Evidence map›Paper›PMID 27350550›Full record

ArticleArchives of pharmacal research2016

New ursane triterpenoids from Ficus pandurata and their binding affinity for human cannabinoid and opioid receptors.

Amgad I M Khedr, Sabrin R M Ibrahim, Gamal A Mohamed, Hany E A Ahmed, Amany S Ahmad, Mahmoud A Ramadan, Atef E Abd El-Baky, Koji Yamada, Samir A Ross

Abstract read
In one paragraph

Article in Archives of pharmacal research, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 7 papers.

0numbers the graph read from it
0cells of the map it votes in
7citing papers in PubMed
–field-weighted citation impact
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

7 citing papers in PubMed.

  1. Article
  2. Article
  3. Article
  4. Article
  5. Oxidative medicine and cellular longevity · 2021
    Article
  6. Review
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4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

9 authors.

Amgad I M KhedrDepartment of Pharmacognosy, Faculty of Pharmacy, Port Said University, Port Said, 42526, Egypt.
Sabrin R M IbrahimDepartment of Pharmacognosy and Pharmaceutical Chemistry, College of Pharmacy, Taibah University, Al Madinah Al Munawarah, 30078, Saudi Arabia. sabrinshaur@gmail.com.
Gamal A MohamedDepartment of Natural Products and Alternative Medicine, Faculty of Pharmacy, King Abdulaziz University, Jeddah, 21589, Saudi Arabia.
Hany E A AhmedDepartment of Pharmacognosy and Pharmaceutical Chemistry, College of Pharmacy, Taibah University, Al Madinah Al Munawarah, 30078, Saudi Arabia.
Amany S AhmadDepartment of Pharmacognosy, Faculty of Pharmacy, Assuit University, Assuit, 71526, Egypt.
Mahmoud A RamadanDepartment of Pharmacognosy, Faculty of Pharmacy, Assuit University, Assuit, 71526, Egypt.
Atef E Abd El-BakyDepartment of Biochemistry, Faculty of Pharmacy, Port Said University, Port Said, 42526, Egypt.
Koji YamadaGarden for Medicinal Plants, Graduate School of Biomedical Sciences, Nagasaki University, Bunkyo-machi 1-14, Nagasaki, 852-8521, Japan.
Samir A RossNational Center for Natural Products Research, and Department of Pharmacognosy, School of Pharmacy, University of Mississippi, University, MS, 38677, USA.

Funding

Center of Research Excellence in Natural Products Neuroscience (CORE-NPN)P20GM104932 · NIGMS · UNIVERSITY OF MISSISSIPPI · PI MAJUMDAR, SOUMYAJIT · 2012 to 2016
$10.0M
NIGMS NIH HHS P20 GM104932
6 · The paper itself

Abstract

Phytochemical investigation of Ficus pandurata Hance (Moraceae) fruits has led to the isolation of two new triterpenoids, ficupanduratin A [1β-hydroxy-3β-acetoxy-11α-methoxy-urs-12-ene] (11) and ficupanduratin B [21α-hydroxy-3β-acetoxy-11α-methoxy-urs-12-ene] (17), along with 20 known compounds: α-amyrin acetate (1), α-amyrin (2), 3β-acetoxy-20-taraxasten-22-one (3), 3β-acetoxy-11α-methoxy-olean-12-ene (4), 3β-acetoxy-11α-methoxy-12-ursene (5), 11-oxo-α-amyrin acetate (6), 11-oxo-β-amyrin acetate (7), palmitic acid (8), stigmast-4,22-diene-3,6-dione (9), stigmast-4-ene-3,6-dione (10), stigmasterol (12), β-sitosterol (13), stigmast-22-ene-3,6-dione (14), stigmastane-3,6-dione (15), 3β,21β-dihydroxy-11α-methoxy-olean-12-ene (16), 3β-hydroxy-11α-methoxyurs-12-ene (18), 6-hydroxystigmast-4,22-diene-3-one (19), 6-hydroxystigmast-4-ene-3-one (20), 11α,21α-dihydroxy-3β-acetoxy-urs-12-ene (21), and β-sitosterol-3-O-β-D-glucopyranoside (22). Compound 21 is reported for the first time from a natural source. The structures of the 20 compounds were elucidated on the basis of IR, 1D ((1)H and (13)C), 2D ((1)H-(1)H COSY, HSQC, HMBC and NOESY) NMR and MS spectroscopic data, in addition to comparison with literature data. The isolated compounds were evaluated for their anti-microbial, anti-malarial, anti-leishmanial, and cytotoxic activities. In addition, their radioligand displacement affinity on opioid and cannabinoid receptors was assessed. Compounds 4, 11, and 15 exhibited good affinity towards the CB2 receptor, with displacement values of 69.7, 62.5 and 86.5 %, respectively. Furthermore, the binding mode of the active compounds in the active site of the CB2 cannabinoid receptors was investigated through molecular modelling.

Indexed as

FicusAnimalsChlorocebus aethiopsDose-Response Relationship, DrugFruitHumansPentacyclic TriterpenesPlant ExtractsProtein BindingProtein Structure, SecondaryProtein Structure, TertiaryReceptors, CannabinoidReceptors, OpioidTriterpenesVero CellsPentacyclic TriterpenesPlant ExtractsReceptors, CannabinoidReceptors, OpioidTriterpenesursaneAnti-leishmanialAnti-malarialCannabinoid receptorsFicus pandurataOpioid receptorsTriterpenes

Identifiers

PMID27350550
PMCPMC5590819

What OpenQuestion holds

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Registered trials

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Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.