Neuere Ergebnisse über die Biosynthese der Glucoside der Iridoidreihe

Inouye, Hiroyuki

doi:10.1055/s-0028-1097377

Cited by 33 publications

(8 citation statements)

References 21 publications

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“…1-[a,a-Bithienyl]-4-chloro-but-1-yn-3-yl acetate (4) The occurrence of these four known compounds is in good agreement with the biogenetically pathways previously described (4,5) and it confirms the original character of the Stigmaphyllon genus in the Malpighiaceae family. …”

supporting

confidence: 82%

Iridoids of Guyanese Species of Stigmaphyllon

Davioud¹,

Bailleul²,

Delaveau³

et al. 1985

Planta Med

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Planta Medica 1985 natural products has not been reported from species belonging to the subtribe Pectidinae where thiophene acetylenes are widespread. Experimental The plant material was collected near Monterrey, Mexico, in April 1984, voucher 1639/ 84. The air dried material was extracted at room temp. with methanol/ether/petrolether, 1: 1: 1, and the extracts obtained were separated first by column chromatography (Si02). The roots (145 g) gave a fraction with ether/petrolether, 1: 10, which gave by TLC (ether/ petrolether, 1:20)5mg 2 and 3.5 mg 6. The CC fraction obtained with ether! petrolether, 1: 1, afforded by TLC (ether! petrolether, 1: 1) 3 mg 4 and 3 mg 1. The extract of 450 g aerial parts gave by CC and TLC (s.a.)5mg2,4mg4,3mg3,3.Smg5and3.5 mg sakuranetin. The compounds were identified by comparing the 400 MHz 1H-NMR spectra with those of autentic material. 1-[a,a-Bithienyl]-4-chloro-but-1-yn-3-yl acetate (4): Yellow oil; IR

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supporting

confidence: 82%

Iridoids of Guyanese Species of Stigmaphyllon

Davioud¹,

Bailleul²,

Delaveau³

et al. 1985

Planta Med

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“…Table 1). The structural difference between 1 and 3 was also reflected from their 13 C-NMR data ( Table 1) (Fig. 2).…”

Section: Results Andmentioning

confidence: 99%

Antimalarial Constituents fromNauclea orientalis (L.) L.

Ying

Zhang

et al. 2005

C&B

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Bioassay-guided fractionation of the antimalarial-active CHCl3 extract of the dried stem of Nauclea orientalis (L.) L. (Rubiaceae) has resulted in the isolation of two novel tetrahydro-beta-carboline monoterpene alkaloid glucosides, naucleaorine (= (16alpha,17beta)-3,14:15,20-tetradehydro-16-ethenyl-17-(beta-D-glucopyranosyloxy)-19alpha-methoxyoxayohimban-21-one; 1) and epimethoxynaucleaorine (2), as well as the known compounds, strictosidine lactam (= (15beta,16alpha,17beta)-19,20-didehydro-16-ethenyl-17-(beta-D-glucopyranosyloxy)oxayohimban-21-one; 3), 3,4,5-trimethoxyphenol (4), 3alpha-hydroxyurs-12-en-28-oic acid methyl ester (5), 3alpha,23-dihydroxyurs-12-en-28-oic acid (6), 3alpha,19alpha,23-trihydroxyurs-12-en-28-oic acid methyl ester (7), and oleanolic acid (8). Compounds 1, 2, 6, and 8 showed moderate in vitro activities against Plasmodium falciparum. Their structures and configurations were elucidated by spectroscopic methods including 1D- and 2D-NMR analyses.

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“…From the biosynthetic point of view. Inouye and coworkers have discussed this subject on several occasions [1971 (12), 1978 (13,14)].…”

mentioning

confidence: 99%

Iridoids. A Review

El-Naggar¹,

Beal²

1980

J. Nat. Prod.

411

171

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Tre review presents a glossary of the iridoid glycosides, secoiridoids, bis-iridoids, and non-glycosidic iridoids. The following information is present for each compound, when available: structural formula, molecular formula, molecular weight, mp and [alpha]D values, uv, ir, 1H-nmr, 13C-nmr, and ms data, as well as mp and [alpha]D values for the correspondent acetate derivative. The natural source, the family and generic name, is given as well as the reference. A cross index and molecular weight tables are presented.

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Neuere Ergebnisse über die Biosynthese der Glucoside der Iridoidreihe

Cited by 33 publications

References 21 publications

Iridoids of Guyanese Species of Stigmaphyllon

Iridoids of Guyanese Species of Stigmaphyllon

Antimalarial Constituents fromNauclea orientalis (L.) L.

Iridoids. A Review

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