contents (graphical abstracts and research highlights)

13
Phytochemistry Letters 8 (2014) v–xvii Contents lists available at ScienceDirect Phytochemistry Letters journal homepage: www.elsevier.com/locate/phytol Contents Seasonal phytochemical changes in Phillyrea angustifolia L.: Metabolomic analysis and phytotoxicity assessment Monica Scognamiglio, Brigida D’Abrosca, Vittorio Fiumano, Mimmo Golino, Assunta Esposito and Antonio Fiorentino In this study, the seasonal changes of Phillyrea angustifolia leaf extracts has been evaluated. A NMR-based metabolomic screening of plant along with different moments of the year has been carried out. The phytotoxicity of all leaf extracts has been assayed, in hydroponic conditions, against Triticum ovatum. The effect of the P. angustifolia extracts on the metabolome of T. ovatum has been evaluated. doi:10.1016/S1874-3900(14)00074-3 Phytochemical characterization of potential nutraceutical ingredients from Evening Primrose oil (Oenothera biennis L.) S. Montserrat-de la Paz, M.A. Fernández-Arche, M. Ángel-Martín and M.D. García-Giménez The present study was aimed at analyzing the nutraceutical ingredients of EPO. EPO is one of the richest natural products in phytosterols. Linoleic and -linolenic were the most abundance fatty acids. The phenolic content of EPO reported that ferulic acid was the major component. EPO can be considered an interesting source of substances of nutraceutical value. pp 158–162 pp 163–170 pp 156–157 Special section: Biocom 12 Francisco A. Macías, José A. Álvarez and José M. Igartuburu SPECIAL SECTION: BIOCOMMUNICATION

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Page 1: Contents (graphical abstracts and research highlights)

Phytochemistry Letters 8 (2014) v–xvii

Contents lists available at ScienceDirect

Phytochemistry Letters

journal homepage: www.elsevier .com/locate/phytol

Contents

Seasonal phytochemical changes in Phillyrea angustifolia L.: Metabolomic analysis and phytotoxicity assessment

Monica Scognamiglio, Brigida D’Abrosca, Vittorio Fiumano, Mimmo Golino, Assunta Esposito and Antonio Fiorentino

� In this study, the seasonal changes of Phillyrea angustifolia leaf extracts has been evaluated. � A NMR-based metabolomic screening of plant along with different moments of the year has been carried out. � The phytotoxicity of all leaf extracts has been assayed, in hydroponic conditions, against Triticum ovatum. � The effect of the P. angustifolia extracts on the metabolome of T. ovatum has been evaluated.

doi:10.1016/S1874-3900(14)00074-3

Phytochemical characterization of potential nutraceutical ingredients from Evening Primrose oil (Oenothera biennis L.)

S. Montserrat-de la Paz, M.A. Fernández-Arche, M. Ángel-Martín and M.D. García-Giménez

� The present study was aimed at analyzing the nutraceutical ingredients of EPO. � EPO is one of the richest natural products in phytosterols. � Linoleic and �-linolenic were the most abundance fatty acids. � The phenolic content of EPO reported that ferulic acid was the major component. � EPO can be considered an interesting source of substances of nutraceutical value.

pp 158–162

pp 163–170

pp 156–157Special section: Biocom 12

Francisco A. Macías, José A. Álvarez and José M. Igartuburu

SPECIAL SECTION: BIOCOMMUNICATION

Page 2: Contents (graphical abstracts and research highlights)

vi Phytochemistry Letters 8 (2014) v–xvii

In vitro responses of Fusarium oxysporum f.sp.niveum to phenolic acids in decaying watermelon tissues

Hong-sheng Wu, Xiao-dong Zhou, Xue Shi, Ya-dong Liu, Ming-yan Wang, Xiao-xia Shang, Da-lu Gu, Wei-zhong Wang and Chuan-wan Wu

� Effect of phenolic acids on microorganism was investigated. � Fungus-stimulating chemicals and fungus-inhibiting chemicals were found in decayed watermelon plants. � Phenolic acids bridged in the interactions between environment and organisms.

