Cucurbitacins and their pharmacological effects
Phytotherapy ResearchPublished 1 May 1995
Manuel Miró
Citations193
SJR quartileQ1
SJR score1.48
SNIP1.57
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TL;DR
The cucurbitacins are triterpenic plant principles with varied pharmacological activities, found in several botanical families, and their main pharmacological effects are described.
Abstract
Abstract The cucurbitacins are triterpenic plant principles with varied pharmacological activities, found in several botanical families. This review includes the structures described in the literature, the plant‐containing cucurbitacins and their main pharmacological effects.
Keywords
Biochemistry, Genetics and Molecular BiologyPharmacology, Toxicology and Pharmaceutics
Journal of Natural ProductsIsolation of an Anti-inflammatory Principle from the Fruit Juice of Ecballium elaterium
136 Citations1988Erdem Yeşilada, Shigeo Tanaka +2 more
The fruit juice of Ecballium elaterium, used as a folk medicine in Turkey for the treatment of sinusitis, was investigated for its anti-inflammatory activity in mice and it is reported that cucurbitacin B has a significant anti- inflammatory activity.
Planta MedicaNew Cucurbitacin Glycosides from<i>Picrorhiza kurrooa</i>
84 Citations1989Hermann Stuppner, Hildebert Wagner
Journal of Natural ProductsNew Cucurbitane Triterpenoids from Momordica charantia
84 Citations1990Majekodunmi O. Fatope, Yoshio Takeda +3 more
PhytochemistryCucurbitacin glycosides from Citrullus colocynthis
79 Citations1989Natiq A.R. Hatam, Donald A. Whiting +1 more
PhytochemistryCucurbitacin E and I in Iberis amara: Feeding inhibitors for Phyllotreta nemorum
75 Citations1977Jens Nielsen, Lone Melchior Larsen +1 more
The most potent feeding inhibitors in green parts of I. amara towards P. nemorum are cucurbitacin E and I, and the concentrations in the plant are found to be high enough to prevent feeding of the flea beetle.
The Journal of Organic ChemistryDatiscacin, a novel cytotoxic cucurbitacin 20-acetate from Datisca glomerata
74 Citations1973S. Morris Kupchan, George Tsou +1 more
Journal of Chemical EcologyDisposition and fate of cucurbitacin B in five species of diabroticites
63 Citations1985J. E. Ferguson, Robert L. Metcalf +1 more
Five species of diabroticites with different host-plant preferences produced an essentially identical array of metabolites when fed radiolabeled cucurbitacin B synthesized in vivo and purified fromCucurbita maxima Duchesne seedlings.
Journal of Natural ProductsHigh-Field <sup>1</sup>H-nmr Spectral Analysis of Some Cucurbitacins
62 Citations1985Chun Tao, Xinde Fang +5 more
1H-nmr spectra of the natural products cucurbitacins A, B, C, D, E, F, I, L, 23, 24-dihydrocucur Bitacin F, as well as three acetylated derivatives, were measured and several of the hydroxy group signals of these compounds were assigned.
Journal of Natural ProductsPlant Anticancer Agents, XXXIV. Cucurbitacins From Elaeocarpus dolichostylus
60 Citations1984Xinde Fang, Charles H. Phoebe +5 more
A new cucurbitacin derivative, hexanorcucur Bitacin F, whose structure was determined by spectroscopic and chemical correlation with curcurbitac in this study is described.
PubMedStudies on the antitumor effect of cucurbitacins.
46 Citations1961S. Gitter, Ruth Gallily +2 more
Comparatively higher concentrations of cucurbitacins were needed to affect the tumor-producing capacity of these cells after in vitro incubation and to depress the rate of respiration measured by Warburg manometry.
Journal of Natural ProductsCucurbitacin B and Isocucurbitacin B: Cytotoxic Components of Helicteres isora
46 Citations1985Mark F. Bean, Mikhail D. Antoun +4 more
Journal of the American Chemical SocietyTumor inhibitors. LXXII. Datiscoside, a novel antileukemic cucurbitacin glycoside from Datisca glomerata
42 Citations1972S. Morris Kupchan, Carl W. Sigel +3 more
Chemical and Pharmaceutical BulletinStudies on the constituents of Momordica charantia L. III. Characterization of new cucurbitacin glycosides of the immature fruits. (1). Structures of momordicosides G, F1, F2 and I.
