Isolation, Structural Elucidation, and Neuroprotective Effects of Iridoids from<i>Valeriana jatamansi</i>

Xu, Jing; Li, Yushan; Guo, Yuanqiang; Guo, Ping; Yamakuni, Tohru; Ohizumi, Yasushi

doi:10.1271/bbb.120097

Cited by 23 publications

(10 citation statements)

References 14 publications

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“…Table 1 ). Compound 8 has been reported before [ 14 , 19 , 20 ] and valechlorine ( 9 ) too [ 17 , 21 , 22 ]. The new compounds consist of a typical valtrate skeleton of the hydrine-type and are esterified with various acids e.g.…”

Section: Resultsmentioning

confidence: 97%

Antileishmanial and Cytotoxic Compounds from Valeriana wallichii and Identification of a Novel Nepetolactone Derivative

et al. 2015

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The chloroform extract of Valeriana wallichii (V. wallichii) rhizomes was investigated to elucidate the structures responsible for reported antileishmanial activity. Besides bornyl caffeate (1, already been reported by us previously), bioassay-guided fractionation resulted in two additional cinnamic acid derivatives 2–3 with moderate leishmanicidal activity. The structure of a novel nepetolactone derivative 4 having a cinnamic acid moiety was elucidated by means of spectral analysis. To the best of our knowledge villoside aglycone (5) was isolated from this plant for the first time. The bioassay-guided fractionation yielded two new (compounds 6–7) and two known valtrates (compounds 8–9) with leishmanicidal potential against Leishmania major (L. major) promastigotes. In addition, β-bisabolol (10), α-kessyl alcohol (11), valeranone (12), bornyl isovalerate (13) and linarin-2-O-methylbutyrate (14) were identified. This is the first report on the isolation of 4'-demethylpodophyllotoxin (15), podophyllotoxin (16) and pinoresinol (17) in V. wallichii. In total thirteen known and four new compounds were identified from the extract and their cytotoxic and antileishmanial properties were evaluated.

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Section: Resultsmentioning

confidence: 97%

Antileishmanial and Cytotoxic Compounds from Valeriana wallichii and Identification of a Novel Nepetolactone Derivative

et al. 2015

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“…Some metabolites contained in G. sphacelata have been linked to counteraction against Alzheimer's disease in previous reports. The iridoid jatamanvaltrate H isolated from V. jatamansi showed moderate neuroprotective activity [24,25]. In the same way, the crude extract of V. jatamansi and its fractions have shown considerable activity against AChE [26].…”

Section: In Vitro Cholinesterase Inhibitory Assaymentioning

confidence: 86%

“…Supplementary Materials: The following are available online. Figure S1 (a-v): Full MS spectra and structures of compounds 1,3,7,9,12,13,15,25,27,28,29,35,37,42,43,44,46,48,51,53, and 55; Table S1: Binding energies obtained from docking experiments of most abundant compounds in G. sphacelata's fruit and the known cholinesterase inhibitor galantamine over acetylcholinesterase (TcAChE) and butyrylcholinesterase (hBuChE); Figure S2: Components of G. sphacelata fruits used in docking studies Figure S3: Predicted binding mode and predicted intermolecular interactions of all most abundant compounds in G. sphacelata pulp and seeds extracts and the residues of Torpedo californica acetylcholinesterase (TcAChE) catalytic site; Figure S4: Predicted binding mode and predicted intermolecular interactions of all most abundant compounds in G. sphacelata pulp and seeds extracts and the residues of human butyrylcholinesterase (hBuChE) catalytic site.…”