Phytotoxic activity and phytochemical characterization of Lotus ornithopodioides L., a spontaneous species of Mediterranean area

Fabrizio Araniti, Francesco Sunseri and Maria Rosa Abenavoli

� Phytotoxicity of Lotus ornithopodioides methanolic extract was assayed on Lactuca sativa. � Total extract was fractionated to identify the most biologically active fractions. � n-Hexane, chloroform and ethyl acetate fractions pointed out the highest phytotoxicity. � The most active fractions have been chemically characterized. � All fractions include molecules that have previ-ously been demonstrated to be phytotoxic.

Screening for natural anticancer agents using a fi ssion yeast bioassay

Ángeles Sánchez-Picó, Antonio J. León-González, Carmen Martín-Cordero and Rafael R. Daga

� Fission yeast as model for bio-guided screening of anticancer plant extracts. � 2�,4�-Dihydroxychalcone was identifi ed as cytotoxic compound in Corema album leaves. � Antiproliferative activity is likely due to DNA damage induction.

HPLC analysis of 4�-geranyloxyferulic and boropinic acids in grapefruits of different geographical origin

Salvatore Genovese, Francesco Epifano, Giuseppe Carlucci, Serena Fiorito and Marcello Locatelli

� 4�-Geranyloxyferulic and boropinic acids are components of white grapefruit skin extracts. � An HPLC-UV/Vis method was successfully applied for their quali-quantitative analysis. � These fi ndings shed light to look at grapefruit as a potential chemopre-ventive functional food.

pp 190–192

pp 184–189

179–183

171–178

Page 3: Contents (graphical abstracts and research highlights)

Phytochemistry Letters 8 (2014) v–xvii vii

Terpenes and steroids from leaves of Oxandra sessilifl ora R. E. Fries

Elcilene A. de Sousa, Armenio A. de Carvalho A. da Silva, Nídia F. Roque, Gerardo M. Vieira Júnior, João Henrique G. Lago and Mariana H. Chaves

� The phytochemical study of Oxandra sessilifl ora (Annonaceae) leaves was performed. � One new sesquiterpene 4�,7�,10�-trihydroxyguai-5-ene was isolated. � Eight known compounds were also isolated for the fi rst time from this plant. � The structure of the new compound was determined by detailed analysis of spectral data.

Volatile phytochemicals as mosquito semiochemicals

Vincent O. Nyasembe and Baldwyn Torto

� Mosquitoes utilize plant volatiles to select for a suitable nectar source. � A number of volatile collection and analytical techniques have been used to identify these vola-tile compounds. � Several plant volatile compounds have been identifi ed as potential cues utilized by mosquitoes in locating host plants. � These compounds present a new dimension in the management of mosquito vectors of disease such as malaria.

Synthesis and stimulation of seed germination of �-aminopropyl silatrane derivatives

Zi-xin Xie, Liang-fang Chen, Yue-wu Wang, Xiao-qing Song, Xiao-lu Qi, Ping Guo and Fa-qing Ye

� �-Aminopropyl silatrane derivatives were synthesized from the acyla-tion reaction. � Most of them showed excellent activities of regulating the stems/roots growth. � Their effect was highest in the micromolar concentration ranges.

Changes in polyamine profi le in host and non-host oat–powdery mildew interactions

G. Montilla-Bascón, D. Rubiales and E. Prats

� We examined the role of polyamines in host and non-host interactions. � Resistant oat cultivar increases polyamine content at time of papilla formation. � Exogenous poly-amine application increased penetration resistance. � Exogenous polyamine application did not affect hypersensitive response. � Agmatine increased at very early stages during non-host resistance.

pp 207–212

pp 202–206

pp 196–201

pp 193–195

Page 4: Contents (graphical abstracts and research highlights)

viii Phytochemistry Letters 8 (2014) v–xvii

Bioactivity-guided isolation of antiproliferative compounds from Centaurea carduiformis DC

Ayse Sahin Yaglioglu, Ibrahim Demirtas and Nezhun Goren

� Four fl avone derivatives were isolated from root of Centaura carduiformis. � The isolated compounds were elucidated with chemical and spectroscopic methods. � Antiproliferative activities of compounds were investigated against Vero, HeLa and C6. � Antiproliferative activity tests were examined using the BrdU ELISA assay.

