Diterpenoid Alkaloids and Phenol Glycosides from Aconitum Naviculare (Brühl) Stapf

Phytochemical investigation of the aerial parts of Aconitum naviculare, a medicinal plant used in traditional Nepalese medicine, led to the isolation and characterization of two new diterpenoid alkaloids, navirine B (1), and navirine C (2), along with (+) chellespontine (3), kaempferol-7-O-β-D-glucopyranosyl(1→3)α-L-rhamnopyranoside (4), kaempferol-7-O α-L-rhamnopyranoside,3-O-β-D-glucopyranoside (5), p-coumaric-4-O-β-D-glucopyranoside acid (6), and ferulic-4-O-β-D-glucopyranoside acid (7). The structures of the isolated compounds were elucidated on the basis of extensive analyses of 1D and 2D NMR spectra (HMQC, HMBC, COSY, ROESY) and HR-MS data. The antiproliferative activity of alkaloids 1–3 against human tumor cell lines (LoVo and 2008) was also evaluated.

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Labdane and Abietane Diterpenoids from Juniperus oblonga and Their Cytotoxic Activity

Molecules ◽

10.3390/molecules24081561 ◽

2019 ◽

Vol 24 (8) ◽

pp. 1561 ◽

Cited By ~ 1

Author(s):

Qiao ◽

Khutsishvili ◽

Alizade ◽

Atha ◽

Borris

Keyword(s):

Cell Lines ◽

Human Tumor ◽

2D Nmr ◽

Human Tumor Cell Lines ◽

Abietane Diterpenoids ◽

Whole Plant ◽

Phytochemical Investigation ◽

Ic50 Values ◽

First Time ◽

Mcf 7

A phytochemical investigation of the whole plant of Juniperus oblonga led to the isolationof one previously undescribed labdane diterpenoid, (4R,5S,9S,10R)‐13‐des‐ethyl‐13‐oxolabda‐8(17),11E‐dien‐19‐oic acid (1), together with nine known diterpenoids (2–3, 6–12), two lignans (4, 5),and a coumarin (13). The structures of all the compounds were elucidated on the basis ofspectrometric data, primarily one‐dimensional (1D)‐ and two‐dimensional (2D)‐NMR and massspectrometry. Electronic circular dichroism (ECD) calculations determined the absoluteconfiguration of 1. In addition, the isolated compounds were evaluated for their cytotoxic activityagainst three human tumor cell lines (HepG2, MCF‐7, and HeLa). 6,12‐Dihydroxyabieta‐5,8,11,13‐tetraen‐7‐one (6) showed moderate cytotoxicity against all three cell lines with IC50 values rangingfrom 24.41 μM to 58.39 μM and trilobinone (10) showed weaker activity with IC50 values rangingfrom 56.93 μM to 79.98 μM. None of the isolated diterpenoids have been previously reported fromJuniperus oblonga, and five compounds are here reported from the genus Juniperus for the first time.

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Four New Pterosins from Pteris cretica and Their Cytotoxic Activities

Molecules ◽

10.3390/molecules24152767 ◽

2019 ◽

Vol 24 (15) ◽

pp. 2767

Author(s):

Jian Lu ◽

Caiying Peng ◽

Shuang Cheng ◽

Jianqun Liu ◽

Qinge Ma ◽

...

Keyword(s):

Human Tumor ◽

2D Nmr ◽

Cytotoxic Activities ◽

Aerial Parts ◽

Pteris Cretica ◽

Phytochemical Investigation ◽

Hct 116 ◽

Hct 116 Cells ◽

New Compounds

Phytochemical investigation of the aerial parts of Pteris cretica led to the isolation and elucidation of nine pterosins, including four new pterosins, creticolacton A (1), 13-hydroxy-2(R),3(R)-pterosin L (2), creticoside A (3), and spelosin 3-O-β-d-glucopyranoside (4), together with five known pterosins 5–9. Their structures were identified mainly on the basis of 1D and 2D NMR spectral data, ESI-MS and literature comparisons. Compounds 1 and 3 were new type of petrosins with a six membered ring between C-14 and C-15. The new compounds were tested in vitro for their cytotoxic activities against four human tumor cell lines (SH-SY5Y, SGC-7901, HCT-116, Lovo). Results showed that compounds 1 and 2 exhibited cytotoxic activity against HCT-116 cells with IC50 value of 22.4 μM and 15.8 μM, respectively.

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Semiquinol and phenol compounds from seven Senecio species

Chemical Papers ◽

10.2478/s11696-010-0091-x ◽

2011 ◽

Vol 65 (1) ◽

Cited By ~ 3

Author(s):

Boris Mandić ◽

Dejan Gođevac ◽

Ljubodrag Vujisić ◽

Snežana Trifunović ◽

Vele Tesević ◽

...

