Plant Anticancer Agents XXX: Cucurbitacins from Ipomopsis aggregata (Polemoniaceae)

Arisawa, Munehisa; Pezzuto, John M.; Cordell, Geoffrey A.; Farnsworth, Norman R.; Kinghorn, A. Douglas

doi:10.1002/jps.2600730335

Cited by 24 publications

(10 citation statements)

References 11 publications

(16 reference statements)

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“…Cucurbitacins are the most bitter-tasting compounds known and have demonstrated oviposition and feeding deterrence against a variety of insect herbivores (Miro, 1995;Tallamy et al, 1997). Cucurbitacin B and D were previously reported from gross extractions of scarlet gilia tissue (Arisawa et al, 1984). Cucurbitacin B and D standards were provided by Dr D. Tallamy and Dr P. Gorski (U. of Delaware) from tissue of Cucubita andreana.…”

Section: Chemical Analysis Of Fruit Samplesmentioning

confidence: 99%

Scarlet gilia resistance to insect herbivory: the effects of early season browsing, plant apparency, and phytochemistry on patterns of seed fly attack

et al. 2005

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Pollen-limited plants are confronted with a difficult tradeoff because they must present showy floral displays to attract pollinators and yet must also minimize their apparency to herbivores. In these systems, traits that increase pollinator visitation may also increase herbivore oviposition and overall plant resistance may therefore be constrained to evolve largely as a correlated response to selection on plant apparency or vigor. We used a familystructured quantitative genetic experiment to evaluate the importance of ungulate browsing, flowering date and plant height (traits that are related to overall vigor), and variation in a putative phytochemical defense (cucurbitacin production) on patterns of seed fly attack in a scarlet gilia population. We found significant genetic variation in the amount of insect damage plants experience in the field, providing evidence that resistance may evolve. In addition, we found that browsing reduced seed fly attack and that oviposition is strongly related to plant size and flowering date; large, early flowering plants experience high attack. In addition, we found that high cucurbitacin production was correlated with low seed fly damage, although this effect was relatively weak.We found directional selection on final plant height and flowering date; tall, early flowering plants had the highest reproductive success. In addition, we found negative directional selection on cucurbitacin production, which may indicate a high cost of cucurbitacin or other functions of this phytochemical. Although seed fly herbivory arguably decreases plant fitness, we found an unexpected positive relationship between damage and fitness. A negative relationship between fitness and damage may be masked in this system through strong positive indirect correlations between patterns of damage and levels of pollinator visitation. Finally, we found significant genetic variation in flowering date, plant height, and cucurbitacin production. Resistance to seed flies may evolve in this population, but largely as a non-adaptive correlated response to selection on overall plant vigor. Phytochemicals may play a more important role in defense in years with high seed fly attack, or when pollen-limitation is less severe.

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Section: Chemical Analysis Of Fruit Samplesmentioning

confidence: 99%

Scarlet gilia resistance to insect herbivory: the effects of early season browsing, plant apparency, and phytochemistry on patterns of seed fly attack

et al. 2005

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“…Cucurbitacin B and iso-cucurbitacin B are found in Helicteres isora (Bean et al, 1985) and the derivative 3epi-iso (hydroxyl in B ) of cucurbitacin B has been isolated in Ipomopsis aggregata (Arisawa et al, 1984).…”

Section: Cucurbitacinsmentioning

confidence: 99%

Cucurbitacins and their pharmacological effects

Miró

1995

Phytotherapy Research

179

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“…The NMR and mass spectra of the new compounds are included in the ESI. † The known compounds were identied as a-spinasterol (6), 14 cucurbitacin B (7), [15][16][17] cucurbitacin E (8), [17][18][19] isocucurbitacin B (9), 20 isocucurbitacin D (10), 21 cucurbitacin D (11), 17,18,22 25-acetyl cucurbitacin F (12), 23 a-spinasterol-3-O-b-D-glucopyranoside (13), 14 2-O-b-D-glucopyranosyl-cucurbitacin B (14), 24 2-O-b-D-glucopyranosyl-cucurbitacin D (15), 24 and 2-epi-Ob-D-glucopyranosyl-cucurbitacin B (16) 24 by spectroscopic data comparisons with those of the literature values ( Fig. S1 †).…”

Section: Resultsmentioning

confidence: 99%

“…[11][12][13] However, the phytochemical investigation of the constituents of this plant has not much been undertaken. In the present study, we wish to report ve new triterpenoid saponin glycosides 1-5 together with eleven known compounds 6-16 [14][15][16][17][18][19][20][21][22][23][24] from the fruit bers of T. cucumerina. These compounds were elucidated by analysis of varying spectroscopic evidence, as well as comparison with the literature data of known compounds.…”

Section: Introductionmentioning

confidence: 99%

New triterpenoid saponin glycosides from the fruit fibers ofTrichosanthes cucumerinaL.

et al. 2020

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Plant Anticancer Agents XXX: Cucurbitacins from Ipomopsis aggregata (Polemoniaceae)

Cited by 24 publications

References 11 publications

Scarlet gilia resistance to insect herbivory: the effects of early season browsing, plant apparency, and phytochemistry on patterns of seed fly attack

Scarlet gilia resistance to insect herbivory: the effects of early season browsing, plant apparency, and phytochemistry on patterns of seed fly attack

Cucurbitacins and their pharmacological effects

New triterpenoid saponin glycosides from the fruit fibers ofTrichosanthes cucumerinaL.

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