Comparison of the volatile emission profi les of ground almond and pistachio mummies: Part 2 – Critical changes in emission profi les as a result of increasing the water activity

John J. Beck, Noreen E. Mahoney, Daniel Cook, Bradley S. Higbee, Douglas M. Light, Wai S. Gee and Nausheena Baig

� Volatile analysis of ground and wet almond and pistachio mummies. � Pistachio mummy volatile profi le comprises 86 volatiles, 22 unique to wet matrix. � Almond mummy volatile profi le comprises 57 volatiles, 37 unique to wet matrix. � The two wet matrices have 19 compounds in common.

Phytotoxicity of alkaloids, coumarins and fl avonoids isolated from 11 species belonging to the Rutaceae and Meliaceae families

Liliane Nebo, Rosa M. Varela, José M.G. Molinillo, Olívia M. Sampaio, Vanessa G.P. Severino, Cristiane M. Cazal, Maria Fátima das Graças Fernandes, João B. Fernandes and Francisco A. Macías

� The phytotoxicity of alkaloids, coumarins, phenylpropane derivatives and fl avonoids were investigated. � Graveoline, psoralen and fl avone were the most active. � These compounds could be semiochemicals in the allelo-pathic interactions.

Infl uence of in vitro growth conditions in the production of defence compounds in Mentha pulegium L.

Khadija H. Benlarbi, Nouriddine Elmtili, Francisco A. Macías and Juan Carlos G. Galindo

� Increased MI induces the production of lateral roots and root exudates. � Increased MI induces the production of essential oils and biomass. � Increased MI and water stress increases the number of trichomes and leaf hairs. � Pulegone contain increases both with MI and water stress.

pp 233–244

pp 226–232

pp 220–225

pp 213–219

Page 5: Contents (graphical abstracts and research highlights)

Phytochemistry Letters 8 (2014) v–xvii ix

Two new 9,19-cycloartenol glycosides from the roots of Cimicifuga simplex Wormsk

Yang Su, Chuanxin Sun, Lun Wu, Qiuhong Wang, Bingyou Yang and Haixue Kuang

� Two new cycloartenol triterpene saponins were isolated from Cimicifuga simplex Wormsk. � Their structures were established by detailed spectroscopic analysis, includ-ing extensive 2D NMR data. � This is the fi rst time to report 16,17-double bond type glycosidesaponin from Cimicifuga species. � Their immunosuppressive activities were also carried out by ConA-stimulated T splenocyte proliferation assay in vitro.

Diterpenoids from Gaultheria yunnanensis

Yan-Ping Gao, Yun-Heng Shen, Xi-Ke Xu, Jun-Mian Tian, Hua-Wu Zeng, Sheng Lin, Chun-Mei Liu and Wei-Dong Zhang

� Four diterpenoids were obtained from Gaultheria yunnanensis. � Anti-infl ammatory effects were evaluated for the isolated compounds. � The isolates belong to podocar-pane and abietane diterpenoids.

New secondary metabolites from Dodonaea viscosa

Ahmad E. Mostafa, Atef A. El-Hela, Abd-Elsalam I. Mohammad, Melissa Jacob, Stephen J. Cutler and Samir A. Ross

� Three new and nine known compounds have been isolated from Dodonaea viscosa L. � One of the isolated compounds has an antifungal activity against Cryptococcus neoformans. � Two of the isolated compounds have mild antileishmanial activity against Leishmania donovani.

Four new phenolic acids from Clerodendranthus spicatus

Zhaocui Sun, Qingxia Zheng, Guoxu Ma, Xiaopo Zhang, Jingquan Yuan, Haifeng Wu, Huiling Liu, Junshan Yang and Xudong Xu

� Four new phenolic acids were isolated from Clerodendranthus spicatus. � The sub-stituted pattern of the one hydroxyl group on the phenyl ring of 1 is rarely seen in isolated rosmarinic acid derivatives. � Compounds 1–7, 10 and 11 were evaluated for their anti-HIV protease activity.

pp 16–21

pp 10–15

pp 6–9

O

OH

OH

4

OH O

R3R1 H

R2

R1 R2 R31 OH CH3 CH32 H CH3 CH2OH3 H CH3 OH

pp 1–5

LETTERS

Page 6: Contents (graphical abstracts and research highlights)

x Phytochemistry Letters 8 (2014) v–xvii

Two new lignans from Gymnotheca chinensis Decne

Shi-Ji Xiao, Yuan-Zhi Lao, Fang Chen, Hong-Xi Xu, Li-Sheng Ding and Yan Zhou

� Two new lignans were isolated from Gymnotheca chinensis Decne. � Compound 1 exhibited moderate cytotoxicity against fi ve human cancer cell lines. � Compound 2 exhibited weak cytotoxicity against the A549 cancer cell line.