Section: Discussionmentioning

confidence: 99%

Chemical Fingerprinting and Biological Evaluation of the Endemic Chilean Fruit Greigia sphacelata (Ruiz and Pav.) Regel (Bromeliaceae) by UHPLC-PDA-Orbitrap-Mass Spectrometry

et al. 2020

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Greigia sphacelata (Ruiz and Pav.) Regel (Bromeliaceae) is a Chilean endemic plant popularly known as “quiscal” and produces an edible fruit consumed by the local Mapuche communities named as “chupón”. In this study, several metabolites including phenolic acids, organic acids, sugar derivatives, catechins, proanthocyanidins, fatty acids, iridoids, coumarins, benzophenone, flavonoids, and terpenes were identified in G. sphacelata fruits using ultrahigh performance liquid chromatography-photodiode array detection coupled with a Orbitrap mass spectrometry (UHPLC-PDA-Orbitrap-MS) analysis for the first time. The fruits showed moderate antioxidant capacities (i.e., 487.11 ± 26.22 μmol TE/g dry weight) in the stable radical DPPH assay, 169.08 ± 9.81 TE/g dry weight in the ferric reducing power assay, 190.32 ± 6.23 TE/g dry weight in the ABTS assay, and 76.46 ± 3.18% inhibition in the superoxide anion scavenging assay. The cholinesterase inhibitory potential was evaluated against acetylcholinesterase (AChE) and butyrylcholinesterase (BChE). From the findings, promising results were observed for pulp and seeds. Our findings suggest that G. sphacelata fruits are a rich source of diverse secondary metabolites with antioxidant capacities. In addition, the inhibitory effects against AChE and BChE suggest that natural products or food supplements derived from G. sphacelata fruits are of interest for their neuroprotective potential.

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“…Rhizomes and roots contain important compounds to which the therapeutic properties are attributed: valepotriates, sesquiterpenoids, valeriananoids, jatamanins, lignans, cryptomeridiol, maaliol, xanthorrhizzol, patchouli alcohol and others [13,20]. In Indian systems of medicine, Vj roots have long been used to treat various diseases and as a substitute for Vo in the treatment of nervous disorders [21]. In particular, the sedative properties are attributed to the presence of the valepotriates [22].…”

Section: Introductionmentioning

confidence: 99%

Comparative and Functional Screening of Three Species Traditionally used as Antidepressants: Valeriana officinalis L., Valeriana jatamansi Jones ex Roxb. and Nardostachys jatamansi (D.Don) DC.

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et al. 2020

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The essential oils (EOs) of three Caprifoliaceae species, the Eurasiatic Valeriana officinalis (Vo), the Himalayan Valeriana jatamansi (Vj) and Nardostachys jatamansi (Nj), are traditionally used to treat neurological disorders. Roots/rhizomes micromorphology, DNA barcoding and EOs phytochemical characterization were carried out, while biological effects on the nervous system were assessed by acetylcholinesterase (AChE) inhibitory activity and microelectrode arrays (MEA). Nj showed the highest inhibitory activity on AChE (IC50 67.15 μg/mL) followed by Vo (IC50 127.30 μg/mL) and Vj (IC50 246.84 μg/mL). MEA analyses on rat cortical neurons, carried out by recording mean firing rate (MFR) and mean bursting rate (MBR), revealed stronger inhibition by Nj (IC50 18.8 and 11.1 μg/mL) and Vo (16.5 and 22.5 μg/mL), compared with Vj (68.5 and 89.3 μg/mL). These results could be related to different EO compositions, since sesquiterpenes and monoterpenes significantly contribute to the observed effects, but the presence of oxygenated compounds such as aldehydes and ketones is a discriminating factor in determining the order of potency. Our multidisciplinary approach represents an important tool to avoid the adulteration of herbal drugs and permits the evaluation of the effectiveness of EOs that could be used for a wide range of therapeutic applications.

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Isolation, Structural Elucidation, and Neuroprotective Effects of Iridoids fromValeriana jatamansi

Cited by 23 publications

References 14 publications

Antileishmanial and Cytotoxic Compounds from Valeriana wallichii and Identification of a Novel Nepetolactone Derivative

Antileishmanial and Cytotoxic Compounds from Valeriana wallichii and Identification of a Novel Nepetolactone Derivative

Chemical Fingerprinting and Biological Evaluation of the Endemic Chilean Fruit Greigia sphacelata (Ruiz and Pav.) Regel (Bromeliaceae) by UHPLC-PDA-Orbitrap-Mass Spectrometry

Comparative and Functional Screening of Three Species Traditionally used as Antidepressants: Valeriana officinalis L., Valeriana jatamansi Jones ex Roxb. and Nardostachys jatamansi (D.Don) DC.

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