Keyword(s):

Spectroscopic Studies ◽

1H And 13C Nmr ◽

Serbia And Montenegro ◽

Phenol Compounds ◽

Aerial Parts ◽

Isolation And Characterization ◽

Phytochemical Investigation ◽

Compound Ii ◽

Tof Ms

AbstractIn this paper, examination of the aerial parts of seven Senecio species from Serbia and Montenegro is reported. Phytochemical investigation of Senecio erucifolius led to the isolation and characterization of semiquinol butyl 2-(1-hydroxy-4-oxocyclohexa-2,5-dienyl)acetate (I), along with methyl 2-(1-hydroxy-4-oxocyclohexa-2,5-dienyl)acetate (jacaranone, II), and methyl 2-(4-hidroxyphenyl)acetate (III). The structure of I was established based on spectroscopic studies (1H- and 13C-NMR, IR, and CI-MS). Compound II was also isolated from S. carpathicus and S. subalpinus. The presence of jacaranone in the methanol extracts of S. wagneri, S. othonnae, and S. paludosus was confirmed by LC/ESI-TOF MS.

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Phytochemical Investigation, Isolation and Characterization of Coumarins from Aerial Parts and Roots of Tunisian Pituranthos chloranthus (Apiaceae)

Pharmacognosy Communications ◽

10.5530/pc.2015.4.4 ◽

2015 ◽

Vol 5 (4) ◽

pp. 237-243 ◽

Cited By ~ 1

Author(s):

Latifa Aloui ◽

Mohamed Kossentini ◽

Claude Geffroy-Rodier ◽

Jérôme Guillard ◽

Sami Zouari

Keyword(s):

Aerial Parts ◽

Isolation And Characterization ◽

Phytochemical Investigation

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Diterpenoid Alkaloids from the Aerial Parts of Aconitum flavum Hand.-Mazz

Natural Products and Bioprospecting ◽

10.1007/s13659-021-00302-3 ◽

2021 ◽

Author(s):

Na Zhang ◽

Fan Xia ◽

Song-Yu Li ◽

Yin Nian ◽

Li-Xin Wei ◽

...

Keyword(s):

Low Voltage ◽

Human Tumor ◽

No Production ◽

Tumor Cell Lines ◽

Diterpenoid Alkaloids ◽

Human Tumor Cell ◽

Human Tumor Cell Lines ◽

Chemical Structures ◽

Aerial Parts ◽

First Time

AbstractSixteen diterpenoid alkaloids (DAs), including six aconitine-type alkaloids (5 and 9 − 13), seven 7,17-seco-aconitine-type alkaloids (1 − 4, 6 − 8), two napelline-type alkaloids (14 and 15) as well as one veatchine-type alkaloid (16), were isolated from the aerial parts of Aconitum flavum Hand.-Mazz. In which, flavumolines A − D (1 − 4) were four new ones, and flavumoline E (5) was reported as natural compound for the first time. Their chemical structures were elucidated by the analysis of extensive spectroscopic data. The inhibitory activities of these isolates on Cav3.1 low voltage-gated Ca2+ channel, NO production in LPS-activated RAW264.7cells, five human tumor cell lines, as well as acetylcholinesterase (AChE) were tested.

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Undescribed C-Glycosylflavones from Corn Silk and Potential Anti-inflammatory Activity Evaluation of Isolates

Planta Medica ◽

10.1055/a-1728-1347 ◽

2021 ◽

Author(s):

Satish Sarfare ◽

Shabana Iqrar Khan ◽

fazila zulfiqar ◽

Srivedavyasasri Radhakrishnan ◽

Zulfiqar Ali ◽

...

Keyword(s):