Cytotoxic constituents from the bark of Aglaia eximia (Meliaceae)

Desi Harneti, Asep Supriadin, Mariam Ulfah, Agus Safari, Unang Supratman, Khalijah Awang and Hideo Hayashi

� The new stigmastane steroid, 3,4-epoxy-(22R, 25)-tetrahydrofuran-stigmast-5-en (1), was isolated from the bark of Aglaia eximia (Meliaceae). � The novel compound and four known compounds (2–5) were identifi ed by extensive spectroscopic techniques. � Cytotoxic activity was tested for the pure isolates (1–5), and they showed weak-moderate activity against P-388 murine leukemia cell lines, in vitro. � Compound 2, dammara-20,25-diene-3�,24-diol, showed strongest activity among those isolated compounds with IC50 value of 4.26 �g/mL.

pp 38–40

OCH3OH

H3CO

H3CO

OCH3

O1 5

7

1014

16H3CO

17

18

1920

21

22 23

OO

H3CO

H3CO

OH

O

1 2

pp 32–37

pp 28–31

pp 22–27

Hyptenolide, a new �-pyrone with spasmolytic activity from Hyptis macrostachys

Vicente Carlos de O. Costa, Josean F. Tavares, Andreza B. Silva, Marcelo C. Duarte, Maria de F. Agra, Jose M. Barbosa-Filho, Iara L.L. de Souza, Bagnólia A. da Silva and Marcelo S. Silva

� A new �-pyrone named hyptenolide was isolated from Hyptis macrostachys Benth. � Its structure was determined based on 1D, 2D NMR techniques and CD data. � Hyptenolide inhibited contractions induced by CCh or histamine in guinea pig ileum.

Osthol inhibits fatty acid synthesis and release via PPAR�/�-mediated pathways in 3T3-L1 adipocytes

Wen Zhong, Hong Shen, Feng Zhou, Jie Xue and Mei-Lin Xie

� Osthol might inhibit the synthesis and release of fatty acids in 3T3-L1 adipocytes. � Osthol might inhibit the lipogenic gene expressions by activation of PPAR�/�. � The effi cacy was partly involved in the therapeutic effect of osthol on fatty liver.

O

O

1

H

H

H

H

H

Page 7: Contents (graphical abstracts and research highlights)

Phytochemistry Letters 8 (2014) v–xvii xi

Antiplasmodial anthraquinones and hemisynthetic derivatives from the leaves of Tectona grandis (Verbenaceae)

Theodora K. Kopa, Alembert T. Tchinda, Michel F. Tala, Denis Zofou, Ransom Jumbam, Hippolyte K. Wabo, Vincent P.K. Titanji, Michel Frédérich, Ning-Hua Tan and Pierre Tane

� Isolation and structural elucidation of a new anthraquinone of Tectona grandis. � Two new hemisynthetic derivatives were obtained. � Structures of compounds were determined by means of spectroscopic methods. � Compound 3 showed prominent antiplasmodial activity.

New triterpene saponins from the seed cake of Camellia Oleifera and their cytotoxic activity

Hao Zhou, Cheng Zhang Wang, Jian Zhong Ye and Hong Xia Chen

� Two new oleanane-type triterpene saponins were isolated from the seed cake of Camellia oleifera Abel. � Their structures were deduced from chemical methods and spectroscopic analysis. � Cytotoxicity of 1 and 2 were assayed against selected A549, SK-OV-3, SK-MEL-2 and HCT15 cell lines. � Both compounds exhibited signifi cant cyto-toxic activities against cancer cell lines.

A novel polyacetylene from the aerial parts of Artemisia lactifl ora

Mei-tian Xiao, Dang-wei Luo, Zan Ke, Jing Ye and Peng-Fei Tu

� A novel polyacetylene (1) was isolated from Artemisia lactifl ora. � The structure was elucidated using extensive spectroscopic analysis. � The polyacetylene bears a novel C14-diacetylene skeleton. � Compound 1 showed HCT-8, BGC-823, A549 cytotoxicities against tumor cell lines.

