Alkaloids from the leaves of Alstonia scholaris in Taiwan, Thailand, Indonesia and the Philippines

Yamauchi, Tatsuo; Abe, Fumiko; Chen, Rong‐Fu; Nonaka, Gen; Santisuk, Thawatchai; Padolina, William G.

doi:10.1016/0031-9422(90)85273-i

Cited by 72 publications

(48 citation statements)

References 15 publications

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“…Besides, alkaloids from leaf of A. scholaris cultivated in Pu'er, indicated anti-tussive, anti-asthmatic, anti-inflammatory, analgesic and expectorant activities both in vitro and in vivo [10][11][12][13]. The remarkable difference of the alkaloidal patterns in A. scholaris in different ecological environment has been reported in 1990 [14]. Moreover, we found that plant secondary metabolites would be influenced significantly by the ecological environment [15].…”

Section: Introductionmentioning

confidence: 74%

“…The 1 H and 13 C NMR spectral data of 2 (Tables 1, 2) were similar to those of alschomine [24], except for the absence of a methoxy group in 2. Thirteen known compounds, picrinine (4) [24], strictamine (5) [25], strictamine N 4 -oxide (6) [26], 5α-methoxylstrictamine (7) [8], akuammidine (8) [27], vallesamine (9) [28], vallesamine N 4 -oxide (10) [28], scholaricine (11) …”

Section: Antibacterial Assaysmentioning

confidence: 99%

“…Then, we investigated HPLC fingerprints of alkaloids of A. scholaris from Pu'er and Kunming, and the result exhibited visible difference, which encouraged us to search for structurally unique and biologically active indole alkaloids of A. scholaris from different climate zones. As a result, three new monoterpenoid indole alkaloids, normavacurine-21-one (1), 5-hydroxy-19, 20-E-alschomine (2), and 5-hydroxy-19, 20-Z-alschomine (3), together with thirteen known monoterpenoid indole alkaloids (4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15)(16), were…”

Section: Introductionmentioning

confidence: 99%

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Antibacterial monoterpenoid indole alkaloids from Alstonia scholaris cultivated in temperate zone

et al. 2015

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Section: Introductionmentioning

confidence: 74%

Section: Antibacterial Assaysmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Antibacterial monoterpenoid indole alkaloids from Alstonia scholaris cultivated in temperate zone

et al. 2015

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“…It has also been reported to possess other alkaloids including 19-epischolaricine, Nbmethylscholarcine, Na-methylburnamine and vallesamine Nb-oxide, picrinine, nareline, and alschomine 14 .…”

Section: Identification Of the Compoundmentioning

confidence: 99%

“…The alkaloid corialstonine and corialstonidine present in the plant have been found to be active against P. falciparum 13 . The various alkaloids including lagumamine (19 -hydroxytubotaiwine), angustilobine B acid, losbanine (6,7-seco-6-norangustilobine B), tubotaiwine, its oxide, 6,7-secoangustilobine B; 17-0-Acetyl echtamine, echitamine, manilamine, N4-methyl angustilobine B, vallesamine, angustilbine B N4-oxide , 20 (s) tubotaiwine and 6,7-seco angustilobine B have been isolated from the leaves and bark of Alstonia scholaris [14][15] .…”

Section: Introductionmentioning

confidence: 99%

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2016

IJPSR

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ABSTRACT:The non-infected bark of Alstonia scholaris R. Br. was carefully peeled off, shade dried, and coarsely powdered with the help of a hand club. Powdered dried bark was extracted in 95% ethanol at room temperature and evaporated in vacuo (40°C). The ethanolic extract was suspended in distilled water and subsequently extracted in hexane, chloroform, ethyl acetate and n-butanol. The solvent of each fraction was removed in a rotary vacuum evaporator under reduced pressure. The crude chloroform extract was mixed with 3% HCl and ethanol. The aqueous layer was collected and the pH was adjusted to 10 by adding NaOH, thereafter it was further extracted with chloroform to get a crude alkaloidal fraction. The alkaloidal fraction was subjected to column chromatography over silica gel and eluted with chloroform: methanol (50:50). The elutes between fractions 40-100 were collected and subjected to preparative HPTLC in the solvent system of ethyl acetate: benzene (1:1). The HPTLC showed the presence of two alkaloids, which were evaluated for their cytotoxic effects in neoplastic cell lines by MTT assay. The compound which showed greater cytotoxicity was subjected to UV, NMR, Mass, and IR spectra and identified as echitamidine-N-oxide-19--β-D-glucopyranoside (EOG). The presence of EOG in the chloroform fraction was further confirmed by semipreparative RPHPLC (H 2 O/CH 3 CN-0%-80%; CH 3 CN in 80 min, flow rate 3 mL/min, UV detector - 250 nm) and was also identified based on the literature.

