Sinapyl Alcohol Derivatives from the Lipo-soluble Part of Dichrocephala benthamii C. B. Clarke

Tian, Xinhui; Ding, Gang; Peng, Chao-Zhong; Hu, Yanbao; Li, Li; Chen, Hong; Zou, Zhong‐Mei

doi:10.3390/molecules18021720

Cited by 9 publications

(7 citation statements)

References 14 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Compound 24 was tentatively identified as ethyl rosmarinate. The mass spectrum of 26 exhibited base peak at m/z 207, corresponding to dihydrosinapoyl moiety, which was formed by cleavage of the ester bond that resulted in loss of glucose (180 Da) (Tian et al, 2013;El-Sayed et al, 2017). Compound 26 was tentatively assigned as dihydrosinapic acid-O-glucoside.…”

Section: Compounds Detected By Rphplc-esi-ms/ms Analyses Of Stem Ethamentioning

confidence: 99%

GC-MS and HPLC-ESI-MS-MS Characterization of Sanchezia oblonga (Acanthaceae) Extracts

Ravasi¹,

Negri²,

Salatino³

et al. 2020

JFR

View full text Add to dashboard Cite

The genus Sanchezia (Acanthaceae) comprises neotropical herbs and shrubs with showy flowers. Sanchezia oblonga (syn. S. nobilis) is a shrub of the rainforests of central and south America. The ethanolic extracts of leaves and stems from S. oblonga were analyzed by GC-EI-MS and RPHPLC-DAD-ESI-MS/MS. Fatty acids (free and esterified) and phytosterols were detected by the former method. Benzyl alcohol glycosides (21 and 25), sinapic acid glycoside esters (29 and 31), ethyl rosmarinate (24), sinapic acid-O-glucoside (28), dihydrosinapic acid-O-glucoside (26), catechin-O-arabinoside (36), in addition to flavonols glycosides (23, 32, 33 and 35) and rosmarinic acid-3’-O-glucoside (34) were detected by RPHPLC-DAD-ESI-MS/MS. Three new compounds, detected only in leaves, were tentatively identified as phenylpropane glyceride derivatives 1-O-coumaroyl-2-hydroxy propanal (20) and 1-O-coumaroyl-2-O-glycosyl propanal (22, 30). Compounds 20, 22 and 30 from S. oblonga are similar with phenylpropane glycerides present in red sorghum (Sorghum bicolor L. (Moench) and Lilium longiflorum Thunb. It is noteworthy that S. oblonga could be used in cooking as a complement after more detailed studies. Sorghum grain foods exhibit potential health benefits against chronic diseases related to over-nutrition. Lilium longiflorum possess flower buds and bulbs that are used for both culinary and medicinal purposes in many parts of the world. Studies on chemical composition and biological activity of the genus Sanchezia are scarce. The presence of phytosterols and flavonol glycosides were recently reported in leaves from this species. However, the chemical profile of the extracts analyzed in this work differs from that previously reported for aerial parts of S. nobilis (sin. S. oblonga). Further studies, including statistical methods, such as principal component analysis and hierarchical cluster analysis will be needed to evaluate chemical markers for this species.

show abstract

Section: Compounds Detected By Rphplc-esi-ms/ms Analyses Of Stem Ethamentioning

confidence: 99%

GC-MS and HPLC-ESI-MS-MS Characterization of Sanchezia oblonga (Acanthaceae) Extracts

Ravasi¹,

Negri²,

Salatino³

et al. 2020

JFR

View full text Add to dashboard Cite

show abstract

“…1 and S1) including nine new chemical entities for bioactive assay. In this Letter, we describe the isolation and structural determination of tripolinolate A (1) from T. vulgare, the synthesis of tripolinolate A and its analogs (13)(14)(15)(16)(17)(18)(19)(20)(21)(22)(23)(24)(25)(26)(27)(28)(29)(30)(31), and the activity of compounds (1-31) in suppressing the proliferation of glioma and colorectal cancer cells.…”