41 Citations1982Hikaru Okabe, Yumi Miyahara +1 more
Five non-bitter glycosides from the immature fruits of Momordica charantia L. (Cucurbitaceae) were isolated together with two bitter cucurbitacin Glycosides and characterized from chemical and spectral evidence as folows.
PhytochemistryCucurbitacins-repressors of induction of laccase formation
39 Citations1989Nurit Bar-Nun, Alfred M. Mayer
Some members of the Cucurbitacea contain compounds which inhibit the induction of laccase formation by Botrytis cinerea, and the possible role of the cucurbitacins in plant tissue in relation to infection is discussed.
Chemical and Pharmaceutical BulletinIsolation and structures of arvenins from Anagallis arvensis L. (Primulaceae). New cucurbitacin glucosides.
36 Citations1978Yasuji Yamada, Kiyokazu Hagiwara +3 more
Four new cucurbitacin glucosides (named arvenin I, II, III and IV) were isolated as bitter principles of Anagallis arvensis L (Primulaceae) on the basis of the spectral studies involving carbon-13 nuclear magnetic resonance spectra and the chemical transformations.
Journal of Medicinal ChemistryTumor Inhibitors. XXIII.<sup>1</sup> The Cytotoxic Principles of <i>Marah oreganus</i> H.<sup>2</sup>
35 Citations1967S. Morris Kupchan, Allison H. Gray +1 more
The Journal of Organic ChemistryTumor inhibitors. LVI. Cucurbitacins O, P, and Q, the cytotoxic principles of Brandegea bigelovii
34 Citations1970S. Morris Kupchan, Roger M. Smith +2 more
Journal of Natural ProductsIsolation and <sup>13</sup>C-nmr Assignments of Cucurbitacins from Cayaponia Angustiloba, Cayaponia racemosa, and Guraniasubumbellata
34 Citations1990Helen Jacobs, Tamar Singh +2 more
Journal of the Chemical Society Perkin Transactions 1New cytotoxic principles from Datisca glomerata
30 Citations1983Hiroshi Sasamori, K. S. REDDY +10 more
Datisca glomerata has been systematically fractionated by following cellular toxicity in an effort to identify previously uncharacterized cytotoxic principles and several new cucurbitacin glycosides, including datiscosides B(8), C(3), D(9), E(4), F(5), G(6), and H(10) have been isolated and characterized.
Journal of the American Society for Horticultural ScienceInfluence of Cucurbitacins, Sugars, and Fatty Acids on Cucurbit Susceptibility to Spotted Cucumber Beetle1,2
28 Citations1971Govind C. Sharma, Charles V. Hall
Journal of Natural ProductsEffects of Tetracyclic and Pentacyclic Triterpenoids on Growth of Phytophthora cactorum
27 Citations1981W. David Nes, Glenn W. Patterson
PubMedFurther studies on the antitumor effect of cucurbitacins.
26 Citations1962Ruth Gallily, Batia Shohat +3 more
Elasterin methylether (EME) was found to be the most active antitumor compound of the cucurbitacin derivatives studied and morphological alterations, produced by elatericin A in Ehrlich ascites carcinoma cells in vitro, were reversed following their inoculation in vivo.
Journal of Pharmaceutical SciencesPlant Anticancer Agents XXX: Cucurbitacins from Ipomopsis aggregata (Polemoniaceae)
25 Citations1984Munehisa Arisawa, John M. Pezzuto +3 more
Three compounds were identified as the principal cytotoxic constituents of Ipomopsis aggregata (Pursh) V. Grant (Polemoniaceae) through analysis of its spectrometric characteristics.
Phytotherapy ResearchAntiinflammatory effects of the fruit juice of <i>Ecballium elaterium</i> on edemas in mice
24 Citations1989Erdem Yeşilada, Shigeo Tanaka +2 more
The anti‐inflammatory activities of the fruit juice of Ecballium elaterium and its triterpenoid constituent, cucurbitacin B, were tested in mice against serotonin‐ and bradykinin‐induced edemas and showed a dose‐dependent and significant inhibition of edema.
