Literature DB >> 16462017

Limonoids: overview of significant bioactive triterpenes distributed in plants kingdom.

Amit Roy1, Shailendra Saraf.   

Abstract

The search for limonoids started long back when scientists started looking for the factor responsible for bitterness in citrus which has negative impact on citrus fruit and juice industry worldwide. The term limonoids was derived from limonin, the first tetranortriterpenoid obtained from citrus bitter principles. Compounds belonging to this group have exhibited a range of biological activities like insecticidal, insect antifeedant and growth regulating activity on insects as well as antibacterial, antifungal, antimalarial, anticancer, antiviral and a number of other pharmacological activities on humans. Although hundreds of limonoids have been isolated from various plants but, their occurrence in the plant kingdom is confined to only plant families of order Rutales and that too more abundantly in Meliaceae and Rutaceae, and less frequently in Cneoraceae and Harrisonia sp. of Simaroubaceae. Limonoids are highly oxygenated, modified terpenoids with a prototypical structure either containing or derived from a precursor with a 4,4,8-trimethyl-17-furanylsteroid skeleton. All naturally occurring citrus limonoids contain a furan ring attached to the D-ring, at C-17, as well as oxygen containing functional groups at C-3, C-4, C-7, C-16 and C-17. The structural variations of limonoids found in Rutaceae are less than in Meliaceae and are generally limited to the modification of A and B rings, the limonoids of Meliaceae are more complex with very high degree of oxidation and rearrangement exhibited in the parent limonoid structure. To counter the problem of bitterness in citrus juice and products genetic engineering of citrus to maximize the formation of limonoid glucosides for reducing limonoid bitterness is the focus of recent and future research. Regarding the biological activities of limonoids the investigations are to be directed towards detailed characterization, quantification, and designing a simple as well as versatile synthetic route of apparently important limonoids. Extraction methods too should be optimized; evaluation and establishment of pharmaco-dynamic and kinetic principles, and structure activity relationships should be a key goal associated with limonoids so that they can be safely introduced in our arsenal of pharmaceuticals to safeguard the humanity from the wrath of disease and its discomfort.

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Year:  2006        PMID: 16462017     DOI: 10.1248/bpb.29.191

Source DB:  PubMed          Journal:  Biol Pharm Bull        ISSN: 0918-6158            Impact factor:   2.233


  78 in total

1.  Ceramicines J-L, new limonoids from Chisocheton ceramicus.

Authors:  Chin Piow Wong; Misae Shimada; Alfarius Eko Nugroho; Yusuke Hirasawa; Toshio Kaneda; A Hamid A Hadi; Shirota Osamu; Hiroshi Morita
Journal:  J Nat Med       Date:  2011-12-13       Impact factor: 2.343

2.  Mechanism of neem limonoids-induced cell death in cancer: Role of oxidative phosphorylation.

Authors:  Neelu Yadav; Sandeep Kumar; Rahul Kumar; Pragya Srivastava; Leimin Sun; Peter Rapali; Timothy Marlowe; Andrea Schneider; Joseph R Inigo; Jordan O'Malley; Ramesh Londonkar; Raghu Gogada; Ajay K Chaudhary; Nagendra Yadava; Dhyan Chandra
Journal:  Free Radic Biol Med       Date:  2015-11-25       Impact factor: 7.376

3.  Anti-melanin deposition activity of ceramicines from Chisocheton ceramicus.

Authors:  Chie Iijima; Chin Piow Wong; Alfarius Eko Nugroho; Yayoi Sotozono; Saki Someya; Yusuke Hirasawa; Toshio Kaneda; A Hamid A Hadi; Hiroshi Morita
Journal:  J Nat Med       Date:  2016-06-29       Impact factor: 2.343

4.  Phylogeny, evolutionary trends and classification of the Spathelia-Ptaeroxylon clade: morphological and molecular insights.

Authors:  M S Appelhans; E Smets; S G Razafimandimbison; T Haevermans; E J van Marle; A Couloux; H Rabarison; M Randrianarivelojosia; P J A Kessler
Journal:  Ann Bot       Date:  2011-06       Impact factor: 4.357

5.  Berberine ameliorates nonbacterial prostatitis via multi-target metabolic network regulation.

Authors:  Hui Sun; Huiyu Wang; Aihua Zhang; Guangli Yan; Yue Zhang; Na An; Xijun Wang
Journal:  OMICS       Date:  2015-01-14

6.  New functionally-enhanced soy proteins as food ingredients with anti-viral activity.

Authors:  Aizhan Sabirzhanovna Turmagambetova; Nadezhda Sergeevna Sokolova; Andrey Pavlinovich Bogoyavlenskiy; Vladimir Eleazarovich Berezin; Mary Ann Lila; Diana M Cheng; Vyacheslav Dushenkov
Journal:  Virusdisease       Date:  2015-08-15

7.  Assembly of the Limonoid Architecture by a Divergent Approach: Total Synthesis of (±)-Andirolide N via (±)-8α-Hydroxycarapin.

Authors:  Alexander W Schuppe; Timothy R Newhouse
Journal:  J Am Chem Soc       Date:  2017-01-05       Impact factor: 15.419

8.  Ceramicine B, a limonoid with anti-lipid droplets accumulation activity from Chisocheton ceramicus.

Authors:  Chin Piow Wong; Toshio Kaneda; A Hamid A Hadi; Hiroshi Morita
Journal:  J Nat Med       Date:  2013-03-14       Impact factor: 2.343

Review 9.  Plant-derived triterpenoids and analogues as antitumor and anti-HIV agents.

Authors:  Reen-Yen Kuo; Keduo Qian; Susan L Morris-Natschke; Kuo-Hsiung Lee
Journal:  Nat Prod Rep       Date:  2009-08-13       Impact factor: 13.423

10.  Transmission blocking activity of a standardized neem (Azadirachta indica) seed extract on the rodent malaria parasite Plasmodium berghei in its vector Anopheles stephensi.

Authors:  Leonardo Lucantoni; Rakiswendé S Yerbanga; Giulio Lupidi; Luciano Pasqualini; Fulvio Esposito; Annette Habluetzel
Journal:  Malar J       Date:  2010-03-02       Impact factor: 2.979

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