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Alkaloids

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et al. 2010

Ullmann's Encyclopedia of Industrial Chemistry

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The article contains sections titled: 1. Introduction 2. Alkaloids Derived from Polyketides and the Amino Acids Ornithine and Lysine 2.1. Alkaloids Derived by the Insertion of Nitrogen into a Polyketide 2.1.1. ( S )‐(+)‐Coniine, γ‐Coniceine and Related Alkaloids 2.1.2. Solenopsin Family (Fire Ant Alkaloids) 2.1.3. Perhydroazaphenalenes: Defensive Alkaloids of the Coccinellidae 2.1.4. Cyanobacteria Alkaloids 2.1.5. Additional Polyketide‐Derived Alkaloids 2.2. Alkaloids Derived from Ornithine and/or Arginine 2.2.1. Tropane Alkaloids 2.2.2. Pyrrolizidine Alkaloids 2.3. Alkaloids Derived from Ornithine (and/or Arginine) and Nicotinic Acid 2.4. Alkaloids Derived from Lysine (Lys, K) and Nicotinic Acid 2.5. Purine Alkaloids 2.6. Imidazole Alkaloids 2.7. Pepper Alkaloids 3. Alkaloids Derived from the Shikimate Pathway 3.1. Alkaloids Derived from Anthranilate 3.2. Alkaloids Derived from Phenylalanine and Tyrosine 3.2.1. Biosynthesis of Dopamine, Mescaline and Capsaicin 3.2.2. Biosynthesis of Tetrahydroisoquinoline Alkaloids 3.2.3. Cryptostyline (Orchidaceae) and Alkaloids of the Amaryllidaceae 3.2.4. Ephedra Alkaloids 3.3. Alkaloids Derived from Tyrosine 3.4. Alkaloids Derived from Tryptophan and/or Tryptamine (Indole Alkaloids) 3.4.1. Alkaloids Derived from Tryptamine and an Unrearranged Monoterpene Unit 3.4.2. Mold Metabolites 3.4.3. Ergot Alkaloids 3.4.4. Corynantheine–Heteroyohimbine Structural Types 3.4.5. Corynantheine‐Type Alkaloids 3.4.6. Ajmalicine‐Type Alkaloids 3.4.7. Heteroyohimbine Oxindole Type 3.4.8. Glucoalkaloids 3.4.9. Yohimbine–Reserpine Structural Types 3.4.10. Akuammidine–Quebrachidine–Ervatamine–Gelsemine–Akuammiline Structural Types 3.4.11. Uleine–Ellipticine–Vallesamine–Ngouniensine Structural Types 3.5. The Cinchona Structural Type 3.6. The Camptothecin Structural Type 3.7. Terpene, Sesquiterpene, Diterpene and Steroidal Alkaloids (→ ((anchor interlink a26_205.xml Terpenes))) 3.7.1. Overview of Terpenoid Biosynthesis 3.7.2. Monoterpene Alkaloids 3.7.3. Sesquiterpene Alkaloids 3.7.4. Diterpene Alkaloids 3.7.5. Sesterterpene and Triterpene Alkaloids 3.7.6. Steroidal Alkaloids 4. Summary

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Alkaloids from the leaves of Alstonia scholaris in Taiwan, Thailand, Indonesia and the Philippines

Cited by 72 publications

References 15 publications

Antibacterial monoterpenoid indole alkaloids from Alstonia scholaris cultivated in temperate zone

Antibacterial monoterpenoid indole alkaloids from Alstonia scholaris cultivated in temperate zone

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