Two new anthraquinone dimers from the stem bark of Pentas schimperi (Rubiaceae)

Arno Rusel Nanfack Donfack, Michel Feussi Tala, Hippolyte Kamdem Wabo, Gerold Jerz, Guang-Zhi Zeng, Peter Winterhalter, Ning-Hua Tan and Pierre Tane

� Isolation and structural elucidation of two new anthraquinone dimers. � Cytotoxicity of schimperiquinone B (2) against human cancer cell line BGC-823. � First report of cleomiscosin A from the genus Pentas.

pp 55–58

pp 52–54

pp 46–51

pp 41–45

Page 8: Contents (graphical abstracts and research highlights)

xii Phytochemistry Letters 8 (2014) v–xvii

Isopimaranes and eremophilanes from the wood-decay fungus Xylaria allantoidea BCC 23163

Masahiko Isaka, Arunrat Yangchum, Sumalee Supothina, Rungtiwa Chanthaket and Prasert Srikitikulchai

� Three new isopimaranes and a new eremophilane were isolated from Xylaria allantoidea. � The structure was elucidated on the basis of spectroscopic data interpretations. � Biological activities of the new compounds were evaluated.

New trans- and cis-p-coumaroyl fl avonol tetraglycosides from the leaves of Mitragyna rotundifolia

Poolsak Sahakitpichan, Piyawadee Chadmuk, Wannaporn Disadee, Nitirat Chimnoi, Somsak Ruchirawat and Tripetch Kanchanapoom

� Two new fl avonol tetraglycosides were isolated from the Mitragyna rotundifolia. � Eight known compounds were also reported from the leaves of M. rotundifolia. � Flavonol tetraglycosides bearing p-coumaroyl unit in tran- and cis-forms attached to the sugar part was the fi rst report from this genus.

4�-Prenyloxyderrone from the stem bark of Millettia oblata ssp. teitensis and the antiplasmodial activities of isofl avones from some Millettia species

Solomon Derese, Leonard Barasa, Hoseah M. Akala, Amir O. Yusuf, Edwin Kamau, Matthias Heydenreich and Abiy Yenesew

� A new isofl avone, 4�-prenyloxyderrone (1), was isolated from Millettia oblata ssp. teitensis. � Characterization was done by the use of spectroscopic methods. � The anti-plasmodial activities of 16 isofl avones were evaluated against Plasmodium falciparum.

Ecdysteroids from the ethanol extract of Diplopterygium rufopilosum

Jiang Hu, Xiaodong Shi, Xia Mao, Hui Li, Jiangang Chen and Junyou Shi

� Three new ecdysteroids were isolated from Diplopterygium rufopilosum. � Two known ecdysteroids were also acquired from the title plant. � The isolated ecdysteroids were evaluated in vitro for antifungal and anti-bacterial properties. � They all exhibited moderate antibacterial activities against the oral pathogens.

pp 73–76

pp 69–72

pp 65–68

pp 59–64

OO

H

O

O

CO2HH

HO

HO OH

O

OH

xylallantin A

OH

eremoxylarin C

Page 9: Contents (graphical abstracts and research highlights)

Phytochemistry Letters 8 (2014) v–xvii xiii

Biphenyl and xanthone derivatives from the twigs of a Garcinia sp. (Clusiaceae)

Ittipon Siridechakorn, Wisanu Maneerat, Tawanun Sripisut, Thunwadee Ritthiwigrom, Sarot Cheenpracha and Surat Laphookhieo

� Doitungbiphenyls A and B were isolated from the acetone extract of Garcinia sp. twigs. � Their structures were elucidated by spectroscopic methods including UV, IR, NMR and HREIMS. � Doitungbiphenyl A showed weak cytotoxicity against MCF7 cell line with an IC50 value of 102.52 �M. � Doitungbiphenyls A and B were non-toxic against the KB cell line at a concentration of 170 �M.

