Australian New Crops Info 2016
Supported by the Rural Industries Research and Development Corporation

Listing of Interesting Plants of the World:

Kopsia arborea

 

 

This species is usually known as:

Kopsia arborea

 

This species has also been known as:

Kopsia jasminiflora, Kopsia lancibracteolata, Kopsia laxinervia, Kopsia longiflora, Kopsia officinalis, Kopsia pitardii, Kopsia pruniformis, Kopsia scortechinii

 

No common names have been found

 

 

Trends (five databases) 1901-2013:
[Number of papers mentioning Kopsia arborea: 39]

 

 

Popularity of Kopsia arborea over time
[Left-hand Plot: Plot of numbers of papers mentioning Kopsia arborea (histogram and left hand axis scale of left-hand plot) and line of best fit, 1901 to 2013 (equation and % variation accounted for in box); Right-hand Plot: Plot of a proportional micro index, derived from numbers of papers mentioning Kopsia arborea as a proportion (scaled by multiplying by one million) of the approximate total number of papers available in databases for that year (frequency polygon and left-hand axis scale of right-hand plot) and line of best fit, 1901 to 2013 (equation and % variation accounted for in box)] 

[For larger charts showing the numbers of papers that have mentioned this species over years, select this link; there are links to come back from there]

 

Keywords

[Total number of keywords included in the papers that mentioned this species: 126]

 

Apocynaceae (9), Alkaloids (7), Indole alkaloids (7), NMR (7), Kopsia arborea (5), Cytotoxicity (4), chemical structure (3), Indoles (3), Leaves (3), spectral analysis (3), structure (organic substances) (3), 13C (2), 1H (2), Bisindole alkaloids (2), DFT (2), Internet resource (2), Kopsia (2), Leuconotis (2), Plants (2), X-ray (2), Antibacterial compounds (1), anticarcinogenic activity (1), Anti-HIV compounds (1), Antitumor compounds (1), bioactive properties (1), Brřnsted acids and chiral hydrogen bond donors - asymmetric catalysis, hydrogen bond to electrophile (1), calculated chemical shifts (1), Calixpyrroles (1), Carbazoles (1), chemical shift calculations (1), cultured cells (1), Danuphylline B (1), dienamine catalysis, mechanism of β-functionalization - in α, β-unsaturated carbonyl compounds (1), Drugs (1), Dyes (1), HF (1), humans (1), in situ oxidation of tertiary amines (1), Indole (1), Indole alkaloid (1), indole alkaloids. (1), kopsamidine (1), Kopsia flavida Blume (1), Kopsia species (1), kopsinidine (1), Kopsiyunnanine-I (1), Macrocycles (1), Malaysia (1), Marine natural products (1), Medicinal compounds (1), Melodinus yunnanensis (1), Methoxykopsine (1), methoxytubotaiwine (1), methyl chanofruticosinate (1), Methyl chanofruticosinate skeletal system (1), molecular conformation (1), Monoterpenoid indole alkaloid (1), MP2 (1), paucidactine (1), pericine N-oxide (1), pharmacology, medicinal chemistry, vaccines, serums (1), Plant natural products (1), Polymers (1), prunifolines (1), Pyrroles (1), recent advances, in organocatalytic, enzymatic and metal-based mediated asymmetric synthesis - stereoselective organocatalytic reactions (1), rhazinoline (1), saturated heterocyclic N-oxides (1), Sensors (1), South East Asia (1), stereochemistry (1), Structure elucidation (1), Strychnine (1), valparicine (1)

 

[If all keywords are not here (as indicated by .....), they can be accessed from this link; there are links to come back from there]

 

 

Most likely scope for crop use/product (%):
[Please note: When there are only a few papers mentioning a species, care should be taken with the interpretation of these crop use/product results; as well, a mention may relate to the use of a species, or the context in which it grows, rather than a product]

 

dye (41.59), beverage (16.04), poison (14.37), timber (9.21), fruit (2.10), medicinal (1.62), weed (1.59), ornamental (1.34), starch (0.95), cereal (0.67)…..