Tetrahedron Letters2-cyano Δ3 piperideines X1: biomimetic synthesis of the ladybug alkaloids of the adaline series
24 Citations1983Dino Hernán Gnecco Medina, David S. Grierson +1 more
Nature New BiologyAntigibberellins of the Cucurbitaceae
23 Citations1973Jayanta Guha, Swapnoleena Sen
Plant growth inhibitors which had pronounced antagonistic activity towards gibberellin action were found in the seeds of Cucurbita moschata, Trichosanthes dioica, and Momordica charantia.
PharmacologyAnalgesic and Anti-Inflammatory Activity in Alcoholic Extracts of Cucumis trigonus Roxburghii
22 Citations2008Vedaa Naik, N.V. Agshikar +1 more
Alcoholic extract of Cucumis trigonus was studied for analgesic activity by tail clip method in mice with pethidine hydrochloride as standard drug and by hydrochloric acid-induced writhing in mice using sodium salicylate as standardDrug for comparison.
Cellular and Molecular Life SciencesAntifertility activity of dihydroelatericin a in the female mouse
21 Citations1972B. Shohat, A. M. Beemer +2 more
Dihydroelatericine A administré par voie buccale à des souris femelles au moins pendant deux semaines, empêche la fertilisation.
Tetrahedron LettersStructures of arvenin I and II, bitter principles from Anagallisarvensis L. (primulaceae). New cucurbitacin glucosides
19 Citations1977Yasuji Yamada, Kiyokazu Hagiwara +2 more
PhytochemistryNor-cucurbitacin glucosides from Wilbrandia species
18 Citations1991Maria Elisa O. Matos, Maria Iracema L. Machado +3 more
JNCI Journal of the National Cancer InstituteAction of Elatericin A on Human Leukemic and Normal Lymphocytes<xref ref-type="fn" rid="FN2">2</xref>
15 Citations1967Batya Shohat, S. Gitter +1 more
Journal of the American Society for Horticultural ScienceCucurbitacin B and Total Sugar Inheritance in Cucurbita pepo L. Related to Spotted Cucumber Beetle Feeding1
15 Citations1971Govind C. Sharma, Charles V. Hall
Heritable resistance to the beetle was discernible and can be achieved in cultivars by selecting for nonpreferred seedlings low in cucurbitacin concn.
Biochemical PharmacologySelective inhibition of thymidine incorporation into lymphocytes by cucurbitacins B and D
14 Citations1969M. W. Whitehouse, Raymond W. Doskotch
PhytochemistryCucurbitacins and aromatic compounds from Crinodendron hookerianum
14 Citations1973M. Bittner, K.Angela Poyser +4 more
PhytochemistryCucurbitacins from Anagallis arvensis
14 Citations1978Yasuji Yamada, Kiyokazu Hagiwara +3 more
PhytochemistrySpinosides A and B. Two cytotoxic cucurbitacin glycosides from Desfontainia spinosa
13 Citations1988Kalakota S. Reddy, A.J. Amonkar +3 more
The structures of 23,24-dihydro-11-deoxocucurbitacin I and the glycosides, spinosides A and B were elucidated on the basis of extensive analysis of their high field 1 H NMR, 13 C N MR, high resolution mass spectra and chemical interconversions.
PhytochemistryA revision of the structure of cucurbitacin S from Bryonia dioica
13 Citations1982Peter J. Hylands, El-Sayed S. Mansour
Phytotherapy ResearchAntiinflammatory, antitumour and antifertility effects in rodents of two nor‐cucurbitacin glucosides from <i>Wilbrandia</i> species
8 Citations1992Fernanda Regina de Castro Almeida, V. S. N. Rao +1 more
The purified fraction (PF) of the rhizome of Wilbrandia sp.
Proceedings of the Indian Academy of Sciences - Section ACucurbitacins in relation to somatic embryonyin vitro
3 Citations1983A. Tewari, N. S. Rangaswamy
Thin layer chromatographic analyses showed that the nucellar extract and the integuments of Luffa cylindrica contain cucurbitain B, and studies with the extracts have corroborated the observed inhibitory effect of cucurbits on somatic embryony.