Terpenoids and aromatic compounds from selected Ecuadorian liverworts*

Nagashima, Fumihiro; Nishioka, Eri; Kameo, Katsumi; Nakagawa, Chizuko; Asakawa, Yoshinori

doi:10.1016/0031-9422(91)84128-f

Cited by 34 publications

(20 citation statements)

References 13 publications

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“…On the other hand, chemical constituents from Herbertus subdentatus (Steph.) Fulford and H. acanthelius Spruce have been detected by 1 H-and 13 C-NMR, UV, IR, thin-layer chromatography (TLC), and GC/MS [13]. In the family Lophocoleaceae, chemical constituents from Chiloscyphus pallidus (Mitt.)…”

Section: Introductionmentioning

confidence: 99%

Volatile Metabolites in Liverworts of Ecuador

et al. 2020

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Volatile metabolites from Frullania brasiliensis Raddi, Herbertus juniperoideus (Sw.) Grolle, Leptoscyphus hexagonus (Nees) Grolle, and Syzygiella anomala (Lindenb. & Gottsche) Steph collected in the south of Ecuador were investigated. Volatile secondary metabolites were extracted by hydrodistillation and analyzed by gas chromatography/flame ionization detector (GC/FID) and Gas chromatography/Mass spectrometry (GC/MS). Sixty-seven volatile compounds were identified in the four species, which represent between 80.12–90.17% of the total chemical composition. The major components were τ-muurolol (32.14%) and Germacrene-D (11.98%) in the essential oil of F. brasiliensis, bicyclogermacrene (18.23%), and Caryophyllene oxide (15.29%) in the oil of H. juniperoideus, Cabreuva oxide D (33.77%) and Elemol (18.55%) in the oil of Leptoscyphus hexagonus, and Silphiperfola-5,7(14)-diene (25.22%) and Caryophyllene oxide (8.98%) in the oil of Syzygiella anomala. This is the first report on volatile compounds for the species Herbertus juniperoideus, Leptoscyphus hexagonus, and Syzygiella anomala.

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Section: Introductionmentioning

confidence: 99%

Volatile Metabolites in Liverworts of Ecuador

et al. 2020

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“…pulcherrima and P . micropterys and 3 α ,14‐diacetoxy‐2‐hydroxybicyclogermacrene ( 6 ) reported in P . fruticosa .…”

Section: Resultsmentioning

confidence: 99%

“…The diethyl ether extract of P. diversifolia was subjected to an extensive chromatographic process to obtain three new compounds (1 -3; Figure 1), and several known ones. The latter were identified as neofuranoplagiochilal (8) previously found in an unidentified Tahitian Plagiochila species; [5] furanoplagiochilal (10) first described in P. yokogurensis [6] and in P. fruticosa; [7] the diterpenoid (13S)-13-hydroxylabda-8, 14-diene (4) was isolated from Jungermannia appressifolia [8] and from J. hattoriana; [9] Fusicogigantone A (7) and fusicogigantone B (5) isolated from Pleurozia gigantea, [10] P. cristata, [11] P. corrugata [12] and from Chandonanthus hirtellus; [13] Plagiochiline B (9) found in P. hattoriana, [14] P. ovalifolia, [15] P. pulcherrima [16] and P. micropterys [17] and 3a,14-diacetoxy-2-hydroxybicyclogermacrene (6) reported in P. fruticosa. [18] The common plant constituents ent-spathulenol, trans-nerolidol, phytol, (+)-globulol and a-tocopherol were also isolated.…”

Section: Resultsmentioning

confidence: 99%

Constituents of the Argentine Liverwort Plagiochila diversifolia and Their Insecticidal Activities

Ramirez

Kamiya²,

Popich

et al. 2017

Chemistry & Biodiversity

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Three new compounds, a bicyclogermacrene (1) and two 2,3-secoaromadendrane esters (2 and 3), together with (13S)-13-hydroxylabda-8,14-diene (4), fusicogigantone B (5), 3α,14-diacetoxy-2-hydoxybicyclogermacrene (6), fusicogigantone A (7), neofuranoplagiochilal (8), plagiochiline B (9), furanoplagiochilal (10), trans-nerolidol, spathulenol, α-tocopherol, and (+)-globulol were isolated from an Argentine collection of Plagiochila diversifolia. Their structures were elucidated by extensive mono and bidimensional NMR studies. Compounds 4, 5, and 6, incorporated to the larval diet at 100 μg per g of diet, reduced the larval growth of Spodoptera frugiperda (Lepidoptera: Noctuidae) by 70 ± 25, 57 ± 23, and 33 ± 16%, respectively. Compounds 4 and 5 produced 70% and 60% larval mortality at early instars. The latter also showed antifeedant properties in the Choice Test, with a feeding ratio of 0.54 ± 0.16.

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“…Plagiochin E (43) and F (43) were C7 -C8 dihydroisoplagiochin A and 10-hydroxy C7 -C8 dihydroisoplagiochin A, respectively. The molecular formula, C 28 H 23 O 4 Cl, of 44 was established by CIMS, which indicated two peaks at m/z 458 and 460 with a ratio of ca 100 : 35. This indicated that 44 was suggested to be isoplagiochin D monochlorinated compound.…”

Section: Structures Of Cyclic Bis(bibenzyls)mentioning

confidence: 97%

“…Marchantin A (8a) has also been isolated from Marchantia paleacea var. diptera [26a,26c], M. plicata [35] and M. tosana [26a], which belong to the Marchantiaceae, Plagiochasma appendiculatum to the Aytoniaceae [26b] and Wiesnerella denudata to the Conocepharaceae [36].…”

Section: Structures Of Cyclic Bis(bibenzyls)mentioning

confidence: 99%