Spectral Data ◽

Structure Elucidation ◽

2D Nmr ◽

Inflammatory Activity ◽

Inos Activity ◽

Corn Silk ◽

Activity Evaluation ◽

Isolation And Characterization ◽

Phytochemical Investigation

Phytochemical investigation of corn silk resulted in isolation and characterization of four flavone C-glycosides, chrysoeriol 6-C-β-oliopyranosyl-7-O-β-D-glucopyranoside (1), 3′-methoxycassiaoccidentalin A (2), chrysoeriol 6-C-β-boivinopyranosyl-7-O-β-D-glucopyranoside (3), and ax-4"-OH-3′-methoxymaysin (4), a triterpenoid, friedelin (5), two sterols, (22E)-5,8-epidioxyergosta-6,22-dien-3β-ol (6) and 6β-hydroxystigmasta-4,22-diene-3-one (7), and a mixture of β-sitosterol and stigmasterol. Compounds 1 and 2 were previously undescribed. Structure elucidation of the isolated compounds was attained using spectral data including 1D and 2D NMR and HRESIMS. Compounds 1, 2, 5, and 6 inhibited iNOS activity in LPS-induced macrophages and decreased nitrite levels by 68.64+4.46, 65.67 + 6.47, 88.50 + 0.50, and 94.00 + 4.00 %, respectively, at 50 µM. Compound 5 also showed inhibition of NF-κB (51.00+1.50 %). Compounds 1 and 2 induced NAG-1 activity in chondrocytes by 1.80 + 0.05 and 2.00 + 0.13 fold, respectively. The extract of corn silk, however, did not exhibit inhibition of iNOS or NF-κB but induced NAG-1 by 1.80+ 0.51 fold.

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Triterpenoids Isolated from Stem Bark of Glochidion lanceolarium (Roxb.), Voigt

Journal of Science Foundation ◽

10.3329/jsf.v18i1.51278 ◽

2021 ◽

Vol 18 (1) ◽

pp. 13-18

Author(s):

Selina Kabir ◽

Mohammad Rashedul Haque ◽

Abdullah Mohammad Sarwaruddin Chowdhury ◽

Mohammad Abdur Rashid ◽

Choudhury Mahmood Hasan

Keyword(s):

Stem Bark ◽

Chemical Investigation ◽

Spectroscopic Methods ◽

Aerial Parts ◽

Isolation And Characterization ◽

Phytochemical Investigation ◽

Organic Extracts

This paper presents the chemical investigation of the stem barks of Glochidion lanceolarium (Roxb.) Voigt, Euphorbiaceae. Classic phytochemical investigation of organic extracts of the aerial parts of Glochidion lanceolarium together with spectroscopic methods led to the isolation and characterization of three triterpenes, namely Epilupeol (1) Glochidonol (2), Glochidone (3). Journal of Science Foundation, January 2020;18(1):13-18

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A Novel Anticancer Diterpenoid from Jatropha Gossypifolia

Natural Product Communications ◽

10.1177/1934578x1200700204 ◽

2012 ◽

Vol 7 (2) ◽

pp. 1934578X1200700

Author(s):

Abiodun Falodun ◽

Udo Kragl ◽

Serge-Mitherand Tengho Touem ◽

Alexander Villinger ◽

Thomas Fahrenwaldt ◽

...

Keyword(s):

Bacterial Infections ◽

2D Nmr ◽

Root Bark ◽

X Ray ◽

Isolation And Characterization ◽

Phytochemical Investigation ◽

Jatropha Gossypifolia ◽

Methylene Group

Jatropha gossypifolia root bark is used in ethnomedicine for bacterial infections and cancer of the lungs. Phytochemical investigation resulted in the isolation and characterization of a potent anticancer and novel lathyrane diterpenoid compound, abiodone, with an unusual methylene group. The structure of this novel compound was established by 1D, and 2D NMR spectroscopic experiments and confirmed by X-ray analysis.

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TRPA1 Modulating C14 Polyacetylenes from the Iranian Endemic Plant Echinophora platyloba

Molecules ◽

10.3390/molecules23071750 ◽

2018 ◽

Vol 23 (7) ◽

pp. 1750 ◽

Cited By ~ 2

Author(s):

Giuseppina Chianese ◽

Carmina Sirignano ◽

Yalda Shokoohinia ◽

Zeynab Mohammadi ◽

Leili Bazvandi ◽

...

Keyword(s):

Transient Receptor Potential ◽

Trp Channels ◽

Receptor Potential ◽

2D Nmr ◽

Endemic Plant ◽

Chemical Structures ◽

Aerial Parts ◽

Phytochemical Investigation ◽

2D Nmr Spectra ◽

Transient Receptor

Phytochemical investigation of the apolar extract obtained from aerial parts of the Iranian endemic plant Echinophora platyloba DC (Apiaceae) resulted in the characterization of the polyacetylene fraction of this plant. This resulted to be composed of the known echinophorins A and B, embedding the very rare α-pyrone terminal, and of the new echinophorin D (3), including also three conjugated triple bonds. The chemical structures of these compounds were secured by detailed inspection of MS and 1D/2D NMR spectra. The isolated polyacteylenes were evaluated for their modulation of six thermo-TRP channels and they revealed a selective activity on TRPA1, an ion channel involved in the mediation of neuropathic and inflammatory pain. This is the first report on the activity of plant polyacetylenes on transient receptor potential (TRP) channels.

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