Eudesmane-type sesquiterpenoids from the liverwort <i>Lepidozia</i> <i>fauriana</i>

Shy, Horng-Shing; Wu, Chia‐Li

doi:10.1080/10286020500247392

Cited by 16 publications

(11 citation statements)

References 8 publications

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“…From this essential oil amorpha-4,9-dien-14-al (13) and 7,14anhydroamorpha-4,9-diene were isolated, among others [41]. These data are in accordance with the other reports concerning chemistry of this liverwort species [42,43]. Shy and Wu [43] divided L. fauriana into three chemotypes: amorphane (I), chiloscyphane (II), and eudesmane (III).…”

Section: Ludwiczuk and Asakawasupporting

confidence: 87%

GC/MS Fingerprinting of Solvent Extracts and Essential Oils Obtained from Liverwort Species

Ludwiczuk

Asakawa

2017

Natural Product Communications

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Studies concerning chemical profiling of the volatiles present in the solvent extracts from liverworts help to determine inter-and intraspecific relationships in this plant group. Due to the fact that the liverworts are morphologically very small and it is difficult to collect their sufficient amounts, there are still a few data concerning the chemistry of essential oils. The available data indicate however, that the components present in the essential oils can be used in chemosystematic studies of these spore-forming plants. Compounds occurring in the essential oils constitute a powerful tool for studying chemical differences between or within liverwort species for which the characteristic components are mono-and sesquiterpenoids. Good results were obtained for the liverworts species from the genera Asterella,

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Section: Ludwiczuk and Asakawasupporting

confidence: 87%

GC/MS Fingerprinting of Solvent Extracts and Essential Oils Obtained from Liverwort Species

Ludwiczuk

Asakawa

2017

Natural Product Communications

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“…The cyclic bisbibenzyls isoplagiochin C ( 1 ) and D ( 2 ) were isolated from the liverworts Plagiochila fruticosa [1], Plagiochila deflexa [2], Herbertus sakuraii [3] and Lepidozia fauriana [4] (Fig. 1).…”

Section: Introductionmentioning

confidence: 99%

Ring strain and total syntheses of modified macrocycles of the isoplagiochin type

Speicher¹,

Backes²,

Hesidens³

et al. 2009

Beilstein J. Org. Chem.

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SummaryMacrocycles of the bisbibenzyl-type are natural products that are found exclusively in bryophytes (liverworts). The molecular framework of the subtype “isoplagiochin” is of substantial structural interest because of the chirality of the entire molecule, which arises from two biaryl axes in combination with two helical two-carbon units in a cyclic arrangement. From a structural as well as a synthetic point of view we report on the total synthesis of compounds which possess more rigid two-carbon biaryl bridges like stilbene (E or Z) or even tolane moieties which were introduced starting with a Sonogashira protocol. The McMurry method proved to be a powerful tool for the cyclization to these considerably ring-strained macrocycles.

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“…The remaining compounds were inactive (IC 50 > 40 µM). Chemotaxonomically, these eudesmane-type sesquiterpenoids with hydroxyl groups at C-6 or C-7 can be found in the genera Chiloscyphus [6][7][8], Lepidozia (Lepidoziaceae) [20][21][22][23][24], Bazzania (Lepidoziaceae) [25], etc. Chiloscyphane-type sesquiterpenoids [9] have not been isolated from C. polyanthus var.…”

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confidence: 99%

ent-Eudesmane-Type Sesquiterpenoids from the Chinese Liverwort Chiloscyphus polyanthus var. rivularis

et al. 2016

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Seven new ent-eudesmane-type sesquiterpenoids (1-7) and six known analogues (8-13) were isolated from the Chinese liverwort Chiloscyphus polyanthus var. rivularis. Their structures were determined from analysis of MS and NMR spectroscopic data and single-crystal X-ray diffraction. A cytotoxic evaluation showed that compound 1 exhibited weak inhibitory activity against the A549 cancer cell line with an IC50 value of 27.7 µM.

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Eudesmane-type sesquiterpenoids from the liverwort Lepidozia fauriana

Cited by 16 publications

References 8 publications

GC/MS Fingerprinting of Solvent Extracts and Essential Oils Obtained from Liverwort Species

GC/MS Fingerprinting of Solvent Extracts and Essential Oils Obtained from Liverwort Species

Ring strain and total syntheses of modified macrocycles of the isoplagiochin type

ent-Eudesmane-Type Sesquiterpenoids from the Chinese Liverwort Chiloscyphus polyanthus var. rivularis

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