Literature DB >> 27286203

Pungent Alkamides from Spilanthes acmella L. var. oleracea Clarke.

N Nakatani1, M Nagashima1.   

Abstract

A main pungent amide, spilanthol (1), and three alkamides, (2E)-N-(2-methylbutyl)-2-undecene-8,10-diynamide (2), (2E,7Z)-N-isobutyl-2,7-tridecadiene-10,12-diynamide (3), and (7Z)-N-isobutyl-7-tridecene-10,12-diynamide (4) were isolated from the flower heads of Spilanthes acmella L. var. oleracea Clarke. Their structures were established by spectroscopic methods. Compounds 2 and 4 were new and 3 was found for the first time in Spilanthes species. Chemotaxonomic aspects are discussed.

Entities:  

Year:  1992        PMID： 27286203     DOI： 10.1271/bbb.56.759

Source DB:  PubMed          Journal:  Biosci Biotechnol Biochem        ISSN： 0916-8451            Impact factor:   2.043


  16 in total

1.  In vitro isolation and characterization of biolarvicidal compounds from micropropagated plants of Spilanthes acmella.

Authors:  Vibha Pandey; Madhu Chopra; Veena Agrawal
Journal:  Parasitol Res       Date:  2010-09-22       Impact factor: 2.289

2.  Proposed mechanisms for the fragmentation of doubly allylic alkenamides (tingle compounds) by low energy collisional activation in a triple quadrupole mass spectrometer.

Authors:  Richard D Hiserodt; Barry M Pope; Michael Cossette; Mark L Dewis
Journal:  J Am Soc Mass Spectrom       Date:  2004-10       Impact factor: 3.109

3.  Spilanthol Enhances Sensitivity to Sodium in Mouse Taste Bud Cells.

Authors:  Jiang Xu; Brian C Lewandowski; Toshio Miyazawa; Yasutaka Shoji; Karen Yee; Bruce P Bryant
Journal:  Chem Senses       Date:  2019-01-29       Impact factor: 3.160

4.  Pharmacology of the Umami Taste Receptor.

Authors:  Guy Servant; Eric Frerot
Journal:  Handb Exp Pharmacol       Date:  2022

Review 5.  The genus spilanthes ethnopharmacology, phytochemistry, and pharmacological properties: a review.

Authors:  Jayaraj Paulraj; Raghavan Govindarajan; Pushpangadan Palpu
Journal:  Adv Pharmacol Sci       Date:  2013-12-26

6.  Affinin (Spilanthol), Isolated from Heliopsis longipes, Induces Vasodilation via Activation of Gasotransmitters and Prostacyclin Signaling Pathways.

Authors:  Jesús Eduardo Castro-Ruiz; Alejandra Rojas-Molina; Francisco J Luna-Vázquez; Fausto Rivero-Cruz; Teresa García-Gasca; César Ibarra-Alvarado
Journal:  Int J Mol Sci       Date:  2017-01-22       Impact factor: 5.923

7.  N-alkylamide profiling of Achillea ptarmica and Achillea millefolium extracts by liquid and gas chromatography-mass spectrometry.

Authors:  Lieselotte Veryser; Lien Taevernier; Evelien Wynendaele; Yannick Verheust; Ann Dumoulin; Bart De Spiegeleer
Journal:  J Pharm Anal       Date:  2016-09-24

Review 8.  Phytochemistry, Pharmacology and Toxicology of Spilanthes acmella: A Review.

Authors:  Suchita Dubey; Siddhartha Maity; Mahendra Singh; Shubhini A Saraf; Sudipta Saha
Journal:  Adv Pharmacol Sci       Date:  2013-11-26

9.  Antioxidant and immunomodulatory properties of Spilanthes oleracea with potential effect in chronic fatigue syndrome infirmity.

Authors:  Sonali S Nipate; Anand H Tiwari
Journal:  J Ayurveda Integr Med       Date:  2018-11-16

10.  Alkylamides of Acmella oleracea.

Authors:  Yuan-Bin Cheng; Rosa Huang Liu; Meng-Chi Ho; Tung-Ying Wu; Ching-Yeu Chen; I-Wen Lo; Ming-Feng Hou; Shyng-Shiou Yuan; Yang-Chang Wu; Fang-Rong Chang
Journal:  Molecules       Date:  2015-04-16       Impact factor: 4.411
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