 

[To see the full list of crop use/product outcomes, from searching abstracts of the papers that have mentioned this species, select this link; details of the analysis process have also been included; there are links to come back from there]

 

 

Recent mentions of this species in the literature:
[since 2012, with links to abstracts; The references from 1901-2013 which have been used for the trend, keyword and crop use/product analyses below, are listed below these references]

 

(2016) Index. In The Alkaloids: Chemistry and Biology (Ed.^(Eds Hans-Joachim K) pp. 323-340. (Academic Press). http://www.sciencedirect.com/science/article/pii/S1099483116300116

Chan EWC, Wong SK and Chan HT (2016) Apocynaceae species with antiproliferative and/or antiplasmodial properties: a review of ten genera. Journal of Integrative Medicine 14, 269-284. http://www.sciencedirect.com/science/article/pii/S2095496416602613

Kitajima M, Nakazawa M, Wu Y, Kogure N, Zhang R-P and Takayama H (2016) Kopsiyunnanines L and M, Strychnos-related monoterpenoid indole alkaloids from Yunnan Kopsia arborea. Tetrahedron 72, 6692-6696. http://www.sciencedirect.com/science/article/pii/S0040402016308778

Kitajima M and Takayama H (2016) Chapter Four - Monoterpenoid Bisindole Alkaloids. In The Alkaloids: Chemistry and Biology (Ed.^(Eds Hans-Joachim K) pp. 259-310. (Academic Press). http://www.sciencedirect.com/science/article/pii/S1099483115000243

(2015) All in One - Complete Issue: ChemInform 14/2015. ChemInform 46, no-no. http://dx.doi.org/10.1002/chin.201591401

Bennasar ML, Solé D, Roca T and Valldosera M (2015) Exploratory studies toward a total synthesis of pericine (subincanadine E). Tetrahedron 71, 2246-2254. http://www.sciencedirect.com/science/article/pii/S0040402015002550

Kitajima M, Murakami Y, Takahashi N, Wu Y, Kogure N, Zhang R-P and Takayama H (2015) ChemInform Abstract: Asymmetric Total Synthesis of Novel Pentacyclic Indole Alkaloid, Kopsiyunnanine E, Isolated from Kopsia Arborea. ChemInform 46, no-no. http://dx.doi.org/10.1002/chin.201514264

(2014) Highlights. Chemistry & Industry 78, 53-57. http://dx.doi.org/10.1002/cind.7812_19.x

García JI, Salvatella L, Pires E, Fraile JM and Mayoral JA (2014) 4.20 Addition of Ketocarbenes to Alkenes, Alkynes, and Aromatic Systems A2 - Knochel, Paul. In Comprehensive Organic Synthesis II (Second Edition) (Ed.^(Eds  pp. 1081-1280. (Elsevier: Amsterdam). http://www.sciencedirect.com/science/article/pii/B9780080977423004262

Junsongduang A, Balslev H, Inta A, Jampeetong A and Wangpakapattanawong P (2014) Karen and Lawa medicinal plant use: Uniformity or ethnic divergence? Journal of Ethnopharmacology 151, 517-527. http://www.sciencedirect.com/science/article/pii/S0378874113008039

Kitajima M, Anbe M, Kogure N, Wongseripipatana S and Takayama H (2014) Indole alkaloids from Kopsia jasminiflora. Tetrahedron 70, 9099-9106. http://www.sciencedirect.com/science/article/pii/S004040201401415X

Iwama Y, Okano K, Sugimoto K and Tokuyama H (2013) Enantiocontrolled Total Synthesis of (−)-Mersicarpine. Chemistry – A European Journal 19, 9325-9334. http://dx.doi.org/10.1002/chem.201301040

(2012) Graphical contents list. Tetrahedron Letters 53, 6465-6474. http://www.sciencedirect.com/science/article/pii/S0040403912018278

Kogure N, Suzuki Y, Wu Y, Kitajima M, Zhang R and Takayama H (2012) Chemical conversion of strychnine into kopsiyunnanine-I, a new hexacyclic indole alkaloid from Yunnan Kopsia arborea. Tetrahedron Letters 53, 6523-6526. http://www.sciencedirect.com/science/article/pii/S0040403912016668

Pohl R, Potmischil F, Dračínský M, Vaněk V, Slavětínská L and Buděšínský M (2012) 13C GIAO DFT calculation as a tool for configuration prediction of N–O group in saturated heterocyclic N-oxides. Magnetic Resonance in Chemistry 50, 415-423. http://dx.doi.org/10.1002/mrc.3810

 

 