Section: Introductionmentioning

confidence: 99%

“…They are 4,9-diacetyl-coniferol (13), 21 4-acetyl-9-propionyl-coniferol (14), 4-propionyl-9-acetyl-coniferol (15), 4,9-dipropionyl-coniferol (16), 21 4-acetyl-9-isobutyryl-coniferol (17), 4-isobutyryl-9-acetylconiferol (18), 22 4-acetyl-9-butyryl-coniferol (19), 4-butyryl-9-acetyl-coniferol (20), 4-acetyl-9-(2S-methylbutyryl)-coniferol (21), 4,9-diisobutyryl-coniferol (22), 22 4,9-dibutyryl-coniferol (23), 21 4-butyryl-9-isovaleryl-coniferol (24), 4-isovaleryl-9-butyryl-coniferol (25), 4,9-di(2S-methylbutyryl)-coniferol (26), 4,9-diisovaleryl-coniferol (27), 23 4,9-divaleryl-coniferol (28), 21 4,9-dihexanoyl-coniferol (29), 21 4,9-diheptanoyl-coniferol (30), 21 and 4,9-dioctanoyl-coniferol (31). 21 Compounds 14,15,17,[19][20][21], and 24-26 are nine new compounds. The 1 H, 13 C NMR, and HRESIMS data of these new compounds were summarized in Tables 1 and S1.…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Synthesis and bioactivity of tripolinolate A from Tripolium vulgare and its analogs

Chen

Liang

Song

et al. 2015

Bioorganic & Medicinal Chemistry Letters

View full text Add to dashboard Cite

“…Compound 7, oil, characterized as dichrocephol B [16]. Compound 8, oil, identified as dichrocephol C [16]. Compounds 1-5 were isolated from Dichrocephala genus for the first time.…”

mentioning

confidence: 99%

Chemical Constituents of Dichrocephala integrifolia

et al. 2015

View full text Add to dashboard Cite

Dichrocephala integrifolia (Asteraceae) is a small herb widely distributed in many countries in Asia, Africa, and the Middle East. Many species of the genus Dichrocephala are used as folk medicines for ulcer, fever, hypertension, and pneumonia. In addition, the leaves of D. integrifolia are used for treating malaria and hepatitis. The composition of the essential oil from the leaves and flowers of D. integrifolia has been reported [1,2]. There are also some studies on the aerial parts of D. integrifolia, and some of its compounds show inhibitory effects on NO production and induced NO synthase inhibitory activities [3].In our continuing studies on bioactive compounds from plants [5-9], we investigated the aerial parts of Dichrocephala integrifolia. A review of the literature shows that several chemical compounds have been isolated from this plant, including diterpene lactones, sesquiterpene lactones, sterols, dicaffeoylquinic acid, and flavonoids [3,4]. In continuation of our investigation on this plant, eight compounds were isolated and elucidated here.The dried and chopped aerial parts of Dichrocephala integrifolia (6 kg) were extracted three times with EtOH (24 L) and successively fractionated into petroleum ether, CH 2 Cl 2 , EtOAc, and n-BuOH fractions. The four fractions were subjected to all kinds of column chromatography and Prep-TLC to obtain eight compounds characterized as 3-O-methyleupatorin (1), quercetin-3-O-glucoside (2), N-benzoylphenylalaninyl-N-benzoylphenylalaninate (3), aurantiamide acetate (4), 2-hydroxyolean-12-ene-23,28-dioic acid-3-O--D-glucopyranoside (5), 3,4-dicaffeoylquinic acid (6), dichrocephol B (7), and dichrocephol C (8) by analyzing their spectral data and by comparing with published data in the literature.Compound 1, yellow needle crystals (acetone), characterized as 3-O-methyleupatorin [10].

show abstract

Sinapyl Alcohol Derivatives from the Lipo-soluble Part of Dichrocephala benthamii C. B. Clarke

Cited by 9 publications

References 14 publications

GC-MS and HPLC-ESI-MS-MS Characterization of Sanchezia oblonga (Acanthaceae) Extracts

GC-MS and HPLC-ESI-MS-MS Characterization of Sanchezia oblonga (Acanthaceae) Extracts

Synthesis and bioactivity of tripolinolate A from Tripolium vulgare and its analogs

Chemical Constituents of Dichrocephala integrifolia

Contact Info

Product

Resources

About