radicals. Thus, smoke-induced oxidative stress could plausibly account for reductions in membrane fatty acid in schizophrenia. Recent studies provide conflicting evidence for smoking effects on membrane fatty acid deficits. Likewise, the effects of diet on membrane PUFAs in schizophrenia are not entirely clear. Essential PUFAs need to be consumed in diet. Thus, differences in membrane PUFAs observed between patients and control subjects may be due to dietary variation. Few studies that have examined dietary effects differ in their interpretation of the effects of diet on membrane PUFAs. Thus, the jury is still out whether smoking or dietary effects are the primary causes of membrane PUFA deficits in patients with schizophrenia. Future studies will need to systematically examine the potential effects of smoking and diet, as well as other environmental factors such exercise, to definitively establish whether or not PUFA abnormalities are inherent to schizophrenia.     

Nonesterified fatty acids and lipid peroxidation

Oxygen free radicals damage cells through peroxidation of membrane lipids. Gastrointestinal mucosal membranes were found to be resistant to in vitro lipid peroxidation as judged by malonaldehyde and conjugated diene production and arachidonic acid depletion. The factor responsible for this in this membrane was isolated and chemically characterised as the nonesterified fatty acids (NEFA), specifically monounsaturated fatty acid, oleic acid. Authentic fatty acids when tested in vitro using liver microsomes showed similar inhibition. The possible mechanism by which NEFA inhibit peroxidation is through iron chelation and iron-fatty acid complex is incapable of inducing peroxidation. Free radicals generated independent of iron was found to induce peroxidaton of mucosal membranes. Gastrointestinal mucosal membranes were found to contain unusually large amount of NEFA. Circulating albumin is known to contain NEFA which was found to inhibit iron induced peroxidation whereas fatty acid free albumin did not have any effect. Addition of individual fatty acids to this albumin restored its inhibitory capacity among which monounsaturated fatty acids were more effective. These studies have shown that iron induced lipid peroxidation damage is prevented by the presence of nonesterified fatty acids.