References 1901-2013 (and links to abstracts):
[Number of papers mentioning Kopsia arborea: 39; Any undated papers have been included at the end]

 

Pohl R, Potmischil F, Dračínský M, Vaněk V, Slavětínská L and Buděšínský M (2012) 13C GIAO DFT calculation as a tool for configuration prediction of N–O group in saturated heterocyclic N-oxides. Magnetic Resonance in Chemistry 50, 415-423.  http://dx.doi.org/10.1002/mrc.3810

Pohl R, Dračínský M, Slavětínská L and Buděšínský M (2011) The observed and calculated 1H and 13C chemical shifts of tertiary amines and their N-oxides. Magnetic Resonance in Chemistry 49, 320-327.  http://dx.doi.org/10.1002/mrc.2750

Raj M and Singh VK (2011) Recent Advances on Stereoselective Organocatalytic Reactions. Organocatalytic Synthesis of Natural Products and Drugs. In ‘Catalytic Methods in Asymmetric Synthesis’ (Ed.^(Eds  pp. 413-490. (John Wiley & Sons, Inc.). http://dx.doi.org/10.1002/9781118087992.ch11

Gan C-Y, Low Y-Y, Robinson WT, Komiyama K and Kam T-S (2010) Aspidospermatan–aspidospermatan and eburnane-sarpagine bisindole alkaloids from Leuconotis. Phytochemistry 71, 1365-1370.  http://www.sciencedirect.com/science/article/pii/S0031942210002098

Wu Y, Kitajima M, Kogure N, Wang Y, Zhang R and Takayama H (2010) ChemInform Abstract: Two New Aspidosperma Indole Alkaloids from Yunnan Kopsia arborea. ChemInform 41, no-no.  http://dx.doi.org/10.1002/chin.201052198

Wu Y, Kitajima M, Kogure N, Wang Y, Zhang R and Takayama H (2010) Two new aspidosperma indole alkaloids from Yunnan Kopsia arborea. Chem Pharm Bull (Tokyo) 58, 961-3.

Wu Y, Kitajima M, Kogure N, Wang Y, Zhang R and Takayama H (2009) Kopsiyunnanines F and isocondylocarpines: new tubotaiwine-type alkaloids from Yunnan Kopsia arborea. J Nat Med 63, 283-9.

Wu Y, Suehiro M, Kitajima M, Matsuzaki T, Hashimoto S, Nagaoka M, Zhang R and Takayama H (2009) Rhazinilam and quebrachamine derivatives from Yunnan Kopsia arborea. J Nat Prod 72, 204-9.

Zaima K, Matsuno Y, Hirasawa Y, Rahman A, Indrayanto G, Zaini NC and Morita H (2009) ChemInform Abstract: Kopreasin A, a New Indole Alkaloid from Kopsia arborea. ChemInform 40, no-no.  http://dx.doi.org/10.1002/chin.200907205

(2008) Graphical contents list. Phytochemistry 69, 289-298.  http://www.sciencedirect.com/science/article/pii/S0031942207007443

(2008) Subject Index. In ‘The Alkaloids: Chemistry and Biology’ (Ed.^(Eds Geoffrey AC) pp. 259-267. (Academic Press). http://www.sciencedirect.com/science/article/pii/S1099483108002071

(2008) Subject Index. Helvetica Chimica Acta 91, 2399-2446.  http://dx.doi.org/10.1002/hlca.200890259

d’Ischia M, Napolitano A and Pezzella A (2008) 3.04 - Pyrroles and their Benzo Derivatives: Applications. In ‘Comprehensive Heterocyclic Chemistry III’ (Ed.^(Eds Editors-in-Chief:  Alan RK, Christopher AR, et al.) pp. 353-388. (Elsevier: Oxford). http://www.sciencedirect.com/science/article/pii/B9780080449920003047

Lens F, Endress ME, Baas P, Jansen S and Smets E (2008) Wood anatomy of Rauvolfioideae (Apocynaceae): a search for meaningful non-DNA characters at the tribal level. Am. J. Botany 95, 1199-1215.  http://www.amjbot.org/cgi/content/abstract/95/10/1199

Lim K and Kam T (2008) Methyl chanofruticosinate alkaloids from Kopsia arborea. Phytochemistry 69, 558-61.