New acyclic diterpenoids from the fruits of Aphanamixis grandifolia and structure revision of nemoralisin B

Hai-Yuan Zhang, Chun-Mao Yuan, Ming-Ming Cao, Xiao-Hui Li, Shun-Lin Li, Yu Zhang, Xiao-Jiang Hao and Hong-Ping He

� New acyclic diterpenoids from the fruits of Aphanamixis grandifolia were isolated and characterized. � The structure of nemoralisin B was revised. � All of the diterpenoids were evaluated for inhibitory activities against lipopolysaccharide-induced nitric oxide production in RAW 264.7 cells.

Bisabolane and chamigrane sesquiterpenes from the soft coral Pseudopterogorgia rigida

Panagiota Georgantea, Efstathia Ioannou, Constantinos Vagias and Vassilios Roussis

� Eight new sesquiterpenes were isolated from the gorgonian Pseudopterogorgia rigida. � The new natural products feature the chamigrane and the bisabolane carbon skeleton. � Seven compounds previously reported as semisynthetic products were also isolated.

New antiproliferative and immunosuppressive withanolides from the seeds of Datura metel

Bing-You Yang, Yong-Gang Xia, Yan Liu, Li Li, Hai Jiang, Liu Yang, Qiu-Hong Wang and Hai-Xue Kuang

� This is the fi rst time to study the chemical constituents of the seeds of D. metel. � Two new and one known withanolides were isolated and identifi ed. � One withanolide with uncommon skeleton was discovered, whose H-14 was �-oriented. � Compounds 1–3 show moderated antiproliferative and potential immunosuppressive effects.

pp 92–96

pp 86–91

pp 81–85

pp 77–80

Page 10: Contents (graphical abstracts and research highlights)

xiv Phytochemistry Letters 8 (2014) v–xvii

pp 105–108A novel cytotoxic terpenoid from the fl owers of Kaunia lasiophthalma Griseb

Eliana M. Maldonado, Daniel Svensson, Stina M. Oredsson and Olov Sterner

� The terpenes of the fl owers of Kaunia lasiophthalma were investi-gated. � Kaunial (1) is a new triterpene with a novel carbon skeleton. � A biogenetic route to 1 is proposed. � 1 was shown to possess high cytotoxicity in cancer cell lines.

Characterization of quillaja bark extracts and evaluation of their purity using liquid chromatography–high resolution mass spectrometry

Bernhard Thalhamer and Markus Himmelsbach

� Characterization of commercial quillaja bark extracts. � HPLC analysis of saponins from quillaja and madhuca. � Evidence for common practice of blending quillaja and madhuca saponins.

Chemical constituents from Sarcopyramis nepalensis Wall

Wei-bin Wei, Yu-jie Huang, Hai-jian Cong, Shu-wei Zhang, Da-ren Pan and Li-jiang Xuan

� The water-soluble chemical constituents from Sarcopyramis nepalensis Wall were investigated for the fi rst time. � Three new glycosides were isolated and their structures were elucidated. � This should be the fi rst report on glycosides content of this plant.

pp 101–104

pp 97–100

3-Hydroxybutanolide derivatives and fl avonoid glucosides from Anoectochilus roxburghii

Qing Liu, Wei Ha, Zhenling Liu, Jing Xu, Yueli Tian, Xinwen Zhou and Xinpeng Mu

� Four new compounds were isolated from Anoectochilus roxburghii. � The antioxidant activities of the compounds were evaluated. � Molecular docking method was used to verify the substantial antioxidant activities.

pp 109–115

Page 11: Contents (graphical abstracts and research highlights)

Phytochemistry Letters 8 (2014) v–xvii xv

�-Tocospiro C, a novel cytotoxic �-tocopheroid from Cirsium setosum

Zhenzhen Yuan, Hongmei Duan, Yingying Xu, Ali Wang, Lishe Gan, Jinjie Li, Mingtao Liu and Xiaoya Shang

� The fi rst example of nor-�-tocopheroid was isolated from Cirsium setosum. � The assignments of structure on the long side chain were achieved for the fi rst time. � The biosynthetic pathway was postulated. � �-Tocospiro C showed signifi cant cytotoxic activity against human colon cancer.