Lim KH and Kam TS (2008) Methyl chanofruticosinate alkaloids from Kopsia arborea. Phytochemistry. 69, 2.  http://dx.doi.org/10.1016/j.phytochem.2007.06.001

Lim K-H and Kam T-S (2008) Methyl chanofruticosinate alkaloids from Kopsia arborea. Phytochemistry 69, 558-561.  http://www.sciencedirect.com/science/article/pii/S0031942207003779

Lim K-H and Kam T-S (2008) ChemInform Abstract: Methyl Chanofruticosinate Alkaloids from Kopsia arborea. ChemInform 39, no-no.  http://dx.doi.org/10.1002/chin.200826200

Lim K-H, Low Y-Y, Tan G-H, Kam T-S and Lim T-M (2008) Kopsine and Danuphylline Alkaloids from Kopsia. Biomimetic Partial Synthesis of Danuphylline B. Helvetica Chimica Acta 91, 1559-1566.  http://dx.doi.org/10.1002/hlca.200890169

Pelkey ET and Russel JS (2008) Chapter 5.2 Five-membered ring systems: pyrroles and benzo analogs. In ‘Progress in Heterocyclic Chemistry’ (Ed.^(Eds Gordon WG and John AJ) pp. 135-175. (Elsevier). http://www.sciencedirect.com/science/article/pii/S0959638008800086

Wu Y, Kitajima M, Kogure N, Zhang R and Takayama H (2008) Two novel indole alkaloids, Kopsiyunnanines A and B, from a Yunnan Kopsia. Tetrahedron Letters 49, 5935-5938.  http://www.sciencedirect.com/science/article/pii/S0040403908014342

(2007) Graphical contents list. Tetrahedron Letters 48, 1073-1085.  http://www.sciencedirect.com/science/article/pii/S0040403907000767

Lim K, Hiraku O, Komiyama K, Koyano T, Hayashi M and Kam T (2007) Biologically active indole alkaloids from Kopsia arborea. J Nat Prod 70, 1302-7.

Lim KH, Hiraku O, Komiyama K, Koyano T, Hayashi M and Kam TS (2007) Biologically Active Indole Alkaloids from Kopsia arborea. Journal of natural products. 70, 1302-1307.  http://dx.doi.org/10.1021/np0702234

Lim K-H, Komiyama K and Kam T-S (2007) Arboricine and arboricinine, unusual tetracyclic indole regioisomers from Kopsia. Tetrahedron Letters 48, 1143-1145.  http://www.sciencedirect.com/science/article/pii/S0040403906025196

(2006) Graphical contents list. Tetrahedron Letters 47, 8631-8640.  http://www.sciencedirect.com/science/article/pii/S004040390602185X

Hasegawa H, Yamada Y, et al. (2006) Dihydroflavonol BB-1, an extract of natural plant Blumea balsamifera, abrogates TRAIL resistance in leukemia cells. Blood 107, 679-688.  http://bloodjournal.hematologylibrary.org/cgi/content/abstract/107/2/679

Lim K and Kam T (2006) Arboflorine, an unusual pentacyclic monoterpenoid indole alkaloid incorporating a third nitrogen atom. Org Lett 8, 1733-5.

Lim K-H and Kam T-S (2006) Arbophylline, a novel heptacyclic indole with a cage skeleton incorporating an acetal moiety. Tetrahedron Letters 47, 8653-8655.  http://www.sciencedirect.com/science/article/pii/S0040403906019733

Husain K, Jantan I, Kamaruddin N, Said IM, Aimi N and Takayama H (2001) Methyl chanofruticosinates from leaves of Kopsia flavida Blume. Phytochemistry 57, 603-606.  http://www.sciencedirect.com/science/article/pii/S0031942201001194

Toh-Seok K (1999) Chapter Two Alkaloids from Malaysian Flora. In ‘Alkaloids: Chemical and Biological Perspectives’ (Ed.^(Eds Pelletier SW) pp. 285-435. (Pergamon). http://www.sciencedirect.com/science/article/pii/S0735821099800053

J.E S (1998) Chapter 1 Alkaloids of The Aspidospermine Group. In ‘The Alkaloids: Chemistry and Biology’ (Ed.^(Eds Geoffrey AC) pp. 1-197. (Academic Press). http://www.sciencedirect.com/science/article/pii/S009995980860005X

Sévenet T, Allorge L, et al. (1994) A preliminary chemotaxonomic review of Kopsia (Apocynaceae). Journal of Ethnopharmacology 41, 147-183.  http://www.sciencedirect.com/science/article/pii/0378874194900302

Kam TS, Tan PS, Hoong PY and Chuah CH (1993) Methyl chanofruticosinates from leaves of Kopsia arborea. Phytochemistry. 32, 489-491.

Toh-Seok K, Poh-Suan T, Pek-Yuen H and Cheng-Hock C (1993) Methyl chanofruticosinates from leaves of Kopsia arborea. Phytochemistry 32, 489-491.  http://www.sciencedirect.com/science/article/pii/S0031942200950271

Teo LE, Pachiaper G, Chan KC, Hadi HA, Weber JF, Deverre JR, David B and Sévenet T (1990) A new phytochemical survey of Malaysia V. Preliminary screening and plant chemical studies. Journal of Ethnopharmacology 28, 63-101.  http://www.sciencedirect.com/science/article/pii/0378874190900663

(1968) Subject Index. In ‘The Alkaloids: Chemistry and Physiology’ (Ed.^(Eds Manske RHF) pp. 535-549. (Academic Press). http://www.sciencedirect.com/science/article/pii/S1876081308601268

V S (1968) Chapter 1 The Distribution of Indole Alkaloids in Plants. In ‘The Alkaloids: Chemistry and Physiology’ (Ed.^(Eds Manske RHF) pp. 1-40. (Academic Press). http://www.sciencedirect.com/science/article/pii/S187608130860113X

(1965) Subject Index-Volume V. In ‘The Alkaloids: Chemistry and Physiology’ (Ed.^(Eds Manske RHF) pp. 352-359. (Academic Press). http://www.sciencedirect.com/science/article/pii/S1876081308600937

Greshoff M (1890) Mittheilungen aus dem chemisch-pharmakologischen Laboratorium des Botanischen Gartens zu Buitenzorg (Java). Berichte der deutschen chemischen Gesellschaft 23, 3537-3550.  http://dx.doi.org/10.1002/cber.189002302331

Graphical contents list. Tetrahedron Letters 53, 6465-6474.  http://www.sciencedirect.com/science/article/pii/S0040403912018278

Cai X-H, Li Y, Liu Y-P, Li X-N, Bao M-F and Luo X-D Alkaloids from Melodinus yunnanensis. Phytochemistry 83, 116-124.  http://www.sciencedirect.com/science/article/pii/S0031942212002907

Gan C-Y, Low Y-Y, Robinson WT, Komiyama K and Kam T-S Aspidospermatan–aspidospermatan and eburnane-sarpagine bisindole alkaloids from Leuconotis. Phytochemistry 71, 1365-1370.  http://www.sciencedirect.com/science/article/pii/S0031942210002098

Kogure N, Suzuki Y, Wu Y, Kitajima M, Zhang R and Takayama H Chemical conversion of strychnine into kopsiyunnanine-I, a new hexacyclic indole alkaloid from Yunnan Kopsia arborea. Tetrahedron Letters 53, 6523-6526.  http://www.sciencedirect.com/science/article/pii/S0040403912016668

 


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Grateful acknowledgment is made to the following: for plant names: Australian Plant Name Index, Australian National Herbarium http://www.anbg.gov.au/cpbr/databases/apni-search-full.html; ; The International Plant Names Index, Royal Botanic Gardens, Kew/Harvard University Herbaria/Australian National Herbarium http://www.ipni.org/index.html; Plants Database, United States Department of Agriculture, National Resources Conservation Service http://plants.usda.gov/;DJ Mabberley (1997) The Plant Book, Cambridge University Press (Second Edition); JH Wiersma and B Leon (1999) World Economic Plants, CRC Press; RJ Hnatiuk (1990) Census of Australian Vascular Plants, Australian Government Publishing Service; for information: Science Direct http://www.sciencedirect.com/; Wiley Online Library http://onlinelibrary.wiley.com/advanced/search; High Wire http://highwire.stanford.edu/cgi/search; Oxford Journals http://services.oxfordjournals.org/search.dtl; USDA National Agricultural Library http://agricola.nal.usda.gov/booleancube/booleancube_search_cit.html; for synonyms: The Plant List http://www.theplantlist.org/; for common names: http://en.wikipedia.org/wiki/Main_Page; etc.


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