Fragrant agarofuran and eremophilane sesquiterpenes in agarwood ‘Qi-Nan’ from Aquilaria sinensis

De-Lan Yang, Hao Wang, Zhi-Kai Guo, Wei Li, Wen-Li Mei and Hao-Fu Dai

� Three new fragrant sesquiterpenes were isolated from agarwood ‘Qi-Nan’ from A. sinensis. � The four isolated sesquiterpenes contribute to the elegant odor of agarwood ‘Qi-Nan’. � Eremophilane sesquiterpenes 2–4 possess acetylcholinesterase inhibitory activities.

Distinguishing between toxic and non-toxic pyrrolizidine alkaloids and quantifi cation by liquid chromatography–mass spectrometry

Gertruida M. Rösemann, Christo J. Botha and Jacobus N. Eloff

� Some plant species that are used as herbal medicines or that may contaminate grain contain pyrrolizidine alkaloids. � Not all pyrrolizidine alkaloids are toxic. This method can distinguish between toxic and non-toxic pyrrolizidine alkaloids. � Crotalaria sphaerocarpa seedpods con-taminating maize had low toxicity. Seed pod number allowed in grain may be increased. � Using this method confi rmed the cause of cattle deaths by a Senecio poisoning.

Glucosyl terpenates from the dried fruits of Prunus domestica L.

Shin-ichi Kayano, Hiroe Kikuzaki, Sachiko Hashimoto, Kumi Kasamatsu, Takao Ikami and Nobuji Nakatani

� Nine compounds were isolated from the dried fruits of Prunus domestica L. � Their chemical structures were characterized on the basis of NMR and MS analyses. � Six of them were isolated from this fruits for the fi rst time. � Two glucosyl terpenates were determined to be novel compounds.

pp 132–136

pp 126–131

pp 121–125

pp 116–120

Page 12: Contents (graphical abstracts and research highlights)

xvi Phytochemistry Letters 8 (2014) v–xvii

Aristatosides A-C, hederagenin-type triterpene saponins from Cephalaria aristata

Nazli Boke Sarikahya

� Three new saponins, namely aristatosides A-C were isolated from Cephalaria aristata. � Two new prosapogenins were obtained after alkaline hydrolysis of compounds 1–2. � All isolated compounds were identifi ed by extensive spectroscopic techniques. � Aristatosides A-C and the prosapogenins showed considerable antimicrobial activity.

Three new koninginins from Trichoderma neokongii 8722

Xiao-Xue Zhou, Jing Li, Yin-He Yang, Ying Zeng and Pei-Ji Zhao

� Three new koninginins I, J and K were isolated from Trichoderma neokongii 8722. � Three new structures were elucidated by 1D NMR, 2D NMR, and HR-ESI–MS experiments. � Compounds 1–7 were assayed for nematicidal activity, and compound 4 had weak activity.

pp 149–155

pp 145–148

pp 141–144

pp 137–140

Macamides from wild ‘Maca’, Lepidium meyenii Walpers (Brassicaceae)

Fernando E. Chain, Alfredo Grau, José C. Martins and César A.N. Catalán

� The non-polar extract of wild ‘Maca’, Lepidium meyenii Walpers, was investigated. � Two novel fatty acid amides (macamides), N-(3,4-dimethoxybenzyl)-hexadecanamide and N-benzyltetracosanamide, were isolated. � Their structures were established on the basis of 1D and 2D NMR spectroscopy, and high resolution mass spectrometry HRESIMS. � N-(3,4-dimethoxybenzyl)-hexadecanamide is the fi rst reported macamide with a tri-substituted N-benzylamine ring.

Three new cassane diterpenes from the seeds of Caesalpinia sappan

Guo-Xu Ma, Yin-Di Zhu, Zhong-Hao Sun, Jing-Quan Yuan, Yong Xie, Xiao-Po Zhang, Yu Tian, Jun-Shan Yang, Hai-Feng Wu and Xu-Dong Xu

� Three new and four known cassane diterpenes were isolated from the seeds of Caesalpinia sappan. � The structures of the new compounds were determined by spectroscopic methods, in particular 2D NMR analysis. � The cytotoxicity of all the isolated compounds against a panel of human cancer cell lines was evaluated.

Page 13: Contents (graphical abstracts and research highlights)

Phytochemistry Letters 8 (2014) v–xvii xvii

Announcements of the Phytochemical Society of Europe pp I–II

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